26 Chandler Street, MA 02116 Boston
1 night, 30 days ahead, refundable, 2 adults Price history ↓
Room descriptions from the hotel. Available rooms and prices for your dates appear above.
This double room features a tea and coffee maker and a flat-screen TV with streaming services. The unit has 1 bed.
This double room features a tea and coffee maker and a flat-screen TV with streaming services. The unit has 1 bed.
1 night · 1 room · 2 adults
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$411 USD total · 1 night
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1 night · 1 room · 2 adults
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$134 USD total · 1 night
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1 night · 1 room · 2 adults
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$249 USD total · 1 night
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1 night · 1 room · 2 adults
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$298 USD total · 1 night
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1 night · 1 room · 2 adults
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$243 USD total · 1 night
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1 night · 1 room · 2 adults
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$136 USD total · 1 night
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1 night · 1 room · 2 adults
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$165 USD total · 1 night
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1 night · 1 room · 2 adults
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$194 USD total · 1 night
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1 night · 1 room · 2 adults
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$257 USD total · 1 night
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1 night · 1 room · 2 adults
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$228 USD total · 1 night
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1 night · 1 room · 2 adults
Last priced: Deluxe King
Non-refundable rate.
Room only
$98 USD total · 1 night
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1 night · 1 room · 2 adults
Last priced: Deluxe King
Refundable · deadline confirmed before payment.
Room only
$98 USD total · 1 night
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7 nights · 1 room · 2 adults
Last priced: Deluxe King
Refundable · deadline confirmed before payment.
Room only
$798 USD total · 7 nights
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7 nights · 1 room · 2 adults
Last priced: Back Bay King
Non-refundable rate.
Room only
$817 USD total · 7 nights
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1 night · 1 room · 2 adults
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$110 USD total · 1 night
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1 night · 1 room · 2 adults
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$230 USD total · 1 night
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1 night · 1 room · 2 adults
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$102 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$110 USD total · 1 night
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1 night · 1 room · 2 adults
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$168 USD total · 1 night
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1 night · 1 room · 2 adults
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$159 USD total · 1 night
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1 night · 1 room · 2 adults
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$128 USD total · 1 night
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1 night · 1 room · 2 adults
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$171 USD total · 1 night
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1 night · 1 room · 2 adults
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$144 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$192 USD total · 1 night
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1 night · 1 room · 2 adults
Last priced: Back Bay King
Non-refundable rate.
Room only
$86 USD total · 1 night
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1 night · 1 room · 2 adults
Last priced: Back Bay King
Refundable · deadline confirmed before payment.
Room only
$93 USD total · 1 night
Recorded price · confirmed again before you book.
7 nights · 1 room · 2 adults
Last priced: Deluxe King
Refundable · deadline confirmed before payment.
Room only
$766 USD total · 7 nights
Recorded price · confirmed again before you book.
7 nights · 1 room · 2 adults
Last priced: Back Bay King
Non-refundable rate.
Room only
$776 USD total · 7 nights
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
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$102 USD total · 1 night
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1 night · 1 room · 2 adults
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$152 USD total · 1 night
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1 night · 1 room · 2 adults
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$104 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$102 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$130 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$102 USD total · 1 night
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1 night · 1 room · 2 adults
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$106 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$113 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$102 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$201 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$110 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$104 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
Last priced: Deluxe King
Non-refundable rate.
Room only
$98 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
Last priced: Deluxe King
Refundable · deadline confirmed before payment.
Room only
$98 USD total · 1 night
Recorded price · confirmed again before you book.
7 nights · 1 room · 2 adults
Last priced: Deluxe King
Refundable · deadline confirmed before payment.
Room only
$936 USD total · 7 nights
Recorded price · confirmed again before you book.
7 nights · 1 room · 2 adults
Last priced: Back Bay King
Non-refundable rate.
Room only
$954 USD total · 7 nights
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1 night · 1 room · 2 adults
Room details at the next step
Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$110 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$110 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$110 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$190 USD total · 1 night
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1 night · 1 room · 2 adults
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$174 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$230 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$211 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$183 USD total · 1 night
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1 night · 1 room · 2 adults
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$233 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$252 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$284 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$353 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$250 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$171 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
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$246 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$323 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
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$208 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$284 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$299 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$235 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$345 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$252 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$284 USD total · 1 night
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1 night · 1 room · 2 adults
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$326 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$330 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$312 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$367 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$307 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$402 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$403 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$265 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$294 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$383 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$242 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$415 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$468 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$425 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$616 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$445 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$421 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$499 USD total · 1 night
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1 night · 1 room · 2 adults
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$296 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$330 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$413 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$508 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$335 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$397 USD total · 1 night
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1 night · 1 room · 2 adults
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$473 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$316 USD total · 1 night
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1 night · 1 room · 2 adults
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$398 USD total · 1 night
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1 night · 1 room · 2 adults
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$453 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$397 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$535 USD total · 1 night
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1 night · 1 room · 2 adults
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$330 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$250 USD total · 1 night
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1 night · 1 room · 2 adults
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$331 USD total · 1 night
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1 night · 1 room · 2 adults
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$359 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$306 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$430 USD total · 1 night
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1 night · 1 room · 2 adults
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$376 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$356 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$434 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$305 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$314 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$363 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$402 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$287 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$384 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$455 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$295 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$418 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$323 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$301 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$228 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$260 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$186 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$287 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$286 USD total · 1 night
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1 night · 1 room · 2 adults
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$274 USD total · 1 night
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1 night · 1 room · 2 adults
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$967 USD total · 1 night
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1 night · 1 room · 2 adults
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$306 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$317 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$329 USD total · 1 night
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1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$234 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$308 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$265 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$294 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$249 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$357 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$333 USD total · 1 night
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1 night · 1 room · 2 adults
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Meal plan confirmed at the next step.
$305 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$317 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$340 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
Room details at the next step
Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$341 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
Room details at the next step
Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$275 USD total · 1 night
Recorded price · confirmed again before you book.
1 night · 1 room · 2 adults
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Refundable · deadline confirmed before payment.
Meal plan confirmed at the next step.
$416 USD total · 1 night
Recorded price · confirmed again before you book.
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Charming European-Style Boutique Hotel in Boston's South End
Modern Amenities: Each room at Staypineapple, South End boasts a flat-screen TV, iPod docking station, and a luxurious walk-in marble shower in the private bathroom.
Convenient Services: Guests can enjoy free WiFi, a work desk, and a direct line to the 24-hour front desk for any needs that may arise during their stay.
Prime Location: Situated in the historic South End, the hotel is just a short stroll away from renowned restaurants and attractions, including the vibrant Back Bay area and upscale shops on Newbury Street.
Ready to experience the perfect blend of comfort and sophistication? Book your stay at Staypineapple, South End now!
Swipe the chart to compare months →
Lower Near usual Higher12-month median $296/night
Select a month. See dated stays ↑
November 2026: $219 a night. December 2026: $164 a night. January 2027: $109 a night. February 2027: $174 a night. March 2027: $268 a night. April 2027: $326 a night. May 2027: $418 a night. June 2027: $398 a night. July 2027: $344 a night. August 2027: $298 a night. September 2027: $294 a night. October 2027: $337 a night.
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90-day median now $313
| Date | Nightly rate |
|---|---|
| 14 Oct 2026 | $611 |
| 15 Oct 2026 | $674 |
| 16 Oct 2026 | $736 |
| 17 Oct 2026 | $844 |
| 18 Oct 2026 | $416 |
| 19 Oct 2026 | $557 |
| 20 Oct 2026 | $660 |
| 21 Oct 2026 | $643 |
| 22 Oct 2026 | $513 |
| 23 Oct 2026 | $562 |
| 24 Oct 2026 | $564 |
| 25 Oct 2026 | $402 |
| 26 Oct 2026 | $582 |
| 27 Oct 2026 | $611 |
| 28 Oct 2026 | $517 |
| 29 Oct 2026 | $391 |
| 30 Oct 2026 | $337 |
| 31 Oct 2026 | $335 |
| 1 Nov 2026 | $315 |
| 2 Nov 2026 | $397 |
| 3 Nov 2026 | $425 |
| 6 Nov 2026 | $554 |
| 8 Nov 2026 | $260 |
| 9 Nov 2026 | $243 |
| 10 Nov 2026 | $139 |
| 11 Nov 2026 | $168 |
| 12 Nov 2026 | $259 |
| 14 Nov 2026 | $351 |
| 15 Nov 2026 | $267 |
| 17 Nov 2026 | $622 |
| 18 Nov 2026 | $565 |
| 19 Nov 2026 | $241 |
| 20 Nov 2026 | $267 |
| 21 Nov 2026 | $297 |
| 22 Nov 2026 | $167 |
| 23 Nov 2026 | $155 |
| 25 Nov 2026 | $153 |
| 27 Nov 2026 | $169 |
| 28 Nov 2026 | $138 |
| 29 Nov 2026 | $143 |
| 30 Nov 2026 | $194 |
| 1 Dec 2026 | $275 |
| 2 Dec 2026 | $180 |
| 3 Dec 2026 | $171 |
| 4 Dec 2026 | $246 |
| 5 Dec 2026 | $234 |
| 6 Dec 2026 | $98 |
| Stay | Now | 90-day median | Low | High | Nights |
|---|---|---|---|---|---|
| 1 night, 30 days ahead, non-refundable | Now$98 | 90-day median$307 | Low$98 | High$831 | Nights47 |
| 1 night, 30 days ahead, refundable | Now$98 | 90-day median$313 | Low$98 | High$844 | Nights47 |
| 1 night, 60 days ahead, non-refundable | Now$86 | 90-day median$168 | Low$86 | High$597 | Nights53 |
| 1 night, 60 days ahead, refundable | Now$93 | 90-day median$170 | Low$93 | High$603 | Nights53 |
| 1 night, 90 days ahead, non-refundable | Now$98 | 90-day median$101 | Low$86 | High$231 | Nights47 |
| 1 night, 90 days ahead, refundable | Now$98 | 90-day median$110 | Low$98 | High$241 | Nights47 |
| 7 nights, 30 days ahead, non-refundable | Now$817 | 90-day median$2,606 | Low$817 | High$4,267 | Nights54 |
| 7 nights, 30 days ahead, refundable | Now$798 | 90-day median$2,648 | Low$798 | High$4,396 | Nights54 |
| 7 nights, 60 days ahead, non-refundable | Now$776 | 90-day median$1,166 | Low$765 | High$3,076 | Nights54 |
| 7 nights, 60 days ahead, refundable | Now$766 | 90-day median$1,154 | Low$766 | High$3,165 | Nights54 |
| 7 nights, 90 days ahead, non-refundable | Now$954 | 90-day median$970 | Low$685 | High$1,371 | Nights54 |
| 7 nights, 90 days ahead, refundable | Now$936 | 90-day median$997 | Low$689 | High$1,411 | Nights54 |
The claim on each is the one we made when we published it; the deal page keeps the chart and says what the price did afterwards.
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