Title: Book the Best BOUTIQUE Hotels in Jamaica Plain in 2026 | Expedia.ca [Vacation Rentals in Boston](https://expedia.ca/Boston-Vacation-Rentals.d178239.Travel-Guide-VacationRentals)[Flights to Boston](https://expedia.ca/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights)[Things to do in Boston](https://expedia.ca/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities)[Jamaica Plain Car Rentals](https://expedia.ca/Car-Rentals-In-Jamaica-Plain.d119165.Car-Rental-Guide)[Jamaica Plain Vacations](https://expedia.ca/Jamaica-Plain.d119165.Destination-Travel-Guides) ![Arnold Arboretum which includes heritage elements](https://images.trvl-media.com/place/6070013/c28b56ed-c87e-4273-9bd9-0be073cbecba.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6070013/c28b56ed-c87e-4273-9bd9-0be073cbecba.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Jamaica Plain Boutique Hotels Tonight [Jan 28 - Jan 29](https://www.expedia.ca/Hotel-Search?regionId=119165&startDate=2026-01-28&endDate=2026-01-29&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 29 - Jan 30](https://www.expedia.ca/Hotel-Search?regionId=119165&startDate=2026-01-29&endDate=2026-01-30&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=119165&startDate=2026-01-30&endDate=2026-02-01&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=119165&startDate=2026-02-06&endDate=2026-02-08&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Jamaica Plain boutique hotels ![Interior](https://images.trvl-media.com/lodging/1000000/10000/4100/4054/4ee2b5dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/10000/4100/4054/99039e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/4100/4054/b57212de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/4100/4054/100a8c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Staypineapple, A Delightful Hotel, South End [](https://www.expedia.ca/Boston-Hotels-Staypineapple.h4054.Hotel-Information) South End 9.0/10 Wonderful (1,008 reviews) "Super cute room staff was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aimee CA $76 CA $129 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Boston-Hotels-Staypineapple.h4054.Hotel-Information) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/72cd2881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/a1ab1c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/b7112317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/213feb43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Copley Square Hotel, a FOUND Hotel [](https://www.expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) Back Bay 8.6/10 Excellent (3,912 reviews) "Great location, clean and comfy room, friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zachary CA $115 CA $134 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![Peruvian cuisine](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/3c267db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Peruvian cuisine](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/eb7322a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/db3fd34b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Godfrey Hotel Boston [](https://www.expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) Downtown Boston 9.4/10 Exceptional (4,882 reviews) "Nice hotel in great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric CA $146 CA $233 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/ee935931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/5706c0f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served, American cuisine](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/122a6431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served, American cuisine](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/cafb46dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eurostars The Boxer [](https://www.expedia.ca/Boston-Hotels-The-Boxer.h1118893.Hotel-Information) West End 8.6/10 Excellent (1,360 reviews) "Amazing stay i will definitely be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $177 CA $233 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Boston-Hotels-The-Boxer.h1118893.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/470000/464700/464632/44021830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/470000/464700/464632/2e88bc42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/1000000/470000/464700/464632/3d894c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/470000/464700/464632/f4f94b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hotel Marblehead [](https://www.expedia.ca/Boston-Hotels-The-Hotel-Marblehead.h464632.Hotel-Information) Marblehead 9.2/10 Wonderful (464 reviews) "Great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen CA $143 CA $160 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Boston-Hotels-The-Hotel-Marblehead.h464632.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/895000/894999/9c864fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/900000/895000/894999/cfd3fcf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/900000/895000/894999/5984e78b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/900000/895000/894999/6023fb0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Commonwealth [](https://www.expedia.ca/Boston-Hotels-Hotel-Commonwealth.h894999.Hotel-Information) Fenway–Kenmore 9.4/10 Exceptional (1,945 reviews) "Will stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony CA $190 CA $285 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Boston-Hotels-Hotel-Commonwealth.h894999.Hotel-Information) ![Studio Suite, 1 King Bed | Balcony view](https://images.trvl-media.com/lodging/1000000/20000/15200/15159/807539ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/15200/15159/680c86ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15200/15159/068354f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/15200/15159/ad5ebe4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bostonian Boston [](https://www.expedia.ca/Boston-Hotels-The-Bostonian-Boston.h15159.Hotel-Information) Government Center 8.2/10 Very good (1,938 reviews) "Clean rooms, nice staff, and perfect location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Missy CA $165 CA $239 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Boston-Hotels-The-Bostonian-Boston.h15159.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/850000/845600/845522/0a347315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/850000/845600/845522/19eac2a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/850000/845600/845522/0960dc96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/850000/845600/845522/48308f9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charlesmark Hotel [](https://www.expedia.ca/Boston-Hotels-Charlesmark-Hotel.h845522.Hotel-Information) Back Bay 8.8/10 Excellent (1,140 reviews) "Execellent stay, and the value was amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $144 CA $169 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Boston-Hotels-Charlesmark-Hotel.h845522.Hotel-Information) ![Premium Room, 1 King Bed, Corner (Skyline View)](https://images.trvl-media.com/lodging/1000000/870000/867400/867308/14d6b0b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/870000/867400/867308/bf7a8409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves breakfast and dinner](https://images.trvl-media.com/lodging/1000000/870000/867400/867308/07a3c5ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view](https://images.trvl-media.com/lodging/1000000/870000/867400/867308/5a237597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel AKA Boston Common [](https://www.expedia.ca/Boston-Hotels-Hotel-AKA-Boston-Common.h867308.Hotel-Information) Downtown Boston 9.0/10 Wonderful (1,465 reviews) "Excellent hotel will definitely comeback " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin CA $220 CA $256 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Boston-Hotels-Hotel-AKA-Boston-Common.h867308.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/990000/981000/980972/2b12d9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/990000/981000/980972/643d5a10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/990000/981000/980972/259b527d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/990000/981000/980972/59f86a07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pennyweight Hotel Boston, Curio Collection by Hilton [](https://www.expedia.ca/Boston-Hotels-Kimpton-Onyx-Hotel.h980972.Hotel-Information) West End 8.4/10 Very good (1,099 reviews) "perfect room, great staff, car guys amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cathryn CA $174 CA $250 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Boston-Hotels-Kimpton-Onyx-Hotel.h980972.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-11&endDate=2026-02-12®ionId=119165&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Jamaica Plain Hotel Reviews ![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Great" [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "Great staff, easy check in" [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![The Lenox Hotel Boston](https://images.trvl-media.com/lodging/1000000/10000/6500/6446/db068914_y.jpg) ### The Lenox Hotel Boston 10/10 Excellent "The check in process was smooth and pleasant! Was given an upgrade which was very nice and much appreciated. Staff was amazing and very friendly, location is A++ " [](https://expedia.ca/Boston-Hotels-The-Lenox-Hotel-Boston.h6446.Hotel-Information) ![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/c414a1f3_y.jpg) ### Omni Parker House 10/10 Excellent "Beautiful hotel to stay for a wedding, I got a deluxe king, it’s a small room with small bathroom. The nightstands should have been small bureaus to provide more than one draw Bathroom needs hooks for towels and shelf space. More electrical outlets are needed to iron. A rear mirror in bathroom to check back of hair is needed. Those are just my suggestions, we enjoyed our stay, we’d come again. " [](https://expedia.ca/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information) ![The Godfrey Hotel Boston](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg) ### The Godfrey Hotel Boston 10/10 Excellent "My overall stay at the Godfrey was amazing. Spacious room, comfortable bed, and friendly staff. Can’t wait to come back." [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![Hilton Boston Park Plaza](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959_y.jpg) ### Hilton Boston Park Plaza 10/10 Excellent "Gave me a larger room than booked; provided a couple hour; extra stay; efficient room service for breakfast; high quality food in dining room and exceptionally courteous service." [](https://expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![The Westin Copley Place, Boston, a Marriott Hotel](https://images.trvl-media.com/lodging/1000000/10000/4500/4443/ac4901eb_y.jpg) ### The Westin Copley Place, Boston, a Marriott Hotel 10/10 Excellent "Staff was friendly and helpful. Room was very clean. Oyster were delicious!!! " [](https://expedia.ca/Boston-Hotels-The-Westin-Copley-Place.h4443.Hotel-Information) ![The Newbury Boston](https://images.trvl-media.com/lodging/1000000/10000/400/395/de8ba46e_y.jpg) ### The Newbury Boston 10/10 Excellent "Everything perfect" [](https://expedia.ca/Boston-Hotels-The-Newbury-Boston.h395.Hotel-Information) ## Frequently asked questions ### What's there to see and do in Jamaica Plain? ### What's the best way to get to my boutique hotel in Jamaica Plain? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Other - More ways to book - [1 Star Hotels in Hyde Square ](https://www.expedia.ca/1Star-Hyde-Square-Boston-Hotels.s10-n553248635976474039-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Washington Park ](https://www.expedia.ca/3Star-Washington-Park-Boston-Hotels.s30-n553248635976475959-0.Travel-Guide-Filter-Hotels) - [Hotels near Arnold Arboretum ](https://www.expedia.ca/Arnold-Arboretum-Hotels.0-l6070013-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Boston Forest Hills Station ](https://www.expedia.ca/Boston-Forest-Hills-Station-Apart-Hotels.d6209558-aaApartHotels.Travel-Guide-Accommodation) - 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