Title: Book the Best BOUTIQUE Hotels in Jamaica Plain in 2025 | 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/530000/530838-arnold-arboretum.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Boutique Hotels in Jamaica Plain, MA from CA $191 ![](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 [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=119165&startDate=2025-10-30&endDate=2025-10-31&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=119165&startDate=2025-10-31&endDate=2025-11-01&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=119165&startDate=2025-10-31&endDate=2025-11-02&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=119165&startDate=2025-11-07&endDate=2025-11-09&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Jamaica Plain Boutique Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/dbccf1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/c2b6fbff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/e1a64100.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) ### Copley Square Hotel, a FOUND Hotel Back Bay 8.6/10 Excellent (3855) "Amazing hotel! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $164 CA $191 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/895000/894999/6b079723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Loft)](https://images.trvl-media.com/lodging/1000000/900000/895000/894999/9d9b005b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/895000/894999/72c68b3e.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) ### Hotel Commonwealth Fenway–Kenmore 9.4/10 Exceptional (1832) "Great hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Neil CA $180 CA $275 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Boston-Hotels-Hotel-Commonwealth.h894999.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/4100/4054/4ee2b5dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/4100/4054/59f7788e.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) ### Staypineapple, A Delightful Hotel, South End South End 8.8/10 Excellent (1004) "Great place to stay when in Boston " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $158 CA $225 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Boston-Hotels-Staypineapple.h4054.Hotel-Information) ![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/1000000/20000/15200/15159/5402cae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/15200/15159/47d0a7af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/15200/15159/f5ab7f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bostonian Boston Government Center 8.2/10 Very good (1934) "The hotel was in a great walking location to many sites and restaurants." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) rob CA $197 CA $277 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Boston-Hotels-The-Bostonian-Boston.h15159.Hotel-Information) ![Standard, One Full Bed](https://images.trvl-media.com/lodging/1000000/850000/845600/845522/25cd1f6e.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/850000/845600/845522/ca8cb62e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Room, 1 Queen Bed](https://images.trvl-media.com/lodging/1000000/850000/845600/845522/b167dd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charlesmark Hotel Back Bay 8.8/10 Excellent (1107) "Great hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mariana [](https://www.expedia.ca/Boston-Hotels-Charlesmark-Hotel.h845522.Hotel-Information) ![Seasonal outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/12700/12660/f43e7537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/20000/12700/12660/43efca49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/12700/12660/5268c493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/20000/12700/12660/04a71950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Colonnade Hotel Back Bay Back Bay 9.2/10 Wonderful (2242) "Great hotel in a great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bradley [](https://www.expedia.ca/Boston-Hotels-The-Colonnade-Hotel-Back-Bay.h12660.Hotel-Information) ![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/1000000/870000/867400/867308/91c4f71e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/870000/867400/867308/1565ba4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/870000/867400/867308/e7578f6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel AKA Boston Common Downtown Boston 9.0/10 Wonderful (1364) "Great friendly staff and clean rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelli CA $270 CA $371 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Boston-Hotels-Hotel-AKA-Boston-Common.h867308.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/db81308e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/1c9bd2a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/c0bfcdbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, individually decorated, desk](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/4774d7cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eurostars The Boxer West End 8.6/10 Excellent (1331) "I like the small cozy property and convenience to walk to a lot of bars and restaurants " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $251 CA $320 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Boston-Hotels-The-Boxer.h1118893.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/990000/981000/980972/259b527d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/990000/981000/980972/f440e3c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/990000/981000/980972/4aca5a8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/990000/981000/980972/c8dcbaea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pennyweight Hotel Boston, Curio Collection by Hilton West End 8.2/10 Very good (1138) "Super close to TD garden, friendly service beautiful rooms " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $213 CA $296 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Kimpton-Onyx-Hotel.h980972.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/470000/464700/464632/2e88bc42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/470000/464700/464632/89b97ef5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/470000/464700/464632/ab96e8b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen with Patio ADA](https://images.trvl-media.com/lodging/1000000/470000/464700/464632/49bd815a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hotel Marblehead Marblehead 9.2/10 Wonderful (437) "Wonderful place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Veronica CA $208 CA $233 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Boston-Hotels-The-Hotel-Marblehead.h464632.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=2025-11-13&endDate=2025-11-14®ionId=119165&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Jamaica Plain Hotel Reviews ![Harborside Inn Of Boston](//images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "The staff was super friendly, clean rooms, very neat hotel, walkable to several things in the city, subway stop right outside. Neighborhood was safe and quiet. Will definitely stay again. " [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![Club Quarters Hotel Faneuil Hall, Boston](//images.trvl-media.com/lodging/1000000/70000/67000/66938/1b7afb42_y.jpg) ### Club Quarters Hotel Faneuil Hall, Boston 10/10 Excellent "Good" [](https://expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) ![Copley Square Hotel, a FOUND Hotel](//images.trvl-media.com/lodging/1000000/20000/16100/16067/dbccf1fb_y.jpg) ### Copley Square Hotel, a FOUND Hotel 10/10 Excellent "Yes" [](https://expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![The Dagny Boston](//images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Great service id totally come again! I wish I got a little bit of a bigger room but everything else was 10/10 th valet guys are really great also! " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![The Godfrey Hotel Boston](//images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg) ### The Godfrey Hotel Boston 10/10 Excellent "Didn't have breakfast " [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![Hilton Boston Park Plaza](//images.trvl-media.com/lodging/1000000/10000/4300/4215/82ab675e_y.jpg) ### Hilton Boston Park Plaza 10/10 Excellent "Nice hotel centrally located, friendly staff." [](https://expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![The Newbury Boston](//images.trvl-media.com/lodging/1000000/10000/400/395/de8ba46e_y.jpg) ### The Newbury Boston 10/10 Excellent "This hotel has it all, best in class care and service." [](https://expedia.ca/Boston-Hotels-The-Newbury-Boston.h395.Hotel-Information) ## Frequently asked questions ### What's there to see and do in Jamaica Plain? > After you've decided where you'll stay in welcoming Jamaica Plain, plan what to do for fun on your vacation. Top activities and sights around Jamaica Plain include Fenway Park, TD Garden, and New England Aquarium. You might also want to see well-known spots like Copley Square, Harvard Square, and Faneuil Hall Marketplace during your trip. ### What's the best way to get to my boutique hotel in Jamaica Plain? > You have a few options for transportation to and around Jamaica Plain. The nearest major airport is Boston, MA (BNH-Boston Harbor Seaplane Base), which is located 5.6 mi (9 km) away, but Logan International Airport (BOS) may also be an option. 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[Spa Hotels in Roslindale](https://www.expedia.ca/Roslindale-Boston-Hotels-Spa-Hotel.0-n153289-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Roxbury](https://www.expedia.ca/Roxbury-Boston-Hotels-Adults-Only-Resorts.0-n153611-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Roxbury](https://www.expedia.ca/Roxbury-Boston-Hotels-All-Inclusive-Hotel.0-n153611-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Roxbury](https://www.expedia.ca/Roxbury-Boston-Hotels-Cheap-Hotels.0-n153611-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Roxbury](https://www.expedia.ca/Roxbury-Boston-Hotels-Family-Hotel.0-n153611-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Roxbury](https://www.expedia.ca/Roxbury-Boston-Hotels-Hotel-With-Early-Check-In.0-n153611-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Roxbury](https://www.expedia.ca/Roxbury-Boston-Hotels-Hotels-With-Hot-Tubs.0-n153611-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - 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