Title: Book the Best ADVENTURE 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 Hotels & Resorts for Couples in Jamaica Plain, MA from CA $354 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Hotels & Resorts for Couples Tonight [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=119165&startDate=2025-09-25&endDate=2025-09-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=119165&startDate=2025-09-26&endDate=2025-09-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=119165&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=119165&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Jamaica Plain Hotels & Resorts for Couples ![Front of property](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/245fc311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (VIP)](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/c90a145e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/ded31790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/e67c2116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### YOTEL Boston Seaport District 8.6/10 Excellent (2245) "Modern rooms and great staff!" CA $280 CA $383 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Boston-Hotels-YOTEL-Boston.h18090311.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/470900/470888/f8c0ae04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/470900/470888/3aef885b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/480000/470900/470888/353b0190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/480000/470900/470888/456b97a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Boston - Downtown Bay Village 8.6/10 Excellent (1006) "Great breakfasts and clean rooms." CA $304 CA $354 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Boston-Hotels-DoubleTree-By-Hilton-Boston-Downtown.h470888.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) ![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) ![Interior](https://images.trvl-media.com/lodging/1000000/850000/845600/845522/0960dc96.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) ### Charlesmark Hotel Back Bay 8.8/10 Excellent (1080) "Great hotel" CA $311 CA $361 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Boston-Hotels-Charlesmark-Hotel.h845522.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) ![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 Government Center 8.4/10 Very good (1962) "Great hotel in a great location, walkable to most attractions and sites." CA $363 CA $470 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Boston-Hotels-The-Bostonian-Boston.h15159.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/20000/14800/14714/071e026e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14800/14714/da5b7fcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/1000000/20000/14800/14714/51b70c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/14800/14714/9778dab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Longwood Medical Fenway–Kenmore 8.4/10 Very good (1012) "this is the best location to stay if you need to be in the longwood medical area...you are right in the heart of it. always reliable place to stay..i come here often" CA $364 CA $464 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Boston-Hotels-The-Inn-At-Longwood-Medical.h14714.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/754f64e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b1517d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/97ff33de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harborside Inn Of Boston Government Center 9.2/10 Wonderful (5773) "Great place to stay" CA $386 CA $450 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25700/25655/fa173b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/30000/25700/25655/f1b3dec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/25700/25655/3fb712f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10:00 AM to 9:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/25700/25655/08fc63c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham Boston Beacon Hill West End 7.8/10 Good (1937) "Nice property, phenomenal staff" CA $374 CA $435 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Boston-Hotels-Wyndham-Boston-Beacon-Hill.h25655.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/24700/24633/33a6bc68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/24700/24633/8ca15fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/1000000/30000/24700/24633/e573654d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/30000/24700/24633/bf489acd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Indigo Boston Garden by IHG West End 8.8/10 Excellent (1013) "Great Stay" CA $379 CA $442 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Boston-Hotels-Hotel-Indigo-Boston-Garden.h24633.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/13000000/12540000/12534800/12534761/800edf78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Room, 1 Queen Bed, Ocean View, Oceanfront | Beach/ocean view](https://images.trvl-media.com/lodging/13000000/12540000/12534800/12534761/1e290d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Double Beds, Private Bathroom](https://images.trvl-media.com/lodging/13000000/12540000/12534800/12534761/b1871ce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/13000000/12540000/12534800/12534761/bdb61f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Winthrop Arms Hotel And Restaurant Winthrop 8.6/10 Excellent (660) "If you like peace and quiet like me this is the place.only down side it was too far from the city and very little public transportation. " CA $347 CA $388 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Boston-Hotels-The-Winthrop-Arms-Hotel-And-Restaurant.h12534761.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/109000000/108820000/108813000/108812923/477f26fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/109000000/108820000/108813000/108812923/e1d2b388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108820000/108813000/108812923/2e839e35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108820000/108813000/108812923/2f66c2de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious & Convenient 1BR unit-20min to Boston Melrose 10/10 Exceptional (11) "The host stays in the same building and are friendly and helpful. We enjoy the timely response from th host, the clean and modern property, and the convenient location! " CA $233 CA $518 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Boston-Hotels-Spacious-Convenient-1BR-Unit-20min-To-Boston.h108812923.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=2025-10-09&endDate=2025-10-10®ionId=119165&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Jamaica Plain Hotel Reviews ![Seaport Hotel Boston](//images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Great rooms, good service" [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Hilton Boston Logan Airport](//images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg) ### Hilton Boston Logan Airport 10/10 Excellent "Always the place to stay when you have flights" [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![Midtown Hotel](//images.trvl-media.com/lodging/1000000/10000/2900/2898/e6722cab_y.jpg) ### Midtown Hotel 10/10 Excellent "The excellent location was only bested by the welcoming front desk staff!" [](https://expedia.ca/Boston-Hotels-Midtown-Hotel.h2898.Hotel-Information) ![Harborside Inn Of Boston](//images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "Pretty cool place. Close to everything. Friendly staff and the Restaurant is good too!" [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![Four Points by Sheraton Boston Newton](//images.trvl-media.com/lodging/1000000/20000/10400/10301/b08dd3b1_y.jpg) ### Four Points by Sheraton Boston Newton 10/10 Excellent "I often stay at Four Points Newton when visiting family in Boston. The combination of parking, breakfast option, clean rooms, comfy beds, and an attached restaurant/bar makes for a perfect choice. Cost per night is consistently lower than hotels just a few miles closer to Boston. Highly recommend!! " [](https://expedia.ca/Boston-Hotels-Four-Points-By-Sheraton-Boston-Newton.h10301.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 "All went well." [](https://expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) ![Hilton Boston Park Plaza](//images.trvl-media.com/lodging/1000000/10000/4300/4215/d4a5b47e_y.jpg) ### Hilton Boston Park Plaza 10/10 Excellent "Good stay" [](https://expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![The Dagny Boston](//images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Staff was extremely nice. Loved the complimentary water bottles, which really is a life saver on vacation. It was clean and in great location to the Harbor and North End." [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.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 "They need a new elevator" [](https://expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ## Frequently asked questions ### Why book your hotel for couples in Jamaica Plain with Expedia? > Reserving a hotel for couples in Jamaica Plain is as simple as entering your travel dates and picking an option that checks the boxes for starry-eyed lovers. From thrifty motels and all-inclusive resorts to opulent retreats with romantic perks, Expedia has something for all tastes. As for tempting deals? We have them too! ### How can I find cheap hotels for couples in Jamaica Plain? > The simplest way to discover cheap hotels for couples in Jamaica Plain is with Expedia's handy filter tool. 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