Title: 5 Stars Hotels in Chestnut Hill, Boston from CA $177 - Find Cheap Chestnut Hill Hotels With 5 Stars | Expedia.ca [Chestnut Hill Travel Guide](https://expedia.ca/Boston-Chestnut-Hill.dx89077)[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)[Chestnut Hill Car Rentals](https://expedia.ca/Car-Rentals-In-Chestnut-Hill.d89077.Car-Rental-Guide)[Chestnut Hill Vacations](https://expedia.ca/Chestnut-Hill.d89077.Destination-Travel-Guides) ![Boston_BostonCollege_6092291_05](https://images.trvl-media.com/place/6092291/d3fbc729-8f9a-4a76-9ed2-58c8f6aeade9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6092291/d3fbc729-8f9a-4a76-9ed2-58c8f6aeade9.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 Chestnut Hill 5 Star Hotels Tonight [Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=89077&startDate=2026-01-15&endDate=2026-01-16&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 16 - Jan 17](https://www.expedia.ca/Hotel-Search?regionId=89077&startDate=2026-01-16&endDate=2026-01-17&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=89077&startDate=2026-01-16&endDate=2026-01-18&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=89077&startDate=2026-01-23&endDate=2026-01-25&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chestnut Hill 5-star hotels ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/d1e2c1a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast served](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/bc3320d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/772f859d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/a41b9393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni Boston Hotel at the Seaport [](https://www.expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) Seaport District 9.2/10 Wonderful (4,384 reviews) "Good place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $170 CA $254 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![Apartment, 2 Bedrooms](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | View from room](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/52ada494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/a1d3b824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite | Living area](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/b5cef0ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Encore Boston Harbor [](https://www.expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) Everett 9.6/10 Exceptional (3,506 reviews) "Great Hotel, reasonably priced and great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kurt CA $317 CA $355 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![Breakfast, lunch, brunch served; Italian cuisine ](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/54f3deb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/59caa70d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/341db16e.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/1000000/10000/2600/2558/0910a593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Langham, Boston [](https://www.expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information) Downtown Boston 9.6/10 Exceptional (1,000 reviews) "Always an amazing time And stay at this hotel. Room, service, lounge staff and front desk are AMAZING…" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kris CA $549 CA $639 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/400/395/130d2d37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Corner (House)](https://images.trvl-media.com/lodging/1000000/10000/400/395/df53de2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/400/395/cb7f3c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Corner (House) | Living room](https://images.trvl-media.com/lodging/1000000/10000/400/395/358caa4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Newbury Boston [](https://www.expedia.ca/Boston-Hotels-The-Newbury-Boston.h395.Hotel-Information) Back Bay 9.2/10 Wonderful (569 reviews) "Friendliness staffs, location, and amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Reggy CA $561 CA $726 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Boston-Hotels-The-Newbury-Boston.h395.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/22000/21962/0d2623c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/22000/21962/8397fde2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/22000/21962/e0a50e9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/30000/22000/21962/6b03ec68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Hotel Boston [](https://www.expedia.ca/Boston-Hotels-Four-Seasons-Hotel-Boston.h21962.Hotel-Information) Bay Village 9.4/10 Exceptional (456 reviews) "Very classic hotel and nice food in the restaurant " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) JUNMEI CA $1,000 CA $1,164 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Boston-Hotels-Four-Seasons-Hotel-Boston.h21962.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/19e1dda8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/4c3ba16d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/4157cb66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom (View) | Water view](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/4175b463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### InterContinental Boston by IHG [](https://www.expedia.ca/Boston-Hotels-InterContinental-Boston.h1573788.Hotel-Information) Downtown Boston 9.4/10 Exceptional (1,039 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony CA $228 CA $329 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Boston-Hotels-InterContinental-Boston.h1573788.Hotel-Information) ![Suite, Multiple Beds (John Adams Presidential Suite)](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Accessible | View from room](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/5b28f938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/ec21d2cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/61473433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boston Harbor Hotel [](https://www.expedia.ca/Boston-Hotels-Boston-Harbor-Hotel.h26146.Hotel-Information) North End 9.8/10 Exceptional (1,002 reviews) "Amazing staff, decent room & nice location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Misty CA $552 CA $644 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Boston-Hotels-Boston-Harbor-Hotel.h26146.Hotel-Information) ![Breakfast, lunch, dinner served; local and international cuisine ](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/b020b277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/be69f75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Suite, 1 King Bed | View from room](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/24a77b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; local and international cuisine ](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/w1667h2500x0y0-6219c43c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mandarin Oriental, Boston [](https://www.expedia.ca/Boston-Hotels-Mandarin-Oriental-Boston.h2175117.Hotel-Information) Back Bay 9.4/10 Exceptional (392 reviews) "Excellent service" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Narek CA $605 CA $705 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Boston-Hotels-Mandarin-Oriental-Boston.h2175117.Hotel-Information) ![Indoor pool, open 6:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/34000000/33470000/33464300/33464201/a484cf64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Charles) | Terrace/patio](https://images.trvl-media.com/lodging/34000000/33470000/33464300/33464201/cfe3865c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/34000000/33470000/33464300/33464201/0fadfa3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/34000000/33470000/33464300/33464201/26f4ffb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Hotel One Dalton Street, Boston [](https://www.expedia.ca/Boston-Hotels-Four-Seasons-Hotel-One-Dalton-Street.h33464201.Hotel-Information) Back Bay 9.6/10 Exceptional (377 reviews) "Great place too stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) brian CA $673 CA $784 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Boston-Hotels-Four-Seasons-Hotel-One-Dalton-Street.h33464201.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/a800c3e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/d40727de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/b78fdd6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/b81f4996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Liberty, a Marriott Luxury Collection Hotel, Boston [](https://www.expedia.ca/Boston-Hotels-The-Liberty.h1680030.Hotel-Information) West End 8.8/10 Excellent (1,003 reviews) "We loved our stay!! We will be back " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $235 CA $314 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Boston-Hotels-The-Liberty.h1680030.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/7e37dec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/54668a9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 Bedroom (Scenic Park & Boston Common View) | Bathroom](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/53b01606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/f02e9ee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton, Boston [](https://www.expedia.ca/Boston-Hotels-The-Ritz-Carlton.h695991.Hotel-Information) Downtown Boston 9.0/10 Wonderful (423 reviews) "Good rooms,good service, centrally located and still only 20 minutes from the airport " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) max CA $693 CA $807 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Boston-Hotels-The-Ritz-Carlton.h695991.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/f081d391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/8bef1b8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Portuguese cuisine](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/f4676063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/f9397155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Raffles Boston [](https://www.expedia.ca/Boston-Hotels-Boston-Common-Hotel.h911477.Hotel-Information) Back Bay 9.6/10 Exceptional (215 reviews) "I had a blast at Raffles" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lieverson CA $622 CA $724 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Boston-Hotels-Boston-Common-Hotel.h911477.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/0637e89e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/24203421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/5bce41d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/f13a1992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### XV Beacon [](https://www.expedia.ca/Boston-Hotels-Fifteen-Beacon.h201184.Hotel-Information) Beacon Hill 9.4/10 Exceptional (384 reviews) "Great Staff, very nice room. Ideal location for exploring Boston history and access to the T" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emil CA $661 CA $770 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Boston-Hotels-Fifteen-Beacon.h201184.Hotel-Information) ![Honeymoon Room | In-room dining](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/39751e7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Room | Living area](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/c30ee3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/2029bc75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Room](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/4634641c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bell Inn [](https://www.expedia.ca/Boston-Hotels-The-Bell-Inn.h96507199.Hotel-Information) Peabody 9.4/10 Exceptional (230 reviews) "Terrific food in the Tavern! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashleigh [](https://www.expedia.ca/Boston-Hotels-The-Bell-Inn.h96507199.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Chestnut-Hill-Boston-Hotels.s50-n89077-0.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Chestnut-Hill-Boston-Hotels.s50-n89077-0.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chestnut Hill. ![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hilton Boston Logan Airport One Hotel Drive Boston MA CA $215 CA $251 total Feb 9 - Feb 10 includes taxes & fees 8.8/10 Excellent! (3,633 reviews) [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### citizenM Boston North Station 70 Causeway Street Boston MA CA $152 CA $177 total Jan 25 - Jan 26 includes taxes & fees 9.2/10 Wonderful! (4,274 reviews) [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Dagny Boston 89 Broad Street Boston MA CA $188 CA $267 total Jan 18 - Jan 19 includes taxes & fees 9.4/10 Exceptional! (6,963 reviews) [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) Still don't see what you're looking for? [See all properties in Chestnut Hill.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026®ionId=89077&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026®ionId=89077&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026®ionId=89077&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026®ionId=89077&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026®ionId=89077&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026®ionId=89077&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Chestnut Hill Stroll along the charming streets lined with historic homes and boutique shops in this affluent Boston suburb. Catch a game at Boston College's Alumni Stadium or explore the lush trails of the nearby Hammond Pond Reservation. [See all hotels in Chestnut Hill](https://www.expedia.ca/Hotel-Search?startDate=2026-01-29&endDate=2026-01-30&adults=2®ionId=89077) ![Boston_BostonCollege_6092291_05](https://images.trvl-media.com/place/6092291/d3fbc729-8f9a-4a76-9ed2-58c8f6aeade9.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high) ## Top Chestnut Hill Hotel Reviews ![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg) ### Boston Harbor Hotel 10/10 Excellent "Beautiful and great service " [](https://expedia.ca/Boston-Hotels-Boston-Harbor-Hotel.h26146.Hotel-Information) ![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/26d11bc3_y.jpg) ### Omni Boston Hotel at the Seaport 10/10 Excellent "The entire facility was great. " [](https://expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg) ### The Langham, Boston 10/10 Excellent "No complaints , everything . I would go back again and again." [](https://expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information) ![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg) ### Encore Boston Harbor 10/10 Excellent "Spectacular room, loaded with amenities and spotless" [](https://expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![The Newbury Boston](https://images.trvl-media.com/lodging/1000000/10000/400/395/de8ba46e_y.jpg) ### The Newbury Boston 10/10 Excellent "Staff was friendly and flexible ! Rooms were spacious and beautiful, the housekeeping was not as clean or organized or detailed as other places I’ve been to but still good " [](https://expedia.ca/Boston-Hotels-The-Newbury-Boston.h395.Hotel-Information) ## Find out more about Chestnut Hill ## Five Star Hotels in Chestnut Hill There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Chestnut Hill so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Chestnut Hill and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Chestnut Hill Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Chestnut Hill The results are in, and Chestnut Hill 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Chestnut Hill! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Chestnut Hill today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### What are the best 5-star hotels in Chestnut Hill? ### How much does it cost to stay in a 5-star hotel in Chestnut Hill? > - Search for the lowest price per night from CA $177 ### What makes a hotel 5 stars in Chestnut Hill? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [1 Star Hotels in Boston ](https://www.expedia.ca/1Star-Boston-Hotels.s10-0-d178239.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Hyde Square ](https://www.expedia.ca/1Star-Hyde-Square-Boston-Hotels.s10-n553248635976474039-0.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Milton ](https://www.expedia.ca/1Star-Milton-Hotels.s10-0-d8635.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Allston ](https://www.expedia.ca/2Star-Allston-Boston-Hotels.s20-n73196-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Boston ](https://www.expedia.ca/2Star-Boston-Hotels.s20-0-d178239.Travel-Guide-Filter-Hotels) - 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