Title: The Best 5 Star Hotels in Chestnut Hill, MA from $135 | Expedia.com [Chestnut Hill Travel Guide](https://expedia.com/Boston-Chestnut-Hill.dx89077)[Vacation Rentals in Boston](https://expedia.com/Boston-Vacation-Rentals.d178239.Travel-Guide-VacationRentals)[Flights to Boston](https://expedia.com/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights)[Things to do in Boston](https://expedia.com/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities)[Car Rentals in Chestnut Hill](https://expedia.com/Car-Rentals-In-Chestnut-Hill.d89077.Car-Rental-Guide)[Chestnut Hill Vacations](https://expedia.com/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__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 [Feb 26 - Feb 27](https://www.expedia.com/Hotel-Search?regionId=89077&startDate=2026-02-26&endDate=2026-02-27&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 27 - Feb 28](https://www.expedia.com/Hotel-Search?regionId=89077&startDate=2026-02-27&endDate=2026-02-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=89077&startDate=2026-02-27&endDate=2026-03-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=89077&startDate=2026-03-06&endDate=2026-03-08&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) ![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) ![Exterior](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/89bc4993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni Boston Hotel at the Seaport [](https://www.expedia.com/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) Seaport District 9.2/10 Wonderful (4,469 reviews) "Beautiful hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne $136 nightly $159 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![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 | Flat-screen TV, iPad, Netflix](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/b5cef0ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/20785fcd.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) ### Encore Boston Harbor [](https://www.expedia.com/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) Everett 9.6/10 Exceptional (3,558 reviews) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Troy $240 nightly $268 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/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) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/d172055e.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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/341db16e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Langham, Boston [](https://www.expedia.com/Boston-Hotels-The-Langham.h2558.Hotel-Information) Downtown Boston 9.6/10 Exceptional (1,000 reviews) "Very nice hotel with excellent staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lane $365 nightly $425 total Feb 27 - Feb 28 Total with taxes and fees [](https://www.expedia.com/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) ![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 | TV, pay movies](https://images.trvl-media.com/lodging/1000000/10000/400/395/358caa4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/400/395/776515ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Newbury Boston [](https://www.expedia.com/Boston-Hotels-The-Newbury-Boston.h395.Hotel-Information) Back Bay 9.2/10 Wonderful (588 reviews) "Friendliness staffs, location, and amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Reggy $485 nightly $565 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/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) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/22000/21962/e0a50e9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/22000/21962/c3aeda44.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) ### Four Seasons Hotel Boston [](https://www.expedia.com/Boston-Hotels-Four-Seasons-Hotel-Boston.h21962.Hotel-Information) Bay Village 9.4/10 Exceptional (463 reviews) "Very classic hotel and nice food in the restaurant " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) JUNMEI $755 nightly $879 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/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) ![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) ![Reception](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/4157cb66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/22e761d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### InterContinental Boston by IHG [](https://www.expedia.com/Boston-Hotels-InterContinental-Boston.h1573788.Hotel-Information) Downtown Boston 9.4/10 Exceptional (1,087 reviews) "Terrific stay & absolutely wonderful staff, food, etc." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annette $238 nightly $277 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-InterContinental-Boston.h1573788.Hotel-Information) ![Suite, Multiple Beds (John Adams Presidential Suite) | Frette Italian sheets, premium bedding, pillowtop beds, minibar](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b.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) ![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) ### Boston Harbor Hotel [](https://www.expedia.com/Boston-Hotels-Boston-Harbor-Hotel.h26146.Hotel-Information) North End 9.8/10 Exceptional (1,001 reviews) "Amazing staff, decent room & nice location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Misty $501 nightly $583 total Feb 27 - Feb 28 Total with taxes and fees [](https://www.expedia.com/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) ![Point of interest](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/52c74c33.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.com/Boston-Hotels-Mandarin-Oriental-Boston.h2175117.Hotel-Information) Back Bay 9.4/10 Exceptional (399 reviews) "Excellent service" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Narek $524 nightly $610 total Mar 6 - Mar 7 Total with taxes and fees [](https://www.expedia.com/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) ![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) ![Designer toiletries, hair dryer, bathrobes, slippers](https://images.trvl-media.com/lodging/34000000/33470000/33464300/33464201/f0d255cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Hotel One Dalton Street, Boston [](https://www.expedia.com/Boston-Hotels-Four-Seasons-Hotel-One-Dalton-Street.h33464201.Hotel-Information) Fenway–Kenmore 9.6/10 Exceptional (391 reviews) "Great place too stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) brian $525 nightly $611 total Mar 7 - Mar 8 Total with taxes and fees [](https://www.expedia.com/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) ![Land view from property](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/22e023a8.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](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.com/Boston-Hotels-The-Liberty.h1680030.Hotel-Information) West End 8.8/10 Excellent (1,004 reviews) "Fantastic hotel in every way " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen $246 nightly $287 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/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) ![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) ![Presidential Suite, 1 Bedroom (Scenic Park & Boston Common View) | Bathroom | Separate tub and shower, deep soaking tub, designer toiletries](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/53b01606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 Bedroom (Scenic Park & Boston Common View) | Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/94d95f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton, Boston [](https://www.expedia.com/Boston-Hotels-The-Ritz-Carlton.h695991.Hotel-Information) Downtown Boston 9.0/10 Wonderful (434 reviews) "We had a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Veronica $499 nightly $581 total Feb 27 - Feb 28 Total with taxes and fees [](https://www.expedia.com/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) ![Staircase](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/e8a467c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Raffles Boston [](https://www.expedia.com/Boston-Hotels-Boston-Common-Hotel.h911477.Hotel-Information) Back Bay 9.6/10 Exceptional (234 reviews) "Attentive Staff, gorgeous property, clean rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cassandra $560 nightly $652 total Mar 7 - Mar 8 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Boston-Common-Hotel.h911477.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/f13a1992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/80165993.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) ![View from room](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/f3611f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### XV Beacon [](https://www.expedia.com/Boston-Hotels-Fifteen-Beacon.h201184.Hotel-Information) Beacon Hill 9.4/10 Exceptional (385 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 $510 nightly $594 total Mar 6 - Mar 7 Total with taxes and fees [](https://www.expedia.com/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) ![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 | Egyptian cotton sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/4634641c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Room | Living area | 32-inch Smart TV with cable channels](https://images.trvl-media.com/lodging/97000000/96510000/96507200/96507199/c30ee3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bell Inn [](https://www.expedia.com/Boston-Hotels-The-Bell-Inn.h96507199.Hotel-Information) Peabody 9.4/10 Exceptional (231 reviews) "Lovely stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura $443 nightly $495 total Mar 14 - Mar 15 Total with taxes and fees [](https://www.expedia.com/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.com/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.com/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 $237 nightly $276 total Mar 19 - Mar 20 Total with taxes and fees 9/10 Wonderful! (3,656 reviews) [](https://expedia.com/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 $116 nightly $135 total Mar 8 - Mar 9 Total with taxes and fees 9.4/10 Exceptional! (4,362 reviews) [](https://expedia.com/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 $146 nightly $169 total Mar 1 - Mar 2 Total with taxes and fees 9.4/10 Exceptional! (7,092 reviews) [](https://expedia.com/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.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026®ionId=89077&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026®ionId=89077&star=50&star=50&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026®ionId=89077&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026®ionId=89077&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026®ionId=89077&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F27%2F2026&endDate=2%2F28%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.com/Hotel-Search?startDate=2026-03-12&endDate=2026-03-13&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 ![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg) ### Encore Boston Harbor 10/10 Excellent "Excellent experience " [](https://expedia.com/Boston-Hotels-Encore-Boston-Harbor.h37057112.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 rooms were very clean and the staff was very helpful with everything we needed " [](https://expedia.com/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ## Find out more about Chestnut Hill Ready for an incredible adventure? Add an extra layer of enjoyment on your next trip to Chestnut Hill by treating yourself to the best of the best when it comes to accommodation. It's an ideal fusion. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Chestnut Hill so popular in the last year. There's no reason to delay a getaway to Chestnut Hill any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Our 5-star hotels in Chestnut Hill are the perfect places to relax in when you really need to escape. What are you waiting for? ### Book the Best Chestnut Hill 5-Star Hotels You'll have a wonderful time at one of these 5-star hotels. Exceptional customer care, granite-tiled bathrooms, and fabulous spa offerings are all on offer. You're sure to find exactly the accommodation you need. You can also look forward to an outstanding experience and fantastic customer care, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? A concierge to help you pick out your next adventure? A deep-tissue massage to help your cares fall away? Beautiful furniture, piping hot coffees, and even space for your family pet in some cases...these hotels are one-of-a-kind. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs. You won't sleep and order room service the entire time, though. We hear you. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Chestnut Hill are the perfect place to rest up after an exciting day. ### Make Your Escape The results are in, and Chestnut Hill 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Expedia can help you land a great deal on accommodation. It's time to indulge yourself. Choose one of the 5-star hotels in Chestnut Hill today and soothe yourself 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 $135 ### What makes a hotel 5 stars in Chestnut Hill? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [Boston Hotels ](https://www.expedia.com/Boston-Hotels.d178239.Travel-Guide-Hotels) - [Hotels near Fenway Park ](https://www.expedia.com/Fenway-Park-Hotels.0-l6023384-0.Travel-Guide-Filter-Hotels) - [Hotels near Woodland Heath ](https://www.expedia.com/Woodland-Heath-Boston-Hotels.0-n553248635976472088-0.Travel-Guide-Filter-Hotels) - [Hotels near Boston College ](https://www.expedia.com/Boston-College-Hotels.0-l6092291-0.Travel-Guide-Filter-Hotels) - [Hotels near Chestnut Hill Station ](https://www.expedia.com/Chestnut-Hill-Station-Hotels.d6210542.Travel-Guide-Hotels) - [B&B in Chestnut Hill Station ](https://www.expedia.com/Chestnut-Hill-Station-Bed-And-Breakfast.d6210542-aaBedAndBreakfast.Travel-Guide-Accommodation) - [5 Star Hotels in Cleveland Circle ](https://www.expedia.com/5Star-Cleveland-Circle-Boston-Hotels.s50-n6160076-0.Travel-Guide-Filter-Hotels) - [Hotels near Alumni Stadium ](https://www.expedia.com/Alumni-Stadium-Hotels.0-l6228861-0.Travel-Guide-Filter-Hotels) - [Hotels near Downtown Boston ](https://www.expedia.com/Downtown-Boston-Boston-Hotels.0-n6340396-0.Travel-Guide-Filter-Hotels) - [Hotels near Thompsonville ](https://www.expedia.com/Thompsonville-Boston-Hotels.0-n553248635976470326-0.Travel-Guide-Filter-Hotels) - [Hotels near Chestnut Hill Reservoir ](https://www.expedia.com/Chestnut-Hill-Reservoir-Hotels.0-l553248621532667194-0.Travel-Guide-Filter-Hotels) - [Hotels near Commonwealth ](https://www.expedia.com/Commonwealth-Boston-Hotels.0-n553248635976470897-0.Travel-Guide-Filter-Hotels) - [Hotels near South Brookline ](https://www.expedia.com/South-Brookline-Boston-Hotels.0-n553248635976475025-0.Travel-Guide-Filter-Hotels) - [Hotels near Reservoir Station ](https://www.expedia.com/Reservoir-Station-Hotels.d6210490.Travel-Guide-Hotels) - [5 Star Hotels in Newton Center ](https://www.expedia.com/5Star-Newton-Center-Boston-Hotels.s50-n6262873-0.Travel-Guide-Filter-Hotels) - [Hotels near Cleveland Circle ](https://www.expedia.com/Cleveland-Circle-Boston-Hotels.0-n6160076-0.Travel-Guide-Filter-Hotels) - [Hotels near Cleveland Circle Station ](https://www.expedia.com/Cleveland-Circle-Station-Hotels.d6210540.Travel-Guide-Hotels) - [Hotels near McMullen Museum ](https://www.expedia.com/McMullen-Museum-Hotels.0-l553248621532667192-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Cleveland Circle ](https://www.expedia.com/Cleveland-Circle-Boston-Hotels-Cheap-Hotels.0-n6160076-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Cleveland Circle ](https://www.expedia.com/Cleveland-Circle-Boston-Hotels-Hilton-Hotels.0-n6160076-0--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Extended Stay Hotels in Cleveland Circle ](https://www.expedia.com/Cleveland-Circle-Boston-Hotels-Extended-Stay-Hotels.0-n6160076-0-tExtendedStayHotels.Travel-Guide-Filter-Hotels) - [Non-Smoking Hotels in Cleveland Circle ](https://www.expedia.com/Cleveland-Circle-Boston-Hotels-Smoke-Free-Hotels.0-n6160076-0-tSmokeFreeHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Cleveland Circle ](https://www.expedia.com/Cleveland-Circle-Boston-Hotels-Historic-Hotel.0-n6160076-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Cleveland Circle ](https://www.expedia.com/Cleveland-Circle-Boston-Hotels-Hotels-With-Restaurants.0-n6160076-0-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Cleveland Circle ](https://www.expedia.com/Cleveland-Circle-Boston-Hotels-Hotels-With-Free-Parking.0-n6160076-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels near Larz Anderson Park ](https://www.expedia.com/Larz-Anderson-Park-Hotels.0-l553248621532667186-0.Travel-Guide-Filter-Hotels) - [Hotels near Chestnut Hill Av. 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