Title: The Best 5 Star Hotels in Chestnut Hill, MA from $191 | 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) ## Check availability on Chestnut Hill 5 Star Hotels Tonight [Mar 12 - Mar 13](https://www.expedia.com/Hotel-Search?regionId=89077&startDate=2026-03-12&endDate=2026-03-13&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 13 - Mar 14](https://www.expedia.com/Hotel-Search?regionId=89077&startDate=2026-03-13&endDate=2026-03-14&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=89077&startDate=2026-03-13&endDate=2026-03-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=89077&startDate=2026-03-20&endDate=2026-03-22&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) ![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) ![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) ![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 (4,507 reviews) "Perfect location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew $187 nightly $218 total Mar 22 - Mar 23 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) ![Exterior](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/0f4a30a0.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) ![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) ### Encore Boston Harbor [](https://www.expedia.com/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) Everett 9.6/10 Exceptional (3,581 reviews) "Beautiful resort and the rooms are luxurious." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julia $228 nightly $255 total Apr 6 - Apr 7 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) "Staff was amazing! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julian $395 nightly $460 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-The-Langham.h2558.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) ![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 (1,091 reviews) "Hotel was amazing will definitely go back " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew $241 nightly $281 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-InterContinental-Boston.h1573788.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) ![Room, Corner (House) | Frette Italian sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/1000000/10000/400/395/df53de2e.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 (592 reviews) "Excellent location. Comfortable beds and beautiful linens. Nice amenities. All staff very pleasant and guest centric. Excellent restaurant on 17\. We’ll be back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan $548 nightly $638 total Mar 20 - Mar 21 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-The-Newbury-Boston.h395.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) ![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) ![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) ![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) ### Boston Harbor Hotel [](https://www.expedia.com/Boston-Hotels-Boston-Harbor-Hotel.h26146.Hotel-Information) North End 9.8/10 Exceptional (1,002 reviews) "Best hotel ive ever stayed in. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamie $490 nightly $571 total Mar 21 - Mar 22 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Boston-Harbor-Hotel.h26146.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/b81f4996.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) ### 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 (1,005 reviews) "Staff was very accomadating and freindly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elaine $260 nightly $303 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-The-Liberty.h1680030.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) ![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) ![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.com/Boston-Hotels-Four-Seasons-Hotel-One-Dalton-Street.h33464201.Hotel-Information) Fenway–Kenmore 9.6/10 Exceptional (393 reviews) "Great place too stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) brian $550 nightly $640 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Four-Seasons-Hotel-One-Dalton-Street.h33464201.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) ![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) ### Mandarin Oriental, Boston [](https://www.expedia.com/Boston-Hotels-Mandarin-Oriental-Boston.h2175117.Hotel-Information) Back Bay 9.4/10 Exceptional (403 reviews) "Excellent service" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Narek $552 nightly $643 total Mar 20 - Mar 21 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Mandarin-Oriental-Boston.h2175117.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/22000/21962/c3aeda44.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 $740 nightly $862 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Four-Seasons-Hotel-Boston.h21962.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) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/f9397155.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) ### Raffles Boston [](https://www.expedia.com/Boston-Hotels-Boston-Common-Hotel.h911477.Hotel-Information) Back Bay 9.6/10 Exceptional (240 reviews) "Grateful for the warmth and exceptional care during my stay at Raffles Boston. JD and the butler team truly made the experience not only memorable, but genuinely comforting." ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Felipe $596 nightly $694 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Boston-Common-Hotel.h911477.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) | 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) ![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) ### The Ritz-Carlton, Boston [](https://www.expedia.com/Boston-Hotels-The-Ritz-Carlton.h695991.Hotel-Information) Downtown Boston 9.0/10 Wonderful (439 reviews) "We had a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Veronica $599 nightly $698 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-The-Ritz-Carlton.h695991.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) ![Interior](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/24203421.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 $536 nightly $624 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Fifteen-Beacon.h201184.Hotel-Information) ![Billiards](https://images.trvl-media.com/lodging/116000000/115510000/115501700/115501643/e859997a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/116000000/115510000/115501700/115501643/43903e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/116000000/115510000/115501700/115501643/f590435c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Yoga](https://images.trvl-media.com/lodging/116000000/115510000/115501700/115501643/639a11a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Apartments by Hyatus at Boston Everett [](https://www.expedia.com/Boston-Hotels-Luxury-Apartments-By-Hyatus-At-Jade.h115501643.Hotel-Information) Everett 10/10 Exceptional (1 review) "Honestly this was one of the best furnished apartments I’ve ever stayed in, and I travel a lot for work. My partner and I came with another couple and we all kept saying how we wished we had booked a few extra nights. The place was super clean, modern, and honestly way bigger than we expected lol. First night we accidentally got the wrong door code but the host fixed it in like two minutes which was amazing. The living room became our hangout spot every evening and we even cooked dinner together... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yitzy [](https://www.expedia.com/Boston-Hotels-Luxury-Apartments-By-Hyatus-At-Jade.h115501643.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/114000000/113250000/113246300/113246249/f0f7252c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Apartment, 2 Bedrooms, Kitchen | Executive lounge](https://images.trvl-media.com/lodging/114000000/113250000/113246300/113246249/753c6019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/114000000/113250000/113246300/113246249/w2527h1696x2y1-86f6d33d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/114000000/113250000/113246300/113246249/w2654h1600x3y1-a70faf28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Apartments by Hyatus Boston Somerville [](https://www.expedia.com/Boston-Hotels-Luxury-Apartments-By-Hyatus-At-Arris.h113246249.Hotel-Information) Inner Belt 10/10 Exceptional (2 reviews) "I was staying in the Boston area for work and this was the perfect place to stay. Lots of room and easy to get to and the staff were very responsive and helpful. I would highly recommend!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Peter [](https://www.expedia.com/Boston-Hotels-Luxury-Apartments-By-Hyatus-At-Arris.h113246249.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 | 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) ![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) ### The Bell Inn [](https://www.expedia.com/Boston-Hotels-The-Bell-Inn.h96507199.Hotel-Information) Peabody 9.4/10 Exceptional (231 reviews) "Room was nice, staff was great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracy [](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 Park Plaza](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hilton Boston Park Plaza 50 Park Plaza Boston MA $170 nightly $198 total Mar 23 - Mar 24 Total with taxes and fees 8.4/10 Very Good! (3,114 reviews) [](https://expedia.com/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Seaport Hotel Boston 1 Seaport Lane Boston MA $165 nightly $191 total Apr 5 - Apr 6 Total with taxes and fees 9.6/10 Exceptional! (4,061 reviews) [](https://expedia.com/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/de788f3d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Omni Parker House 60 School St Boston MA $208 nightly $242 total Mar 19 - Mar 20 Total with taxes and fees 9/10 Wonderful! (3,301 reviews) [](https://expedia.com/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.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=3%2F14%2F2026&endDate=3%2F15%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=3%2F14%2F2026&endDate=3%2F15%2F2026®ionId=89077&star=50&star=50&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F14%2F2026&endDate=3%2F15%2F2026®ionId=89077&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F14%2F2026&endDate=3%2F15%2F2026®ionId=89077&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F14%2F2026&endDate=3%2F15%2F2026®ionId=89077&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F14%2F2026&endDate=3%2F15%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=2026-03-27&endDate=2026-03-28&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/a1d3b824_y.jpg) ### Encore Boston Harbor 10/10 Excellent "Outstanding room , The best hotel I've been to. " [](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/d1e2c1a3_y.jpg) ### Omni Boston Hotel at the Seaport 10/10 Excellent "Nice" [](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 $191 ### 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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