Title: Chestnut Hill Travel Guide: Best of Chestnut Hill, Boston Travel 2026 | Expedia.co.uk [Hotels in Chestnut Hill](https://expedia.co.uk/Chestnut-Hill-Boston-Hotels.0-n89077-0.Travel-Guide-Filter-Hotels)[Flights to Boston](https://expedia.co.uk/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights)[Things to do in Boston](https://expedia.co.uk/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities)[Chestnut Hill Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chestnut-Hill.d89077.Car-Hire-Guide)[Chestnut Hill Holidays](https://expedia.co.uk/Chestnut-Hill.d89077.Holidays-City-Breaks) # Chestnut Hill Travel Guide ## Boston ![The 18th hole of the Open Course at The Country Club ](https://images.trvl-media.com/place/7091/40d2101a-9cd1-49a2-a1d2-7cf070ea397a.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![The 18th hole of the Open Course at The Country Club ](https://images.trvl-media.com/place/7091/40d2101a-9cd1-49a2-a1d2-7cf070ea397a.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Before Starbucks & the Internet invaded our daily lives, this used to be the place for work/study/socialize. ](https://images.trvl-media.com/place/8893/d1cc4d48-81d5-490e-9f14-dc9b7da19f80.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Boston_BostonCollege_6092291_05](https://images.trvl-media.com/place/6092291/d3fbc729-8f9a-4a76-9ed2-58c8f6aeade9.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Nice house](https://images.trvl-media.com/place/553248635976470897/c1dd491f-af7f-48a1-b145-561b1e1bf71a.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Chestnut Hill Things to do Hotels Where to stay [Boston travel guide](https://expedia.co.uk/Boston.dx178239) --- ### Popular places to visit ![Boston_BostonCollege_6092291_05](https://images.trvl-media.com/place/6092291/d3fbc729-8f9a-4a76-9ed2-58c8f6aeade9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boston College Take a campus tour or just explore the area of Boston College during your trip to Boston. Stroll along the riverfront or attend a sporting event in this vibrant area. [](https://expedia.co.uk/Boston-College-Boston.d6092291.Attraction) ![McMullen Museum of Art is the university art museum of Boston College in Brighton, city of Boston, Massachusetts MA, USA. ](https://images.trvl-media.com/place/553248621532667192/8d775659-f16f-4be0-800c-611e98b08bca.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### McMullen Museum You can study the exhibits at McMullen Museum, a museum with a storied past, during your trip to Newton. Experience the fascinating museums or attend a sporting event in this vibrant area. [](https://expedia.co.uk/McMullen-Museum-Newton.d553248621532667192.Attraction) ![Fenway Park which includes a sporting event and night scenes as well as a large group of people](https://images.trvl-media.com/place/6023384/56814c91-ad37-4ef6-9e12-186349c04e42.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Fenway Park Catch a game or take a tour at one of America’s most historic and beloved ballparks. [](https://expedia.co.uk/Fenway-Park-FenwayKenmore.d6023384.Attraction) ![Gillette Stadium is also home to the New England Revolution, our pro soccer team. Tickets are easy to get and not crazy expensive. And there is always a section reserved for the hooligans, who keep the energy up for the whole stadium!](https://images.trvl-media.com/place/8136/b9d0e965-3860-4aa0-bd75-1fe651b315dc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Gillette Stadium Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theatre scene and great live music. [](https://expedia.co.uk/Gillette-Stadium-Foxboro.d6034500.Attraction) ![Boston Common which includes a skyscraper, landscape views and a park](https://images.trvl-media.com/place/507377/07fb4e8e-e473-4766-bc75-7dd4f742d04f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boston Common The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind. [](https://expedia.co.uk/Boston-Common-Beacon-Hill.d507377.Attraction) ![Harvard University showing a city and heritage architecture](https://images.trvl-media.com/place/6034936/bfd6fd76-d4c2-4871-953b-249a55c89ef1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Harvard University Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States. [](https://expedia.co.uk/Harvard-University-Lower-Allston.d6034936.Attraction) ### Things to do ![Boston Hop-On Hop-Off Trolley Tour](https://mediaim.expedia.com/localexpert/172982/6f42f390-62da-409c-a976-5a931abb154f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boston Old Town Trolley Hop-on Hop-Off City Tour £38 per adult **90%** of travellers recommend [](https://expedia.co.uk/things-to-do/boston-old-town-trolley-hop-on-hop-off-city-tour.a172982.activity-details) ![Boston CityPASS: Admission to Top 4 Boston Attractions](https://mediaim.expedia.com/localexpert/173116/5d73576c-38be-4337-8351-c85e937f9492.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boston CityPASS®: Admission to Top 4 Attractions £58 per adult **92%** of travellers recommend [](https://expedia.co.uk/things-to-do/boston-citypass-admission-to-top-4-attractions.a173116.activity-details) ![Zac tells a story about the John Harvard statue](https://mediaim.expedia.com/localexpert/1349360/d8650b03-f74e-4c81-8957-837ce0090701.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Harvard University Campus Guided Walking Tour £17 per adult **92%** of travellers recommend [](https://expedia.co.uk/things-to-do/harvard-university-campus-guided-walking-tour.a1349360.activity-details) ![Step into a festive winter oasis at Stratus bar this holiday season! Adorned with glittering icicles, sparkling lights, and festive winter elements, this experience is a must must-visit. ](https://mediaim.expedia.com/localexpert/46312679/f4dc7e7e-3f89-44f1-8c94-790c64c45eec.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### View Boston Observation Deck Admission Tickets £25 per adult **88%** of travellers recommend [](https://expedia.co.uk/things-to-do/view-boston-observation-deck-admission-tickets.a46312679.activity-details) ![Go City: Boston All-Inclusive Pass with 45+ Attractions](https://mediaim.expedia.com/localexpert/173074/064eb1cc-eb4f-4535-bc3f-dbc4e50db8ab.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Go City: Boston All-Inclusive Pass with 45+ Attractions £61 per adult **80%** of travellers recommend [](https://expedia.co.uk/things-to-do/go-city-boston-all-inclusive-pass-with-45-attractions.a173074.activity-details) ![Go City: Boston Explorer Pass - Choose 2 to 5 Attractions](https://mediaim.expedia.com/localexpert/529890/611532ec-feb1-408b-b52f-8d2151831e85.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Go City: Boston Explorer Pass - Choose 2 to 5 Attractions £39 per adult **98%** of travellers recommend [](https://expedia.co.uk/things-to-do/go-city-boston-explorer-pass-choose-2-to-5-attractions.a529890.activity-details) [See all activities in Boston](https://expedia.co.uk/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities) --- ## Top hotels in Chestnut Hill ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Seaport Hotel Boston 1 Seaport Lane Boston MA £135 1 Mar - 2 Mar includes taxes & fees Stay at this business-friendly hotel in Boston. Enjoy free Wi-Fi, 2 restaurants and breakfast (surcharge). Our guests praise the breakfast and the restaurant ... 9.6/10 Exceptional! (4,013 reviews) Nice rooms, nice staff, plenty to do in the area! Reviewed on 27 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=79888&PinnedHotelID=79888&HadPinnedHotel=true®ionId=89077) ![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/26d11bc3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Omni Boston Hotel at the Seaport 450 Summer Street Boston MA £118 1 Mar - 2 Mar includes taxes & fees Stay at this luxury hotel in Boston. Enjoy free Wi-Fi, a full-service spa and 4 restaurants. Our guests praise the breakfast and the pool in their reviews. Popular ... 9.2/10 Wonderful! (4,470 reviews) Good people and nice service Reviewed on 26 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=68014393&PinnedHotelID=68014393&HadPinnedHotel=true®ionId=89077) ![Hilton Boston Park Plaza](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Boston Park Plaza 50 Park Plaza Boston MA £140 9 Mar - 10 Mar includes taxes & fees Stay at this luxury hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ... 8.4/10 Very Good! (3,103 reviews) Clean room Reviewed on 26 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=09%2F03%2F2026&endDate=10%2F03%2F2026&selected=4215&PinnedHotelID=4215&HadPinnedHotel=true®ionId=89077) ![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Harborside Inn Of Boston 185 State St Boston MA £84 1 Mar - 2 Mar includes taxes & fees Stay at this hotel in Boston. Enjoy free Wi-Fi, a 24-hour front desk and a business centre. Our guests praise the breakfast and the restaurant in their reviews. ... [](https://expedia.co.uk/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=202814&PinnedHotelID=202814&HadPinnedHotel=true®ionId=89077) ![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Revolution Hotel 40 Berkeley Street Boston MA £74 10 Mar - 11 Mar includes taxes & fees Stay at this hotel in Boston. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the restaurant and the helpful staff in ... 9/10 Wonderful! (2,495 reviews) Clean & courteous Reviewed on 25 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=10%2F03%2F2026&endDate=11%2F03%2F2026&selected=30080227&PinnedHotelID=30080227&HadPinnedHotel=true®ionId=89077) ![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Dagny Boston 89 Broad Street Boston MA £128 1 Mar - 2 Mar includes taxes & fees Stay at this luxury hotel in Boston. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the breakfast and the restaurant in their reviews. ... 9.4/10 Exceptional! (7,094 reviews) Very! Reviewed on 26 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=151201&PinnedHotelID=151201&HadPinnedHotel=true®ionId=89077) [See all 3,991 properties in Chestnut Hill](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=28%2F02%2F2026&endDate=01%2F03%2F2026®ionId=89077) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=DX-NH_SPRING_PROMO_89077) ## Check Chestnut Hill hotel availability [Tonight ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=2026-02-27&endDate=2026-02-28)[27 Feb - 28 Feb](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=2026-02-27&endDate=2026-02-28) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=2026-02-28&endDate=2026-03-01)[28 Feb - 1 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=2026-02-28&endDate=2026-03-01) [This weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026)[27 Feb - 1 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026) --- ### Other neighbourhoods around Chestnut Hill ![Kenmore Square featuring street scenes](https://images.trvl-media.com/place/6182581/8604434c-4f5e-46db-92a4-ed3c724e87cc.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Fenway–Kenmore 4.5/5(27 area reviews) Art galleries, museums and historical sites highlight some notable features of Fenway–Kenmore. Make a stop by Fenway Park or MGM Music Hall at Fenway while you're visiting, and jump aboard the metro at Fenway Station or Kenmore Station to get around town. [](https://expedia.co.uk/Boston-FenwayKenmore.dx553248633938969681) ![This famous stadium is the home of the Boston Red Sox baseball team. The oldest ball park in the MLB has been going since 1912, its also one of the smallest which helps with its atmosphere. We were lucky as we got to see the big one as it was the Red Sox and the Yankees](https://images.trvl-media.com/place/660/21f1eff2-f602-411a-905d-ce67ef290fce.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### West Fens If you're spending some time in West Fens, Fenway Park and MGM Music Hall at Fenway are top sights worth seeing. [](https://expedia.co.uk/Boston-West-Fens.dx553248635976480098) ![ Church of the Covenant, historic church at 67 Newbury Street in Back Bay neighborhood of Boston, Massachusetts](https://images.trvl-media.com/place/153611/0206eff3-ceed-4e3a-96b5-9ac135fce552.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Roxbury Get to know Roxbury and its many features like its museums and cafes. You might want to explore sights like Samuel Adams Brewery and Franklin Park Zoo, and you can jump on the metro at Jackson Square Station or Stony Brook Station to get around the city. [](https://expedia.co.uk/Boston-Roxbury.dx153611) ![Missing beautiful Boston summer days... #StunningStructures](https://images.trvl-media.com/place/660/b5053f9b-3ec7-44b6-83e0-49b8fca01b47.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Prudential - St. Botolph While you're in Prudential - St. Botolph, take in top sights like Copley Square and jump on the metro at Prudential Station to see more of the city. [](https://expedia.co.uk/Boston-Prudential-St-Botolph.dx553248635976477798) ![Back Bay featuring heritage architecture, a city and street scenes](https://images.trvl-media.com/place/800016/ecea0c09-2ade-4d56-b74d-09ed645f6ef5.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Back Bay 4.5/5(192 area reviews) Gourmet restaurants interesting history and top sights from Copley Square to Newbury Street – discover Back Bay, a destination also famous for its shopping. [](https://expedia.co.uk/Boston-Back-Bay.dx800016) ![Looking down on a Boston tower and the South End](https://images.trvl-media.com/place/6163345/4941d53e-a4aa-43f8-bdce-e4846aa65d16.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### South End 4.5/5(27 area reviews) South End is noteworthy for its cafes, and you can make a stop at top attractions like Copley Place and SoWa Artists Guild. [](https://expedia.co.uk/Boston-South-End.dx6163345) --- --- - [Stays](?pwaLob=wizard-hotel-pwa-v2) - [Packages](?pwaLob=wizard-package-pwa) - [Flights](?pwaLob=wizard-flight-pwa) - [Things to do](?pwaLob=wizard-lx-pwa) - [Cruises](?pwaLob=wizard-cruise-pwa) - [Cars](?pwaLob=wizard-car-pwa) # Chestnut Hill Travel Guide ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - [3 Star Hotels in Brookline ](https://www.expedia.co.uk/3Star-Brookline-Hotels.s30-0-d7091.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Brookline ](https://www.expedia.co.uk/4Star-Brookline-Hotels.s40-0-d7091.Travel-Guide-Filter-Hotels) - [Hotels near Boston College ](https://www.expedia.co.uk/Boston-College-Hotels.0-l6092291-0.Travel-Guide-Filter-Hotels) - [Boston Hotels ](https://www.expedia.co.uk/Boston-Hotels.d178239.Travel-Guide-Hotels) - [Gay-Friendly Hotels in Brighton ](https://www.expedia.co.uk/Brighton-Boston-Hotels-Gay-Friendly-Hotel.0-n553248635074843424-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - 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