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 ![Photo by Ed Gaffny](https://mediaim.expedia.com/destination/2/e12fe1e6b3aede1f6d38ec76d4679997.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Ed Gaffny](https://mediaim.expedia.com/destination/2/e12fe1e6b3aede1f6d38ec76d4679997.jpg) ![Photo by Ed Gaffny](https://mediaim.expedia.com/destination/2/1660f54662020c0bdb07cd9af2cbe7ee.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Ed Gaffny](https://mediaim.expedia.com/destination/2/1660f54662020c0bdb07cd9af2cbe7ee.jpg) ![Photo by Yasmin](https://mediaim.expedia.com/destination/2/008a54975c35a5b86ebd267a879dd130.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Yasmin](https://mediaim.expedia.com/destination/2/008a54975c35a5b86ebd267a879dd130.jpg) ![Photo by Yasmin](https://mediaim.expedia.com/destination/2/5a7cc4d26ac095ffe770d551e807c348.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Yasmin](https://mediaim.expedia.com/destination/2/5a7cc4d26ac095ffe770d551e807c348.jpg) ## Visit Chestnut Hill Hotels Where to stay [Boston travel guide](https://expedia.co.uk/Boston.dx178239) --- --- ## Top hotels in Chestnut Hill ![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 £93 24 Dec - 25 Dec 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. ... 9.2/10 Wonderful! (6,082 reviews) The hotel was nice and in a great location but they didn’t have things that lesser hotels have, no coffee in the room or lobby, parking is down the road and it was pouring rain! Reviewed on 22 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=24%2F12%2F2025&endDate=25%2F12%2F2025&selected=202814&PinnedHotelID=202814&HadPinnedHotel=true®ionId=89077) ![Hilton Boston Back Bay](https://images.trvl-media.com/lodging/1000000/10000/6000/5928/f418fbdd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Boston Back Bay 40 Dalton St Boston MA £128 25 Dec - 26 Dec includes taxes & fees Stay at this business-friendly hotel in Boston. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the clean rooms ... 8.4/10 Very Good! (1,244 reviews) Entire hotel was spotless, including outdoor areas, staff was very welcoming and helpful with directions when we missed the parking entrance, beds and pillows were incredibly comfortable. Towels were plentiful and soft. Room lighting was odd, very dark in the room, but one of the bathroom lights ... Reviewed on 17 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=25%2F12%2F2025&endDate=26%2F12%2F2025&selected=5928&PinnedHotelID=5928&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 £155 25 Dec - 26 Dec 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 ... 9/10 Wonderful! (4,303 reviews) Smooth check in Reviewed on 15 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=25%2F12%2F2025&endDate=26%2F12%2F2025&selected=68014393&PinnedHotelID=68014393&HadPinnedHotel=true®ionId=89077) ![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### citizenM Boston North Station 70 Causeway Street Boston MA £88 1 Jan - 2 Jan 2026 includes taxes & fees Stay at this business-friendly hotel in Boston. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the breakfast and the ... 9.2/10 Wonderful! (4,160 reviews) very clean and overall good hotel Reviewed on 17 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=01%2F01%2F2026&endDate=02%2F01%2F2026&selected=33870542&PinnedHotelID=33870542&HadPinnedHotel=true®ionId=89077) ![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 £151 24 Dec - 25 Dec 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! (3,826 reviews) Check in seamless Room spotless Reviewed on 19 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=24%2F12%2F2025&endDate=25%2F12%2F2025&selected=79888&PinnedHotelID=79888&HadPinnedHotel=true®ionId=89077) ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Langham, Boston 250 Franklin St Boston MA £342 23 Jan - 24 Jan 2026 includes taxes & fees Stay at this luxury hotel in Boston. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the clean rooms in their ... 9.6/10 Exceptional! (1,000 reviews) Great location and very clean. Friendly staff and overall a wonderful stay in Boston. We would absolutely stay here again. Reviewed on 15 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=23%2F01%2F2026&endDate=24%2F01%2F2026&selected=2558&PinnedHotelID=2558&HadPinnedHotel=true®ionId=89077) [See all 3,753 properties in Chestnut Hill](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=24%2F12%2F2025&endDate=25%2F12%2F2025®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. ## Check Chestnut Hill hotel availability [Tonight ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=2025-12-23&endDate=2025-12-24)[23 Dec - 24 Dec](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=2025-12-23&endDate=2025-12-24) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=2025-12-24&endDate=2025-12-25)[24 Dec - 25 Dec](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=2025-12-24&endDate=2025-12-25) [This weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=26%2F12%2F2025&endDate=28%2F12%2F2025)[26 Dec - 28 Dec](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=26%2F12%2F2025&endDate=28%2F12%2F2025) [Next weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=02%2F01%2F2026&endDate=04%2F01%2F2026)[2 Jan - 4 Jan](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=02%2F01%2F2026&endDate=04%2F01%2F2026) --- ### Other neighbourhoods around Chestnut Hill ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531090-samuel-adams-brewery.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) ![Kenmore Square featuring street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/151000/151935-Fenway-Kenmore.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) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Dudley - Brunswick King If you're spending some time in Dudley - Brunswick King, Dr. Martin Luther King, Jr. Archives and Prince Hall Masonic Temple are top sights worth seeing. [](https://expedia.co.uk/Boston-Dudley-Brunswick-King.dx553248635976471307) ![Default Image](https://mediaim.expedia.com/destination/9/1d488b4f1e723f11386be06690da6d2d.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) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21039-Prudential-Tower.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://a.travel-assets.com/findyours-php/viewfinder/images/res70/151000/151657-Back-Bay.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) --- --- - [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) - [Brighton Hotels ](https://www.expedia.co.uk/Brighton-Boston-Hotels.0-n553248635074843424-0.Travel-Guide-Filter-Hotels) - [Brook Farm Hotels ](https://www.expedia.co.uk/Brook-Farm-Boston-Hotels.0-n553248635976475129-0.Travel-Guide-Filter-Hotels) - [Serviced Apartments in Brookline ](https://www.expedia.co.uk/Brookline-Apart-Hotels.d7091-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Brookline ](https://www.expedia.co.uk/Brookline-Apartments.d7091-aaApartments.Travel-Guide-Accommodation) - [Condo Rentals in Brookline ](https://www.expedia.co.uk/Brookline-Condos.d7091-aaCondos.Travel-Guide-Accommodation) - [Cheap Hotels in Brookline ](https://www.expedia.co.uk/Brookline-Hotels-Budget-Hotels.0-0-d7091-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Brookline ](https://www.expedia.co.uk/Brookline-Hotels-Gay-Friendly-Hotel.0-0-d7091-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Brookline ](https://www.expedia.co.uk/Brookline-Hotels-Golf-Hotels.0-0-d7091-tGolfHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Brookline ](https://www.expedia.co.uk/Brookline-Hotels-Historic-Hotel.0-0-d7091-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Gym in Brookline ](https://www.expedia.co.uk/Brookline-Hotels-Hotel-With-Gym.0-0-d7091-thotelwithgym.Travel-Guide-Filter-Hotels) - [Hotels with Laundry Service in Brookline ](https://www.expedia.co.uk/Brookline-Hotels-Hotel-With-Laundry-Service.0-0-d7091-thotelwithlaundryservice.Travel-Guide-Filter-Hotels) - [Hotels with Parking in Brookline ](https://www.expedia.co.uk/Brookline-Hotels-Hotel-With-Parking.0-0-d7091-thotelwithparking.Travel-Guide-Filter-Hotels) - [Hotels with Restaurant in Brookline ](https://www.expedia.co.uk/Brookline-Hotels-Hotel-With-Restaurant.0-0-d7091-thotelwithrestaurant.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Brookline ](https://www.expedia.co.uk/Brookline-Hotels-Hotels-With-Hot-Tubs.0-0-d7091-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with Indoor Pools in Brookline ](https://www.expedia.co.uk/Brookline-Hotels-Hotels-With-Indoor-Pools.0-0-d7091-tHotelswithIndoorPools.Travel-Guide-Filter-Hotels) - [Hotels with Pool in Brookline ](https://www.expedia.co.uk/Brookline-Hotels-Hotels-With-Pool.0-0-d7091-tHotelswithPool.Travel-Guide-Filter-Hotels) - [Omni Hotels in Brookline ](https://www.expedia.co.uk/Brookline-Hotels-Omni.0-0-d7091--bOmni.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Brookline ](https://www.expedia.co.uk/Brookline-Hotels-Pet-Friendly-Hotel.0-0-d7091-tPetFriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Brookline ](https://www.expedia.co.uk/Brookline-Hotels-Spa-Hotels.0-0-d7091-tSpaHotels.Travel-Guide-Filter-Hotels) - [Brookline Hotels ](https://www.expedia.co.uk/Brookline-Hotels.d7091.Travel-Guide-Hotels) - [Inns in Brookline ](https://www.expedia.co.uk/Brookline-Inns.d7091-aaInns.Travel-Guide-Accommodation) - [Cleveland Circle Hotels ](https://www.expedia.co.uk/Cleveland-Circle-Boston-Hotels.0-n6160076-0.Travel-Guide-Filter-Hotels) - [Commonwealth Hotels ](https://www.expedia.co.uk/Commonwealth-Boston-Hotels.0-n553248635976470897-0.Travel-Guide-Filter-Hotels) - 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[Newton Corner Hotels ](https://www.expedia.co.uk/Newton-Corner-Boston-Hotels.0-n553248635976478425-0.Travel-Guide-Filter-Hotels) - [Newton Highlands Hotels ](https://www.expedia.co.uk/Newton-Highlands-Boston-Hotels.0-n6262881-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Newton ](https://www.expedia.co.uk/Newton-Hotels-Budget-Hotels.0-0-d8893-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Newton ](https://www.expedia.co.uk/Newton-Hotels-Gay-Friendly-Hotel.0-0-d8893-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Newton Hotels ](https://www.expedia.co.uk/Newton-Hotels.d8893.Travel-Guide-Hotels) - [Gay-Friendly Hotels in Oak Square ](https://www.expedia.co.uk/Oak-Square-Boston-Hotels-Gay-Friendly-Hotel.0-n553248635976469047-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Oak Square Hotels ](https://www.expedia.co.uk/Oak-Square-Boston-Hotels.0-n553248635976469047-0.Travel-Guide-Filter-Hotels) - [Roslindale Hotels ](https://www.expedia.co.uk/Roslindale-Boston-Hotels.0-n153289-0.Travel-Guide-Filter-Hotels) - [St. Elizabeth's Hotels ](https://www.expedia.co.uk/St-Elizabeths-Boston-Hotels.0-n553248635976470180-0.Travel-Guide-Filter-Hotels) - [Flights to Boston ](https://www.expedia.co.uk/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights) - [Flights to Brookline ](https://www.expedia.co.uk/Cheap-Flights-To-Brookline.d7091.Travel-Guide-Flights) - [Flights to Newton ](https://www.expedia.co.uk/Cheap-Flights-To-Newton.d8893.Travel-Guide-Flights) - [Flights from Newton ](https://www.expedia.co.uk/lp/flights/8893/flights-from-newton) - [Arnold Arboretum ](https://www.expedia.co.uk/Arnold-Arboretum-Jamaica-Plain.d6070013.Attraction) - [Visit Belmont ](https://www.expedia.co.uk/Belmont.dx78656) - [Visit Back Bay ](https://www.expedia.co.uk/Boston-Back-Bay.dx800016) - [Visit Banks Square ](https://www.expedia.co.uk/Boston-Banks-Square.dx553248635976474865) - [Visit Beacon Hill ](https://www.expedia.co.uk/Boston-Beacon-Hill.dx77649) - [Visit Brighton ](https://www.expedia.co.uk/Boston-Brighton.dx553248635074843424) - [Visit Commonwealth ](https://www.expedia.co.uk/Boston-Commonwealth.dx553248635976470897) - [Visit Dorchester ](https://www.expedia.co.uk/Boston-Dorchester.dx97469) - [Visit Downtown Boston ](https://www.expedia.co.uk/Boston-Downtown-Boston.dx6340396) - [Visit Downtown Crossing ](https://www.expedia.co.uk/Boston-Downtown-Crossing.dx6340395) - [Visit East Cambridge ](https://www.expedia.co.uk/Boston-East-Cambridge.dx3000663053) - [Visit Fenway–Kenmore ](https://www.expedia.co.uk/Boston-FenwayKenmore.dx553248633938969681) - [Visit Hyde Park ](https://www.expedia.co.uk/Boston-Hyde-Park.dx117843) - [Visit Newton Corner ](https://www.expedia.co.uk/Boston-Newton-Corner.dx553248635976478425) - [Visit Newton Highlands ](https://www.expedia.co.uk/Boston-Newton-Highlands.dx6262881) - [Visit North Brookline ](https://www.expedia.co.uk/Boston-North-Brookline.dx553248635976472341) - [Visit Prospect Hill ](https://www.expedia.co.uk/Boston-Prospect-Hill.dx6262342) - [Visit Roslindale ](https://www.expedia.co.uk/Boston-Roslindale.dx153289) - 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