Title: Visit Chestnut Hill: Best of Chestnut Hill, Boston Travel 2026 | Expedia Tourism - Expedia.ca [Hotels in Chestnut Hill](https://expedia.ca/Chestnut-Hill-Boston-Hotels.0-n89077-0.Travel-Guide-Filter-Hotels)[Flights to Boston](https://expedia.ca/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights)[Things to do in Boston](https://expedia.ca/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities)[Chestnut Hill Car Rentals](https://expedia.ca/Car-Rentals-In-Chestnut-Hill.d89077.Car-Rental-Guide)[Chestnut Hill Vacations](https://expedia.ca/Chestnut-Hill.d89077.Destination-Travel-Guides) # Chestnut Hill ## 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 Things to do Hotels Where to stay [Boston travel guide](https://expedia.ca/Boston.dx178239) --- ### Popular places to visit ![Boston College](https://mediaim.expedia.com/destination/2/008a54975c35a5b86ebd267a879dd130.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boston College 4/5(15 reviews) 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.ca/Boston-College-Chestnut-Hill.d6092291.Vacation-Attraction) ![Fenway Park featuring a sporting event and night scenes as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/20000/20987-Fenway-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Fenway Park 4.5/5(305 reviews) Catch a game or take a tour at one of America’s most historic and beloved ballparks. [](https://expedia.ca/Fenway-Park-FenwayKenmore.d6023384.Vacation-Attraction) ![Boston Common which includes flowers, a garden and landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21217-Boston-Common.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boston Common 4.5/5(518 reviews) 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.ca/Boston-Common-Beacon-Hill.d507377.Vacation-Attraction) ![TD Garden](https://mediaim.expedia.com/destination/9/38b782f49bb48608c7709e4119911823.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### TD Garden 4.5/5(240 reviews) Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area. [](https://expedia.ca/TD-Garden-West-End.d6070137.Vacation-Attraction) ![Harvard University which includes a city and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21000-Harvard-University.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Harvard University 4.5/5(279 reviews) Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States. [](https://expedia.ca/Harvard-University-Lower-Allston.d6034936.Vacation-Attraction) ![Gillette Stadium](https://mediaim.expedia.com/destination/2/dbb8b23949ff195c0c2ca1207ea300cd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Gillette Stadium 4.5/5(27 reviews) Catch an event at Gillette Stadium during your trip to Foxboro. Experience the area's great live music and acclaimed theater scene. [](https://expedia.ca/Gillette-Stadium-Boston.d6034500.Vacation-Attraction) ### Things to do ![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 CA $109 per adult **92%** of travellers recommend [](https://expedia.ca/things-to-do/boston-citypass-admission-to-top-4-attractions.a173116.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 CA $42 per adult **88%** of travellers recommend [](https://expedia.ca/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 CA $116 per adult **80%** of travellers recommend [](https://expedia.ca/things-to-do/go-city-boston-all-inclusive-pass-with-45-attractions.a173074.activity-details) ![LEGO Discovery Center Boston Admission Ticket](https://mediaim.expedia.com/localexpert/46690980/7775d4e4-1c05-45f5-9b4b-d14d33ae62cd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### LEGO Discovery Center Boston Admission Ticket CA $39 per adult [](https://expedia.ca/things-to-do/lego-discovery-center-boston-admission-ticket.a46690980.activity-details) ![Built-in 15-minute break at Quincy Market.](https://mediaim.expedia.com/localexpert/2286240/aeb64a4b-2a03-490c-b157-fbbe70857bb7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### The Full Revolutionary Story Epic Small Group Boston Walking Tour CA $76 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/the-full-revolutionary-story-epic-small-group-boston-walking-tour.a2286240.activity-details) ![Explore Boston’s Freedom Trail: Self-Guided Audio Tour at Your Own Pace](https://mediaim.expedia.com/localexpert/637670/48b8db36-e70f-4885-8b20-d7e70ce7df5f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Explore Boston’s Freedom Trail: Self-Guided Audio Tour at Your Own Pace CA $12 per traveller **84%** of travellers recommend [](https://expedia.ca/things-to-do/explore-bostons-freedom-trail-self-guided-audio-tour-at-your-own-pace.a637670.activity-details) [See all activities in Boston](https://expedia.ca/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities) --- ## Chestnut Hill Hotel Deals ![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 CA $146 CA $171 total Jan 5 - Jan 6, 2026 includes taxes & fees Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our reviews. ... 9.2/10 Wonderful! (6,092 reviews) Great staff Reviewed on Dec 23, 2025 [](https://expedia.ca/Hotel-Search?startDate=05%2F01%2F2026&endDate=06%2F01%2F2026&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 CA $180 CA $250 total Jan 1 - Jan 2, 2026 includes taxes & fees Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ... 8.4/10 Very Good! (1,240 reviews) The location is great. The room temperature is low and there is no way to adjust it. Reviewed on Dec 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=01%2F01%2F2026&endDate=02%2F01%2F2026&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 CA $196 CA $284 total Jan 1 - Jan 2, 2026 includes taxes & fees Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ... 9/10 Wonderful! (4,326 reviews) Great room, great service. Walk-in showers are great, wish all the rooms had them. Could use vending machines on each floor. Reviewed on Dec 25, 2025 [](https://expedia.ca/Hotel-Search?startDate=01%2F01%2F2026&endDate=02%2F01%2F2026&selected=68014393&PinnedHotelID=68014393&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 CA $231 CA $276 total Dec 30 - Dec 31 includes taxes & fees Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ... 9.6/10 Exceptional! (3,850 reviews) Very nice traveled with my kids, they loved it. The staff is very friendly and good. Reviewed on Dec 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=30%2F12%2F2025&endDate=31%2F12%2F2025&selected=79888&PinnedHotelID=79888&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 CA $119 CA $139 total Jan 1 - Jan 2, 2026 includes taxes & fees Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in ... 9/10 Wonderful! (2,350 reviews) Great location, lovely and fun revolution-themed decor, friendly staff. Would definitely stay there again! Reviewed on Dec 23, 2025 [](https://expedia.ca/Hotel-Search?startDate=01%2F01%2F2026&endDate=02%2F01%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 CA $179 CA $257 total Jan 2 - Jan 3, 2026 includes taxes & fees Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our ... 9.4/10 Exceptional! (6,905 reviews) The Hotel was beautiful,clean and had the perfect location but I was most impressed by the great staff. Everyone from the doorman to the cleaning ladies, the baristas, tho the front desk attendees were smiling, caring and full of joy. Reviewed on Dec 28, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F01%2F2026&endDate=03%2F01%2F2026&selected=151201&PinnedHotelID=151201&HadPinnedHotel=true®ionId=89077) [See all 3,754 properties in Chestnut Hill](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=30%2F12%2F2025&endDate=31%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.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=2025-12-29&endDate=2025-12-30)[Dec 29 - Dec 30](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=2025-12-29&endDate=2025-12-30) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=2025-12-30&endDate=2025-12-31)[Dec 30 - Dec 31](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=2025-12-30&endDate=2025-12-31) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=02%2F01%2F2026&endDate=04%2F01%2F2026)[Jan 2 - Jan 4](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=02%2F01%2F2026&endDate=04%2F01%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=09%2F01%2F2026&endDate=11%2F01%2F2026)[Jan 9 - Jan 11](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89077&startDate=09%2F01%2F2026&endDate=11%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 4/5(1 area review) 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.ca/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(43 area reviews) Home to Fenway Park and the Museum of Fine Arts, this vibrant area boasts numerous educational institutions, cultural attractions, and independent shops. Easily accessible via MBTA subway and bus lines, explore Kenmore Square and admire the iconic Citgo sign. [](https://expedia.ca/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.ca/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(50 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.ca/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.ca/Boston-Prudential-St-Botolph.dx553248635976477798) ![Back Bay featuring a city, heritage architecture 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(271 area reviews) Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower. [](https://expedia.ca/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 ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Hotels near Alumni Stadium ](https://www.expedia.ca/Alumni-Stadium-Hotels.0-l6228861-0.Travel-Guide-Filter-Hotels) - [Hotels near Boston College ](https://www.expedia.ca/Boston-College-Hotels.0-l6092291-0.Travel-Guide-Filter-Hotels) - [Hotels near Boston College Station ](https://www.expedia.ca/Boston-College-Station-Hotels.d6210547.Travel-Guide-Hotels) - [Inns in Boston College Station ](https://www.expedia.ca/Boston-College-Station-Inns.d6210547-aaInns.Travel-Guide-Accommodation) - [Boston Hotels ](https://www.expedia.ca/Boston-Hotels.d178239.Travel-Guide-Hotels) - [Boutique Hotels in Brighton ](https://www.expedia.ca/Brighton-Boston-Hotels-Boutique-Hotel.0-n553248635074843424-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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