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

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

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

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)

![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

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)

![TD Garden](https://mediaim.expedia.com/destination/9/38b782f49bb48608c7709e4119911823.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### TD Garden

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)

![Copley Square](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531084-copley-square.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Copley Square

Explore some of Boston’s finest buildings, educational and arts institutions, and shopping, or simply find a patch of grass and relax.

[](https://expedia.ca/Copley-Square-Back-Bay.d6070057.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 $147

CA $172 total

Dec 23 - Dec 24

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! (6,040 reviews)

The staff was very friendly and helpful. There is a restaurant connected to the hotel. Food and staff there were excellent

Reviewed on Dec 11, 2025

[](https://expedia.ca/Hotel-Search?startDate=23%2F12%2F2025&endDate=24%2F12%2F2025&selected=202814&PinnedHotelID=202814&HadPinnedHotel=true&regionId=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 $243

CA $339 total

Dec 19 - Dec 20

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! (4,287 reviews)

.

Reviewed on Dec 11, 2025

[](https://expedia.ca/Hotel-Search?startDate=19%2F12%2F2025&endDate=20%2F12%2F2025&selected=68014393&PinnedHotelID=68014393&HadPinnedHotel=true&regionId=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 $195

CA $268 total

Jan 4 - Jan 5, 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 hotel is undergoing renovations which will be an exciting improvement. Still a great staff and excellent location. Will return!

Reviewed on Dec 14, 2025

[](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=5928&PinnedHotelID=5928&HadPinnedHotel=true&regionId=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

Fully refundableReserve now, pay when you stay

CA $139

CA $162 total

Dec 24 - Dec 25

includes taxes & fees

Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...

9.2/10 Wonderful! (4,160 reviews)

Beautiful view! Clean. Convenient location

Reviewed on Dec 14, 2025

[](https://expedia.ca/Hotel-Search?startDate=24%2F12%2F2025&endDate=25%2F12%2F2025&selected=33870542&PinnedHotelID=33870542&HadPinnedHotel=true&regionId=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 $233

CA $278 total

Dec 22 - Dec 23

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! (3,781 reviews)

As expected

Reviewed on Dec 11, 2025

[](https://expedia.ca/Hotel-Search?startDate=22%2F12%2F2025&endDate=23%2F12%2F2025&selected=79888&PinnedHotelID=79888&HadPinnedHotel=true&regionId=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 $132

CA $154 total

Dec 21 - Dec 22

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! (2,329 reviews)

Good

Reviewed on Dec 14, 2025

[](https://expedia.ca/Hotel-Search?startDate=21%2F12%2F2025&endDate=22%2F12%2F2025&selected=30080227&PinnedHotelID=30080227&HadPinnedHotel=true&regionId=89077)

[See all 3,753 properties in Chestnut Hill](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=18%2F12%2F2025&endDate=19%2F12%2F2025&regionId=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&regionId=89077&startDate=2025-12-17&endDate=2025-12-18)[Dec 17 - Dec 18](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=89077&startDate=2025-12-17&endDate=2025-12-18)

[Tomorrow night

](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=89077&startDate=2025-12-18&endDate=2025-12-19)[Dec 18 - Dec 19](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=89077&startDate=2025-12-18&endDate=2025-12-19)

[This weekend

](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=89077&startDate=19%2F12%2F2025&endDate=21%2F12%2F2025)[Dec 19 - Dec 21](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=89077&startDate=19%2F12%2F2025&endDate=21%2F12%2F2025)

[Next weekend

](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=89077&startDate=26%2F12%2F2025&endDate=28%2F12%2F2025)[Dec 26 - Dec 28](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=89077&startDate=26%2F12%2F2025&endDate=28%2F12%2F2025)

---

### 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://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)

![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)

![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)

---

---

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- [Cars](?pwaLob=wizard-car-pwa)

# Chestnut Hill

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- [Flights to Boston ](https://www.expedia.ca/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights)
- [Flights from Toronto (YYZ) to Boston (BOS) ](https://www.expedia.ca/lp/flights/yyz/bos/toronto-to-boston)

- [Visit Agassiz ](https://www.expedia.ca/Boston-Agassiz.dx553248635976472424)
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- [Avis Rental Cars in Newton Center ](https://www.expedia.ca/Avis-Car-Rentals-In-Newton-Center.d6262873-c41.Car-Rental-Guide-Suppliers)

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