An aerial view of a river flanked by dense forests with autumn foliage.

Chestnut Hill Hotels, Boston

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Chestnut Hill hotels

A spacious indoor area with a high ceiling, multiple seating arrangements, and a bar area.

1. Arcadian Hotel

Arcadian Hotel
3.5 star property
4.8 km from Chestnut Hill
8.2 out of 10, Very good, (4,485 reviews)
"Great location"
United States
Geoffrey
The price is NZ$253
includes taxes & fees
6 Dec - 7 Dec
Arcadian Hotel
An outdoor patio area with a fire pit, seating, and a grill.

2. HYATT house Boston/Waltham

HYATT house Boston/Waltham
3.0 star property
9.8 km from Chestnut Hill
9.0 out of 10, Wonderful, (1,194 reviews)
"The rooms were nice and breakfast was great."
United States
Efrain
The price is NZ$215
includes taxes & fees
22 Nov - 23 Nov
HYATT house Boston/Waltham
A hotel room with two beds, a round table with chairs, a TV, and large windows with curtains.

3. Iris Hotel Boston

Iris Hotel Boston
4.0 star property
4.2 km from Chestnut Hill
9.4 out of 10, Exceptional, (832 reviews)
"Very Clean Friendly staff Delicious food"
United States
Chau
The price is NZ$311
includes taxes & fees
13 Dec - 14 Dec
Iris Hotel Boston
A transparent dome structure with a metal framework, a glass floor, and a metal railing.

4. DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge
4.0 star property
5.4 km from Chestnut Hill
9.2 out of 10, Wonderful, (1,025 reviews)
"It’s a very nice place, I would like to be there next time."
Canada
kun
The price is NZ$244
includes taxes & fees
22 Nov - 23 Nov
DoubleTree Suites by Hilton Hotel Boston - Cambridge
A modern living room with a fireplace, sofas, a dining area, and a TV mounted above the fireplace.

5. Fairfield Inn & Suites by Marriott Boston Waltham

Fairfield Inn & Suites by Marriott Boston Waltham
3.0 star property
9.7 km from Chestnut Hill
9.0 out of 10, Wonderful, (1,001 reviews)
"Such an amazing hotel! Everything is just like the photos. Will definitely stay here again"
United States
Aleixa
The price is NZ$225
includes taxes & fees
15 Nov - 16 Nov
Fairfield Inn & Suites by Marriott Boston Waltham
A hotel entrance with a clear pedestrian crossing and a taxi parked outside.

6. Hyatt Regency Boston

Hyatt Regency Boston
4.0 star property
9.5 km from Chestnut Hill
9.2 out of 10, Wonderful, (2,297 reviews)
"Located next to plenty of food and shopping."
United States
Dayna
The price is NZ$336
includes taxes & fees
29 Nov - 30 Nov
Hyatt Regency Boston
A modern kitchen with a central island, bar stools, and a dining area with a large table.

7. Hampton Inn & Suites Boston/Waltham

Hampton Inn & Suites Boston/Waltham
3.0 star property
10.1 km from Chestnut Hill
9.4 out of 10, Exceptional, (2,053 reviews)
"This hotel was very clean and the staff were so friendly. The breakfast was excellent. I would definitely recommend this hotel."
United States
Rachel
The price is NZ$189
includes taxes & fees
6 Dec - 7 Dec
Hampton Inn & Suites Boston/Waltham
A restaurant setting with round tables, chairs, and empty wine glasses.

8. Best Western Plus Waltham Boston

Best Western Plus Waltham Boston
3.0 star property
10 km from Chestnut Hill
8.4 out of 10, Very good, (1,359 reviews)
"Friendly staff very clean hotel"
United States
carrie
The price is NZ$141
includes taxes & fees
6 Dec - 7 Dec
Best Western Plus Waltham Boston
A modern café with a chilled beverage fridge, a frozen section, and a variety of snacks and drinks.

9. Hilton Garden Inn Boston/Waltham

Hilton Garden Inn Boston/Waltham
3.5 star property
9.8 km from Chestnut Hill
9.0 out of 10, Wonderful, (1,001 reviews)
"Would stay again"
United States
Daniel
The price is NZ$154
includes taxes & fees
28 Nov - 29 Nov
Hilton Garden Inn Boston/Waltham
A modern hotel with a prominent Hampton Inn sign, featuring a multi-story structure with a central courtyard and a landscaped area.

10. Hampton by Hilton at the Boston Seaport District

Hampton by Hilton at the Boston Seaport District
3.0 star property
11.2 km from Chestnut Hill
9.2 out of 10, Wonderful, (2,927 reviews)
"Rooms were comfortable and quiet and the breakfast was delicious!"
United States
Patricia
The price is NZ$242
includes taxes & fees
24 Nov - 25 Nov
Hampton by Hilton at the Boston Seaport District
A buffet area with various food items, a coffee station, and a seating area in the background.

11. Hampton Inn & Suites Boston Crosstown Center

Hampton Inn & Suites Boston Crosstown Center
3.0 star property
8.2 km from Chestnut Hill
8.0 out of 10, Very good, (1,917 reviews)
"It was a quick over night stay, Breakfast was great!"
United States
Carmelina
The price is NZ$194
includes taxes & fees
6 Dec - 7 Dec
Hampton Inn & Suites Boston Crosstown Center
A spacious lobby with a central seating area, multiple levels, and a fountain.

12. Hilton Boston Logan Airport

Hilton Boston Logan Airport
4.0 star property
12.9 km from Chestnut Hill
9.0 out of 10, Wonderful, (3,959 reviews)
"Excellent next to the airport!"
United States
Leslie
The price is NZ$301
includes taxes & fees
14 Dec - 15 Dec
Hilton Boston Logan Airport
An outdoor seating area with tables and chairs, a bar, and a view of Fenway Park.

13. Hotel Commonwealth

Hotel Commonwealth
4.5 star property
6.6 km from Chestnut Hill
9.4 out of 10, Exceptional, (2,441 reviews)
"Excellent location and friendly staff"
United States
Meredith
The price is NZ$391
includes taxes & fees
13 Dec - 14 Dec
Hotel Commonwealth
An outdoor cafe with tables and chairs, a building entrance, and a street sign.

14. Harborside Inn Of Boston

Harborside Inn Of Boston
4.0 star property
10.3 km from Chestnut Hill
9.2 out of 10, Wonderful, (7,227 reviews)
"Great location and lovely hotel!"
Canada
Carleigh
The price is NZ$243
includes taxes & fees
24 Nov - 25 Nov
Harborside Inn Of Boston
An outdoor seating area with a fire pit, sofas, and chairs.

15. Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District
3.0 star property
11.3 km from Chestnut Hill
9.4 out of 10, Exceptional, (2,482 reviews)
"Great location, clean, well kept property, good breakfast."
United States
Ronald
The price is NZ$318
includes taxes & fees
13 Dec - 14 Dec
Hyatt Place Boston/Seaport District
A multi-story hotel with a distinctive stepped design, featuring illuminated signage and a reflection in the water.

16. Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge
4.0 star property
6 km from Chestnut Hill
9.0 out of 10, Wonderful, (2,760 reviews)
"A good place to stay and in a good location!"
United States
Jurian M Gil
The price is NZ$316
includes taxes & fees
22 Nov - 23 Nov
Hyatt Regency Boston/Cambridge
A waterfront cityscape with high-rise buildings, a bridge, and a river.

17. Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
11 km from Chestnut Hill
9.6 out of 10, Exceptional, (5,217 reviews)
"Great stay!"
United States
Scott
The price is NZ$253
includes taxes & fees
22 Nov - 23 Nov
Seaport Hotel Boston
A modern hotel with a prominent 'Avid' sign, large windows, and a well-lit entrance.

18. avid hotel Boston Logan Airport - Revere by IHG

avid hotel Boston Logan Airport - Revere by IHG
2.5 star property
17.1 km from Chestnut Hill
9.0 out of 10, Wonderful, (1,730 reviews)
"Quiet convenient Good breakfast Airport shuttle efficient"
United States
Carleen
The price is NZ$207
includes taxes & fees
11 Dec - 12 Dec
avid hotel Boston Logan Airport - Revere by IHG
A spacious lobby with a high ceiling, wooden paneling, a large sofa, and a coffee table.

19. Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport
2.5 star property
16.6 km from Chestnut Hill
9.0 out of 10, Wonderful, (2,439 reviews)
"Great place to stay outside of Boston."
United States
William
The price is NZ$245
includes taxes & fees
6 Dec - 7 Dec
Comfort Inn & Suites Logan International Airport
A spacious indoor area with a long dining table, multiple seating arrangements, and a ceiling with hanging lights.

20. Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham
3.5 star property
10.4 km from Chestnut Hill
8.2 out of 10, Very good, (3,140 reviews)
"Great staff at the front desk, very friendly bar staff and great breakfast!"
United States
John
The price is NZ$196
includes taxes & fees
6 Dec - 7 Dec
Embassy Suites by Hilton Boston Waltham
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.
View all properties

Compare popular hotels in Chestnut Hill

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A modern living room with a fireplace, seating area, and large windows.
Hampton Inn & Suites Watertown Boston
2.5 star property
9.2
Wonderful
1,235 reviews
View
A hotel room with two beds, a round table with chairs, a TV, and large windows with curtains.
Iris Hotel Boston
4.0 star property
9.4
Exceptional
832 reviews
View
A waterfront cityscape with high-rise buildings, a bridge, and a river.
Seaport Hotel Boston
4.0 star property
9.6
Exceptional
5,217 reviews
View
An outdoor patio area with a fire pit, seating, and a grill.
HYATT house Boston/Waltham
3.0 star property
9.0
Wonderful
1,194 reviews
View
A spacious indoor area with a high ceiling, multiple seating arrangements, and a bar area.
Arcadian Hotel
3.5 star property
8.2
Very good
4,485 reviews
View

Our guide on where to stay in Chestnut Hill

Find the best Chestnut Hill areas for the activities you enjoy most.
Quincy Market with an American flag, historic buildings, and a clock tower in the background.

Downtown Boston

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

A historic church with a large central tower and multiple spires, surrounded by modern buildings and a public square with people and greenery.

Back Bay

Parisian boulevards and elegant brownstones conjure a truly romantic atmosphere, perfect for strolling and window shopping.

A city skyline at dusk with illuminated buildings reflecting on the water, a prominent bridge, and a large chain barrier along the waterfront.

Seaport District

Join excited crowds enjoying harbor-side views, Revolutionary War-era landmarks, as well as superb restaurants and museums along this thriving waterfront.

A large brick building with a golden dome, a flagpole with the American flag, and a statue in front.

Beacon Hill

Take a walk through the charming streets, historic buildings and small-town atmosphere of Boston’s oldest and wealthiest suburbs.

A statue of a man on horseback in a park with trees, a clock tower, and brick buildings in the background.

North End

The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by Old North Church or Paul Revere House while you're visiting, and jump aboard the metro at Aquarium to get around town.

Top Chestnut Hill Hotel Reviews

Recent Reviews in Chestnut Hill

Ramada by Wyndham Boston

Ramada by Wyndham Boston

8/10 Good
"You can’t expect much from a cheap hotel, you get what you get. This place needs maintenance & just needs help overall."
John 1-night trip
Posted 2 hours ago
Ramada by Wyndham Boston

Frequently asked questions

When is the best time to go to Chestnut Hill?
The best time to go to Chestnut Hill is during the late spring (May to early June) and early autumn (September to October).

During these periods, the weather is pleasantly mild, making it ideal for exploring the area's outdoor attractions. You'll find comfortable temperatures for walking around the various campuses, enjoying the green spaces, and visiting the local shops without the intense heat of summer or the chill of winter.

For those interested in outdoor activities and scenic beauty, early autumn is particularly appealing. The foliage around Chestnut Hill and the surrounding New England area transforms into stunning colours, creating a picturesque backdrop for strolls through parks like the Chestnut Hill Reservation or along the Chestnut Hill Reservoir pathways. This time of year is excellent for couples looking for a relaxing getaway with beautiful natural scenery.

Late spring is also a wonderful time, especially for families considering university visits or enjoying outdoor events. The gardens are in bloom, and the longer daylight hours provide ample time for exploration.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline − this is often within 24 to 48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our 'Fully refundable property' filter during your search to find the right Chestnut Hill hotel for you.
How can I save on a hotel booking in Chestnut Hill with Expedia?
One Key™—Expedia's free travel rewards programme—gives you instant access to discounts with Member Prices on Chestnut Hill hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Chestnut Hill?
Hotel prices in Chestnut Hill often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates and sort search results by 'Price: low to high' for our cheapest rates.

Explore a world of travel with Expedia