Aerial view of colorful autumn forest and meandering river, Oak Hill Park, Newton, Massachusetts, United States.

Hotels in Chestnut Hill, Boston

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Our top choices for Chestnut Hill hotels

Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport
3.0 star property
15.7 km from Chestnut Hill
8.2 out of 10, Very good, (5,636 reviews)
"Amazing breakfast, kind staff and very clean rooms!"
United States
Breanna
The price is CA $192
CA $214 total
includes taxes & fees
Jul 5 - Jul 6
Hampton Inn Boston - Logan Airport

Hilton Boston Logan Airport

Hilton Boston Logan Airport
4.0 star property
12.9 km from Chestnut Hill
9.0 out of 10, Wonderful, (3,837 reviews)
"Great place to stay "
United States
William
The price is CA $306
CA $357 total
includes taxes & fees
Jun 30 - Jul 1
Hilton Boston Logan Airport

Hilton Garden Inn Boston Logan Airport

Hilton Garden Inn Boston Logan Airport
3.0 star property
14.6 km from Chestnut Hill
9.2 out of 10, Wonderful, (2,303 reviews)
"Great stay!"
United States
Rachel
The price is CA $228
CA $266 total
includes taxes & fees
Jul 6 - Jul 7
Hilton Garden Inn Boston Logan Airport

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, (2,326 reviews)
"The cleanliness was awesome, breakfast was great and staff were top notch..."
United States
Frank
The price is CA $247
CA $284 total
includes taxes & fees
Jul 5 - Jul 6
Comfort Inn & Suites Logan International Airport

Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor
4.0 star property
12.3 km from Chestnut Hill
9.2 out of 10, Wonderful, (1,905 reviews)
"It's a great place to stay"
United States
James
The price is CA $304
CA $389 total
includes taxes & fees
Jul 5 - Jul 6
Hyatt Regency Boston Harbor

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, (2,406 reviews)
"Amazing place to stay!"
United States
Heather
The price is CA $249
CA $289 total
includes taxes & fees
Jul 6 - Jul 7
Hyatt Place Boston/Seaport District

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, (1,610 reviews)
"Very clean, comfortable and convenient to stay night before early morning flight."
United States
Douglas
The price is CA $213
CA $237 total
includes taxes & fees
Jul 1 - Jul 2
avid hotel Boston Logan Airport - Revere by IHG

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport
5.0 star property
10.8 km from Chestnut Hill
9.2 out of 10, Wonderful, (4,722 reviews)
"Great stay."
United States
Cassendra
The price is CA $267
CA $368 total
includes taxes & fees
Jul 2 - Jul 3
Omni Boston Hotel at the Seaport

Lakeside Inn

Lakeside Inn
2.0 star property
21.5 km from Chestnut Hill
7.6 out of 10, Good, (2,379 reviews)
"Very nice and convenient to the city"
United States
Frank
The price is CA $156
CA $174 total
includes taxes & fees
Jul 7 - Jul 8
Lakeside Inn

Hampton Inn Boston Logan Airport Chelsea

Hampton Inn Boston Logan Airport Chelsea
2.5 star property
12.6 km from Chestnut Hill
9.0 out of 10, Wonderful, (3,012 reviews)
"Had a great stay!"
United States
Sara
The price is CA $237
CA $265 total
includes taxes & fees
Jul 5 - Jul 6
Hampton Inn Boston Logan Airport Chelsea

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, (1,682 reviews)
"Not far from the airport, clean and spacious room, decent breakfast, it works out well for my trip."
United States
Shaowen
The price is CA $205
CA $239 total
includes taxes & fees
Jul 1 - Jul 2
Hampton Inn & Suites Boston Crosstown Center

Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
11 km from Chestnut Hill
9.6 out of 10, Exceptional, (4,454 reviews)
"Great location, good price, clean and comfortable rooms."
United States
Amy
The price is CA $264
CA $356 total
includes taxes & fees
Jul 5 - Jul 6
Seaport Hotel Boston

Garner Hotel Brockton - Boston by IHG

Garner Hotel Brockton - Boston by IHG
2.5 star property
28 km from Chestnut Hill
8.4 out of 10, Very good, (1,041 reviews)
"Very friendly staff and clean rooms. Breakfast was decent with lots of options Perfect for an overnight stay"
United States
jason
The price is CA $156
CA $174 total
includes taxes & fees
Jul 12 - Jul 13
Garner Hotel Brockton - Boston by IHG

Holiday Inn Express Boston Logan Airport - Revere by IHG

Holiday Inn Express Boston Logan Airport - Revere by IHG
2.5 star property
16.4 km from Chestnut Hill
9.0 out of 10, Wonderful, (1,337 reviews)
"Great staff, comfortable and quiet."
United States
Grayson
The price is CA $170
CA $190 total
includes taxes & fees
Jul 1 - Jul 2
Holiday Inn Express Boston Logan Airport - Revere by IHG

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, (2,887 reviews)
"Great for just an overnight.. clean room and friendly staff."
United States
Barbara
The price is CA $237
CA $276 total
includes taxes & fees
Jul 6 - Jul 7
Hampton by Hilton at the Boston Seaport District

The Westin Boston Seaport District

The Westin Boston Seaport District
4.0 star property
10.8 km from Chestnut Hill
9.2 out of 10, Wonderful, (2,381 reviews)
"Nice place to stay in seaport"
United States
Alec
The price is CA $313
CA $430 total
includes taxes & fees
Jul 3 - Jul 4
The Westin Boston Seaport District

Country Inn & Suites by Radisson, Brockton (Boston), MA

Country Inn & Suites by Radisson, Brockton (Boston), MA
3.0 star property
28.7 km from Chestnut Hill
8.8 out of 10, Excellent, (1,040 reviews)
"Great place to stay. The staff was very friendly, hotel was clean."
United States
Mark
The price is CA $194
CA $217 total
includes taxes & fees
Jun 14 - Jun 15
Country Inn & Suites by Radisson, Brockton (Boston), MA

Comfort Inn Rockland - Boston

Comfort Inn Rockland - Boston
2.5 star property
29.3 km from Chestnut Hill
8.2 out of 10, Very good, (967 reviews)
" Great stay and friendly staff."
United States
Isaac
The price is CA $171
CA $191 total
includes taxes & fees
Jul 5 - Jul 6
Comfort Inn Rockland - Boston

Courtyard by Marriott Boston Natick

Courtyard by Marriott Boston Natick
3.0 star property
17.6 km from Chestnut Hill
8.8 out of 10, Excellent, (1,012 reviews)
"we have stayed here multiple times, it's conveniently located and a very nice facility with great staff"
United States
Richard
The price is CA $208
CA $233 total
includes taxes & fees
Jun 14 - Jun 15
Courtyard by Marriott Boston Natick

Homewood Suites by Hilton Boston Seaport District

Homewood Suites by Hilton Boston Seaport District
3.0 star property
11.2 km from Chestnut Hill
9.2 out of 10, Wonderful, (1,498 reviews)
"Great location!"
United States
Alaina
The price is CA $275
CA $316 total
includes taxes & fees
Jul 6 - Jul 7
Homewood Suites by Hilton Boston Seaport District
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.

Where to stay in Chestnut Hill

Find the best Chestnut Hill areas and neighborhoods for the activities you enjoy most. Learn more about Chestnut Hill
Learn more about Chestnut Hill

Downtown Boston

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Back Bay

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.

Seaport District

Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.

Beacon Hill

Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.

North End

Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.

Top Chestnut Hill Hotel Reviews

Find out more about Chestnut Hill

Top reasons to visit Chestnut Hill

  • Historic Colleges: Explore prestigious institutions, enriching your cultural experience in this vibrant area.
  • Chestnut Hill Reservoir: Enjoy picturesque views and recreational activities around this scenic water body.
  • Chestnut Hill Square: Shop at local boutiques and dine at charming eateries in this lively shopping district.
  • Urban Parks: Stroll through beautifully maintained parks, perfect for relaxation and family outings.
  • Welcoming Accommodations: Choose from diverse lodging options, including pet-friendly hotels and cozy bed and breakfasts.

Find great hotels near Chestnut Hill

Discover a variety of charming accommodations in Chestnut Hill, Brookline, designed to meet all your travel needs. Whether you're seeking a pet-friendly hotel or a welcoming bed and breakfast, you'll find options that cater to business travellers and LGBTQIA guests alike. With an array of amenities and services, Chestnut Hill offers the perfect blend of comfort and convenience for your stay in this vibrant area.

  • Hilton Boston Park Plaza: Nestled 8.0km from Chestnut Hill, the Hilton Boston Park Plaza is a distinguished 4-star hotel that seamlessly caters to families, business travellers, and pet owners alike. This property boasts a variety of business amenities, including a 24-hour business centre and conference spaces, making it ideal for those combining work with leisure. Families will appreciate the free cribs available for infants, while pet owners can enjoy their stay with pets permitted on site, complete with food and water bowls. The welcoming atmosphere and excellent facilities ensure a comfortable and convenient experience.
  • Revere Hotel Boston Common: Also located 8.0km from Chestnut Hill, the Revere Hotel Boston Common offers a sophisticated environment perfect for business and family travellers, as well as those with pets. The hotel features a well-equipped business centre, meeting rooms, and conference spaces, ensuring all professional needs are met. Families can enjoy amenities like free cribs, while pets are welcome under certain restrictions. The combination of modern comforts and a central location makes this hotel a popular choice for both relaxation and productivity.
  • The Arcadian Hotel: Situated 4.8km from Chestnut Hill, The Arcadian Hotel is a charming 3.5-star accommodation that focuses on providing guests with a delightful experience. Guests can start their mornings with a complimentary continental breakfast before engaging in recreational activities at the 24-hour fitness facilities. The hotel also offers entertainment options including cable and flatscreen TVs for relaxation after a day of exploration. The inviting atmosphere and convenient services make this hotel a fantastic option for those looking to enjoy their stay in the area.

Things to do near Chestnut Hill

Chestnut Hill, located in Brookline, Massachusetts, offers a delightful blend of city-themed and cultural experiences perfect for family vacations. Visitors can explore a variety of educational sites, enjoy shopping at the local mall and boutiques, and catch exciting baseball games. The area also features numerous event venues for those looking to attend special occasions or gatherings, making it a well-rounded destination for tourists.

Shopping

In Chestnut Hill, you can enjoy shopping at Harvard Square, just 6.4km away, offering a vibrant mix of entertainment and family-friendly options. GASP, located 3.2km away, has unique gifts, while Copley Place, 8.0km away, features a diverse selection of shops in a lively atmosphere.

Recreation

At MGM Music Hall at Fenway, immerse yourself in vibrant live music that energizes your spirit. For sports enthusiasts, Agganis Arena offers thrilling events just a short distance away. Meanwhile, Larz Anderson Park, with its serene landscapes, provides a peaceful retreat for relaxation and rejuvenation.

Adventure

Experience the thrill of skiing at Blue Hills Ski Area, located 11.3km from Chestnut Hill. For a scenic outdoor adventure, explore the Minuteman Bikeway, a beautiful hiking trail 8.0km away. If you're into water sports, try your hand at sailing at the Courageous Sailing Center, also 11.3km away.

Nightlife

Experience a vibrant nightlife in Chestnut Hill with a romantic evening at the Coolidge Corner Theatre, just 4.8km away. For a lively pub atmosphere, visit Cambridge Common, 8.0km away. For some adventure, head to Needham Bowlaway, also 8.0km away, for a fun-filled arcade experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chestnut Hill

To save money on your trip to Chestnut Hill, consider visiting between December and February for lower accommodation rates. Sundays are the most budget-friendly days to stay, while Saturdays tend to be pricier. Use Expedia’s search tool to filter by budget and hotel type, such as Eco-certified options. Combine hotel bookings with flights and activities for additional savings. For transportation, utilize public transit, which is often more economical than taxis or rental cars, and take advantage of the area's walkability to explore free attractions.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Chestnut Hill are December to February, where the prices are slightly lower. This is in comparison to May and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Chestnut Hill is Sunday. The most expensive day to stay around Chestnut Hill is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, preferred location, and additional preferences. You can easily arrange your search results to display prices from lowest to highest, allowing you to find the most affordable hotels first. Additionally, you can narrow down your choices by hotel type; for instance, selecting the Eco-certified filter will show you sustainable and environmentally-friendly accommodations available for booking.
  • Consider bundling your trip: You can enjoy significant savings by combining your Chestnut Hill hotel reservations with your flights and activities through an Expedia package.

Find the best attractions near Chestnut Hill

Chestnut Hill, located in Brookline, Massachusetts, is a fantastic destination for city and culture enthusiasts as well as families. Visitors can explore historic colleges and universities, stroll through urban parks, and enjoy the modern college atmosphere. Key attractions include Chestnut Hill Square, the Chestnut Hill Reservation, and the picturesque Chestnut Hill Reservoir, all offering a blend of cultural and recreational experiences for an enriching vacation.

  • Fenway Park: Experience the rich history and vibrant atmosphere of Fenway Park, the iconic baseball stadium that showcases Boston's sports culture. With its classic architecture and passionate fans, attending a game here is a must for any sports enthusiast.
  • Harvard University: Discover the prestigious Harvard University, where centuries of academic excellence meet stunning architecture. Wander through its historic campus, soak in the cultural vibes, and appreciate the rich legacy of one of the world’s top institutions.
  • Boston Common: Enjoy the expansive green space of Boston Common, the oldest public park in the U.S. Perfect for families, this urban park offers walking paths, playgrounds, and beautiful gardens, making it an ideal spot for relaxation and recreation in the heart of the city.

Best time to go to Chestnut Hill

The best time to visit Chestnut Hill is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.6°F (-1.9°C)Light RainMostly SunnySlightly LowSlightly Low
February29.8°F (-1.2°C)Light RainMostly SunnyAverageSlightly Low
March36.9°F (2.7°C)Light RainMostly SunnySlightly HighAverage
April47.8°F (8.8°C)Light RainMostly SunnySlightly HighAverage
May58.5°F (14.7°C)Light RainMostly SunnyAverageSlightly High
June66.6°F (19.2°C)Light RainMostly SunnyAverageAverage
July73.6°F (23.1°C)Light RainMostly SunnyAverageAverage
August72.3°F (22.4°C)Light RainMostly SunnyAverageAverage
September65.3°F (18.5°C)Light RainMostly SunnySlightly HighSlightly High
October54.7°F (12.6°C)Light RainMostly SunnySlightly LowSlightly High
November43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage
December34.9°F (1.6°C)Light RainMostly SunnyAverageSlightly Low

The nearest major airports for your trip to Chestnut Hill

When visiting Chestnut Hill, Massachusetts, the major airport to consider is Boston Logan International Airport (BOS), located 12.9km away. Nearby, you’ll find luxurious accommodations like Encore Boston Harbor, The Langham, and The Liberty, a Marriott Luxury Collection Hotel, all within 4.8km of the airport. Each of these hotels offers convenient access to Logan, making your travel seamless. Alternatively, you could fly into Providence T.F. Green Airport (PVD), located 44.8km away, with options like Omni Providence Hotel and Graduate by Hilton Providence nearby. Manchester-Boston Regional Airport (MHT) is another option, situated 70.8km away, with hotels such as The Grand at Bedford Village Inn for a comfortable stay.

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 24-48 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 Chestnut Hill hotel booking with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Chestnut Hill hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.
How much is the nightly rate at a Chestnut Hill hotel?
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.

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