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

Search Hotels in Chestnut Hill, Boston

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chestnut Hill hotels

1. Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston
2.5 star property
2.2 mi from Chestnut Hill
9.4 out of 10, Exceptional, (1,092 reviews)
"A great stay in my home town ❤️ loved the balcony and the clean room"
United States
Catherine
The price is £116
includes taxes & fees
2 Aug - 3 Aug
Hampton Inn & Suites Watertown Boston

2. Sheraton Boston Needham Hotel

Sheraton Boston Needham Hotel
3.5 star property
3.1 mi from Chestnut Hill
8.8 out of 10, Excellent, (1,704 reviews)
"Was really amazing stay service is great and bar and food great too"
United States
Alexia
The price is £112
includes taxes & fees
2 Aug - 3 Aug
Sheraton Boston Needham Hotel

3. Hampton Inn & Suites Boston Crosstown Center

Hampton Inn & Suites Boston Crosstown Center
3.0 star property
5.1 mi from Chestnut Hill
8.0 out of 10, Very good, (1,746 reviews)
"Staff was amazing, breakfast was good, Rooms were very clean and tidy."
United States
Hope
The price is £114
includes taxes & fees
12 Aug - 13 Aug
Hampton Inn & Suites Boston Crosstown Center

4. Studio Allston Hotel

Studio Allston Hotel
4.0 star property
2.8 mi from Chestnut Hill
8.6 out of 10, Excellent, (1,296 reviews)
"Great hotel Super friendly staff"
United States
Sharlotta
The price is £146
includes taxes & fees
2 Aug - 3 Aug
Studio Allston Hotel

5. Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge
4.0 star property
3.7 mi from Chestnut Hill
9.0 out of 10, Wonderful, (2,460 reviews)
"Great place to stay"
United States
Zac
The price is £147
includes taxes & fees
16 Aug - 17 Aug
Hyatt Regency Boston/Cambridge

6. The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta
3.0 star property
4.6 mi from Chestnut Hill
8.2 out of 10, Very good, (642 reviews)
"Excellent ,friendly staff room was clean"
United States
Javelle
The price is £155
includes taxes & fees
26 Jul - 27 Jul
The Midtown Hotel MOD Collection by Sonesta

7. Arcadian Hotel

Arcadian Hotel
3.5 star property
3 mi from Chestnut Hill
8.0 out of 10, Very good, (4,350 reviews)
"Great hotel and location"
United Kingdom
Carl
The price is £162
includes taxes & fees
27 Jul - 28 Jul
Arcadian Hotel

8. Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel
4.0 star property
4.9 mi from Chestnut Hill
8.6 out of 10, Excellent, (4,031 reviews)
"great place to stay in boston!"
United States
David
The price is £125
includes taxes & fees
9 Aug - 10 Aug
Copley Square Hotel, a FOUND Hotel

9. Lark Hotels 907 Main

Lark Hotels 907 Main
2.0 star property
4.3 mi from Chestnut Hill
9.4 out of 10, Exceptional, (203 reviews)
"Excellent stay, Very friendly staff, Loved our stay!!"
United States
Riti
The price is £136
includes taxes & fees
9 Aug - 10 Aug
Lark Hotels 907 Main

10. Best Western Plus Waltham Boston

Best Western Plus Waltham Boston
3.0 star property
6.2 mi from Chestnut Hill
8.2 out of 10, Very good, (1,289 reviews)
"Great place to stay"
United States
Luis Manuel
The price is £73
includes taxes & fees
9 Aug - 10 Aug
Best Western Plus Waltham Boston

11. The Inn at Longwood Medical

The Inn at Longwood Medical
3.5 star property
3.4 mi from Chestnut Hill
8.4 out of 10, Very good, (1,000 reviews)
"Great stay. Close to everything we needed."
United States
Elayne
The price is £239
includes taxes & fees
1 Aug - 2 Aug
The Inn at Longwood Medical

12. Residence Inn by Marriott Boston Downtown / South End

Residence Inn by Marriott Boston Downtown / South End
3.0 star property
4.7 mi from Chestnut Hill
8.8 out of 10, Excellent, (1,007 reviews)
"Our stay was very nice Rooms very big with amenities and breakfast was very tasty"
United States
Ewa B
The price is £159
includes taxes & fees
9 Aug - 10 Aug
Residence Inn by Marriott Boston Downtown / South End

13. HYATT house Boston/Waltham

HYATT house Boston/Waltham
3.0 star property
6.1 mi from Chestnut Hill
9.0 out of 10, Wonderful, (1,104 reviews)
"Very nice room spacious and clean I had a great stay ."
United States
taronna
The price is £111
includes taxes & fees
1 Aug - 2 Aug
HYATT house Boston/Waltham

14. The Verb Hotel

The Verb Hotel
3.5 star property
4 mi from Chestnut Hill
9.6 out of 10, Exceptional, (2,087 reviews)
"Nice place"
United States
Ariella
The price is £188
includes taxes & fees
16 Aug - 17 Aug
The Verb Hotel

15. Hotel Commonwealth

Hotel Commonwealth
4.5 star property
4.1 mi from Chestnut Hill
9.4 out of 10, Exceptional, (2,198 reviews)
"A phenomenal hotel, incredibly friendly staff, in an ideal location close to Fenway."
United States
Christopher
The price is £239
includes taxes & fees
26 Jul - 27 Jul
Hotel Commonwealth

16. Sheraton Boston, a Marriott Hotel

Sheraton Boston, a Marriott Hotel
4.0 star property
4.6 mi from Chestnut Hill
8.6 out of 10, Excellent, (1,856 reviews)
"Good location, clean rooms, friendly staff"
United States
Isabella
The price is £207
includes taxes & fees
16 Aug - 17 Aug
Sheraton Boston, a Marriott Hotel

17. Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End
3.0 star property
5.3 mi from Chestnut Hill
9.0 out of 10, Wonderful, (1,005 reviews)
"Beautifully styled and has one of the kindest, most helpful staff that I’ve ever dealt with. Great experience!"
United States
Shannon
The price is £177
includes taxes & fees
9 Aug - 10 Aug
Staypineapple, A Delightful Hotel, South End

18. Hilton Boston Back Bay

Hilton Boston Back Bay
4.0 star property
4.6 mi from Chestnut Hill
8.6 out of 10, Excellent, (77 reviews)
"Good location, easy walk to Fenway, Prudential Center and Newbury Street."
Canada
Gregory
The price is £199
includes taxes & fees
9 Aug - 10 Aug
Hilton Boston Back Bay

19. The Westin Boston Seaport District

The Westin Boston Seaport District
4.0 star property
6.7 mi from Chestnut Hill
9.2 out of 10, Wonderful, (2,400 reviews)
"Great stay!!"
United States
Patrick
The price is £233
includes taxes & fees
20 Aug - 21 Aug
The Westin Boston Seaport District

20. Copley House

Copley House
3.0 star property
4.8 mi from Chestnut Hill
9.2 out of 10, Wonderful, (2,211 reviews)
"Very comfortable, clean, quiet and close to all of the great places to go in Boston"
United States
Matthew
The price is £149
includes taxes & fees
16 Aug - 17 Aug
Copley House
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 for the activities you enjoy most. Learn more about Chestnut Hill
Learn more about Chestnut Hill

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.

Back Bay

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

Seaport District

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

Beacon Hill

Lose yourself in the charming streetscapes, historic buildings and village-like atmosphere of Boston’s oldest and wealthiest suburbs.

North End

The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by Boston Harbor or New England Aquarium while you're visiting, and jump aboard the metro at Aquarium to get around town.

Top Chestnut Hill Hotel Reviews

Find out more about Chestnut Hill

Top reasons to visit Chestnut Hill

  • Cultural and Educational Experiences: Explore historic colleges and universities, offering a rich educational backdrop for visitors.
  • Charming Local Shops: Stroll through scenic streets filled with delightful shops and boutiques, perfect for an afternoon of shopping.
  • Urban Parks: Enjoy leisurely walks in picturesque parks that enhance the area's urban vibe and natural beauty.
  • Winter Wonderland: Experience the enchanting Winter Wonderland, ideal for picturesque strolls and seasonal festivities.
  • Diverse Accommodation: Choose from a variety of hotels, bed and breakfasts, catering to every traveller's needs.

Find great hotels near Chestnut Hill

Discover a variety of hotel accommodations in Chestnut Hill, Massachusetts, catering to every traveller's needs. Whether you're seeking a business-friendly environment, a pet-friendly escape, or an LGBTQIA welcoming atmosphere, Chestnut Hill offers an array of options. From charming bed and breakfasts to top-rated hotels, you’ll find the perfect base to explore this delightful area. Enjoy a memorable stay at the best hotels in Chestnut Hill, where comfort meets convenience.

  • Hilton Boston Park Plaza: A beacon of elegance and comfort, the Hilton Boston Park Plaza is a 4-star hotel located a mere 3.1km from Chestnut Hill. This property is particularly welcoming to families and LGBTQIA travellers, offering an inclusive environment that celebrates diversity. Business visitors will appreciate the comprehensive facilities, including multiple meeting rooms and an accessible business centre. Families are well catered for, with complimentary cribs available for little ones. The hotel’s classic decor, combined with modern amenities, ensures a pleasant stay for every guest.
  • Revere Hotel Boston Common: Situated just 3.1km from Chestnut Hill, Revere Hotel Boston Common is a stylish 4-star accommodation ideal for business, family, and pet-friendly vacations. The hotel boasts a range of business amenities including a well-equipped business centre and versatile meeting spaces, making it perfect for corporate travellers. Families with children will find complimentary cribs available, while pet owners will be pleased to know that the hotel accommodates dogs and cats, with certain restrictions. The vibrant atmosphere and exceptional service make this hotel a top choice for all types of visitors.
  • The Arcadian Hotel: Located 1.9km from Chestnut Hill, The Arcadian Hotel offers a cosy 3.5-star experience with a focus on guest convenience and enjoyment. Complimentary breakfast options ensure a delightful start to the day, while a selection of wrapped food items and continental breakfast add to the culinary appeal. For those keen on fitness, the hotel features 24-hour fitness facilities, allowing guests to maintain their workout routines. Entertainment options including flat-screen televisions in rooms enhance the overall experience, making it a charming choice for a memorable stay.

Where to stay near Chestnut Hill

Chestnut Hill offers a delightful blend of culture and family-friendly experiences, perfect for exploring the charming local shops and scenic streets. Nearby, the enchanting Winter Wonderland awaits, providing a picturesque backdrop for leisurely strolls. Don't miss the stunning views from Peak Lafayette Hill, where you can soak in the area's natural beauty. With its urban vibe and welcoming atmosphere, Chestnut Hill is an ideal base for discovering the rich offerings of the surrounding region.

  • Cambridge: Located approximately 3.1km from Chestnut Hill, Cambridge is a vibrant city renowned for its rich academic heritage. Home to prestigious institutions such as Harvard and MIT, the area offers a unique blend of culture and education. Visitors can enjoy a variety of activities, including shopping in the bustling malls and exploring historic landmarks like university campuses and sports stadiums. With a lively atmosphere, especially during peak months of April, July, and September, Cambridge promises a memorable experience filled with city-themed adventures and cultural enrichment.
  • Commonwealth: Just 621m from Chestnut Hill, Commonwealth is a charming neighbourhood that draws travellers seeking a cultural and family-friendly experience. Its close proximity makes it an easily accessible destination, especially during peak times in May and summer months. Visitors can immerse themselves in educational venues, attend music concerts, or indulge in retail therapy at local shopping centres. The area boasts modern landmarks, including a college university and inviting urban parks, making it an ideal spot for both relaxation and exploration.
  • Brookline: Situated 1.2km away from Chestnut Hill, Brookline is a city that seamlessly blends a suburban feel with vibrant cultural experiences. Known for its strong community spirit, visitors flock here for sports events, educational opportunities, and concerts. With peak visitor numbers in April, July, and September, Brookline offers attractions such as historic sports stadiums and renowned college universities. Its array of shopping centres and cultural venues ensures an engaging experience for all types of travellers.

Things to do near Chestnut Hill

Chestnut Hill offers a delightful blend of city and cultural experiences perfect for family vacations. Visitors can enjoy campus tours and holiday tours, while shopping enthusiasts will appreciate the local shopping mall centre and shopping centre. With its educational attractions and vibrant community, Chestnut Hill promises an engaging getaway for all.

Shopping

In Chestnut Hill, you can enjoy shopping at Harvard Square, just 2.5km away, offering a vibrant mix of businesses and entertainment. Also, John Lewis, located 3.1km away, is perfect for gifts. If you're up for a drive, Copley Place, also 3.1km away, has a fantastic selection.

Recreation

Agganis Arena, located 1.9km from Chestnut Hill, offers an exhilarating sports atmosphere perfect for energising activities. Just 2.5km away, the House of Blues Boston immerses you in vibrant music and entertainment. Meanwhile, the George Wright Golf Club, also 2.5km distant, provides a serene outdoor setting for a relaxing round of golf.

Adventure

Experience a thrilling day at Blue Hills Ski Area, located 4.3km from Chestnut Hill, where you can enjoy skiing amidst stunning landscapes. At Sportsmens Tennis and Enrichment Center, 2.5km away, engage in exciting tennis activities that promise a lively and adventurous atmosphere.

For water enthusiasts, the Courageous Sailing Center, situated 4.3km from Chestnut Hill, offers exhilarating sailing experiences on the open water, combining adventure, outdoor fun, and spectacular views.

Nightlife

Experience the vibrant nightlife in Chestnut Hill by catching a film at the Coolidge Corner Theatre or the Brattle Theatre, both offering a mix of culture and romance. For a relaxed evening, enjoy a drink at the Cambridge Common, where the atmosphere is lively and inviting.

Booking tips and Expedia advantages for Chestnut Hill

To save money during your visit to Chestnut Hill, consider travelling between December and February when hotel rates are at their lowest. Aim to book your stay on a Sunday for the best prices. Utilise Expedia's search tool to compare hotel deals and arrange results by price, focusing on eco-friendly options if desired. Additionally, consider combining your hotel, flights, and activities into an Expedia package deal for further savings. For transport, explore local public transport options, which are often affordable, or take advantage of the area's walkable nature.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in 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 in Chestnut Hill is Sunday. The most expensive day to stay in Chestnut Hill is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool enables you to specify your budget and preferred location, among other criteria. You can arrange your results to display prices from lowest to highest, allowing you to find the most affordable hotels first. Additionally, you can refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel booking in Chestnut Hill with your flights and activities through an Expedia package deal.

Find the best attractions near Chestnut Hill

Chestnut Hill offers a delightful blend of cultural and urban experiences, ideal for family vacations. Visitors can explore historic colleges and universities, enjoy leisurely strolls in urban parks, and appreciate the vibrant local culture. Whether you're interested in education or simply immersing yourself in the city's charm, Chestnut Hill presents an array of attractions that cater to diverse interests, making it a perfect destination for travellers seeking both family fun and cultural enrichment.

  • Fenway Park: Experience the excitement of America’s pastime at this iconic sports stadium. Located 2.5km from Chestnut Hill, Fenway Park is steeped in history and offers a vibrant atmosphere filled with sports culture. Catch a Red Sox game or take a guided tour to learn about its storied past.
  • Harvard University: Immerse yourself in the rich academic heritage at this prestigious institution, situated 2.5km away. Wander through its historic campus, admire the stunning architecture, and perhaps visit a museum to appreciate the culture and scholarship that shape this renowned university.
  • Boston Common: Enjoy a breath of fresh air at this expansive urban park, located 3.7km from Chestnut Hill. Perfect for families and outdoor enthusiasts, Boston Common offers lush greenery, walking paths, and recreational activities amidst the bustling city vibe.

Best time to go to Chestnut Hill

The best time to visit Chestnut Hill can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chestnut Hill falls in July, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Chestnut Hill falls in January, 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

For your holiday in Chestnut Hill, Massachusetts, the primary airport is Boston Logan International Airport (BOS), located 5.0km away. Excellent hotel options nearby include the 5-star Encore Boston Harbor, 1.9km from the airport, and The Langham, Boston, along with the Boston Harbor Hotel, both 1.2km away. Providence T.F. Green Airport (PVD) is 41.9km from Chestnut Hill, with the 4-star Omni Providence Hotel and Renaissance Providence Downtown Hotel situated 4.3km away. Manchester-Boston Regional Airport (MHT) is 27.3km from Chestnut Hill, offering hotels like the 5-star Grand at Bedford Village Inn and DoubleTree by Hilton Manchester Downtown, both 2.5km from the airport.

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?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chestnut Hill.
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.

Explore a world of travel with Expedia