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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

1. Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton
3.5 star property
Newton Corner, 2.9 km from Chestnut Hill
8.4 out of 10, Very good, (2,682 reviews)
"Great place to stay for our weekend in Boston!"
United States
Ellen
The price is AU$161
includes taxes & fees
8 Nov - 9 Nov
Four Points by Sheraton Boston Newton

2. Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston
2.5 star property
3.5 km from Chestnut Hill
9.2 out of 10, Wonderful, (1,217 reviews)
"Would stay again!"
United States
Emma
The price is AU$189
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn & Suites Watertown Boston

3. Arcadian Hotel

Arcadian Hotel
3.5 star property
4.8 km from Chestnut Hill
8.2 out of 10, Very good, (4,449 reviews)
"Great location and loved being there."
United States
Seana
The price is AU$240
includes taxes & fees
8 Nov - 9 Nov
Arcadian Hotel

4. Sheraton Boston Needham Hotel

Sheraton Boston Needham Hotel
3.5 star property
5.1 km from Chestnut Hill
8.8 out of 10, Excellent, (1,763 reviews)
"Beautiful place to stay, very welcome hosts and a fantastic breakfast"
United Kingdom
Martin
The price is AU$202
includes taxes & fees
12 Nov - 13 Nov
Sheraton Boston Needham Hotel

5. The Inn on Arsenal

The Inn on Arsenal
2.5 star property
3.5 km from Chestnut Hill
8.0 out of 10, Very good, (551 reviews)
"Room was basic but clean and a good value for this part of Boston."
United States
Diane
The price is AU$170
includes taxes & fees
15 Nov - 16 Nov
The Inn on Arsenal

6. The Westin Waltham-Boston

The Westin Waltham-Boston
4.0 star property
9.9 km from Chestnut Hill
9.0 out of 10, Wonderful, (1,130 reviews)
"A very nice hotel conveniently located between downtown Boston and Salem. The rooms were nice and spacious. Would definitely recommend!"
United States
Kaylee
The price is AU$238
includes taxes & fees
7 Nov - 8 Nov
The Westin Waltham-Boston

7. HYATT house Boston/Waltham

HYATT house Boston/Waltham
3.0 star property
9.8 km from Chestnut Hill
9.0 out of 10, Wonderful, (1,170 reviews)
"Staff was great, breakfast was good and they kept it full, and the property was clean."
United States
Kayla
The price is AU$194
includes taxes & fees
20 Nov - 21 Nov
HYATT house Boston/Waltham

8. Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge
4.0 star property
6 km from Chestnut Hill
9.0 out of 10, Wonderful, (2,711 reviews)
"Great stay"
United States
Dawn
The price is AU$251
includes taxes & fees
22 Nov - 23 Nov
Hyatt Regency Boston/Cambridge

9. Hilton Boston Park Plaza

Hilton Boston Park Plaza
4.0 star property
8.7 km from Chestnut Hill
8.4 out of 10, Very good, (2,984 reviews)
"Great location, great food and drinks"
United States
Lena M
The price is AU$303
includes taxes & fees
20 Nov - 21 Nov
Hilton Boston Park Plaza

10. 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, (2,481 reviews)
"Great stay"
United States
Levi
The price is AU$252
includes taxes & fees
22 Nov - 23 Nov
Hyatt Place Boston/Seaport District

11. 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, (1,348 reviews)
"Friendly staff very clean hotel"
United States
carrie
The price is AU$168
includes taxes & fees
8 Nov - 9 Nov
Best Western Plus Waltham Boston

12. Studio Allston Hotel

Studio Allston Hotel
4.0 star property
4.5 km from Chestnut Hill
8.6 out of 10, Excellent, (1,350 reviews)
"Great staff and nice location across from the river."
Canada
Deborah
The price is AU$255
includes taxes & fees
22 Nov - 23 Nov
Studio Allston Hotel

13. Iris Hotel Boston

Iris Hotel Boston
4.0 star property
4.2 km from Chestnut Hill
9.4 out of 10, Exceptional, (779 reviews)
"Great place to stay"
United States
Allison
The price is AU$384
includes taxes & fees
1 Nov - 2 Nov
Iris Hotel Boston

14. 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, (2,273 reviews)
"2nd time staying here, friendly staff and shuttle service is great"
United States
John
The price is AU$210
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Boston Logan Airport

15. Aloft by Marriott Boston Seaport District

Aloft by Marriott Boston Seaport District
3.0 star property
10.6 km from Chestnut Hill
8.8 out of 10, Excellent, (1,514 reviews)
"Great place to stay"
United States
Marcia
The price is AU$230
includes taxes & fees
22 Nov - 23 Nov
Aloft by Marriott Boston Seaport District

16. 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, (1,896 reviews)
"Great place and great Cuban dinner and breakfast!"
United States
Karin
The price is AU$168
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn & Suites Boston Crosstown Center

17. 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, (1,002 reviews)
"decent stay in a convenient location west of Boston"
United States
David
The price is AU$153
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Boston/Waltham

18. 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, (2,034 reviews)
"Well maintained property with great staff."
United States
Christopher
The price is AU$184
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn & Suites Boston/Waltham

19. Boston Marriott Copley Place

Boston Marriott Copley Place
4.0 star property
7.9 km from Chestnut Hill
9.4 out of 10, Exceptional, (1,870 reviews)
"Great stay"
United States
Rodrigo
The price is AU$353
includes taxes & fees
22 Nov - 23 Nov
Boston Marriott Copley Place

20. 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, (1,590 reviews)
"Clean room, great breakfast and friendly staff."
United States
James
The price is AU$207
includes taxes & fees
22 Nov - 23 Nov
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.

Compare popular hotels in Chestnut Hill

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
An outdoor seating area with a fire pit, sofas, and chairs.
Hyatt Place Boston/Seaport District
3.0 star property
9.4
Exceptional
2,481 reviews
View
A restaurant with a long dining area, high ceilings, and exposed beams. Tables are set with glassware and centerpieces.
The Dagny Boston
4.0 star property
9.6
Exceptional
7,225 reviews
View
A modern lobby with a leather sofa, two round wooden tables, a flat-screen TV mounted on a textured wall, and a glass partition with a view of the outdoors.
Four Points by Sheraton Boston Newton
3.5 star property
8.4
Very good
2,682 reviews
View
A restaurant with wooden flooring, multiple dining tables, and hanging chandeliers.
The Godfrey Hotel Boston
4.0 star property
9.6
Exceptional
5,284 reviews
View
A fireplace with decorative vases, a dining table with food and drinks, and patterned ottomans.
Seaport Hotel Boston
4.0 star property
9.6
Exceptional
5,134 reviews
View

Hotels recommended for families in Chestnut Hill

Our guide on where to stay in Chestnut Hill

Find the best Chestnut Hill areas for the activities you enjoy most.

Downtown Boston

This is Boston’s business district, now and back when the city was just starting.

Back Bay

Head to Back Bay for Victorian brownstone homes, hip coffee joints and a shopping district that rivals Manhattan’s 5th Avenue.

Seaport District

Once known as strong working-class neighbourhood, South Boston has turned into a haven for young professionals.

Beacon Hill

Take a walk through the charming streets, historic buildings and small-town 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 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

Find out more about Chestnut Hill

Top reasons to visit Chestnut Hill

  • Rich Educational Environment: Visit historic colleges and universities that showcase remarkable architecture and cultural significance.
  • Parks and Recreation: Enjoy the serenity of urban parks perfect for leisurely strolls or family outings.
  • Shopping and Dining: Explore bustling shopping malls and savour diverse culinary options in the area.
  • Cultural Events: Engage in local social activities and cultural events that reflect the community's vibrant spirit.
  • Diverse Accommodation: Choose from a range of hotels, including boutique and pet-friendly options, catering to all travellers.

Find great hotels near Chestnut Hill

Experience a delightful stay in Chestnut Hill, Massachusetts, where a range of accommodation options awaits you. From boutique hotels to luxurious lodgings, this charming area caters to every traveller’s needs, including pet-friendly and LGBTQIA welcoming environments. Whether you're here for business or leisure, Chestnut Hill hotels offer the perfect blend of comfort and convenience to ensure a memorable vacation experience.

  • Hilton Boston Park Plaza: Nestled in a historic building, the Hilton Boston Park Plaza is a 4-star gem that offers a warm welcome to LGBTQIA travellers and business professionals alike. Its elegant atmosphere combines rich history with modern amenities, making it a prime choice for those seeking a unique vacation experience. The hotel features a dedicated business centre available 24 hours, meeting rooms, and accessible conference spaces, ensuring seamless business operations. Guests can enjoy the charm of its historic setting while benefiting from top-notch services tailored for the discerning traveller.
  • Revere Hotel Boston Common: The Revere Hotel Boston Common is a family-friendly, pet-friendly 4-star hotel that caters to both leisure and business travellers. Situated close to Chestnut Hill, this hotel provides a range of amenities, including a business centre and flexible meeting spaces, all included in the resort fee. Families will appreciate the complimentary crib service, while pet owners can rest easy knowing their furry friends are welcome. The hotel’s inviting atmosphere and commitment to guest comfort make it an excellent option for those travelling with children and pets.
  • The Arcadian Hotel: A charming 3.5-star accommodation, The Arcadian Hotel is just a few miles from Chestnut Hill, offering guests a delightful blend of comfort and convenience. Enjoy complimentary continental breakfast and a variety of wrapped food options for lunch and dinner, perfect for guests on the go. With 24-hour fitness facilities and entertainment options like cable and flat-screen TVs, this hotel ensures a pleasant stay. Its inviting dining options and recreational activities make it an ideal retreat for those looking to relax while exploring the local area.

Where to stay in Chestnut Hill

Chestnut Hill offers a delightful blend of culture and family-friendly vibes, making it a perfect getaway. Explore its historic buildings and charming neighbourhoods, where you can enjoy the friendly atmosphere and picturesque scenery. Just a stone's throw away, the vibrant cities nearby invite you to experience urban life and local attractions. Whether you’re after a leisurely stroll or a family adventure, Chestnut Hill promises a memorable vacation for all.

  • Boston: As a vibrant metropolis, Boston offers a rich blend of history, culture, and modern city life. Located in close proximity to Chestnut Hill, this city is famous for its iconic landmarks, including historic sports stadiums and educational institutions. Visitors can immerse themselves in a variety of activities, from attending music concerts to shopping in bustling malls. While the city sees a surge in visitors from July to August and October, its charm remains year-round, making it an ideal destination for families and culture enthusiasts alike.
  • Cambridge: Just 8.0km from Chestnut Hill, Cambridge is renowned for its prestigious universities and vibrant cultural scene. The city attracts visitors throughout the year, peaking in April, July, and September. Travellers can explore historic campuses, enjoy diverse shopping experiences, and partake in engaging educational activities. With its unique blend of academic excellence and city life, Cambridge is perfect for families and culture lovers seeking an enriching experience just a stone's throw away from Boston.
  • Woodland Heath: Nestled around Chestnut Hill, Woodland Heath is a charming neighbourhood that provides a serene escape while still being close to the bustling city. Visitors flock to this area for its cultural experiences, sports events, and educational offerings. The peak travel seasons are during July to August and October, when guests can enjoy music concerts and local resorts. With its mix of modern and historic universities, as well as historic sports stadiums, Woodland Heath is a hidden gem for those seeking a blend of tranquillity and urban excitement.

Things to do near Chestnut Hill

Chestnut Hill, Massachusetts, is a vibrant destination ideal for those seeking city and cultural experiences, as well as family-friendly activities. Visitors can enjoy educational pursuits, explore bustling shopping malls, and partake in social events. For a refreshing dip, be sure to check out the local swimming holes. Travel tips and insights into the community's social activities will enhance your stay, making it a memorable vacation spot.

Shopping

If you're up for a drive, check out Harvard Square, a vibrant shopping hub just 6.4km away, offering a mix of shops and entertainment. Copley Place and The Shops at Prudential Center, both 8.0km away, also provide a fantastic shopping experience with diverse options for gifts and souvenirs.

Recreation

MGM Music Hall at Fenway offers a vibrant atmosphere with live performances, perfect for music lovers. Nearby, House of Blues Boston combines great music with a lively dining experience. Boston Symphony Hall showcases classical concerts in a stunning venue, providing an enriching cultural experience.

Adventure

Experience the thrill of skiing at Blue Hills Ski Area, located 11.3km from Chestnut Hill, where you can enjoy the snowy slopes and sports vibes. For a unique adventure, visit Sportsmens Tennis and Enrichment Center, 6.4km away, offering a vibrant atmosphere for tennis and outdoor activities.

Set sail at Courageous Sailing Center, located 11.3km from Chestnut Hill, where you can embrace the water with exciting sailing adventures amidst beautiful outdoor surroundings.

Nightlife

In Chestnut Hill, the Wilbur Theatre and Blue Man Group provide vibrant entertainment with a mix of culture and romance. For a relaxed vibe, Cambridge Common is the perfect pub to enjoy drinks and good company, all just 8.0km away from your base.

Booking tips and Expedia advantages for Chestnut Hill

For a budget-friendly trip to Chestnut Hill, visit between December and February for lower accommodation prices, and book your stay on a Sunday for the best rates. Use Expedia to compare hotel options, focusing on eco-certified accommodations to save money while being environmentally conscious. Consider bundling your hotel, flights, and activities for extra savings. For affordable public transport, explore local buses and trains. Additionally, take advantage of free activities in the area, such as parks and cultural events, to keep your costs down while enjoying the local charm.

  • 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: Utilise Expedia’s search tool to tailor your options based on your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly accommodation currently on offer. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save some dollars by combining your Chestnut Hill hotel reservation 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 family-friendly experiences, making it an ideal destination for city-themed vacations. Explore historic colleges and universities, enjoy the tranquility of urban parks, and visit modern educational institutions. With a variety of attractions that cater to culture enthusiasts and families alike, Chestnut Hill promises memorable adventures for all visitors.

  • Fenway Park: Experience the thrilling atmosphere of Fenway Park, a historic sports stadium that embodies Boston's rich sports culture. Catch a Red Sox game or take a guided tour to learn about its storied past, unique architecture, and vibrant fanbase.
  • Harvard University: Wander through the prestigious grounds of Harvard University, a historic institution filled with stunning architecture and a deep sense of academic culture. Explore its museums, libraries, and gardens, and soak in the inspiring atmosphere of one of the world's leading universities.
  • Boston Common: Enjoy the expansive green spaces of Boston Common, an urban park perfect for family outings and outdoor activities. Stroll through the paths, have a picnic, or simply relax while taking in the lively city vibes surrounding you.

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

To reach Chestnut Hill, Massachusetts, you can fly into several major airports. Boston Logan International Airport (BOS) is the closest, situated 12.9km away, with nearby luxury hotels like Encore Boston Harbor, The Langham, and Boston Harbor Hotel, all within 4.8km. Another option is Manchester-Boston Regional Airport (MHT), located 70.8km away, offering hotels such as The Grand at Bedford Village Inn and DoubleTree by Hilton Manchester Downtown, both 6.4km from the airport. Finally, T.F. Green Airport (PVD) in Providence, Rhode Island, is 44.8km away, featuring the Omni Providence Hotel and Renaissance Providence Downtown Hotel, both 11.3km 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?
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 program—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