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Our top choices for Chestnut Hill hotels

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, (1,000 reviews)
"Friendly staff, good free breakfast included!"
Canada
kennedy
$103 nightly
The price is $115
Feb 8 - Feb 9
Total with taxes and fees
Hampton Inn & Suites Watertown Boston

Hyatt Place Boston/Medford

Hyatt Place Boston/Medford
3.0 star property
6.8 mi from Chestnut Hill
8.4 out of 10, Very Good, (1,643 reviews)
"Great place!"
United States
EDILAINE
$110 nightly
The price is $123
Feb 8 - Feb 9
Total with taxes and fees
Hyatt Place Boston/Medford

Residence Inn by Marriott Boston Natick

Residence Inn by Marriott Boston Natick
3.0 star property
10.8 mi from Chestnut Hill
9.6 out of 10, Exceptional, (715 reviews)
"Clean room, good premises, easy parking. Always a reliable stay."
United States
Vincent
$145 nightly
The price is $162
Feb 6 - Feb 7
Total with taxes and fees
Residence Inn by Marriott Boston Natick

The Arcadian Hotel

The Arcadian Hotel
3.5 star property
3 mi from Chestnut Hill
8.0 out of 10, Very Good, (3,895 reviews)
"Staff was courteous, hotel was in a good location "
United States
Jill
$130 nightly
The price is $145
Feb 2 - Feb 3
Total with taxes and fees
The Arcadian Hotel

Hampton Inn Boston Woburn

Hampton Inn Boston Woburn
2.5 star property
11.8 mi from Chestnut Hill
9.0 out of 10, Wonderful, (1,375 reviews)
"Room was very clean, comfortable and updated. It had everything we needed! "
United States
Julie
$111 nightly
The price is $124
Feb 7 - Feb 8
Total with taxes and fees
Hampton Inn Boston Woburn

Holiday Inn Express & Suites Boston South - Randolph by IHG

Holiday Inn Express & Suites Boston South - Randolph by IHG
2.5 star property
13.1 mi from Chestnut Hill
8.8 out of 10, Excellent, (1,002 reviews)
"Ample parking, great breakfast, comfy bed and very friendly staff. "
United States
Joel
$86 nightly
The price is $96
Mar 1 - Mar 2
Total with taxes and fees
Holiday Inn Express & Suites Boston South - Randolph by IHG

Best Western Plus New Englander

Best Western Plus New Englander
2.5 star property
10.6 mi from Chestnut Hill
8.6 out of 10, Excellent, (1,003 reviews)
"Clean, comfortable, nice staff, great stay"
United States
Alisson
$93 nightly
The price is $103
Feb 4 - Feb 5
Total with taxes and fees
Best Western Plus New Englander

La Quinta Inn & Suites by Wyndham Boston Somerville

La Quinta Inn & Suites by Wyndham Boston Somerville
3.0 star property
6.2 mi from Chestnut Hill
7.6 out of 10, Good, (3,156 reviews)
"Great place!"
United States
Colby
$80 nightly
The price is $89
Feb 8 - Feb 9
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Boston Somerville

Best Western Braintree Inn

Best Western Braintree Inn
2.5 star property
10.4 mi from Chestnut Hill
8.2 out of 10, Very Good, (1,000 reviews)
"Clean room, great staff, Free parking, and convenient. "
United States
Christopher
$109 nightly
The price is $122
Feb 2 - Feb 3
Total with taxes and fees
Best Western Braintree Inn

Hilton Garden Inn Boston/Waltham

Hilton Garden Inn Boston/Waltham
3.0 star property
6.1 mi from Chestnut Hill
8.8 out of 10, Excellent, (1,000 reviews)
"I’ve stayed here numerous times. It’s my go to place when visiting the Boston area."
United States
Brian
$81 nightly
The price is $91
Feb 6 - Feb 7
Total with taxes and fees
Hilton Garden Inn Boston/Waltham

Hampton Inn & Suites Boston/Waltham

Hampton Inn & Suites Boston/Waltham
2.5 star property
6.3 mi from Chestnut Hill
9.4 out of 10, Exceptional, (1,625 reviews)
"Great hotel, very polite staff!"
United States
Cantay
$98 nightly
The price is $109
Feb 6 - Feb 7
Total with taxes and fees
Hampton Inn & Suites Boston/Waltham

Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree
3.5 star property
10.7 mi from Chestnut Hill
9.0 out of 10, Wonderful, (2,662 reviews)
"Staff was great, room was nice and clean!"
United States
Robert
$113 nightly
The price is $126
Feb 6 - Feb 7
Total with taxes and fees
Hyatt Place Boston/Braintree

Cambria Hotel Boston Somerville

Cambria Hotel Boston Somerville
3.0 star property
4.9 mi from Chestnut Hill
9.6 out of 10, Exceptional, (1,000 reviews)
"Amazing hotel! Cozy lobby, friendly and helpful staff, clean and spacious room, valet parking. All around great stay!"
United States
Sandra
$127 nightly
The price is $142
Feb 20 - Feb 21
Total with taxes and fees
Cambria Hotel Boston Somerville

HYATT house Boston/Waltham

HYATT house Boston/Waltham
3.0 star property
6.1 mi from Chestnut Hill
8.8 out of 10, Excellent, (1,094 reviews)
"Super clean and quiet, friendly staff, convenient location"
United States
Taylor
$107 nightly
The price is $120
Feb 6 - Feb 7
Total with taxes and fees
HYATT house Boston/Waltham

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge
4.0 star property
3.7 mi from Chestnut Hill
9.0 out of 10, Wonderful, (2,246 reviews)
"Good location "
United States
Riffat
$138 nightly
The price is $160
Feb 10 - Feb 11
Total with taxes and fees
Hyatt Regency Boston/Cambridge

Holiday Inn Express Boston - Waltham by IHG

Holiday Inn Express Boston - Waltham by IHG
2.5 star property
6.3 mi from Chestnut Hill
9.0 out of 10, Wonderful, (1,000 reviews)
"the room was great. breakfast is wonderful. the staff at breakfast was super"
United States
Joan
$99 nightly
The price is $111
Jan 31 - Feb 1
Total with taxes and fees
Holiday Inn Express Boston - Waltham by IHG

Fairfield Inn & Suites by Marriott Boston Logan Airport/Chelsea

Fairfield Inn & Suites by Marriott Boston Logan Airport/Chelsea
3.0 star property
8.2 mi from Chestnut Hill
9.0 out of 10, Wonderful, (1,001 reviews)
"Room was clean and staff was very friendly and helpful. Will stay again. "
United States
Sonia
$101 nightly
The price is $113
Feb 2 - Feb 3
Total with taxes and fees
Fairfield Inn & Suites by Marriott Boston Logan Airport/Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea
4.0 star property
8.1 mi from Chestnut Hill
8.6 out of 10, Excellent, (1,656 reviews)
"Spotless room, friendly staff! "
United States
Crystal
$98 nightly
The price is $109
Feb 2 - Feb 3
Total with taxes and fees
Doubletree By Hilton Boston Logan Airport Chelsea

avid hotel Boston Logan Airport - Revere by IHG

avid hotel Boston Logan Airport - Revere by IHG
2.5 star property
10.6 mi from Chestnut Hill
9.0 out of 10, Wonderful, (1,516 reviews)
"Clean rooms, convenient to airport and friendly staff. "
United States
Caitlin
$96 nightly
The price is $107
Feb 12 - Feb 13
Total with taxes and fees
avid hotel Boston Logan Airport - Revere by IHG

Hampton Inn & Suites Boston Crosstown Center

Hampton Inn & Suites Boston Crosstown Center
3.0 star property
5.1 mi from Chestnut Hill
7.8 out of 10, Good, (1,509 reviews)
"Nice place to stay "
United States
Yvenson
$89 nightly
The price is $104
Feb 8 - Feb 9
Total with taxes and fees
Hampton Inn & Suites Boston Crosstown Center
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

  • Scenic Hiking Trails: Enjoy beautiful outdoor experiences with picturesque hiking paths suitable for all skill levels.
  • Historic Colleges: Explore the rich academic heritage with visits to renowned universities and their stunning campuses.
  • Urban Parks: Relax in lush urban parks that provide a peaceful escape from the hustle and bustle.
  • Charming Neighborhoods: Stroll through picturesque neighborhoods with low crowds, perfect for leisurely exploration.
  • Diverse Accommodations: Choose from a variety of comfortable lodging options, including pet-friendly and LGBTQIA-friendly stays.

Find great hotels near Chestnut Hill

Discover a variety of comfortable accommodations in Chestnut Hill, Massachusetts, perfect for every traveler. Whether you're seeking a business-friendly hotel or a cozy bed and breakfast, this area offers welcoming options for all, including pet-friendly and LGBTQIA-friendly stays. With top-rated hotels available, you'll find the ideal spot to relax and enjoy your vacation in this charming neighborhood.

  • Hilton Boston Park Plaza: Nestled 5 miles from Chestnut Hill, the Hilton Boston Park Plaza is a 4-star hotel that caters to families, business travelers, and pet owners alike. This property boasts extensive business amenities, including 24-hour accessible business services, multiple meeting rooms, and a dedicated conference space, making it an ideal choice for business trips. Families will appreciate the complimentary crib service, while pet-friendly policies allow dogs with certain restrictions. The hotel's thoughtful amenities, such as food and water bowls for pets, ensure a comfortable stay for all guests.
  • Revere Hotel Boston Common: Also situated 5 miles from Chestnut Hill, the Revere Hotel Boston Common is a stylish 4-star accommodation perfect for families and business travelers who travel with pets. Guests can take advantage of a comprehensive range of business facilities, including a fully equipped business center and varied meeting spaces. Families will find services like free cribs, and pet owners will benefit from the hotel's welcoming pet policy, which includes provisions for both dogs and cats. With its vibrant atmosphere and focus on customer service, this hotel promises an enjoyable stay.
  • The Arcadian Hotel: Located just 3 miles from Chestnut Hill, The Arcadian Hotel offers a more intimate 3.5-star experience. Guests can indulge in complimentary breakfast options and enjoy a variety of dining choices, enhancing their stay with delicious meals. The hotel boasts 24-hour fitness facilities for those looking to maintain their workout routine. In-room entertainment includes cable and flat-screen TVs, providing a cozy retreat after a day of exploring. The Arcadian Hotel is an excellent choice for those seeking comfort and convenience in a welcoming environment.

Where to stay near Chestnut Hill

Chestnut Hill offers a delightful blend of family-friendly charm and urban vibrancy, perfect for any traveler. Explore its picturesque neighborhoods with low crowds, ideal for leisurely strolls. The area boasts a convenient location, making it easy to access a variety of shopping districts. Nearby, experience friendly people and scenic atmospheres that enhance your vacation. Whether it's culture or city themes you're after, Chestnut Hill and its surroundings promise an unforgettable getaway.

  • Boston: As a vibrant metropolis, Boston offers a dynamic urban experience that perfectly complements your stay in Chestnut Hill. The city is rich in history and culture, attracting visitors year-round, with peak travel occurring in the summer months and October. Boston is renowned for its educational institutions, music concerts, and shopping centers. Local landmarks include Fenway Park, the historic sports stadium, and various conference venues, making it a hub for both leisure and business travelers.
  • Woodland Heath: Located just 0.3 miles from Chestnut Hill, Woodland Heath is a charming neighborhood that invites exploration. Visitors come here for its cultural, sports, and city-themed experiences. The area boasts attractions such as modern universities and historic sports venues, adding to its unique character. With a variety of educational and recreational activities, Woodland Heath is perfect for travelers seeking a blend of culture and leisure.
  • Thompsonville: Approximately 1 mile from Chestnut Hill, Thompsonville is a quaint neighborhood known for its family-friendly atmosphere and cultural offerings. The area sees consistent visitor traffic throughout the year, with a slight increase during the summer and fall. Thompsonville features modern colleges and research facilities, providing a glimpse into the academic life of the region. It’s an excellent spot for those looking to immerse themselves in a community that values education and cultural engagement.

Things to do near Chestnut Hill

Chestnut Hill is perfect for city, culture, and family vacations. Visitors can enjoy local tours, explore scenic hiking trails, and indulge in fun shopping experiences at nearby malls and centers. With a blend of education and leisure, Chestnut Hill offers a delightful mix of activities for everyone to enjoy.

Shopping

For a delightful shopping experience in Chestnut Hill, visit GASP, a unique store just 2 miles away. If you're up for a short drive, explore Harvard Square and Copley Place, both offering a vibrant mix of entertainment, dining, and diverse shopping options within 4 to 5 miles.

Recreation

MGM Music Hall at Fenway offers vibrant concerts, perfect for immersing yourself in the local music scene. Agganis Arena hosts thrilling sports events, energizing your spirit. For relaxation, visit Larz Anderson Park, where you can unwind amidst beautiful landscapes and enjoy peaceful walks.

Adventure

At Blue Hills Ski Area, enjoy exhilarating skiing and snowboarding on diverse slopes, surrounded by a vibrant sports atmosphere. The Minuteman Bikeway offers scenic hiking and biking trails, perfect for outdoor enthusiasts. For water sports, the Courageous Sailing Center provides thrilling sailing experiences on the beautiful Charles River.

Nightlife

In Chestnut Hill, the Coolidge Corner Theatre offers a charming blend of culture and romance with its captivating films. For a lively night out, Cambridge Common Pub serves up drinks in a fun atmosphere, while Needham Bowlaway provides adventurous arcade games for those seeking excitement.

*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 during your trip to Chestnut Hill, consider visiting between December and February when accommodations are cheaper. Sundays are the least expensive days for stays. Use Expedia to compare hotel prices and combine your reservations for flights and activities to secure better deals. Joining Expedia's One Key membership can provide exclusive discounts and earn you OneKeyCash for future bookings. For local transport, utilize the affordable public bus system, and take advantage of free activities like exploring parks or local attractions to enjoy the area without breaking the bank.

  • 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: Utilize Expedia’s search tool to refine your options based on your budget, preferred location, and desired hotel type. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Chestnut Hill hotel reservation with your flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Chestnut Hill

Chestnut Hill offers a delightful blend of cultural and city-themed experiences, perfect for family vacations. Visitors can explore historic colleges and universities, enjoy the beauty of urban parks, and take in the vibrant atmosphere of modern educational institutions. Whether you're interested in history, nature, or family-friendly activities, Chestnut Hill has something to engage every traveler.

  • Fenway Park: Experience the iconic Fenway Park, a historic sports stadium and home to the Boston Red Sox. Located 4 miles from Chestnut Hill, this venue is steeped in baseball history and offers a vibrant atmosphere filled with passionate fans and rich culture.
  • Harvard University: Take a stroll through the prestigious Harvard University, situated 4 miles away. This historic college campus boasts stunning architecture and a deep sense of tradition, making it a cultural hub where you can soak in knowledge and inspiration.
  • Boston Common: Enjoy the expansive Boston Common, an urban park located 6 miles from Chestnut Hill. Perfect for families and outdoor enthusiasts, it offers beautiful landscapes, recreational activities, and a lively city vibe, making it a great spot to unwind.

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

When visiting Chestnut Hill, you can fly into several major airports. Boston Logan International Airport (BOS) is the closest, located 8 miles away. Nearby hotels include the 5-star Encore Boston Harbor, The Langham, Boston, and The Liberty, a Marriott Luxury Collection Hotel, all within 3 miles of the airport. Providence T.F. Green Airport (PVD) is 43 miles away, with options like the 4-star Omni Providence Hotel and Graduate by Hilton Providence, both 7 miles from the airport. Manchester-Boston Regional Airport (MHT) is 44 miles distant, featuring hotels like The Grand at Bedford Village Inn and DoubleTree by Hilton Manchester Downtown, both 4 miles from the airport.

Frequently asked questions

When is the best time to go to Chestnut Hill?
The most popular time to visit Chestnut Hill is April, when the vibrant spring blooms come to life and the weather is pleasantly mild. With average temperatures ranging from the upper 50s to mid-60s Fahrenheit, this season offers a delightful backdrop for leisurely strolls through the picturesque streets and charming parks of this quaint neighborhood.

During the peak season, which spans from March to May, Chestnut Hill buzzes with activity. Visitors can enjoy a variety of outdoor activities, such as exploring the lush landscapes of the Morris Arboretum or attending local festivals that showcase the community's art and culture. The refreshing atmosphere invites you to savor the beauty of nature while engaging with the friendly locals.

For those who appreciate a more laid-back experience, October presents an excellent opportunity to visit. The fall foliage paints the area in stunning hues, creating a serene environment great for scenic walks. Plus, this month often sees fewer crowds, allowing for a more intimate exploration of the local shops, cafes, and historical sites.
Where can I find the best nightlife in Chestnut Hill?
Chestnut Hill, a picturesque neighborhood that straddles the border of Boston and Newton, offers a more tranquil nightlife experience compared to the bustling city.

While Chestnut Hill itself is primarily known for its residential charm and beautiful parks, you can find delightful evening options along the nearby Beacon Street and Washington Street. In these areas, you'll discover cozy wine bars and casual bistros superb for winding down after a day of adventure.

For a more vibrant nightlife scene, you might consider venturing a short distance to the nearby neighborhoods of Brighton and Brookline. Brighton is home to several lively pubs and casual eateries, ideal for those looking to enjoy a laid-back evening with friends. Meanwhile, Brookline offers a mix of upscale restaurants and charming cafes, where you can savor exquisite cuisine and craft cocktails.
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?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and 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.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Chestnut Hill hotel?
Prices for hotels in Chestnut Hill often vary, but you can find a great deal on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.