Find hotels in Chestnut Hill, Boston

These Chestnut Hill insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: September 13, 2026.

Top reasons to visit Chestnut Hill

• Vibrant Shopping and Dining: Chestnut Hill City Center offers a variety of shops and restaurants, perfect for indulging in local cuisine and retail therapy.
• Scenic Parks: Enjoy relaxing days outdoors in the nearby parks, ideal for picnics, walks, and family activities.
• Cultural Attractions: Explore local art museums and urban parks that showcase the area’s rich cultural heritage.
• Family-Friendly Environment: With activities for all ages, Chestnut Hill is perfect for family vacations.
• Diverse Accommodations: Choose from a range of hotels and charming bed & breakfasts to suit your travel needs.

Find great hotels near Chestnut Hill

Discover a range of inviting accommodations in Chestnut Hill, Massachusetts, perfect for every traveler. From business-friendly hotels to charming bed & breakfasts, you'll find options that cater to your needs. Enjoy a pet-friendly atmosphere and welcoming spaces for the LGBTQIA community, ensuring a memorable stay. Explore the top hotels in Chestnut Hill for an exceptional vacation experience tailored just for you.

• Hilton Boston Park Plaza: Nestled in a historic building, the 4-star Hilton Boston Park Plaza offers a unique blend of charm and modern amenities with a guest rating of 8.4. Located 5 miles from Chestnut Hill, this eco-certified hotel is perfect for travelers seeking a historic and eco-friendly experience in the heart of the city. Guests can enjoy beautifully appointed rooms, a fitness center, and easy access to Boston’s vibrant downtown attractions, making it an excellent choice for both leisure and business travelers.
• Revere Hotel Boston Common: With a stellar guest rating of 9.0, the 4-star Revere Hotel Boston Common is just 6 miles from Chestnut Hill and caters to families and business travelers alike. This pet-friendly hotel offers a range of amenities, including complimentary breakfast for children and a welcoming atmosphere for furry friends. Guests can unwind at the rooftop pool or enjoy the on-site dining options, ensuring a comfortable stay for all types of travelers.
• The Arcadian Hotel: Located only 3 miles from Chestnut Hill, The Arcadian Hotel boasts a cozy ambiance with a guest rating of 8.0. This 3.5-star hotel offers complimentary breakfast options and is ideal for those looking to explore nearby attractions. Guests can stay active with 24-hour fitness facilities, or relax in rooms equipped with flat-screen TVs and cable channels. Its blend of convenience and comfort makes it a delightful choice for visitors to the area.

Where to stay near Chestnut Hill

Chestnut Hill, Massachusetts, offers a delightful blend of urban charm and family-friendly experiences. Explore the vibrant Chestnut Hill City Center for shopping and dining, or enjoy the nearby scenic parks for a relaxing day outdoors. The region is perfect for a family vacation, with easy access to local malls and downtown attractions. Whether you're looking for a cultural experience or a leisurely beach day, Chestnut Hill has something special for every traveler.

• Boston: As a bustling metropolis, Boston is steeped in rich history and culture, making it an essential stop for any traveler. Chestnut Hill is nestled within this dynamic city, where visitors can immerse themselves in diverse experiences year-round. Peak travel seasons occur in July to August and October, drawing in those eager to explore iconic landmarks like Fenway Park and the Boston Common. Enjoy an array of activities, from attending vibrant music concerts to shopping in bustling malls. Boston's blend of educational institutions and sports facilities adds to its allure, ensuring an engaging visit for families and culture enthusiasts alike.
• Commonwealth: Located a mere 0.8 miles from Chestnut Hill, Commonwealth is a charming neighborhood that offers a delightful escape for families and outdoor lovers. Like its neighboring areas, visitor arrivals peak in the warm months of July to August and October, creating a lively atmosphere. Here, you can enjoy leisurely strolls through urban parks and explore the vibrant shopping centers that cater to all tastes. With both modern and historic colleges nearby, Commonwealth boasts an educational edge while providing ample opportunities for outdoor enjoyment in a community-focused setting.
• Newton: Nestled within Newton, Chestnut Hill serves as a gateway to this picturesque city known for its family-friendly vibe and cultural richness. The city welcomes visitors year-round, with peak seasons in April, July, and September, showcasing its vibrant atmosphere. Newton is home to several historic and modern colleges, enriching the local educational landscape. Visitors can indulge in shopping at various centers while being close to historic sports stadiums. With its unique blend of cultural experiences and family-oriented activities, Newton is an inviting destination for all types of travelers.

Things to do near Chestnut Hill

Chestnut Hill, Newton, Massachusetts, is perfect for city-themed and family vacations, offering a blend of culture and activities. Visitors can explore educational opportunities, enjoy shopping at local malls, and take advantage of scenic hiking trails in the area. This charming location provides a variety of experiences for tourists seeking both relaxation and adventure.

Shopping

Located near the Chestnut Hill area, visit The Mall at Chestnut Hill for upscale shopping with brands like Nordstrom and Gucci. For a unique experience, check out the Chestnut Hill Farmers Market, where you can find local crafts and artisanal goods perfect for gifts and souvenirs.

Recreation

The Country Club of Billerica, located 16 miles from Chestnut Hill, offers luxury amenities amidst stunning landscapes, perfect for relaxation. Tewksbury Country Club, 18 miles away, features upscale facilities and a tranquil atmosphere for rejuvenation. Westborough Country Club, 23 miles distant, provides a serene setting for leisure and wellness activities.

Adventure

Chestnut Hill Reservoir offers stunning views and a scenic walking path, perfect for jogging or leisurely strolls. For thrill-seekers, the nearby Blue Hills Reservation features hiking trails, rock climbing, and beautiful vistas, ensuring an exhilarating outdoor adventure in nature's embrace.

Nightlife

Chestnut Hill offers a charming nightlife scene with cozy bars like The Chestnut Hill Tavern, perfect for unwinding with friends. Nearby, The Street provides a vibrant atmosphere with trendy shops and eateries, making it an ideal spot for evening strolls and casual dining.

Booking tips and Expedia advantages for Chestnut Hill

• 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 customize your search according to your preferences, such as budget, desired location, and the type of hotel you’re looking for. To find the best prices and deals, be sure to arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your hotel stay in Chestnut Hill with your flights and activities through an Expedia package deal.

Find the best attractions near Chestnut Hill

Chestnut Hill is a fantastic destination for city-themed, culture-themed, and family vacations. Visitors can explore a variety of attractions, including urban parks, vibrant streets, and local art museums. These points of interest cater to travelers seeking a rich cultural experience and family-friendly activities, making it an ideal spot for anyone looking to enjoy the charm and diversity of this beautiful area in Newton, Massachusetts.

• Fenway Park: Experience the excitement of America's pastime at Fenway Park, the oldest ballpark in Major League Baseball. Located just 4 miles from Chestnut Hill, this historic stadium is steeped in sports culture and offers a vibrant atmosphere, making it a must-visit for baseball fans and history buffs alike.
• Boston Common: Enjoy a family-friendly outing at Boston Common, an expansive urban park 6 miles away. With its beautiful greenery, walking paths, and playgrounds, it's perfect for a leisurely stroll or a picnic amidst the city’s hustle and bustle.
• Copley Square: Visit Copley Square, a modern square located 5 miles from Chestnut Hill, surrounded by stunning architecture and cultural landmarks. It’s a vibrant hub of city life, perfect for people-watching and enjoying outdoor events.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	28.6°F (-1.9°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	29.8°F (-1.2°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	36.9°F (2.7°C)	Light Rain	Mostly Sunny	Slightly High	Average
April	47.8°F (8.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	58.5°F (14.7°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	66.6°F (19.2°C)	Light Rain	Mostly Sunny	Average	Average
July	73.6°F (23.1°C)	Light Rain	Mostly Sunny	Average	Average
August	72.3°F (22.4°C)	Light Rain	Mostly Sunny	Average	Average
September	65.3°F (18.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
October	54.7°F (12.6°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
November	43.3°F (6.3°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	34.9°F (1.6°C)	Light Rain	Mostly Sunny	Average	Slightly Low

The nearest major airports for your trip to Chestnut Hill

When planning a trip to Chestnut Hill, Massachusetts, you can fly into several major airports. BOSton Logan International Airport (BOS) is the closest, situated 8 miles away, with nearby luxury accommodations like Encore Boston Harbor, InterContinental Boston, and Boston Harbor Hotel, all within 3 miles. Hartford's Bradley International Airport (BDL) is 82 miles from Chestnut Hill, with options such as the DoubleTree by Hilton Hartford, Simsbury 1820 House, and Marriott Hartford Downtown. Lastly, Providence’s T.F. Green Airport (PVD) is 44 miles away, offering hotels like the Omni Providence, Hotel Providence, and Renaissance Providence Downtown, all approximately 7 miles from the airport.