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Chestnut Hill Hotels, Boston

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3620 Cheap Hotels in Chestnut Hill - Specials, Reviews, & Last Minute Deals

Our top choices for Chestnut Hill hotels

Seaport Hotel Boston

4.0 star property
9.6 out of 10, Exceptional, (3386)
"Nice hotel in great location "
The price is AU$384
includes taxes & fees
22 Sept - 23 Sept
Seaport Hotel Boston

Harborside Inn Of Boston

4.0 star property
9.2 out of 10, Wonderful, (5662)
"Great place to stay"
Harborside Inn Of Boston

The Westin Boston Seaport District

4.0 star property
9.0 out of 10, Wonderful, (2163)
"Great buffet breakfast onsite! "
The price is AU$395
includes taxes & fees
21 Sept - 22 Sept
The Westin Boston Seaport District

The Dagny Boston

4.0 star property
9.4 out of 10, Exceptional, (6451)
"Great place to stay"
The price is AU$649
includes taxes & fees
21 Sept - 22 Sept
The Dagny Boston

Hyatt Place Boston/Seaport District

3.0 star property
9.4 out of 10, Exceptional, (2109)
"It was a great place to stay!"
The price is AU$509
includes taxes & fees
21 Sept - 22 Sept
Hyatt Place Boston/Seaport District

Battery Wharf Hotel, Boston Waterfront

4.5 star property
8.6 out of 10, Excellent, (1652)
"Great location and accommodations"
The price is AU$502
includes taxes & fees
28 Sept - 29 Sept
Battery Wharf Hotel, Boston Waterfront

Archer Hotel Boston/Burlington

4.0 star property
9.6 out of 10, Exceptional, (1002)
"Very good hotel "
Archer Hotel Boston/Burlington

Omni Boston Hotel at the Seaport

4.0 star property
9.2 out of 10, Wonderful, (3962)
"Location and ambiance was fantastic! "
The price is AU$477
includes taxes & fees
21 Sept - 22 Sept
Omni Boston Hotel at the Seaport

The Verb Hotel

3.5 star property
9.8 out of 10, Exceptional, (1853)
"Great stay! "
The price is AU$386
includes taxes & fees
21 Sept - 22 Sept
The Verb Hotel

Oasis Guest House

2.5 star property
9.6 out of 10, Exceptional, (1264)
"Clean room, excellent staff and great location."
Oasis Guest House

Hyatt Regency Boston Harbor

4.0 star property
9.2 out of 10, Wonderful, (1607)
"perfect location for an early flight out of Logan. "
The price is AU$471
includes taxes & fees
28 Sept - 29 Sept
Hyatt Regency Boston Harbor

citizenM Boston Back Bay

4.0 star property
9.4 out of 10, Exceptional, (1760)
"Lovely staff and lovely place to stay."
The price is AU$368
includes taxes & fees
21 Sept - 22 Sept
citizenM Boston Back Bay

Hampton Inn Boston Seaport District

3.0 star property
9.2 out of 10, Wonderful, (2526)
"Everything was perfect, great place to stay for the cruise port "
The price is AU$348
includes taxes & fees
21 Sept - 22 Sept
Hampton Inn Boston Seaport District

citizenM Boston North Station

4.0 star property
9.2 out of 10, Wonderful, (3755)
"Great all around, will definitely stay again if we are in the area "
The price is AU$394
includes taxes & fees
21 Sept - 22 Sept
citizenM Boston North Station

Copley House

3.0 star property
9.0 out of 10, Wonderful, (1817)
"Wonderful place to stay in Cambridge."
Copley House

The Bostonian Boston

4.0 star property
8.4 out of 10, Very good, (1932)
"Great stay. Definitely would recommend staying there."
The price is AU$490
includes taxes & fees
21 Sept - 22 Sept
The Bostonian Boston

Lakeside Inn

2.0 star property
7.4 out of 10, Good, (2163)
"It was a nice room, very quiet safe and the surroundings were beautiful"
Lakeside Inn

Hyatt Regency Boston

4.0 star property
9.0 out of 10, Wonderful, (1597)
"Good hotel, helpful staff, clean room-the stay was averall enjoyable."
The price is AU$649
includes taxes & fees
13 Sept - 14 Sept
Hyatt Regency Boston

Copley Square Hotel, a FOUND Hotel

4.0 star property
8.6 out of 10, Excellent, (3804)
"Loved my stay here!"
The price is AU$274
includes taxes & fees
21 Sept - 22 Sept
Copley Square Hotel, a FOUND Hotel

The Lenox Hotel Boston

4.5 star property
9.6 out of 10, Exceptional, (1147)
"It was a perfect place to stay for a nice time in Boston."
The price is AU$594
includes taxes & fees
19 Sept - 20 Sept
The Lenox Hotel Boston
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.
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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

1 out of top 10 points of interest in this area

Take a walk through the charming streets, historic buildings and small-town atmosphere of Boston’s oldest and wealthiest suburbs.

North End

1 out of top 10 points of interest in this area

The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by New England Aquarium or Boston Harbor 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

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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's it like in Chestnut Hill?

Chestnut Hill is a neighbourhood that travellers like for its university setting, football games and restaurants. Make sure that you visit Alumni Stadium and Chestnut Hill Reservoir as part of your Chestnut Hill travel plans.

How many hotels will I find in the Chestnut Hill area?

Book one of Expedia's 7 hotels and other accommodation options in Chestnut Hill and start exploring everything Brookline has to offer.

If I need to cancel my hotel reservation in Chestnut Hill, will I receive a refund?

Yes, you'll find most hotel reservations are refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and receive a refund within 24 hours of booking. Add your dates and click on "Search", then you can filter by "fully refundable" to get top deals in Chestnut Hill.

What is there to do in this Brookline neighbourhood?

Alumni Stadium, Chestnut Hill Reservoir and Conte Forum are just a few attractions to check out in Chestnut Hill. A visit to McMullen Museum is also worth the trip while you're discovering the neighbourhood. A few places to visit in the area around Chestnut Hill include Chestnut Hill Reservation, Larz Anderson Auto Museum and Frederick Law Olmsted National Historic Site. When you're sightseeing in Brookline, GASP and Arnold Arboretum are also worth a stop.

How can I get around Chestnut Hill and the greater Brookline area?

Ready to get out and explore the city? Chestnut Hill Station is the closest metro station.