Chestnut Hill Hotels: Cheap Accommodation in Chestnut Hill

Q: 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.

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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.

A nighttime street scene with illuminated trees, a market stall, and historic buildings.

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.

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A historic building with ornate architecture, a staircase, and a tree in front.

Back Bay

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

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Seaport District

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

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A brick building with a flag, a street lamp, and greenery.

Beacon Hill

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

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A statue of a man on horseback in a park with trees, a clock tower, and brick buildings in the background.

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.

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Top Chestnut Hill Hotel Reviews

Recent Reviews in Chestnut Hill

Club Quarters Hotel Faneuil Hall, Boston

10/10 Excellent

"Good downtown location from T station and tourist sites, clean, with helpful staff and amenities like self serve coffee, water, water refill station. Would come again."

citizenM Boston Back Bay

8/10 Good

"The Back Bay location worked well for me. The staff was pleasant and helpful. The hotel is modern and trendy and may not apeal to everyone. The rooms are compact but have everything you need, including a tiny drawer fridge. If the rooms didn't have a giant window with a view it might feel clostrophobic but we were comfortable and would visit again."

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.

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Chestnut Hill Hotels, Boston

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Our top choices for Chestnut Hill hotels

1. Hampton Inn & Suites Watertown Boston

2. Sheraton Boston Needham Hotel

3. Studio Allston Hotel

4. Arcadian Hotel

5. Hyatt Regency Boston/Cambridge

6. Hampton Inn & Suites Boston Crosstown Center

7. The Midtown Hotel MOD Collection by Sonesta

8. Best Western Plus Waltham Boston

9. Residence Inn by Marriott Boston Downtown / South End

10. Holiday Inn Express Boston - Waltham by IHG

11. Hampton Inn & Suites Boston/Waltham

12. Residence Inn by Marriott Boston Back Bay/Fenway

13. The Verb Hotel

14. Aloft by Marriott Boston Seaport District

15. Oasis Guest House

16. The Inn at Longwood Medical

17. Porter Square Hotel

18. Sheraton Boston, a Marriott Hotel

19. Hilton Boston Back Bay

20. Lark Hotels 907 Main

Our guide on where to stay in Chestnut Hill

Downtown Boston

Back Bay

Seaport District

Beacon Hill

North End

Top Chestnut Hill Hotel Reviews

Recent Reviews in Chestnut Hill

Club Quarters Hotel Faneuil Hall, Boston

Frequently asked questions

Explore a world of travel with Expedia