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.

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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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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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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

Hotel Commonwealth

10/10 Excellent

"Very solid hotel, good location, starting to get a little dated but great value overall"

The Midtown Hotel MOD Collection by Sonesta

8/10 Good

"Location was great for Northeastern move-in. Woman at the front desk in the evening was very nice and helpful. Parking was very convenient, but typical high Boston price. Hard to get to a slow elevator - up or down a flight of steps. So not good at all for persons with mobility issues. The vinyl flooring in the halls were a mess and were not comfortable to have as flooring in the bedrooms. I would stay here again for the convenience and price."

The Dagny Boston

8/10 Good

"We had a wonderful stay at The Dagny Boston. The location is ideal — walking distance to most of the major tourist attractions, but tucked away enough that you don’t deal with the noise and crowds. It felt like the perfect home base for exploring the city. The staff made the stay even better. Everyone was friendly and welcoming, and the concierge went above and beyond — securing us a last-minute dinner reservation and offering great recommendations throughout our stay that we wouldn’t have found on our own. We were also impressed after checkout: we’d left an item behind, and the staff tracked it down in lost & found and arranged to have it shipped to us without any hassle. As a nice bonus, the fitness room was spacious and well-equipped, which made it easy to keep up a workout routine while traveling. One thing to watch for: there’s a $35 “Urban Destination Fee” added to your bill at checkout, which wasn’t clearly disclosed upfront. Worth budgeting for so it doesn’t catch you off guard. Overall, a great combination of location and service — just go in knowing about the extra fee. We’d happily stay here again."

Club Quarters Hotel Faneuil Hall, Boston

8/10 Good

"The hotel only provides 2 small face soaps. They provided shampoo and conditioner. Why not also give shower gel for the guest? Also, please note the hotel does not provide a microwave or refrigerator in the room. Some hotels have one or the other more upscale hotels have both. Overall, it was clean. The staff is great but I think it’s overpriced. If they don’t have a microwave refrigerator in the rooms they can’t even provide you with charge. One night was $251. I found that to be a bit pricey with the lack of amenities , but I think it’s because of the location that the hotel is; that’s why it’s so expensive."

The Godfrey Hotel Boston

10/10 Excellent

"Valet is a great option considering you are downtown. They do offer self parking. Both are $65.00 per day. Valet guys are always professional, pleasant and helpful. Check in is a breeze. Staff are helpful and pleasant. The adjoining coffee shop is fantastic. The lounge bar is enjoyable. Rooms are spacious! Always spotless and in great condition. I’ve stayed at the Godfrey many times and will continue to do so. This area is walkable. Beautiful area. Numerous restaurants to choose from."

Hyatt Regency Boston/Cambridge

10/10 Excellent

"The staff was terrific. There was a gentleman named Bruce at the front who was especially helpful, as on our last day, he took care of our luggage after checkout so that we could spend the day at the Boston MFA before getting to our evening flight back to Seattle. Would recommend this hotel wholeheartedly ."

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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Our top choices for Chestnut Hill hotels

1. citizenM Boston Back Bay

2. Hampton Inn & Suites Watertown Boston

3. The Inn on Arsenal

4. Studio Allston Hotel

5. Sheraton Boston Needham Hotel

6. Hampton Inn & Suites Boston Crosstown Center

7. DoubleTree Suites by Hilton Hotel Boston - Cambridge

8. Arcadian Hotel

9. The Inn at Longwood Medical

10. Hampton by Hilton at the Boston Seaport District

11. Residence Inn by Marriott Boston Downtown / South End

12. The Midtown Hotel MOD Collection by Sonesta

13. Hampton Inn & Suites Boston/Waltham

14. The Verb Hotel

15. Hyatt Place Boston/Seaport District

16. Omni Boston Hotel at the Seaport

17. Hotel Commonwealth

18. Copley Square Hotel, a FOUND Hotel

19. The Westin Boston Seaport District

20. Iris Hotel Boston

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

Hotel Commonwealth

Frequently asked questions

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