Photo by Ed Gaffny

Find a Bed and Breakfast in Chestnut Hill from CA $145

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Check prices for these dates

Next weekend
Apr 25 - Apr 27
In two weeks
May 2 - May 4
In one month
May 16 - May 18
In two months
Jun 13 - Jun 15

Browse Select Chestnut Hill B&B

The Salem Inn
Front of property

The Salem Inn

3.5 star property
9.2 out of 10, Wonderful, (1002)
"My wife and I stayed during our trip to Salem. It was very walkable to places in town. We really enjoyed the breakfast every morning during our stay. We were able to chose our choice of breakfast the night before. The staff was very nice and personable. "
The price is CA $249
CA $278 total
includes taxes & fees
Apr 27 - Apr 28
The Salem Inn
Irving House At Harvard
Exterior detail

Irving House At Harvard

3.0 star property
8.8 out of 10, Excellent, (1002)
"Sound carries easily from the hallways into the rooms, so your experience will depend somewhat on your fellow travelers. Even one night owl can wake the whole house. The breakfast is quite good, with several nice options. The neighborhood seems safe--it's mainly residential, and probably all Harvard folks. I was worried about sharing a bathroom, but it always seemed clean. Either the other guests were very tidy or the staff were cleaning frequently through the day."
The price is CA $270
CA $309 total
includes taxes & fees
Apr 22 - Apr 23
Irving House At Harvard
Homestay BnB Near Downtown Boston
Front of property

Homestay BnB Near Downtown Boston

2.0 star property
8.8 out of 10, Excellent, (40)
"Comfortable and affordable!"
The price is CA $173
CA $239 total
includes taxes & fees
Apr 22 - Apr 23
Homestay BnB Near Downtown Boston
HomeStay - B&B - Near South Boston - JFK-Umass Area
Basic Room

HomeStay - B&B - Near South Boston - JFK-Umass Area

2.0 star property
9.0 out of 10, Wonderful, (29)
"Very clean and well managed but too many rules. good service."
HomeStay - B&B - Near South Boston - JFK-Umass Area
The Beacon Waterfront Inn
King Luxury Suite Overlooking the Bay

The Beacon Waterfront Inn

3.0 star property
9.4 out of 10, Exceptional, (279)
"Overall nice stay in the showboat room. Couple things though to mention include that the heat thermostat did not seem to work. We like it a little warmer so we turned it up a bit but the temperature did not change in the room and nor did we hear the heat kick on at all during our stay. It wasn't cold, but it wasn't ideal either -also they only give you a very thin quilt type blanket which during the winter isn't quite enough for me. Other than that, for cleanliness overall facilities looked very...
The price is CA $206
CA $226 total
includes taxes & fees
Apr 21 - Apr 22
The Beacon Waterfront Inn
Château sur Mer Bed & Breakfast
Double Room, 1 Queen Bed

Château sur Mer Bed & Breakfast

3.0 star property
8.6 out of 10, Excellent, (201)
"It was a beautiful area, especially this time of year. Joan, our hostess, was very friendly and helpful. Her breakfast was wonderful, and there was plenty of everything. If you left there hungry, it would your own fault. The time I was there I felt at home. Joan was fantastic."
The price is CA $262
CA $292 total
includes taxes & fees
Apr 22 - Apr 23
Château sur Mer Bed & Breakfast
A Village Bed and Breakfast
Front of property

A Village Bed and Breakfast

3.5 star property
10.0 out of 10, Exceptional, (52)
"delightful breakfast included hard boiled eggs, fresh fruit, yogurt, cereals, cheese, pastries, rustic breads, toaster available, coffee, tea assortment, and much more. nice conversation with owner and other guests during breakfast hour. short walk to train for easy commute into the city. I would stay here again if I come back to the Boston area."
A Village Bed and Breakfast
North Bridge Inn
Front of property

North Bridge Inn

3.5 star property
8.4 out of 10, Very good, (347)
"The staff was welcoming and friendly. The room was BEAUTIFUL and breakfast was delicious. Also, the location is perfect! Close to stores, historical sites, and not too far from Boston!"
The price is CA $271
CA $303 total
includes taxes & fees
Apr 23 - Apr 24
North Bridge Inn
In home mini wing private space. 💜Stay at Hal's Salem, MA
Smart TV, video games, DVD player, books

In home mini wing private space. 💜Stay at Hal's Salem, MA

2.0 star property
10.0 out of 10, Exceptional, (2)
"Diane was very accommodating, friendly and offered great suggestions of places to go and see. The little touches, chocolates, stocked fridge, and fruit were so appreciated. The house was decorated so fun! Added to our vibe of a weekend in Salem! We’ll be back! "
In home mini wing private space. 💜Stay at Hal's Salem, MA
Josephine's Bed & Breakfast
View from property

Josephine's Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (121)
"The parking was up a steep hill but Ann told us ahead of time where to park.The room and common areas are quaint, clean and relaxing."
Josephine's Bed & Breakfast
The Pistachio Room at TPH - Boston
Outdoor dining

The Pistachio Room at TPH - Boston

9.8 out of 10, Exceptional, (42)
"I had a great stay in the Pistachio Room at the TPH property—it was exactly as described. The photos were accurate, and the room itself, painted a soothing pale green, was cozy and inviting. The bed was incredibly comfortable, and the shared bathroom was conveniently located just outside the door.The neighborhood felt safe, and the common areas were clean and well-maintained. I appreciated having access to laundry facilities if needed, and the check-in process was super smooth and consise thanks...
The price is CA $145
CA $255 total
includes taxes & fees
Apr 23 - Apr 24
The Pistachio Room at TPH - Boston
The Proctor Mansion Inn
Property grounds

The Proctor Mansion Inn

3.0 star property
9.2 out of 10, Wonderful, (110)
"This is a wonderful inn with an incredible history. I would recommend it to anyone!"
The price is CA $442
CA $617 total
includes taxes & fees
Apr 21 - Apr 22
The Proctor Mansion Inn
Charming B&B close to Salem and Boston
Private kitchen

Charming B&B close to Salem and Boston

2.0 star property
The price is CA $208
CA $296 total
includes taxes & fees
May 5 - May 6
Charming B&B close to Salem and Boston
Natalie House - Boston
Front of property

Natalie House - Boston

3.0 star property
8.8 out of 10, Excellent, (26)
"Host was super accommodating. Easy check in. Great neighborhood. "
Natalie House - Boston
Wyman Bed & Breakfast
Comfort Room, 1 Bedroom

Wyman Bed & Breakfast

2.0 star property
7.4 out of 10, Good, (51)
"Aaron went the extra mile to accommodate all the runners over the Boston Marathon Weekend. A fantastic experience, would whole heartedly recommend the Wyman B&B."
Wyman Bed & Breakfast
Anastasia House
Interior detail

Anastasia House

3.0 star property
6.8 out of 10, (10)
"I cannot check in. Nobody at home. The cellphone always lock. I have no idea, if they are fraud？"
Anastasia House
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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Other property types in Chestnut Hill

Sonder 907 Main
Interior

Sonder 907 Main

4.0 star property
8.2 out of 10, Very good, (460)
"Great property. I am coming back! "
The price is CA $308
CA $357 total
includes taxes & fees
Apr 26 - Apr 27
Sonder 907 Main
Maverick Suites at 28 Fenway
Deluxe Studio Suite (2nd Floor - Unit 202) | Living area

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (182)
"Excellent value for the money spent. Walking distance to all amenities, Fenway Park. Clean rooms and common areas. "
The price is CA $141
CA $298 total
includes taxes & fees
Apr 29 - Apr 30
Maverick Suites at 28 Fenway
Temple Place Suites
Deluxe Studio

Temple Place Suites

2.5 star property
6.8 out of 10, (198)
"We loved how walkable this location was! It was easy to walk or find public transport for anywhere we needed! "
The price is CA $183
CA $286 total
includes taxes & fees
Apr 24 - Apr 25
Temple Place Suites
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.

Frequently asked questions

Searching for B&Bs in Chestnut Hill?
If you’re looking for something a little quirkier than the traditional hotel experience, a bed and breakfast could be the perfect alternative for your vacation. When you want to venture out to explore Chestnut Hill, consider browsing the exhibits at McMullen Museum.
Are you thinking about a B&B instead of a traditional hotel?
With attentive service, opportunities to mingle with other guests, and top-rated breakfasts, B&Bs all have a one-of-a-kind setting.
What are the best B&Bs in Chestnut Hill?
Here are some well-liked B&Bs in the area: HomeStay - B&B - Near South Boston - JFK-Umass Area: 4 rooms. 5.5 mi (8.8 km) from the downtown core. Homestay BnB Near Downtown Boston: 5 rooms. Situated 5.3 mi (8.5 km) from the heart of Chestnut Hill. Irving House At Harvard: 4.8 mi (7.7 km) from the heart of downtown. Enjoy the local cuisine breakfast and deli. The College Club of Boston: 12 rooms. Located 5.2 mi (8.3 km) from the core of Chestnut Hill. Enjoy the library and coffee shop.
What's the best time of year to stay at a B&B in Chestnut Hill?
When you’re dreaming of a stay in Chestnut Hill, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 33°F. Average annual precipitation for Chestnut Hill is 45 inches.
What is there to do in Chestnut Hill?
When you want to check out some attractions in town, you might consider a visit to Alumni Stadium and Chestnut Hill Reservoir. You might put Conte Forum and McMullen Museum on your list if you want to see more of the area.
How can I get to and around Chestnut Hill?
Planning your excursions in and around Chestnut Hill is easier with these transportation options. Fly into Boston, MA (BNH-Boston Harbor Seaplane Base), which is located 7.5 mi (12 km) away from the heart of the city. You can also search for flights into Logan International Airport (BOS), which is 8.1 mi (13 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.