Photo by Ed Gaffny

Find a Bed and Breakfast in Chestnut Hill from CA $107

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Check prices for these dates

Next weekend
Feb 28 - Mar 2
In two weeks
Mar 7 - Mar 9
In one month
Mar 21 - Mar 23
In two months
Apr 18 - Apr 20

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, (1000)
"Delightful stay! Room 13 in West House was beautiful and included breakfast was hot and delicious. We happened to have a snowstorm the night of our stay and the parking lot was plowed and our car was shoveled all around. All the staff we encountered were friendly and helpful. "
The price is CA $255
CA $285 total
includes taxes & fees
Feb 22 - Feb 23
The Salem Inn
HomeStay - B&B - Near South Boston - JFK-Umass Area
Basic Room

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

2.0 star property
9.2 out of 10, Wonderful, (20)
"Clean and quiet. Value for money. To manage your expectations, the floors are very squeaky and the blinds need changing, especially in the shared bathroom."
HomeStay - B&B - Near South Boston - JFK-Umass Area
Irving House At Harvard
Exterior detail

Irving House At Harvard

3.0 star property
8.8 out of 10, Excellent, (1002)
"Comfortable and convenient "
The price is CA $191
CA $251 total
includes taxes & fees
Mar 2 - Mar 3
Irving House At Harvard
The College Club of Boston
Exterior

The College Club of Boston

3.0 star property
9.2 out of 10, Wonderful, (1002)
"It was great experience and the stff was very friendly"
The price is CA $325
CA $373 total
includes taxes & fees
Feb 23 - Feb 24
The College Club of Boston
Homestay BnB Near Downtown Boston
Front of property

Homestay BnB Near Downtown Boston

2.0 star property
8.6 out of 10, Excellent, (22)
"Very clean room and shower"
The price is CA $107
CA $164 total
includes taxes & fees
Feb 23 - Feb 24
Homestay BnB Near Downtown Boston
The Beacon Waterfront Inn
King Luxury Suite Overlooking the Bay

The Beacon Waterfront Inn

3.0 star property
9.4 out of 10, Exceptional, (278)
"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 $225
CA $247 total
includes taxes & fees
Feb 24 - Feb 25
The Beacon Waterfront Inn
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, (346)
"Excellent. Everything from the smallest detail was covered. Breakfast was wonderful. Bed was very comfortable. Shower was amazing. Everything was top notch! "
The price is CA $269
CA $301 total
includes taxes & fees
Feb 22 - Feb 23
North Bridge Inn
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
Morrison House
BBQ/picnic area

Morrison House

3.0 star property
9.4 out of 10, Exceptional, (49)
"This is a charming B&B located in the heart of Davis Square. The service is excellent! There is home made quick bread (e.g., banana) every morning for breakfast, plus a full array of other breakfast items. French press coffee. Because it's an historic home, the bedrooms are of different sizes. No lift, but the manager kindly carried my suitcase upstairs. There are games and books. I would stay again."
Morrison House
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
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."
Château sur Mer Bed & Breakfast
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 $452
CA $632 total
includes taxes & fees
Feb 22 - Feb 23
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
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, (433)
"Clean, spacious room/bathroom, convenient. "
The price is CA $164
CA $190 total
includes taxes & fees
Feb 23 - Feb 24
Sonder 907 Main
No. 284 powered by Sonder
Exterior

No. 284 powered by Sonder

4.0 star property
9.4 out of 10, Exceptional, (868)
"my favorite stay ever. i loved my stay and everything about it and can’t wait to come back soon. "
The price is CA $218
CA $257 total
includes taxes & fees
Feb 24 - Feb 25
No. 284 powered by Sonder
Temple Place Suites
Deluxe Studio

Temple Place Suites

2.5 star property
6.8 out of 10, (182)
"Insane lil spot for seeing Boston and surrounding areas!"
The price is CA $122
CA $219 total
includes taxes & fees
Feb 23 - Feb 24
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 B&Bs in the area: Homestay BnB Near Downtown Boston: 5 rooms. 5.3 mi (8.5 km) from the heart of Chestnut Hill.The College Club of Boston: 12 rooms. Situated 5.2 mi (8.3 km) from the heart of Chestnut Hill. Enjoy the library and coffee shop. Irving House At Harvard: 4.8 mi (7.7 km) from the heart of downtown. Enjoy the local cuisine breakfast and deli. HomeStay - B&B - Near South Boston - JFK-Umass Area: 4 rooms. Located 5.5 mi (8.8 km) from the core of Chestnut Hill.
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?
If you’re looking for some activities to entertain you on your trip, consider visiting Alumni Stadium and Conte Forum. You might put Chestnut Hill Reservoir 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.