Photo by Ed Gaffny

Find a Bed and Breakfast in Chestnut Hill from CA $80

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Browse Select Chestnut Hill B&B

The Salem Inn
Front of property

The Salem Inn

3.5 star property
9.0 out of 10, Wonderful, (1000)
"Great remote check in options"
The price is CA $244
CA $273 total
includes taxes & fees
Jan 7 - Jan 8
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
9.4 out of 10, Exceptional, (14)
"Dan was awesome and has a beautiful home I was very amused by his gratitude and his home. Will stay again. "
The price is CA $129
CA $162 total
includes taxes & fees
Feb 4 - Feb 5
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, (1005)
"Really enjoy staying at this very well-situated location. Superb service and little extras. Breakfast, parking, newspapers, magazines, books and cookies all included! "
The price is CA $166
CA $223 total
includes taxes & fees
Jan 12 - Jan 13
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, (1001)
"The best place to stay in Boston. But do not spread the word! Keep it a secret! "
The price is CA $259
CA $297 total
includes taxes & fees
Jan 7 - Jan 8
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, (15)
"Thank you I was treated with respect and privacy.one of the cleanest homesi have the pleasure to stay on "
The price is CA $80
CA $100 total
includes taxes & fees
Jan 31 - Feb 1
Homestay BnB Near Downtown Boston
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
The Beacon Waterfront Inn
King Luxury Suite Overlooking the Bay

The Beacon Waterfront Inn

3.0 star property
9.4 out of 10, Exceptional, (275)
"Our stay was incredible, the room was more than we hoped for, fire place, deck, huge room, spa tub everything you need for a romantic get away. Our hostess was so sweet and friendly we just can't say enough. We will definitely visit again!"
The price is CA $230
CA $252 total
includes taxes & fees
Jan 7 - Jan 8
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, (51)
"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 $274
CA $307 total
includes taxes & fees
Jan 7 - Jan 8
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
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 $181
CA $202 total
includes taxes & fees
Jan 7 - Jan 8
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 $461
CA $644 total
includes taxes & fees
Jan 7 - Jan 8
The Proctor Mansion Inn
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
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
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
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, (411)
"Great for a few nights in cambridge. Great restaurant downstairs, looking forward to coming back and trying out the roofdeck bar."
The price is CA $171
CA $198 total
includes taxes & fees
Jan 30 - Jan 31
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, (158)
"Great stay. "
The price is CA $147
CA $311 total
includes taxes & fees
Jan 12 - Jan 13
Maverick Suites at 28 Fenway
Temple Place Suites
Deluxe Studio

Temple Place Suites

2.5 star property
6.8 out of 10, (176)
"The room was ok. The common kitchen was usually dirty and without enough utensils and cutery. Is difficult to get hot water in the shower, sometimes it is ok and some others it is cold"
The price is CA $147
CA $248 total
includes taxes & fees
Jan 20 - Jan 21
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: Irving House At Harvard: 4.8 mi (7.7 km) from the downtown core. Enjoy the local cuisine breakfast and deli. 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. HomeStay - B&B - Near South Boston - JFK-Umass Area: 4 rooms. 5.5 mi (8.8 km) from the heart of downtown.
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.