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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 17 B&B in Chestnut Hill with updated reviews, rates, and availability.

The Salem Inn
Front of property

The Salem Inn

3.5 star property
9.2 out of 10, Wonderful, (1002)
"Beautiful location in a great area for dining and shopping that is all very walkable. The hotel was clean and overall a great experience. "
The price is AED 661
AED 738 total
includes taxes & fees
6 May - 7 May
The Salem Inn
Irving House At Harvard
Exterior detail

Irving House At Harvard

3.0 star property
8.8 out of 10, Excellent, (1001)
"This is a very convenient location and clean rooms. "
The price is AED 624
AED 715 total
includes taxes & fees
4 May - 5 May
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, (45)
"Comfortable and affordable!"
The price is AED 460
AED 634 total
includes taxes & fees
31 May - 1 Jun
Homestay BnB Near Downtown Boston
HomeStay - B&B - Near South Boston - JFK-Umass Area
G1_Wonderful Triple Room With Bathroom | Desk, laptop workspace, free WiFi

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

2.0 star property
8.8 out of 10, Excellent, (31)
"Very nice amenities. Nice for a short stay "
HomeStay - B&B - Near South Boston - JFK-Umass Area
The Beacon Waterfront Inn
King Luxury Suite Overlooking the Bay | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

The Beacon Waterfront Inn

3.0 star property
9.4 out of 10, Exceptional, (279)
"Wonderful place to stay, relax and enjoy the bay and ocean."
The price is AED 731
AED 802 total
includes taxes & fees
4 May - 5 May
The Beacon Waterfront Inn
Château sur Mer Bed & Breakfast
Double Room, 1 Queen Bed | Free WiFi, bed sheets

Château sur Mer Bed & Breakfast

3.0 star property
8.6 out of 10, Excellent, (201)
"The stay was great!"
The price is AED 694
AED 775 total
includes taxes & fees
3 May - 4 May
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, (53)
"Really nice place to stay, very good breakfast and super nice owner!"
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 AED 951
AED 1,063 total
includes taxes & fees
6 May - 7 May
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)
"We had a quick overnight stay but found everything we needed. Breakfast was excellent and the hosts were friendly and welcoming. Highly recommend and would stay again!"
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)
"It was wonderful! Nice, quiet, cozy & clean! Close enough to the freeway & city to get around but far enough away from the city where you get a nice, homey feel. Definitely would recommend to anyone with a spouse/significant other for a nice, relaxing getaway. "
The price is AED 386
AED 676 total
includes taxes & fees
5 May - 6 May
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 AED 1,172
AED 1,637 total
includes taxes & fees
5 May - 6 May
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 AED 551
AED 766 total
includes taxes & fees
5 May - 6 May
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 | Premium bedding, cribs/infant beds, rollaway beds, free WiFi

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, (470)
"The location was great. Close to the metro and good dining options. "
The price is AED 591
AED 685 total
includes taxes & fees
26 May - 27 May
Sonder 907 Main
Maverick Suites at 28 Fenway
Deluxe Studio Suite (2nd Floor - Unit 202) | Living area | 50-inch Smart TV with satellite channels, Netflix, Hulu

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (192)
"Amazing stay, thank you!"
The price is AED 522
AED 958 total
includes taxes & fees
5 May - 6 May
Maverick Suites at 28 Fenway
Temple Place Suites
Deluxe Studio | Desk, iron/ironing board, free WiFi, bed sheets

Temple Place Suites

2.5 star property
6.8 out of 10, (199)
"We loved how walkable this location was! It was easy to walk or find public transport for anywhere we needed! "
The price is AED 437
AED 704 total
includes taxes & fees
4 May - 5 May
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.