Photo by Ed Gaffny

Search B&B in Chestnut Hill

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

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, (1003)
"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 771
AED 862 total
includes taxes & fees
13 May - 14 May
The Salem Inn
Irving House At Harvard
Exterior detail

Irving House At Harvard

3.0 star property
8.8 out of 10, Excellent, (1002)
"This is a very convenient location and clean rooms. "
The price is AED 680
AED 778 total
includes taxes & fees
12 May - 13 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, (50)
"The owner has everything you need to enjoy your stay...even breakfast and stuff...met some really nice people there ..from other states and from other countries...Very recommendable!"
The price is AED 460
AED 634 total
includes taxes & fees
25 May - 26 May
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 768
AED 842 total
includes taxes & fees
13 May - 14 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)
"Nice place to stay "
The price is AED 694
AED 775 total
includes taxes & fees
12 May - 13 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, (348)
"Very quiet excellent ac unit and restful comfy bed. Also fridge to store things. "
The price is AED 951
AED 1,063 total
includes taxes & fees
18 May - 19 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

9.6 out of 10, Exceptional, (43)
"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
12 May - 13 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
13 May - 14 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 786 total
includes taxes & fees
22 May - 23 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.
Don't see what you're looking for?
See all available properties in Chestnut Hill
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Chestnut Hill

907 Main Hotel Central Square, Sonder by Marriott Bonvoy
Lobby

907 Main Hotel Central Square, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very Good, (474)
"The location was great. Close to the metro and good dining options. "
The price is AED 743
AED 862 total
includes taxes & fees
26 May - 27 May
907 Main Hotel Central Square, Sonder by Marriott Bonvoy
Global Luxury Suites Downtown Boston
Lobby lounge

Global Luxury Suites Downtown Boston

4.0 star property
8.0 out of 10, Very Good, (550)
"Great place to stay, central and very secure"
The price is AED 835
AED 1,420 total
includes taxes & fees
22 May - 23 May
Global Luxury Suites Downtown Boston
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, (194)
"Amazing stay, thank you!"
The price is AED 529
AED 967 total
includes taxes & fees
12 May - 13 May
Maverick Suites at 28 Fenway
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. Irving House At Harvard: Situated 4.8 mi (7.7 km) from the heart of Chestnut Hill. Enjoy the local cuisine breakfast and deli. Homestay BnB Near Downtown Boston: 5 rooms. 5.3 mi (8.5 km) from the heart of downtown.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?
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.