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
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 23 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)
"This was our second stay here and we always enjoy ourselves! Breakfast made to order in the morning and easy ordering online the night before. Plenty of options for dinner around the area as well as shopping and attractions. The beds are super soft and cozy and the windows bring in lots of natural light. If you are going to come here, stay in a jacuzzi suite! The jetted tub is beyond relaxing and some of those rooms have fireplaces as well. I would definitely come back and stay again!"
The price is AED 661
AED 738 total
includes taxes & fees
26 Mar - 27 Mar
The Salem Inn
Irving House At Harvard
Exterior detail

Irving House At Harvard

3.0 star property
8.8 out of 10, Excellent, (1001)
"Everyone was so sweet and helpful! I would definitely come back "
The price is AED 606
AED 778 total
includes taxes & fees
30 Mar - 31 Mar
Irving House At Harvard
Homestay BnB Near Downtown Boston
Front of property

Homestay BnB Near Downtown Boston

2.0 star property
8.6 out of 10, Excellent, (29)
"The home is beautiful, the bed is comfortable slept like a dream, the owner is really nice, had cake baked it tasted amazing, love the neighborhood and the locals they were so friendly and helpful. Also the other guests were friendly. I would definitely stay here again"
The price is AED 311
AED 463 total
includes taxes & fees
7 Apr - 8 Apr
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
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."
The price is AED 419
AED 587 total
includes taxes & fees
7 Apr - 8 Apr
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)
"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 AED 547
AED 600 total
includes taxes & fees
26 Mar - 27 Mar
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)
"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 AED 694
AED 775 total
includes taxes & fees
1 Apr - 2 Apr
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 AED 698
AED 780 total
includes taxes & fees
30 Mar - 31 Mar
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

9.6 out of 10, Exceptional, (40)
"Comfortable and Clean room with shared living, bathroom, and kitchen. Stayed over Christmas, located a short walk to the bus stop to the train station to downtown. Saw the Lights Display and Bruins Game, love Boston! Advice: bring a pair of slippers since hosts asked for no shoes into the space. "
The price is AED 386
AED 676 total
includes taxes & fees
1 Apr - 2 Apr
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
26 Mar - 27 Mar
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
Charming B&B with WiFi and AC in delightful Somerville
Private kitchen

Charming B&B with WiFi and AC in delightful Somerville

The price is AED 500
AED 734 total
includes taxes & fees
31 Mar - 1 Apr
Charming B&B with WiFi and AC in delightful Somerville
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

Sonder 907 Main
Interior

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (448)
"Great location. Furniture was not that comfortable. A hot plate and larger fridge would be helpful. "
The price is AED 712
AED 826 total
includes taxes & fees
22 Apr - 23 Apr
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, (173)
"We loved that the room was new and had everything we needed. Area was also great, close to shops, restaurants and bars. The only disappointment was not having a place to drop off our bags"
The price is AED 375
AED 790 total
includes taxes & fees
30 Mar - 31 Mar
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, (192)
"The bed is super comfortable, self check in instructions are clear. Microwave, fridge, hairdryer and coffee maker all work excellently. The only downside is the shower hot water takes forever to start, and the heater is very noisy. It’s also close to the road, so the noises from the construction and roads are very noisy. Love the fact there’s elevator. "
The price is AED 436
AED 704 total
includes taxes & fees
8 Apr - 9 Apr
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 BnB Near Downtown Boston: 5 rooms. 5.3 mi (8.5 km) from the downtown core. HomeStay - B&B - Near South Boston - JFK-Umass Area: 4 rooms. Situated 5.5 mi (8.8 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?
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.