Book Bennington Bed & Breakfast

    price find illustration
    Change your mind
    Our total price for your stay includes taxes and fees
    deals illustration
    Treat yourself
    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6
In one month
Jul 18 - Jul 20
In two months
Aug 15 - Aug 17

Compare 10 B&B in Bennington with updated reviews, rates, and availability.

Bromley View Inn
Lounge

Bromley View Inn

3.5 star property
9.2 out of 10, Wonderful, (350)
"The Hotel has wonderful view to the city of Stratton Mountain. The breakfast was delicious with large asorty! Thank you"
$148 nightly
The price is $162
Jun 23 - Jun 24
Total includes taxes and fees
Bromley View Inn
The Inn at Manchester
Property grounds

The Inn at Manchester

3.5 star property
10.0 out of 10, Exceptional, (241)
"Third stay since Jan 2025 and continues to be such a pleasure to stay here! Wonderful Inn and fabulous staff!"
$175 nightly
The price is $193
Jun 23 - Jun 24
Total includes taxes and fees
The Inn at Manchester
The Inn at Ormsby Hill
Terrace/patio

The Inn at Ormsby Hill

3.5 star property
9.8 out of 10, Exceptional, (123)
"Thank you for a wonderful stay!"
$181 nightly
The price is $200
Jun 23 - Jun 24
Total includes taxes and fees
The Inn at Ormsby Hill
The Four Chimneys Inn
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished

The Four Chimneys Inn

4.0 star property
9.4 out of 10, Exceptional, (275)
"Great stay!"
$242 nightly
The price is $264
Jul 22 - Jul 23
Total includes taxes and fees
The Four Chimneys Inn
The Ira Allen House
Exterior

The Ira Allen House

3.5 star property
10.0 out of 10, Exceptional, (192)
"Wonderful breakfast, comfortable bed, and space in quiet to read"
$175 nightly
The price is $191
Jun 23 - Jun 24
Total includes taxes and fees
The Ira Allen House
Hill Farm Inn
Front of property

Hill Farm Inn

4.0 star property
9.6 out of 10, Exceptional, (167)
"Beautiful location, friendly staff, delicious breakfast and excellent accommodation."
$445 nightly
The price is $486
Jun 23 - Jun 24
Total includes taxes and fees
Hill Farm Inn
Private bedroom in the Green River Bridge Inn. A full breakfast is included.
WiFi, bed sheets

Private bedroom in the Green River Bridge Inn. A full breakfast is included.

$251 nightly
The price is $281
Jun 29 - Jun 30
Total includes taxes and fees
Private bedroom in the Green River Bridge Inn. A full breakfast is included.
Green River Bridge Inn
BBQ/picnic area

Green River Bridge Inn

3.0 star property
$203 nightly
The price is $221
Jun 25 - Jun 26
Total includes taxes and fees
Green River Bridge Inn
King & Queen Suite in Historic Inn Circa 1780
Interior

King & Queen Suite in Historic Inn Circa 1780

9.6 out of 10, Exceptional, (14)
"The check in process was easy, and the space was beautiful. Great location for a weekend of skiing!"
$191 nightly
The price is $214
Jun 24 - Jun 25
Total includes taxes and fees
King & Queen Suite in Historic Inn Circa 1780
Room in Historic Inn! 20 Minutes to Okemo!
Terrace/patio

Room in Historic Inn! 20 Minutes to Okemo!

9.2 out of 10, Wonderful, (15)
"My stay was brief but was pleased to arrive to beautiful building and a room that was huge, well decorated/furnished, well heated, and super cozy. I would definitely stay here again."
$159 nightly
The price is $178
Jul 1 - Jul 2
Total includes taxes and fees
Room in Historic Inn! 20 Minutes to Okemo!
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Interior

Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

8.0 out of 10, Very Good, (1)
"Property seemed well-maintained and cared for. We were only there a short time, but it was well put together. The check-in process was a little hectic, check in time was 3pm, but our room wasn't ready. The caretaker was very friendly. We only had to wait about 20 minutes. We weren't aware this property was a VRBO, and not a regular Inn. "
$154 nightly
The price is $172
Jun 23 - Jun 24
Total includes taxes and fees
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.6 out of 10, Exceptional, (305)
"The inn keepers are always super friendly and the place is kept well. The breakfast is delicious. Great for families who prefer quiet and quaint."
$148 nightly
The price is $162
Jul 22 - Jul 23
Total includes taxes and fees
Colonel Williams Inn
Stone Hearth Inn and Eatery
Front of property

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (90)
"A historic establishment ran by a family, this cozy place in the mountains is a nice retreat from the daily hustle and bustle. "
$195 nightly
The price is $213
Jul 21 - Jul 22
Total includes taxes and fees
Stone Hearth Inn and Eatery
Windham Hill Inn
Romantic Room, 1 King Bed | Mountain view

Windham Hill Inn

4.0 star property
8.4 out of 10, Very Good, (34)
"Amazing trip. Beautiful property. Hope to return someday. "
$189 nightly
The price is $206
Jun 25 - Jun 26
Total includes taxes and fees
Windham Hill Inn
The Engel House
Exterior

The Engel House

3.0 star property
9.2 out of 10, Wonderful, (12)
"The perfect Vermont Bed and Breakfast. "
$193 nightly
The price is $211
Jun 23 - Jun 24
Total includes taxes and fees
The Engel House
UU Rowe Camp and Conference Center
Front of property

UU Rowe Camp and Conference Center

2.0 star property
$134 nightly
The price is $142
Jun 26 - Jun 27
Total includes taxes and fees
UU Rowe Camp and Conference Center
Deerhill Inn
Exterior

Deerhill Inn

3.5 star property
9.6 out of 10, Exceptional, (219)
"Never disappoints!"
$189 nightly
The price is $208
Jul 23 - Jul 24
Total includes taxes and fees
Deerhill Inn
Blue Gentian Lodge at Magic Mountain
Kayaking

Blue Gentian Lodge at Magic Mountain

2.5 star property
9.2 out of 10, Wonderful, (99)
"A great room close to the slopes; warm and comfortable; breakfast that was included was simple but home cooked and amazing."
$129 nightly
The price is $142
Jun 23 - Jun 24
Total includes taxes and fees
Blue Gentian Lodge at Magic Mountain
Deerfield Valley Inn
Exterior

Deerfield Valley Inn

3.0 star property
9.4 out of 10, Exceptional, (50)
"Overall great spot!"
$144 nightly
The price is $159
Jun 23 - Jun 24
Total includes taxes and fees
Deerfield Valley Inn
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

What are the most popular Bennington Bed & Breakfasts?
The Victorian mansion's Jim-Dandy Suite is an exceptional choice for travelers seeking a truly memorable experience in Bennington, boasting a superb 10.0 rating. This charming suite features a lovely porch and deck, providing an ideal spot to unwind amidst the scenic mountain views. With a fully equipped kitchen, including cookware and a coffee maker, it's superb for those who appreciate the convenience of preparing meals during their stay.
For those interested in rich history and elegant surroundings, The Four Chimneys Inn is a fantastic pick, receiving an impressive 9.6 rating. Nestled in the historical district, this Georgian property offers a delightful atmosphere, and guests rave about the delicious breakfast and the attentive staff. It's an ideal setting for couples looking for a romantic getaway or anyone wanting to soak in the charming local culture.
If you're planning a family adventure or a trip with friends, the Victorian Mansion's Coach Room with Breakfast is an excellent option, also featuring stunning mountain views and access to nearby hiking and biking trails. With amenities like a hot tub and jetted bathtub, it provides a superb blend of relaxation and adventure, making it a wonderful place to create lasting memories together.
What is the nightly rate for a B&B in Bennington?
Prices for B&Bs in Bennington often vary, but you can find a great deal from $142 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Bennington B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
Are there any family-friendly B&Bs in Bennington?
The Victorian mansions Coach Room with Breakfast is a delightful choice for families visiting Bennington, Vermont. This charming B&B combines the elegance of historic architecture with modern amenities, ensuring a comfortable experience for all ages. Families will enjoy the spacious rooms that allow for relaxation after a day of exploration, as well as the inviting garden where kids can play while parents unwind.
Are there any romantic B&Bs in Bennington for couples?
For couples seeking a romantic escape, the Victorian mansions Coach Room with Breakfast offers a delightful blend of charm and comfort. Nestled in the picturesque landscape of Bennington, Vermont, this bed and breakfast is surrounded by stunning mountain views, making it an ideal retreat for those looking to reconnect in a serene environment.
When is the best time to book a B&B in Bennington?
The best time to book a B&B in Bennington is during the vibrant spring months of March to May. This peak season draws visitors looking to immerse themselves in the picturesque beauty of the Green Mountains as they awaken from winter dormancy. With average temperatures ranging from the low 40s to the mid-70s Fahrenheit, this period offers a comfortable climate for outdoor activities like hiking, sightseeing, and exploring the charming downtown area.
March, in particular, is a delightful month to visit. As the snow melts away, the landscape begins to bloom with early spring flowers, creating a stunning backdrop for leisurely strolls and photography. The community also comes alive with various local events and festivals, providing a unique opportunity to experience Bennington's rich culture.
For those seeking a more budget-friendly option, consider visiting in January. While this month is quieter, it presents a chance to enjoy the serene winter beauty of the area, along with opportunities for cozy indoor activities and exploring local art galleries.
What is the difference between a Bennington Bed & Breakfast and a hotel?
Every Bennington B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Bennington B&Bs.