Book Old Bennington Bed & Breakfast

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B&B in Old Bennington

The Nutmeg
Sit by the fireplace and enjoy a warm moment of relaxation.

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (394)
"Nice place cozy, great breakfast."
$158 nightly
The price is $174
Aug 19 - Aug 20
Total includes taxes and fees
The Nutmeg
The Trail in Adams - Berkshires’ Art Hotel
Cozy cabin with a spacious living area, featuring a glass-top table and comfortable seating, and a separate kitchen area with a refrigerator and microwave.

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (132)
"Stayed only one night Very cosy, quiet place "
$190 nightly
The price is $212
Aug 12 - Aug 13
Total includes taxes and fees
The Trail in Adams - Berkshires’ Art Hotel
Deerfield Valley Inn
Surrounded by snow-covered trees, this serene winter scene offers a peaceful retreat.

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (55)
"I liked that it was right on the scenic route"
$111 nightly
The price is $123
Aug 19 - Aug 20
Total includes taxes and fees
Deerfield Valley Inn
The Wilmington Inn
Relax on the deck with a wooden table and wicker chairs, surrounded by a railing and a glass door leading to the interior.

The Wilmington Inn

3.5 star property
10.0 out of 10, Exceptional, (177)
"Right in downtown Wilmington - easy to find, yet hidden away. Shops and dining in easy walking distance. Nice firepit outside residence. Charlie was friendly and welcoming during check in. "
$215 nightly
The price is $236
Aug 10 - Aug 11
Total includes taxes and fees
The Wilmington Inn
The Inn at Ormsby Hill
Stately two-story house with a traditional entrance, surrounded by a well-maintained lawn and mature trees.

The Inn at Ormsby Hill

3.5 star property
9.8 out of 10, Exceptional, (131)
"beautiful grounds, plentiful outdoor seating, excellent breakfasts"
$201 nightly
The price is $222
Aug 11 - Aug 12
Total includes taxes and fees
The Inn at Ormsby Hill
The Ira Allen House
Welcome to The Ira Allen House, where guests can enjoy a cozy porch with a warm and inviting atmosphere.

The Ira Allen House

3.5 star property
10.0 out of 10, Exceptional, (195)
"Nice quiet bed and breakfast. Great personal touch and break cooked to order. There for kyaking the Battenkill River right across the street. Would go bak soon if availability is offered."
$174 nightly
The price is $190
Aug 12 - Aug 13
Total includes taxes and fees
The Ira Allen House
Hill Farm Inn
Stunning two-story house with a charming front porch and central entrance, surrounded by a beautifully manicured lawn and lush greenery.

Hill Farm Inn

4.0 star property
9.6 out of 10, Exceptional, (168)
"Beautiful location, friendly staff, delicious breakfast and excellent accommodation."
$465 nightly
The price is $507
Aug 12 - Aug 13
Total includes taxes and fees
Hill Farm Inn
North Shire Lodge
Enjoy a peaceful view of the surrounding landscape from the comfort of this room, featuring a large bed and a convenient cabinet with a microwave.

North Shire Lodge

3.0 star property
9.4 out of 10, Exceptional, (152)
"Friendly, quiet, Excellent breakfast, clean, easy parking in front of your room."
$189 nightly
The price is $207
Aug 10 - Aug 11
Total includes taxes and fees
North Shire Lodge
The Four Chimneys Inn
Classic design bedroom with a large bed, armchairs, and a stylish table.

The Four Chimneys Inn

4.0 star property
9.4 out of 10, Exceptional, (277)
"Nice and cozy"
$247 nightly
The price is $270
Aug 10 - Aug 11
Total includes taxes and fees
The Four Chimneys Inn
Big Bears Lodge
Explore a unique rock formation amidst lush greenery and vibrant flowers.

Big Bears Lodge

3.0 star property
9.0 out of 10, Wonderful, (179)
"So close to Mount snow it’s a great place to stay "
$167 nightly
The price is $183
Aug 10 - Aug 11
Total includes taxes and fees
Big Bears Lodge
Arlington's West Mountain Inn
Cozy retreat with a four-poster bed, nightstand, and lamp, surrounded by framed pictures and a fireplace.

Arlington's West Mountain Inn

3.0 star property
8.4 out of 10, Very Good, (154)
"A most wonderful place to stay! Breakfasts and dinners are heavenly and the Inn is very friendly and welcoming."
Arlington's West Mountain Inn
Victorian mansions Coach Room with Breakfast
Enter a grand space with ornate wallpaper and a beautiful staircase.

Victorian mansions Coach Room with Breakfast

Victorian mansions Coach Room with Breakfast
Deerfield Valley Inn - Suite Room
Cozy living room with a fireplace, sofa, and armchair, perfect for relaxing after a day outdoors.

Deerfield Valley Inn - Suite Room

Deerfield Valley Inn - Suite Room
Deerfield Valley Inn - Deluxe Room with Fireplace Room 4
Classic bedroom with a large bed, bedside tables, and a ceiling fan.

Deerfield Valley Inn - Deluxe Room with Fireplace Room 4

Deerfield Valley Inn - Deluxe Room with Fireplace Room 4
Deerfield Valley Inn - Budget Club Room 3
Cozy bedroom with a sloped ceiling, featuring a central bed with a patterned bedspread and bedside table.

Deerfield Valley Inn - Budget Club Room 3

Deerfield Valley Inn - Budget Club Room 3
Deluxe Room with Fireplace Room 2
Relax in a warm and inviting space with a large bed, comfortable armchair, and cozy fireplace.

Deluxe Room with Fireplace Room 2

Deluxe Room with Fireplace Room 2
Deluxe Room with Fireplace Room 1
Enjoy a comfortable stay in this well-appointed space with a large bed, ceiling fan, and fireplace.

Deluxe Room with Fireplace Room 1

Deluxe Room with Fireplace Room 1
Victorian mansion's Jim-Dandy Suite
Classic four-poster bed and elegant furnishings create a serene retreat.

Victorian mansion's Jim-Dandy Suite

10.0 out of 10, Exceptional, (5)
"It was such a relief to enter a space that honors a time gone by. The attention to detail—perfect touches—from the sheets and pillows tot he fresh flowers at the breakfast table added to the hospitality and warmth we felt immediately walking into the inn. There is NOTHING like staying at a place where the owner is present and attending to guests//thank you, Jim for a lovely respite from the circus."
Victorian mansion's Jim-Dandy Suite
Deerfield Valley Inn - Deluxe Room with Fireplace Room 8
Classic bedroom with a large bed, nightstands, and a sofa, set against a dark floral wallpaper backdrop.

Deerfield Valley Inn - Deluxe Room with Fireplace Room 8

Deerfield Valley Inn - Deluxe Room with Fireplace Room 8
Deerfield Valley Inn - Standard Room 6
Cozy retreat with a neatly made bed, TV, and dresser.

Deerfield Valley Inn - Standard Room 6

Deerfield Valley Inn - Standard Room 6
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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Top Old Bennington Hotel Reviews

Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown

10/10 Excellent
"convenient to golf course and nice area to sit by the huge fire pit. "
Laura 2-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Williamstown

Frequently asked questions

What is the nightly rate for a B&B in Old Bennington?
Prices for B&Bs in Old Bennington often vary, but you can find a great deal from $123 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Old 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.
What is the difference between a Old Bennington B&B and a hotel?
Every Old 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 Old Bennington B&Bs.