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Compare 33 B&B in Whitingham with updated reviews, rates, and availability.

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 "
Big Bears Lodge

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (383)
"cute VT bed and breakfast w a delicious breakfast and excellent staff"
The Nutmeg

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (303)
"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."
Colonel Williams Inn

Deerfield Valley Inn

3.0 star property
9.4 out of 10, Exceptional, (50)
"Nice quiet bed and breakfast. Staff was great. Walking distance to three restaurants. "
Deerfield Valley Inn

Deerhill Inn

3.5 star property
9.6 out of 10, Exceptional, (219)
"Amazing property! Absolutely will return again"
Deerhill Inn

The Wilmington Inn

3.5 star property
10.0 out of 10, Exceptional, (174)
"Excellent hosts, wonderful breakfast, and very cozy. Highly recommend to anyone!"
The Wilmington Inn

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (128)
"Best place I have been. Beautiful place. Excellent host. "
The Trail in Adams - Berkshires’ Art Hotel

The Four Chimneys Inn

4.0 star property
9.4 out of 10, Exceptional, (275)
"Great stay!"
The Four Chimneys Inn

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (45)
"Excellent"
Inn on Putney Road

Four Columns Inn

3.0 star property
8.8 out of 10, Excellent, (3)
"Friendliest Staff Ever!"
Four Columns Inn

The Engel House

3.0 star property
9.2 out of 10, Wonderful, (12)
"The perfect Vermont Bed and Breakfast. "
The Engel House

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Nice place for a weekend away."
Harbour House Inn

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (101)
"Charming place with friendly staff and owners."
Chesterfield Inn

The One Cat B&B

2.5 star property
9.6 out of 10, Exceptional, (75)
"Such nice innkeepers! And a bespoke breakfast to boot. I hope I'm back in Brattleboro soon so I can spend another night at the One Cat B&B. Next time I hope to meet the cat."
The One Cat B&B

The Brattleboro

4.0 star property
10.0 out of 10, Exceptional, (5)
"Peaceful, comfortable, great views. We were made welcome and had wonderful beverage and snack options and the Breakfast were Superior. We will definitely return. "
The Brattleboro

UU Rowe Camp and Conference Center

2.0 star property
UU Rowe Camp and Conference Center

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 - Suite Room

Deerfield Valley Inn - Suite Room

Victorian mansions Coach Room with Breakfast

Victorian mansions Coach Room with Breakfast

Deerfield Valley Inn, 5min. to M.Snow Room Entire Inn

Deerfield Valley Inn, 5min. to M.Snow Room Entire 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.
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Other property types in Whitingham

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

10.0 out of 10, Exceptional, (2)
"as advertised."
The price is $653
includes taxes & fees
$583 per night
May 5 - May 6
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

9.8 out of 10, Exceptional, (43)
"My friends and I book this mansion for our annual getaway and it has become so dear to us. "
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.

9.4 out of 10, Exceptional, (6)
"The house was clean, nicely decorated, comfortable and all the amenities we needed! "
Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.
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

What is the nightly rate for a Bed and Breakfast in Whitingham?
Prices for B&Bs in Whitingham often vary, but you can find a great deal from $121 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Whitingham 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.
When is the best time to book a Bed & Breakfast in Whitingham?
The best time to book a B&B in Whitingham is during the fall months, particularly from late September to early November. This season showcases the breathtaking foliage, as the surrounding mountains transform into a vibrant tapestry of reds, oranges, and yellows. It’s an ideal time for travelers who appreciate tranquil outdoor activities such as hiking and scenic drives, with the crisp, cool air enhancing the beauty of nature.

September typically boasts mild temperatures ranging from the low 40s to mid-60s Fahrenheit, making it comfortable for exploring local trails and enjoying the serene landscape. The peaceful atmosphere allows for a more intimate experience, whether you’re wandering through the quaint village or savoring the local cuisine at nearby eateries.

For those considering a budget-friendly option, early November offers a fantastic opportunity to experience the beauty of Whitingham while avoiding the crowds. Visitors can enjoy the last remnants of fall colors and indulge in cozy evenings by the fire at a charming B&B, all without the hustle and bustle of peak tourist season.
What is the difference between a Whitingham B&B and a hotel?
Every Whitingham 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 Whitingham B&Bs.