A rural landscape with rolling hills, a winding road, and autumn-colored trees.

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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Whitingham bed & breakfast

A bedroom with a bed, dresser, TV, and a chair.

1. Doveberry Inn

Doveberry Inn
3.0 star property
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Great location… very clean"
United States
Veronica
$111 nightly
The price is $122
Oct 26 - Oct 27
Total with taxes and fees
Doveberry Inn
A large white building with a stone wall and a lawn covered in fallen leaves.

2. Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (363 reviews)
"Beautiful grounds, nice walking trails, comfortable bed, excellent breakfast."
United States
Amy
$143 nightly
The price is $158
Oct 27 - Oct 28
Total with taxes and fees
Colonel Williams Inn
A glass table with a vase of white lilies, a glass dome containing cookies, and a blue chair in a room with white walls and a window.

3. The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (443 reviews)
"I was here for the weekend for my best friends wedding"
United States
Diana
$166 nightly
The price is $182
Nov 23 - Nov 24
Total with taxes and fees
The Nutmeg
A stone fire pit surrounded by rocks, with a tree in the background and a building with a red roof to the left.

4. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (138 reviews)
"A very quaint, cozy inn set in West Dover, Vermont. We had a small room but it was clean and comfortable. We didn't choose to order breakfast while we were there but it smelled wonderful! Oz, the host, was professional, pleasant, and helpful."
United States
Ted
$78 nightly
The price is $86
Nov 22 - Nov 23
Total with taxes and fees
Deerfield Valley Inn
An outdoor deck with a wooden table and wicker chairs, surrounded by a wooden railing and string lights.

5. The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (213 reviews)
"Wonderful property. Great locations. Breakfast was the best of any on our trip!"
United States
Jay
$236 nightly
The price is $259
Nov 8 - Nov 9
Total with taxes and fees
The Wilmington Inn
A house with a chimney, surrounded by trees with autumn foliage.

6. UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center
2.0 star property
Rowe
10.0 out of 10, Exceptional, (1 review)
"Yes"
United States
Stuart
$149 nightly
The price is $157
Oct 24 - Oct 25
Total with taxes and fees
UU Rowe Camp and Conference Center
Room

7. Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm

Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm
Rowe
10.0 out of 10, Exceptional, (2 reviews)
"The piano, large spaces, and fireplace were all much appreciated."
United States
Benjamin B.
$150 nightly
The price is $151
Oct 24 - Oct 25
Total with taxes and fees
Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm
A living room with a stone fireplace, a television, a brown sofa, and a wooden coffee table.

8. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (220 reviews)
"Welcoming host with great customer service"
United States
Alfred
$173 nightly
The price is $190
Oct 28 - Oct 29
Total with taxes and fees
Big Bears Lodge
Room

9. Cozy Retreat in historic Farmhouse - Tranquility Room

Cozy Retreat in historic Farmhouse - Tranquility Room
Rowe
$150 nightly
The price is $151
Oct 24 - Oct 25
Total with taxes and fees
Cozy Retreat in historic Farmhouse - Tranquility Room
Room

10. Cozy Farmhouse Retreat - Ram Dass Room

Cozy Farmhouse Retreat - Ram Dass Room
Rowe
$110 nightly
The price is $111
Oct 24 - Oct 25
Total with taxes and fees
Cozy Farmhouse Retreat - Ram Dass Room
A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.

11. Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (62 reviews)
"Lovely grounds, great location, wonderful restaurant. Staff was very pleasant and helpful. Just booke another stay."
United States
Raymond
$89 nightly
The price is $97
Nov 2 - Nov 3
Total with taxes and fees
Four Columns Inn
A wooden cabin interior with a dining area featuring two white chairs, a table with a coffee pot and a cup, and a view into the kitchen through an open doorway.

12. The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.0 out of 10, Wonderful, (157 reviews)
"Fun decor, friendly staff, great complimentary breakfast, directly on bike path."
United States
Susan
$144 nightly
The price is $161
Nov 2 - Nov 3
Total with taxes and fees
The Trail in Adams - Berkshires’ Art Hotel
A room with wooden paneling, a piano, a chair, and a door leading to another room.

13. South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (137 reviews)
"Lovely place. Great room. Nice breakfast. Convenient to nearby restaurants."
United States
Jeffrey
$195 nightly
The price is $213
Oct 29 - Oct 30
Total with taxes and fees
South Shire
A porch with a table set for two, a chair, and a potted plant.

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

Private bedroom in the Green River Bridge Inn. A full breakfast is included.
Guilford
$315 nightly
The price is $353
Oct 30 - Oct 31
Total with taxes and fees
Private bedroom in the Green River Bridge Inn. A full breakfast is included.
A large, white, two-story house with a dark roof, surrounded by lush greenery and a gravel pathway.

15. Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (61 reviews)
"Helpful staff, wonderful breakfast and homey ambiance."
United States
Karla
$267 nightly
The price is $294
Nov 1 - Nov 2
Total with taxes and fees
Inn on Putney Road
A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.

16. The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (291 reviews)
"We enjoyed our stay."
United States
Robert
$207 nightly
The price is $225
Nov 23 - Nov 24
Total with taxes and fees
The Four Chimneys Inn
A large, two-story house with a snow-covered driveway and surrounding trees.

17. Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (106 reviews)
"Great stay"
United States
Wayne
$301 nightly
The price is $327
Nov 4 - Nov 5
Total with taxes and fees
Chesterfield Inn
A large, two-story building with a symmetrical facade, multiple windows, and a central entrance with a covered porch.

18. Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.6 out of 10, Exceptional, (58 reviews)
"Nice place for a weekend away."
United States
Gregory
$254 nightly
The price is $268
Oct 28 - Oct 29
Total with taxes and fees
Harbour House 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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Top Whitingham Hotel Reviews

The Inn At Crumpin Fox

The Inn At Crumpin Fox

8/10 Good
"Easy check in and nice spot for traveling around the area."
Al 1-night trip
Posted 10 hours ago
The Inn At Crumpin Fox

Find out more about Whitingham

Whitingham B&B information

Number of reviews
1,780
Accommodation
36 B&B
Lowest Price
$86
Highest Price
$353

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 $86 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.

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