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

Book Whitingham Bed & Breakfast

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Check prices for these dates

Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15

Our top choices for Whitingham bed & breakfast

Front of property

1. Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (359 reviews)
"A very historic and well maintained bed and breakfast. The owners are wonderful and the rooms were cozy. The hand made breakfast was a highlight"
United States
Robert
$158 nightly
The price is $173
Sep 22 - Sep 23
Total with taxes and fees
Colonel Williams Inn
Porch

2. The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (207 reviews)
"Wonderful property. Great locations. Breakfast was the best of any on our trip!"
United States
Jay
$226 nightly
The price is $248
Sep 20 - Sep 21
Total with taxes and fees
The Wilmington Inn
2 bedrooms, WiFi

3. 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
Sep 19 - Sep 20
Total with taxes and fees
Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm
Standard Double Room | WiFi (free)

4. Doveberry Inn

Doveberry Inn
2.0 star property
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Great location… very clean"
United States
Veronica
$163 nightly
The price is $179
Oct 19 - Oct 20
Total with taxes and fees
Doveberry Inn
Exterior

5. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (133 reviews)
"Good price, really quite, clean, person on site very friendly helpful with places we can go & things to do I recommend the place"
United States
Patrick
$129 nightly
The price is $142
Sep 28 - Sep 29
Total with taxes and fees
Deerfield Valley Inn
Outdoor wedding area

6. The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (442 reviews)
"Location and Friendly staff"
United States
David
$189 nightly
The price is $208
Oct 19 - Oct 20
Total with taxes and fees
The Nutmeg
Garden

7. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (216 reviews)
"Clean and convenient, would stay again. "
United States
Todd
$173 nightly
The price is $190
Sep 19 - Sep 20
Total with taxes and fees
Big Bears Lodge
1 bedroom, WiFi

8. Cozy Farmhouse Retreat - Ram Dass Room

Cozy Farmhouse Retreat - Ram Dass Room
Rowe
$110 nightly
The price is $111
Sep 19 - Sep 20
Total with taxes and fees
Cozy Farmhouse Retreat - Ram Dass Room
1 bedroom, WiFi

9. Cozy Retreat in historic Farmhouse - Tranquility Room

Cozy Retreat in historic Farmhouse - Tranquility Room
Rowe
$150 nightly
The price is $151
Sep 19 - Sep 20
Total with taxes and fees
Cozy Retreat in historic Farmhouse - Tranquility Room
Terrace/patio

10. 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, (156 reviews)
"Great central location for travelers there to see the sights."
United States
Jenna
$166 nightly
The price is $185
Sep 21 - Sep 22
Total with taxes and fees
The Trail in Adams - Berkshires’ Art Hotel
Land view from property

11. Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (54 reviews)
"Lovely grounds, great location, wonderful restaurant. Staff was very pleasant and helpful. Just booke another stay."
United States
Raymond
$136 nightly
The price is $148
Sep 20 - Sep 21
Total with taxes and fees
Four Columns Inn
Library

12. South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (134 reviews)
"Probably the best and most romantic place in Bennington"
United States
Jorge
$217 nightly
The price is $237
Sep 20 - Sep 21
Total with taxes and fees
South Shire
Outdoor dining

13. 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
$314 nightly
The price is $352
Sep 26 - Sep 27
Total with taxes and fees
Private bedroom in the Green River Bridge Inn. A full breakfast is included.
Property entrance

14. The One Cat B&B

The One Cat B&B
2.5 star property
Brattleboro
9.8 out of 10, Exceptional, (81 reviews)
"Breakfast was fantastic Did not need any shops Hosts were super friendly We enjoyed our short stay"
United States
marjie
$300 nightly
The price is $330
Sep 23 - Sep 24
Total with taxes and fees
The One Cat B&B
Exterior

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
$363 nightly
The price is $399
Sep 21 - Sep 22
Total with taxes and fees
Inn on Putney Road
Exterior

16. Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (56 reviews)
"Nice place for a weekend away."
United States
Gregory
$231 nightly
The price is $244
Sep 28 - Sep 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

Knotty Pine

Knotty Pine

10/10 Excellent
"Our check in person was pleasant and helpful. My favorite feature of the property was how clean the room was. We were able to park directly outside and find an easy take out meal at Fuji Fusion restaurant next door. If you are a dog owner, this is a very good option."
Rebecca Walton 1-night trip
Posted 8 hours ago
Knotty Pine

Find out more about Whitingham

Whitingham B&B information

Number of reviews
1,686
Accommodation
35 B&B
Lowest Price
$111
Highest Price
$399

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 $111 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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