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

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Check prices for these dates

Next weekend
24 Jul - 26 Jul
In two weeks
31 Jul - 2 Aug
In one month
14 Aug - 16 Aug
In two months
11 Sep - 13 Sep

Our top choices for Whitingham bed & breakfast

Front of property

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (357 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
The price is 4.137.368 ₫
4.551.104 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Colonel Williams Inn
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (46 reviews)
"The hot tub was so amazing"
United States
Mark
The price is 5.792.314 ₫
6.313.622 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Four Columns Inn
Exterior

Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (58 reviews)
"Fabulous home, breakfast, staff, and location. Excellent value! Will definitely be back!"
United States
Mary
The price is 7.742.525 ₫
8.516.935 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Inn on Putney Road
Library

South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (127 reviews)
"Staff was great."
United States
Jan
The price is 5.043.010 ₫
5.783.213 ₫ total
includes taxes & fees
15 Jul - 16 Jul
South Shire
Front of property – evening/night

Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (106 reviews)
The price is 7.910.647 ₫
8.583.133 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Chesterfield Inn
Outdoor wedding area

The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (435 reviews)
"Lovely B&B, and the staff were fantastic. Breakfast was delicious each morning. Common areas were charming."
United States
Melinda
The price is 4.964.841 ₫
5.461.325 ₫ total
includes taxes & fees
14 Jul - 15 Jul
The Nutmeg
Garden

Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (214 reviews)
"Place is great and location as well, 5 minutes from Mount Snow."
United States
Matheus
The price is 4.531.403 ₫
4.984.806 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Big Bears Lodge
Terrace/patio

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, (151 reviews)
"Incredible staff, free parking and cute rooms!"
Canada
Priscilla
The price is 5.516.490 ₫
6.161.919 ₫ total
includes taxes & fees
14 Jul - 15 Jul
The Trail in Adams - Berkshires’ Art Hotel
Porch

The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (205 reviews)
"Staff was wonderful, breakfast great and room was clean"
United States
Mary Beth
The price is 6.540.981 ₫
7.410.931 ₫ total
includes taxes & fees
14 Jul - 15 Jul
The Wilmington Inn
Exterior

Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (125 reviews)
"Very friendly and courteous owner, great location 5 mins away from Mount Snow."
United States
Brandon
The price is 2.518.356 ₫
3.492.589 ₫ total
includes taxes & fees
20 Jul - 21 Jul
Deerfield Valley Inn
Front of property

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
The price is 6.567.250 ₫
7.223.974 ₫ total
includes taxes & fees
15 Jul - 16 Jul
The One Cat B&B
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (289 reviews)
"Peaceful and whimsical stay in a historic inn. The breakfast was delicious (served with the best local maple syrup) and location was a 5 minute drive to the downtown area."
United States
Jeane
The price is 6.713.043 ₫
7.317.217 ₫ total
includes taxes & fees
26 Jul - 27 Jul
The Four Chimneys Inn
Exterior

Deerhill Inn

Deerhill Inn
3.5 star property
West Dover
9.6 out of 10, Exceptional, (228 reviews)
"Amazing staff and place to stay. Wish it was for more than one night! "
United States
Gregory
The price is 5.647.835 ₫
6.212.618 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Deerhill Inn
Exterior

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (55 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is 6.664.445 ₫
7.044.318 ₫ total
includes taxes & fees
14 Jul - 15 Jul
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

Windmill Motel Restaurant

Windmill Motel Restaurant

8/10 Good
"Overall it was great. The room appeared very clean & since the place was recently renovated everything was new. They added some sweet touches and it was very quiet other than the a/c; that thing ran very loudly. We will certainly stay again; you can’t beat the price for what you get."
Dorothy 2-night trip
Posted less than an hour ago
Windmill Motel Restaurant

Find out more about Whitingham

Whitingham B&B information

Number of reviews
2,477
Accommodation
16 B&B
Lowest Price
3.492.589 ₫
Highest Price
8.583.133 ₫

Frequently asked questions

Searching for B&Bs in Whitingham?
If you're interested in something a little quirkier than your standard hotel, a stay at a bed and breakfast could be a great option for your getaway. When you want to explore some attractions in town, Harriman Reservoir and Deerfield River are worth a stop.
Why consider a B&B over a traditional hotel room?
With attentive service, opportunities to mingle with other guests and delectable breakfasts, B&Bs all have a one-of-a-kind setting.
What's the best time of year to book my B&B in Whitingham?
When you're dreaming of a trip to Whitingham, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Whitingham are January, March, November and February, with each month seeing an average of 23 cm of snowfall.
What is there to do in Whitingham?
Spend some time exploring Harriman Reservoir and Deerfield River if you're hoping to see some of the area's natural features. You could visit Green Mountain National Forest if you have time to see more of the area.
How can I get to and around Whitingham?
Mapping out your trip in and around Whitingham is easy with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 32.6 mi (52.4 km) away from the city centre. If you'd like to venture out around the area, you may want to rent a car for your trip.

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