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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

B&B in Whitingham

Exterior
Deerfield Valley Inn

Deerfield Valley Inn

3.0 star property
West Dover
9.6 out of 10, Exceptional, (86)
"We had a lovely time staying here. "
United States
Jeff
The price is SAR 541
SAR 698 total
includes taxes & fees
9 Dec - 10 Dec
Deerfield Valley Inn
Front of property
Colonel Williams Inn

Colonel Williams Inn

3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (340)
"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
United States
scott
The price is SAR 544
SAR 598 total
includes taxes & fees
2 Dec - 3 Dec
Colonel Williams Inn
Garden
Four Columns Inn

Four Columns Inn

4.0 star property
Newfane
9.8 out of 10, Exceptional, (13)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
Four Columns Inn
Front of property
UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center

2.0 star property
Rowe
The price is SAR 559
SAR 591 total
includes taxes & fees
2 Dec - 3 Dec
UU Rowe Camp and Conference Center
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, (142)
"Staff was great, very clean, Breakfast was terrific"
United States
michael
The price is SAR 652
SAR 728 total
includes taxes & fees
2 Dec - 3 Dec
The Trail in Adams - Berkshires’ Art Hotel
TV
The Nutmeg

The Nutmeg

3.5 star property
Wilmington
9.4 out of 10, Exceptional, (414)
"This was a beautiful quaint property with delightful and attentive staff. The French toast breakfast was amazing! "
United States
John
The price is SAR 621
SAR 683 total
includes taxes & fees
4 Dec - 5 Dec
The Nutmeg
Exterior
Inn on Putney Road

Inn on Putney Road

4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (56)
"wonderful atmosphere, great breakfast, friedly staff, great location"
United States
Kurt
The price is SAR 880
SAR 968 total
includes taxes & fees
1 Jan - 2 January 2026
Inn on Putney Road
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, (280)
"What an absolutely amazing stay!! Everything was perfect. Highly recommend having dinner onsite. "
United States
Jon
The Four Chimneys Inn
Porch
The Wilmington Inn

The Wilmington Inn

3.5 star property
Wilmington
10.0 out of 10, Exceptional, (194)
"Relaxing stay with great hiking nearby"
United States
Charlotte
The price is SAR 635
SAR 720 total
includes taxes & fees
3 Dec - 4 Dec
The Wilmington Inn
Exterior
Harbour House Inn

Harbour House Inn

3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
United States
Lorie
The price is SAR 896
SAR 947 total
includes taxes & fees
8 Dec - 9 Dec
Harbour House Inn
Exterior
The Engel House

The Engel House

3.0 star property
Jacksonville
9.2 out of 10, Wonderful, (17)
"A very quaint property. The room was comfortable and clean."
United States
Frank
The Engel House
Garden
Big Bears Lodge

Big Bears Lodge

3.0 star property
West Dover
9.0 out of 10, Wonderful, (185)
"The owners were wonderful: kind, interesting to talk to, and very hospitable."
United States
Margaret
The price is SAR 626
SAR 688 total
includes taxes & fees
2 Dec - 3 Dec
Big Bears Lodge
Exterior
The One Cat B&B

The One Cat B&B

2.5 star property
Brattleboro
9.6 out of 10, Exceptional, (78)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
United States
Cara
The price is SAR 938
SAR 1,032 total
includes taxes & fees
4 Dec - 5 Dec
The One Cat B&B
Lobby
Chesterfield Inn

Chesterfield Inn

4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104)
"Great stay"
United States
Wayne
The price is SAR 1,130
SAR 1,226 total
includes taxes & fees
3 Dec - 4 Dec
Chesterfield Inn
Exterior
Deerhill Inn

Deerhill Inn

3.5 star property
West Dover
9.6 out of 10, Exceptional, (224)
"Our hosts Arianne and Scott were very welcoming! The room was very comfortable and the breakfast and our server Cindy were amazing! Definitely recommend Deerhill Inn! "
United States
David
The price is SAR 746
SAR 821 total
includes taxes & fees
21 Dec - 22 Dec
Deerhill Inn
Outdoor dining
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
The price is SAR 1,032
SAR 1,324 total
includes taxes & fees
8 Dec - 9 Dec
Private bedroom in the Green River Bridge Inn. A full breakfast is included.
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 Covered Bridge Inn

The Covered Bridge Inn

10/10 Excellent
"Room very nice, comfortable clean "
Harlan 1-night trip
Posted 2 days ago
The Covered Bridge Inn

Frequently asked questions

Searching for B&Bs in Whitingham?
If you're looking for something a little different than your standard hotel experience, a stay at a bed and breakfast could be the perfect alternative for your trip. When you want to explore some attractions in town, Harriman Reservoir and Deerfield River are worth a stop.
Why would you choose B&Bs instead of traditional hotels?
With attentive service, opportunities to interact with the owner, and of course a full breakfast to start the day, B&Bs all have a unique setting.
What are the best B&Bs in Whitingham?
Below are some B&Bs in the area: Deerfield Valley Inn: 9 rooms. 10.5 mi (16.9 km) from the heart of Whitingham. Enjoy the unique décor and fireplace in the lobby. Four Columns Inn: 15 rooms. 17.9 mi (28.8 km) from the downtown core. Enjoy the unique décor and coffee shop. The Trail in Adams - Berkshires' Art Hotel: 9 rooms. Situated 16.6 mi (26.7 km) from the heart of Whitingham. Enjoy the unique décor and arcade game room. Big Bears Lodge: 24 rooms. 11.7 mi (18.8 km) from the heart of downtown. Enjoy the free cooked breakfast and outdoor pool. The Nutmeg: 14 rooms. Located 5.7 mi (9.1 km) from the core of Whitingham. Enjoy the free cooked breakfast and outdoor pool.
When should I stay at a B&B in Whitingham?
When you're dreaming of a getaway to Whitingham, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Whitingham are January, March, November, and February, with each month seeing an average of 9 inches 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 might check out 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 heart of the city. If you'd like to explore around the area, you may want to rent a car for your trip.