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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

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

Ski Season! Play Area, Crib, 11 Acre Farmhouse
3 bedrooms, desk, iron/ironing board, travel crib

Ski Season! Play Area, Crib, 11 Acre Farmhouse

10.0 out of 10, Exceptional, (7)
"The nearly 200-year old Carley Farmhouse nestled amidst the Vermont hills is a real keeper! The natural beauty of the area is stunning, and nature lovers will appreciate the bird chatter, occasional monarch butterfly, starry skies, complete with fireflies in the yard! Gather chairs around the firepit in the yard at night and enjoy it all. Inside, there are several living areas including a small back sunporch that is a quiet retreat both during the day and at night. We didn't end up using the...
Ski Season! Play Area, Crib, 11 Acre Farmhouse
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

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

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

9.8 out of 10, Exceptional, (43)
"Did a ski weekend with a bunch of friends, the house was perfect, the character of the place and unique styling of each room was super fun, the hot tub was actually HOT, which was impressive for how cold it was outside. The house used to be an old bed and breakfast and it lends itself beautifully to being a VRBO for a large group. We had a wonderful time and would definitely come back and rent again! "
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.
Smart TV

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

9.4 out of 10, Exceptional, (6)
"Location is minutes away from town. Location was easy to find. House was very clean and had all that we needed. Perfect size for our group of 5 adults, each having our own bedroom. We found plenty to do in the area. Jane was very helpful giving us information of things to do, especially being a girl's weekend, she informed us of spas, shopping and great spots to see foliage, and nice restaurant nearby that had music. Would definitely stay here again."
Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
3 bedrooms, iron/ironing board, WiFi, bed sheets

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

10.0 out of 10, Exceptional, (2)
"as advertised."
The price is AED 1,348
AED 2,398 total
includes taxes & fees
30 Mar - 31 Mar
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
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

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. If your ideal vacation to Whitingham includes spending lots of time outside, Green Mountain National Forest is a good spot to enjoy the scenery.
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: Big Bears Lodge: 24 rooms. 11.7 mi (18.8 km) from the heart of Whitingham. Enjoy the free cooked breakfast and outdoor pool. The Nutmeg: 14 rooms. 5.7 mi (9.1 km) from the downtown core. Enjoy the free cooked breakfast and outdoor pool. Colonel Williams Inn: 9 rooms. Situated 10.4 mi (16.8 km) from the heart of Whitingham. Enjoy the local cuisine breakfast and library. Deerfield Valley Inn: 9 rooms. 10.5 mi (16.9 km) from the heart of downtown. Enjoy the unique décor and fireplace in the lobby. Deerhill Inn: 14 rooms. Located 10.5 mi (17 km) from the core of Whitingham. Enjoy the free full breakfast and designer toiletries.
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.