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Check prices for these dates

Compare 36 B&B in Whitingham with updated reviews, rates, and availability.

Big Bears Lodge

3.0 star property
9.0 out of 10, Wonderful, (179)
"It was very close to the ski resort. "
The price is SAR 625
SAR 688 total
includes taxes & fees
16 Mar - 17 Mar
Big Bears Lodge

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (301)
"We had a wonderful stay and highly recommend this beautiful, historic inn! The breakfast was amazing and owners are lovely hosts. Can’t wait to return! "
The price is SAR 508
SAR 554 total
includes taxes & fees
23 Mar - 24 Mar
Colonel Williams Inn

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (377)
"We had another wonderful stay at The Nutmeg. It’s very comvenient for Mount Snow skiing and close to some good bars and restaurants. It’s is also very welcoming, cozy and has excellent breakfast. We will be back! "
The price is SAR 512
SAR 563 total
includes taxes & fees
31 Mar - 1 Apr
The Nutmeg

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (128)
"The Trail in Adams offered me exactly what I needed: a quiet and convenient place prepare for a day in the woods the next day. Very convenient walking to nearby restaurants, right in the middle of Adams. There was a snowstorm that night, and the walks were shoveled several times that evening and the next morning. "
The price is SAR 652
SAR 728 total
includes taxes & fees
16 Mar - 17 Mar
The Trail in Adams - Berkshires’ Art Hotel

The Wilmington Inn

3.5 star property
10.0 out of 10, Exceptional, (174)
"We LOVED our stay at The Wilmington Inn and are looking forward to coming back for another visit. We stayed in the family suite and had plenty of room. The beds were very comfortable and loved the Vermont Country breakfast. Our hosts were wonderful!"
The price is SAR 645
SAR 731 total
includes taxes & fees
23 Mar - 24 Mar
The Wilmington Inn

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (48)
"Accommodating staff. Nice old Inn convenient to Mt. Snow and restaurants. Had a great stay. Would stay here again."
The price is SAR 690
SAR 862 total
includes taxes & fees
16 Mar - 17 Mar
Deerfield Valley Inn

Deerhill Inn

3.5 star property
9.6 out of 10, Exceptional, (214)
"Never disappoints!"
The price is SAR 769
SAR 846 total
includes taxes & fees
16 Mar - 17 Mar
Deerhill Inn

The Four Chimneys Inn

4.0 star property
9.4 out of 10, Exceptional, (274)
"Beautiful Inn with downtown not far away for shopping, antiques. Fabulous restaurant on the premises. GREAT coffee!"
The price is SAR 934
SAR 1,018 total
includes taxes & fees
16 Mar - 17 Mar
The Four Chimneys Inn

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (44)
"Great stop on our way out of N Vermont. Nice warm room on a cold night."
The price is SAR 880
SAR 968 total
includes taxes & fees
16 Mar - 17 Mar
Inn on Putney Road

The Engel House

3.0 star property
9.2 out of 10, Wonderful, (12)
"The perfect Vermont Bed and Breakfast. "
The price is SAR 630
SAR 686 total
includes taxes & fees
16 Mar - 17 Mar
The Engel House

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Lovely space and welcoming host."
The price is SAR 1,009
SAR 1,066 total
includes taxes & fees
24 Mar - 25 Mar
Harbour House Inn

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (101)
"Lots of things were lovely; fantastic room service food (unbelievably fresh and delicious, better than anywhere I’ve ever eaten in a hotel while traveling), beautiful serene natural setting, and wonderful design of the buildings plus COOKIES and tea in the afternoon. The service was also fantastic. The paint could use freshening and the bathroom grout needs redoing (or consider retiling). A piece of one window pane, a wood bit, fell off… so I stuck it back, obviously needs a proper repair. With...
The price is SAR 1,129
SAR 1,225 total
includes taxes & fees
13 Apr - 14 Apr
Chesterfield Inn

Four Columns Inn

3.0 star property
8.8 out of 10, Excellent, (3)
"Friendliest Staff Ever!"
Four Columns Inn

The One Cat B&B

2.5 star property
9.6 out of 10, Exceptional, (74)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
The price is SAR 844
SAR 928 total
includes taxes & fees
1 Apr - 2 Apr
The One Cat B&B

The Brattleboro

4.0 star property
10.0 out of 10, Exceptional, (5)
"Peaceful, comfortable, great views. We were made welcome and had wonderful beverage and snack options and the Breakfast were Superior. We will definitely return. "
The Brattleboro

Deerfield Valley Inn, 5min. to M.Snow Room Entire Inn

Deerfield Valley Inn, 5min. to M.Snow Room Entire Inn

Victorian mansions Coach Room with Breakfast

Victorian mansions Coach Room with Breakfast

Victorian mansion's Jim-Dandy Suite

10.0 out of 10, Exceptional, (5)
"It was such a relief to enter a space that honors a time gone by. The attention to detail—perfect touches—from the sheets and pillows tot he fresh flowers at the breakfast table added to the hospitality and warmth we felt immediately walking into the inn. There is NOTHING like staying at a place where the owner is present and attending to guests//thank you, Jim for a lovely respite from the circus."
Victorian mansion's Jim-Dandy Suite

Deerfield Valley Inn - Standard Room 6

Deerfield Valley Inn - Standard Room 6

Deerfield Valley Inn - Suite Room

Deerfield Valley Inn - Suite Room
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

9.8 out of 10, Exceptional, (42)
"Had a fantastic weekend with a group of 16! The teenagers claimed the upstairs, allowing the adults to relax in the main rooms and kitchen. The beds were cozy, and the bathrooms were spotless, which was a nice bonus since each family had their own. The kitchen is a bit small but has everything we needed. Enjoying the hot tub after a long day of skiing was the highlight! It was the perfect getaway for our group. Thank you Chris!"
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

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.

Seasons On Mount Snow - Ski-in/Ski-out

9.8 out of 10, Exceptional, (164)
"Wonderful host / fantastic location "
The price is SAR 844
SAR 1,068 total
includes taxes & fees
24 Mar - 25 Mar
Seasons On Mount Snow - Ski-in/Ski-out
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. Colonel Williams Inn: 9 rooms. 10.4 mi (16.8 km) from the downtown core. Enjoy the local cuisine breakfast and library. The Nutmeg: 14 rooms. Situated 5.7 mi (9.1 km) from the heart of Whitingham. Enjoy the free cooked breakfast and outdoor pool. Deerhill Inn: 14 rooms. 10.5 mi (17 km) from the heart of downtown. Enjoy the free full breakfast and designer toiletries. The Trail in Adams - Berkshires’ Art Hotel: 9 rooms. Located 16.6 mi (26.7 km) from the core of Whitingham. Enjoy the unique décor and arcade game room.
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.