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Compare 29 B&B in Whitingham with updated reviews, rates, and availability.

The Nutmeg
Exterior

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (351)
"Wonderful, thank you. "
The price is AED 551
AED 606 total
includes taxes & fees
1 Dec - 2 Dec
The Nutmeg
Deerfield Valley Inn
Front of property

Deerfield Valley Inn

3.0 star property
9.8 out of 10, Exceptional, (33)
"What a great place to stay! To spend a few nights away! From the hustle and bustle."
The price is AED 366
AED 503 total
includes taxes & fees
27 Nov - 28 Nov
Deerfield Valley Inn
The Trail in Adams - Berkshires’ Art Hotel
Terrace/patio

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (123)
"Stayed only one night Very cosy, quiet place "
The price is AED 592
AED 662 total
includes taxes & fees
1 Dec - 2 Dec
The Trail in Adams - Berkshires’ Art Hotel
Deerhill Inn
Exterior

Deerhill Inn

3.5 star property
9.6 out of 10, Exceptional, (211)
"The innkeepers were such nice, friendly, helpful people, going out of their way to see that we had a delicious breakfast before our early departure. We loved everything about this inn! "
The price is AED 716
AED 788 total
includes taxes & fees
27 Nov - 28 Nov
Deerhill Inn
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.6 out of 10, Exceptional, (283)
"Great New England hospitality!....delicious breakfast and comfortable bedding. The location was great - between the small town of Wilmington, Mt. Snow and Brattleboro. Victoria and Brian could not have been more accommodating and friendly! Would definitely stay again when in the area. "
The price is AED 515
AED 561 total
includes taxes & fees
2 Dec - 3 Dec
Colonel Williams Inn
Big Bears Lodge
Front of property

Big Bears Lodge

3.0 star property
8.8 out of 10, Excellent, (153)
"Very quaint place to stay; the owners are sweet and considerate! They make the place feel like a safe get-away to somewhere nostalgic. I will definitely be booking a stay here again! "
The price is AED 591
AED 650 total
includes taxes & fees
2 Dec - 3 Dec
Big Bears Lodge
The Wilmington Inn
Front of property

The Wilmington Inn

3.5 star property
10.0 out of 10, Exceptional, (165)
"Quaint site and property. Very helpful staff. We liked the game room and the breakfast. The room was small, but everything else made up for that fact. "
The price is AED 676
AED 766 total
includes taxes & fees
1 Dec - 2 Dec
The Wilmington Inn
Chesterfield Inn
Lobby

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 AED 1,106
AED 1,200 total
includes taxes & fees
27 Nov - 28 Nov
Chesterfield Inn
Four Columns Inn
Garden

Four Columns Inn

3.0 star property
8.6 out of 10, Excellent, (3)
"Friendliest Staff Ever!"
Four Columns Inn
The Four Chimneys Inn
Exterior

The Four Chimneys Inn

4.0 star property
9.4 out of 10, Exceptional, (272)
"What a charming B&B . So warming and inviting.Staff made you feel at home and were all so kind and friendly.Oh and the food was delicious,"
The price is AED 915
AED 997 total
includes taxes & fees
2 Dec - 3 Dec
The Four Chimneys Inn
Inn on Putney Road
Exterior

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (42)
"A lovely four day stay in Vermont. Inn was perfect, with gardens to enjoy and lots of lounges and nooks to spend time and read. We had a suite with a separate sitting room, which allowed us to have our daughter accompany us on a last minute visit. Paul and his staff are super accommodating and are genuinely friendly hosts. Paul also cooks all the breakfasts which are superb! Different breakfasts each day, beautifully presented and absolutely delicious!"
The price is AED 980
AED 1,078 total
includes taxes & fees
1 Dec - 2 Dec
Inn on Putney Road
The Engel House
Exterior

The Engel House

3.0 star property
9.2 out of 10, Wonderful, (11)
"The "
The price is AED 528
AED 575 total
includes taxes & fees
4 Dec - 5 Dec
The Engel House
The One Cat B&B
Property entrance

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 One Cat B&B
Harbour House Inn
Room

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Lovely space and welcoming host."
The price is AED 944
AED 998 total
includes taxes & fees
2 Dec - 3 Dec
Harbour House Inn
Brook Bound Inn - Main Lodge - King Bedroom - 2nd floor - Room 202
Miscellaneous

Brook Bound Inn - Main Lodge - King Bedroom - 2nd floor - Room 202

10.0 out of 10, Exceptional, (1)
"Amazing place to stay!!! Looking forward to next time. "
The price is AED 918
AED 1,183 total
includes taxes & fees
27 Nov - 28 Nov
Brook Bound Inn - Main Lodge - King Bedroom - 2nd floor - Room 202
The Brattleboro
Room

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
Exterior

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

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

Deerfield Valley Inn - Suite Room

Deerfield Valley Inn - Suite Room
Victorian mansion's Jim-Dandy Suite
Bedroom

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 - Deluxe Room with Fireplace Room 5
Room

Deerfield Valley Inn - Deluxe Room with Fireplace Room 5

Deerfield Valley Inn - Deluxe Room with Fireplace Room 5
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

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Room

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

10.0 out of 10, Exceptional, (39)
"We enjoyed our stay at the tiny home!"
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
The house was originally built in 1864 and completely updated in 2009

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

9.6 out of 10, Exceptional, (40)
"This property is stunning. It fit our group of 14 perfectly. There are so many unique details and beautiful furniture. The kitchen was well-stocked for pots/pans/utensils/cleaning supplies which I always appreciate - makes group meals so much easier to manage. Quiet area, would be great all year round depending on what activities you like. Hot tub was a major highlight!"
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
Welcome to our Whitingham Wonderland. Enjoy gas fireplace, smart tv, cozy throws

Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!

10.0 out of 10, Exceptional, (26)
"The house was perfect for a group of five of us. The kitchen and grill were great for our culinary needs. Thanks for letting us stay!"
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
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: The Nutmeg: 14 rooms. 5.7 mi (9.1 km) from the heart of Whitingham. Enjoy the free cooked breakfast and outdoor pool. Deerfield Valley Inn: 9 rooms. 10.5 mi (16.9 km) from the downtown core. Enjoy the unique décor and fireplace in the lobby. Big Bears Lodge: 24 rooms. Situated 11.7 mi (18.8 km) from the heart of Whitingham. Enjoy the free cooked breakfast and outdoor pool. The Trail in Adams - Berkshires’ Art Hotel: 9 rooms. 16.6 mi (26.7 km) from the heart of downtown. Enjoy the unique décor and arcade game room. 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.