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

The Nutmeg
TV
The Nutmeg
3.5 star property
9.4 out of 10, Exceptional, (319)
"Friendly staff and delicious breakfast"
The price is $150
$167 total
includes taxes & fees
Jun 20 - Jun 21
The Nutmeg
South Shire
Reception
South Shire
4.0 star property
9.4 out of 10, Exceptional, (58)
"Piano player was great"
The price is $190
$208 total
includes taxes & fees
Jul 11 - Jul 12
South Shire
Colonel Williams Inn
Front of property
Colonel Williams Inn
3.0 star property
9.6 out of 10, Exceptional, (268)
"We loved this off-the-beaten-path, classic bed & breakfast a few minutes from Brattleboro on the old stagecoach route. Our view over the pond was stunning, and the breakfast was fresh and ample. The room was quiet, and the bed was very comfortable. My only suggestion would be to bring a small travel light if you would like to read a book in bed, as our room had soft, mellow lighting. "
The price is $135
$148 total
includes taxes & fees
Jul 1 - Jul 2
Colonel Williams Inn
The Wilmington Inn
Porch
The Wilmington Inn
3.5 star property
10.0 out of 10, Exceptional, (143)
"I thoroughly recommend the Inn. Amongst what is available in the area it is well priced, the proprietors are friendly and very helpful and it is well situated. "
The price is $189
$214 total
includes taxes & fees
Jun 20 - Jun 21
The Wilmington 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, (105)
"nice comfortable and funky!"
The price is $219
$244 total
includes taxes & fees
Jun 20 - Jun 21
The Trail in Adams - Berkshires’ Art Hotel
The Four Chimneys Inn
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished
The Four Chimneys Inn
4.0 star property
9.4 out of 10, Exceptional, (257)
"We quite liked this hotel as it was charming and well thought out in many ways. We especially loved the dinner we had the first night. Our room had a fireplace and we loved that feature because it was a bit chillier than we expected. The only thing we would have wished for was a mini fridge in the room, but that’s not a huge deal breaker for us to return someday. It Is a nice walkable area and an easy to navigate town. Sadly, Bennington Pottery store isn’t open to the public anymore, but the...
The price is $269
$293 total
includes taxes & fees
Jul 2 - Jul 3
The Four Chimneys Inn
Deerfield Valley Inn
Exterior
Deerfield Valley Inn
3.0 star property
10.0 out of 10, Exceptional, (3)
"I had an absolutely wonderful stay at Dearfield Valley Inn in West Dover, VT. The charming ambiance, attentive staff, and cozy rooms made for a delightful experience. The inn's picturesque surroundings added to the overall charm, creating a perfect getaway. I highly recommend it for anyone seeking a peaceful and memorable stay in Vermont."
The price is $105
$135 total
includes taxes & fees
Jun 20 - Jun 21
Deerfield Valley Inn
The One Cat B&B
Exterior detail
The One Cat B&B
2.5 star property
9.6 out of 10, Exceptional, (70)
"Perfect location near downtown Brattleboro. Convenient, easy walk to shops, restaurants, museums. Pat and Conrad were warm, welcoming hosts. Conrad's homemade bread was delicious. I'm returning in October for his homemade English muffins and for some leaf peeping in the Green Mountains and the White Mountains just across the river. My room was very comfortable, with a comfy loveseat tucked under the corner windows for a perfect reading nook and what was probably the most comfortable bed I've...
The price is $200
$220 total
includes taxes & fees
Jun 23 - Jun 24
The One Cat B&B
Big Bears Lodge
Outdoor spa tub
Big Bears Lodge
3.0 star property
8.8 out of 10, Excellent, (150)
"Staff very accommodating! Loved the place."
The price is $161
$177 total
includes taxes & fees
Jun 20 - Jun 21
Big Bears Lodge
Inn on Putney Road
Exterior
Inn on Putney Road
4.0 star property
9.8 out of 10, Exceptional, (39)
"The Inn is charming and beautifully furnished. The gardens are beautiful. The innkeeper and staff were gracious and our room was decked out with complimentary Vermont treats. The breakfast was lavish - muffins, fruit, eggs, potatoes, sausage, freshly ground coffee and fresh-squeezed juice. We only did a quick overnight visit but next time it would be fun to stay longer to take advantage of the game room and the many books."
The price is $295
$324 total
includes taxes & fees
Jun 20 - Jun 21
Inn on Putney Road
Deerhill Inn
Exterior
Deerhill Inn
3.5 star property
9.6 out of 10, Exceptional, (200)
"I would 100% stay here again! Incredibly caring, attentive, friendly hosts! We stayed in the Orchid room and it was beautiful. Whether it was remembering a small detail of one guest such as lactose intolerance or recommendations of things to do in town, the owners were always willing to help in any way they can. "
The price is $175
$193 total
includes taxes & fees
Jun 20 - Jun 21
Deerhill 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 $301
$327 total
includes taxes & fees
Jun 23 - Jun 24
Chesterfield Inn
Four Columns Inn
Deluxe Room | Living area | TV
Four Columns Inn
3.0 star property
8.6 out of 10, Excellent, (3)
"Friendliest Staff Ever!"
Four Columns Inn
The Engel House
Exterior
The Engel House
3.0 star property
9.4 out of 10, Exceptional, (6)
"Last minute reservation for trip to see the eclipse. Very nice a"
The price is $132
$143 total
includes taxes & fees
Jul 17 - Jul 18
The Engel House
Harbour House Inn
Exterior
Harbour House Inn
3.5 star property
9.4 out of 10, Exceptional, (48)
"Decorations were beautiful, room and bed were so comfortable, hostess and food were wonderful. Brandi was thoughtful in every way possible. Can't go wrong choosing this place over a chain. Love it!"
The price is $247
$261 total
includes taxes & fees
Jun 20 - Jun 21
Harbour House Inn
Brook Bound Inn - Main Lodge - King Bedroom - 2nd floor - Room 202
Interior
Brook Bound Inn - Main Lodge - King Bedroom - 2nd floor - Room 202
The price is $250
$314 total
includes taxes & fees
Jun 20 - Jun 21
Brook Bound Inn - Main Lodge - King Bedroom - 2nd floor - Room 202
The Brattleboro
Serenity Suite | Premium bedding, free WiFi, bed sheets
The Brattleboro
3.0 star property
10.0 out of 10, Exceptional, (4)
"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
Private kitchen
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
Interior
Deerfield Valley Inn - Suite Room
The price is $500
$674 total
includes taxes & fees
Jun 20 - Jun 21
Deerfield Valley Inn - Suite Room
Victorian mansion's Jim-Dandy Suite
1 bedroom, desk, iron/ironing board, free WiFi
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
Don't see what you're looking for?
See all available properties in Whitingham
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.

Other property types in Whitingham

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Fridge, microwave, oven, stovetop
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
10.0 out of 10, Exceptional, (28)
"This is a great spot for a getaway! The space was spotless. There was a lot of privacy. The location was close to everything we needed. The space is cozy and super fun with the hot tub and fore pit! We we are able to enjoy the included breakfast, which was great before skiing!"
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
Property grounds
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
10.0 out of 10, Exceptional, (25)
"Great home, truly beautiful surroundings and easy drive to lots of stuff. We tackled Mass MoCA, kayaking in Brattleboro and mountain adventures at Bromley. Plus all the small towns and pit stops along the way. Very family friendly house with basement for older kids and well child-proofed for any youngsters."
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Terrace/patio
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
9.6 out of 10, Exceptional, (36)
"The house was perfect for our larger family event. The bedrooms were quiet and each one had their own bathroom. The owner was responsive to any needs. We had a wonderful event."
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
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.

Whitingham B&B information

Number of reviews
1,506
Accommodation
29 B&B
Lowest Price
$105
Highest Price
$500

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: South Shire: 9 rooms. 17 mi (27.4 km) from the heart of Whitingham.The Nutmeg: 14 rooms. 5.7 mi (9.1 km) from the downtown core. Enjoy the free cooked breakfast and outdoor pool. 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 Four Chimneys Inn: 11 rooms. 18 mi (29 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. Colonel Williams Inn: 9 rooms. Located 10.4 mi (16.8 km) from the core of Whitingham. Enjoy the local cuisine breakfast and library.
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, April, and November, 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. Mount Snow and Lake Raponda are also some sites to visit if you want 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.

Recent reviews of Whitingham hotels
Expedia verified reviews

Colonial Motel And Spa

Colonial Motel And Spa

5/5 Excellent
"This motel is fairly unique in that it has two indoor pools and a hot tub open to guests. We used the hot tub and it was nice. The rooms are a bit outdated but clean, and I liked that the continental breakfast included a waffle maker. We would stay here again. Not fancy but budget friendly."
A verified traveler stayed at Colonial Motel And Spa
Posted 3 days ago
Colonial Motel And Spa