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Check prices for these dates

Next weekend
24 Jan - 26 Jan
In two weeks
31 Jan - 2 Feb
In one month
14 Feb - 16 Feb
In two months
14 Mar - 16 Mar

Compare 28 B&B in Whitingham with updated reviews, rates, and availability.

Big Bears Lodge
Front of property

Big Bears Lodge

3.0 star property
8.8 out of 10, Excellent, (160)
"This place is nice! Cozy, clean accurate, yet quite , with a nice view and a hot tub outside was a nice bonus!"
The price is AED 612
AED 674 total
includes taxes & fees
20 Jan - 21 Jan
Big Bears Lodge
Deerfield Valley Inn
Front of property

Deerfield Valley Inn

3.0 star property
9.8 out of 10, Exceptional, (41)
"Really cute Inn! Well decorated snd clean. "
The price is AED 553
AED 710 total
includes taxes & fees
22 Jan - 23 Jan
Deerfield Valley Inn
The Wilmington Inn
Front of property

The Wilmington Inn

3.5 star property
10.0 out of 10, Exceptional, (168)
"Charlie was super helpful and friendly during the checkin process. The inn is very historic and charming, easy walking to town for shopping and dining, I'll definitely stay here again!"
The price is AED 732
AED 829 total
includes taxes & fees
11 Feb - 12 Feb
The Wilmington Inn
The Nutmeg
Exterior

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (362)
"This was our 2nd time staying at The Nutmeg, and we’ll be back. A beautiful gem in southern VT near Mt. Snow. A quiet oasis with outstanding breakfast, comfortable rooms, a delightful game room, and very welcoming owners and staff. "
The price is AED 562
AED 618 total
includes taxes & fees
21 Jan - 22 Jan
The Nutmeg
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.6 out of 10, Exceptional, (289)
"Ooh - this was a gem of a B and B! Comfy, quiet room, delicious breakfast and very kind, accommodating hosts - we hope to return soon! I was hoping to hear a ghost or two - no luck this time !"
The price is AED 498
AED 542 total
includes taxes & fees
19 Jan - 20 Jan
Colonel Williams Inn
Deerhill Inn
Exterior

Deerhill Inn

3.5 star property
9.6 out of 10, Exceptional, (212)
"This Inn was beyond our expectation. We went for a 1 night stay to go Ski to Mount Snow and this Inn was just 5 min ride to the mountain. The service was completely personalized and very attentive. Common areas and room very cozy, warm, clean and you felt like you are in a movie. Great scenic views and amazing breakfast. "
The price is AED 716
AED 788 total
includes taxes & fees
20 Jan - 21 Jan
Deerhill Inn
The Four Chimneys Inn
Exterior

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 AED 915
AED 997 total
includes taxes & fees
20 Jan - 21 Jan
The Four Chimneys Inn
Inn on Putney Road
Exterior

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (43)
"Great stop on our way out of N Vermont. Nice warm room on a cold night."
The price is AED 862
AED 948 total
includes taxes & fees
20 Jan - 21 Jan
Inn on Putney Road
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, (126)
"Best place I have been. Beautiful place. Excellent host. "
The price is AED 592
AED 662 total
includes taxes & fees
24 Jan - 25 Jan
The Trail in Adams - Berkshires’ Art Hotel
The Engel House
Exterior

The Engel House

3.0 star property
9.2 out of 10, Wonderful, (11)
"The "
The price is AED 435
AED 474 total
includes taxes & fees
30 Jan - 31 Jan
The Engel House
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 1,129
AED 1,225 total
includes taxes & fees
22 Jan - 23 Jan
Chesterfield Inn
Four Columns Inn
Garden

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
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 price is AED 735
AED 808 total
includes taxes & fees
21 Jan - 22 Jan
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 935
AED 988 total
includes taxes & fees
20 Jan - 21 Jan
Harbour House Inn
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
Victorian mansions Coach Room with Breakfast
Coach Bedroom

Victorian mansions Coach Room with Breakfast

Victorian mansions Coach Room with Breakfast
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, (41)
"My partner, my pet, and I spent Christmas week here and had a great time. The house is small but very cozy and well appointed and feels bigger than it is. The bed and couches are very comfortable, and the house gets plenty warm for cold winter weather. The location is a great starting point to explore Southern Vermont and Northern Massachusetts: whether you are skiing at Mount Snow, visiting Mass MOCA in North Adams, or getting dinner in Brattleboro or exploring any of the nearby villages,...
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

9.8 out of 10, Exceptional, (41)
"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, (28)
"The house was super cute and showed exactly as listed online. Besides food it had everything we needed. There were a couple issues that presented and the owner was quick to deal with and even gave a refund for inconvenience (ex. internet out due to a storm). The house was very comfortable and the kids all loved the downstairs gaming room. Would love to go back in the summer to explore the property more!"
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: 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. Deerfield Valley Inn: 9 rooms. Situated 10.5 mi (16.9 km) from the heart of Whitingham. Enjoy the unique décor and fireplace in the lobby. The Wilmington Inn: 10 rooms. 5.6 mi (9 km) from the heart of downtown. Enjoy the free full breakfast and designer toiletries. 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, 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.