A rural landscape with rolling hills, a winding road, and autumn-colored trees.

Find a Bed and Breakfast in Whitingham from CA $172

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Check prices for these dates

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

Our top choices for Whitingham bed & breakfast

Outdoor wedding area

1. The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (440 reviews)
"Location and Friendly staff"
United States
David
The price is CA $249
CA $274 total
includes taxes & fees
Aug 30 - Aug 31
The Nutmeg
Front of property

2. Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (358 reviews)
"A very historic and well maintained bed and breakfast. The owners are wonderful and the rooms were cozy. The hand made breakfast was a highlight"
United States
Robert
The price is CA $212
CA $233 total
includes taxes & fees
Aug 31 - Sep 1
Colonel Williams Inn
Porch

3. The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (206 reviews)
"Staff was wonderful, breakfast great and room was clean"
United States
Mary Beth
The price is CA $345
CA $391 total
includes taxes & fees
Aug 29 - Aug 30
The Wilmington Inn
Standard Double Room

4. Doveberry Inn

Doveberry Inn
2.0 star property
West Dover
The price is CA $202
CA $222 total
includes taxes & fees
Sep 2 - Sep 3
Doveberry Inn
Exterior

5. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (132 reviews)
"Good price, really quite, clean, person on site very friendly helpful with places we can go & things to do I recommend the place"
United States
Patrick
The price is CA $122
CA $172 total
includes taxes & fees
Sep 20 - Sep 21
Deerfield Valley Inn
Garden

6. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (216 reviews)
"Clean and convenient, would stay again. "
United States
Todd
The price is CA $239
CA $263 total
includes taxes & fees
Aug 29 - Aug 30
Big Bears Lodge
Land view from property

7. Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (53 reviews)
"Can’t go wrong with this place."
United States
John
The price is CA $197
CA $215 total
includes taxes & fees
Aug 31 - Sep 1
Four Columns Inn
Library

8. South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (131 reviews)
"Super charming Victorian home. Perfect spot to disconnect and enjoy a restful stay"
United States
Maria Belinda
The price is CA $291
CA $332 total
includes taxes & fees
Aug 31 - Sep 1
South Shire
Terrace/patio

9. The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.0 out of 10, Wonderful, (154 reviews)
"Great central location for travelers there to see the sights."
United States
Jenna
The price is CA $274
CA $306 total
includes taxes & fees
Aug 31 - Sep 1
The Trail in Adams - Berkshires’ Art Hotel
Front of property

10. The One Cat B&B

The One Cat B&B
2.5 star property
Brattleboro
9.8 out of 10, Exceptional, (81 reviews)
"Breakfast was fantastic Did not need any shops Hosts were super friendly We enjoyed our short stay"
United States
marjie
The price is CA $346
CA $381 total
includes taxes & fees
Aug 30 - Aug 31
The One Cat B&B
Outdoor dining

11. Private bedroom in the Green River Bridge Inn. A full breakfast is included.

Private bedroom in the Green River Bridge Inn. A full breakfast is included.
Guilford
The price is CA $381
CA $486 total
includes taxes & fees
Sep 4 - Sep 5
Private bedroom in the Green River Bridge Inn. A full breakfast is included.
Exterior

12. Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (56 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is CA $316
CA $334 total
includes taxes & fees
Sep 3 - Sep 4
Harbour House Inn
Exterior

13. Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (60 reviews)
"Helpful staff, wonderful breakfast and homey ambiance."
United States
Karla
The price is CA $368
CA $405 total
includes taxes & fees
Sep 3 - Sep 4
Inn on Putney Road
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10

14. The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (290 reviews)
"Peaceful and whimsical stay in a historic inn. The breakfast was delicious (served with the best local maple syrup) and location was a 5 minute drive to the downtown area."
United States
Jeane
The price is CA $393
CA $429 total
includes taxes & fees
Aug 31 - Sep 1
The Four Chimneys Inn
Front of property - evening/night

15. Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (106 reviews)
"Great stay"
United States
Wayne
The price is CA $592
CA $642 total
includes taxes & fees
Sep 1 - Sep 2
Chesterfield Inn
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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Top Whitingham Hotel Reviews

Willows Motel Williamstown

Willows Motel Williamstown

10/10 Excellent
"Good stay, helpful staff, and most different types of fruit I've seen available for breakfast. Definitely would recommend."
Shawn 1-night trip
Posted 15 hours ago
Willows Motel Williamstown

Find out more about Whitingham

Whitingham B&B information

Number of reviews
1,843
Accommodation
36 B&B
Lowest Price
CA $172
Highest Price
CA $642

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: Four Columns Inn: 15 rooms. 17.9 mi (28.8 km) from the heart of Whitingham. Enjoy the unique décor and onsite dining. The Trail in Adams - Berkshires' Art Hotel: 9 rooms. 16.6 mi (26.7 km) from the downtown core. Enjoy the unique décor and patio area. South Shire: 9 rooms. Situated 17 mi (27.4 km) from the heart of Whitingham. Enjoy the massage services and bar/lounge. 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. The Nutmeg: 14 rooms. Located 5.7 mi (9.1 km) from the core of Whitingham. Enjoy the free cooked breakfast and outdoor pool.
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.

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