Whitingham B&B: Find the Best Bed and Breakfast from CA $111

Q: 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. Enjoy the massage services and bar/lounge. Deerfield Valley Inn : 9 rooms. 10.5 mi (16.9 km) from the downtown core. Enjoy the unique décor and fireplace in the lobby. The Trail in Adams - Berkshires’ Art Hotel : 9 rooms. Situated 16.6 mi (26.7 km) from the heart of Whitingham. Enjoy the unique décor and patio area. Four Columns Inn : 15 rooms. 17.9 mi (28.8 km) from the heart of downtown. Enjoy the unique décor and onsite dining. Big Bears Lodge : 24 rooms. Located 11.7 mi (18.8 km) from the core of Whitingham. Enjoy the free cooked breakfast and outdoor pool.

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

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Our top choices for Whitingham bed & breakfast

A stone fire pit surrounded by a grassy area with a tree and outdoor seating.

1. The Nutmeg

Wilmington

David

CA $282 total

includes taxes & fees

Nov 2 - Nov 3

A large white building with a stone wall and a lawn covered in fallen leaves.

2. Colonel Williams Inn

Brattleboro

Amy

CA $227 total

includes taxes & fees

Nov 3 - Nov 4

A bedroom with a bed, dresser, TV, and a chair.

3. Doveberry Inn

West Dover

Veronica

CA $173 total

includes taxes & fees

Oct 25 - Oct 26

A stone fire pit surrounded by rocks, with a tree in the background and a building with a red roof to the left.

4. Deerfield Valley Inn

West Dover

Patrick

CA $111 total

includes taxes & fees

Nov 1 - Nov 2

A house with a chimney, surrounded by trees with autumn foliage.

5. UU Rowe Camp and Conference Center

Rowe

Stuart

CA $202 total

includes taxes & fees

Oct 24 - Oct 25

An outdoor deck with a wooden table and wicker chairs, surrounded by a wooden railing and string lights.

6. The Wilmington Inn

Wilmington

Jay

CA $401 total

includes taxes & fees

Nov 8 - Nov 9

A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.

7. Big Bears Lodge

West Dover

Alfred

CA $270 total

includes taxes & fees

Oct 28 - Oct 29

8. Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm

Rowe

Benjamin B.

CA $215 total

includes taxes & fees

Oct 15 - Oct 16

A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.

9. Four Columns Inn

Newfane

cindy

CA $150 total

includes taxes & fees

Nov 2 - Nov 3

10. Cozy Retreat in historic Farmhouse - Tranquility Room

Rowe

CA $215 total

includes taxes & fees

Oct 15 - Oct 16

11. Cozy Farmhouse Retreat - Ram Dass Room

Rowe

CA $158 total

includes taxes & fees

Oct 15 - Oct 16

A blue house with a porch, a sign reading "The One Cat", and a garden with various plants and flowers.

12. The One Cat B&B

Brattleboro

marjie

CA $399 total

includes taxes & fees

Oct 19 - Oct 20

A wooden cabin interior with a dining area featuring two white chairs, a table with a coffee pot and a cup, and a view into the kitchen through an open doorway.

13. The Trail in Adams - Berkshires’ Art Hotel

Adams

Susan

CA $276 total

includes taxes & fees

Nov 8 - Nov 9

A large, white, two-story house with a dark roof, surrounded by lush greenery and a gravel pathway.

14. Inn on Putney Road

Brattleboro

Karla

CA $417 total

includes taxes & fees

Nov 3 - Nov 4

A room with wooden paneling, a piano, a chair, and a door leading to another room.

15. South Shire

Bennington

Jorge

CA $322 total

includes taxes & fees

Nov 7 - Nov 8

A table with various food items and a bottle of wine, overlooking a lush garden.

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

Guilford

CA $502 total

includes taxes & fees

Oct 21 - Oct 22

A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.

17. The Four Chimneys Inn

Bennington

Robert

CA $367 total

includes taxes & fees

Nov 1 - Nov 2

A large, two-story house with a snow-covered driveway and surrounding trees.

18. Chesterfield Inn

West Chesterfield

Wayne

CA $465 total

includes taxes & fees

Oct 18 - Oct 19

A large, two-story building with a symmetrical facade, multiple windows, and a central entrance with a covered porch.

19. Harbour House Inn

Cheshire

Gregory

CA $381 total

includes taxes & fees

Oct 22 - Oct 23

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Top Whitingham Hotel Reviews

Grand Summit Resort, A Vail Resorts Property

8/10 Good

"The accommodations were very good but was disappointed that they made us pay $20 to park for the day we were leaving because we asked to stay in the lobby for an extra hour until we could pick up our grandson up at a neighboring ski camp. Especially since the parking lot was not full & we were there for four nights."

The White House Inn

8/10 Good

"It was a beautiful property with friendly staff. The room was very pretty but the mattress was very soft and the pillows were tiny. We loved the fireplace as well but when you lay down you can't see the fire and it was uncomfortable to sit at the end of the bed. A cozy area should be in front of the fire place. However I would still stay there again."

Beautiful Modern A-Frame in Southern Vermont is The Place To BE!

10/10 Excellent

"This was our second stay at The Place to Be. We returned because of the beauty of the location and surrounding area and because we had such a positive experience last year. The standard has upheld by the host. The house is clean and has everything one would need! The host is communicative and accommodating. There wasn't a litany of cleaning requirements or unreasonable requests of guests. There weren't tacky signs posted throughout the home. Just concise information, a home stocked for an enjoyable stay and peace. Highly recommend! (Just not the holiday weekend in October, because we call dibs!)"

Find out more about Whitingham

Whitingham B&B information

Number of reviews	2,130
Accommodation	36 B&B
Lowest Price	CA $111
Highest Price	CA $502

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. Enjoy the massage services and bar/lounge. Deerfield Valley Inn: 9 rooms. 10.5 mi (16.9 km) from the downtown core. Enjoy the unique décor and fireplace in the lobby. The Trail in Adams - Berkshires' Art Hotel: 9 rooms. Situated 16.6 mi (26.7 km) from the heart of Whitingham. Enjoy the unique décor and patio area. Four Columns Inn: 15 rooms. 17.9 mi (28.8 km) from the heart of downtown. Enjoy the unique décor and onsite dining. Big Bears Lodge: 24 rooms. Located 11.7 mi (18.8 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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Check prices for these dates

Our top choices for Whitingham bed & breakfast

1. The Nutmeg

2. Colonel Williams Inn

3. Doveberry Inn

4. Deerfield Valley Inn

5. UU Rowe Camp and Conference Center

6. The Wilmington Inn

7. Big Bears Lodge

8. Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm

9. Four Columns Inn

10. Cozy Retreat in historic Farmhouse - Tranquility Room

11. Cozy Farmhouse Retreat - Ram Dass Room

12. The One Cat B&B

13. The Trail in Adams - Berkshires’ Art Hotel

14. Inn on Putney Road

15. South Shire

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

17. The Four Chimneys Inn

18. Chesterfield Inn

19. Harbour House Inn

Top Whitingham Hotel Reviews

Grand Summit Resort, A Vail Resorts Property

The Williams Inn

Latchis Hotel

The White House Inn

Hotel Vervana, Trademark Collection by Wyndham

Hampton Inn Brattleboro

Beautiful Modern A-Frame in Southern Vermont is The Place To BE!

Hideaway Inn Mt. Snow

Hampton Inn & Suites Greenfield

Find out more about Whitingham

Whitingham B&B information

Frequently asked questions

Explore a world of travel with Expedia

Find a Bed and Breakfast in Whitingham from CA $111

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Whitingham bed & breakfast

1. The Nutmeg

2. Colonel Williams Inn

3. Doveberry Inn

4. Deerfield Valley Inn

5. UU Rowe Camp and Conference Center

6. The Wilmington Inn

7. Big Bears Lodge

8. Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm

9. Four Columns Inn

10. Cozy Retreat in historic Farmhouse - Tranquility Room

11. Cozy Farmhouse Retreat - Ram Dass Room

12. The One Cat B&B

13. The Trail in Adams - Berkshires’ Art Hotel

14. Inn on Putney Road

15. South Shire

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

17. The Four Chimneys Inn

18. Chesterfield Inn

19. Harbour House Inn

Top Whitingham Hotel Reviews

Grand Summit Resort, A Vail Resorts Property

Find out more about Whitingham

Whitingham B&B information

Frequently asked questions

Explore a world of travel with Expedia