Hotels logo

Hotels in Whitingham

October 2026
1
November 2026

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Where to stay in Whitingham?

A wooden deck overlooking a river with rocks and dense greenery.
A spacious indoor area with wooden tables and chairs, some with laptops and papers, suggesting a co-working or meeting space.
A spacious interior with a large staircase, a central seating area, and exposed wooden beams.
A red building with a sign reading "Valley Craft Ales" and a covered outdoor area.

1. Valley Craft Ales

Valley Craft Ales
Wilmington
$98
$108 total
includes taxes & fees
Oct 27 - Oct 28
Valley Craft Ales
A spacious kitchen with large windows, a bar area, and a dining setup with chairs and tables.
A large, white colonial-style house with a porch, surrounded by lush greenery and trees.
A large, white, two-story house with a central balcony and a covered porch.
A spacious restaurant with high ceilings, patterned flooring, and multiple seating areas.

2. The White House Inn

The White House Inn
Wilmington
$156
$172 total
includes taxes & fees
Nov 1 - Nov 2
The White House Inn
A large white building with a stone wall and a lawn covered in fallen leaves.
A long banquet table set up in a rustic barn with string lights and paper lanterns.
A large white house with a dark roof, surrounded by snow-covered ground and trees.
A pathway leading to a gazebo in a park with a pond and trees.

3. Colonel Williams Inn

Colonel Williams Inn
Brattleboro
$158
$173 total
includes taxes & fees
Oct 6 - Oct 7
Colonel Williams Inn
A spacious lounge area with multiple seating options, including sofas and chairs, arranged around a central coffee table.
A long dining table with chairs, large windows, and hanging disco balls.
A cozy lounge area with a stone fireplace, comfortable seating, and a 'Hi' sign above.
A cozy living room with a stone fireplace, a wooden coffee table, and comfortable seating.

4. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
West Dover
$98
$107 total
includes taxes & fees
Oct 26 - Oct 27
Hideaway Inn Mt. Snow
A stone fire pit surrounded by a grassy area with a tree and outdoor seating.
A room with a blue sofa, a plant, a lamp, and framed artwork on the wall.
A person sitting by a fireplace with stockings hanging above.
A wooden table with a glass, a knife, a napkin, salt and pepper shakers, and a candle holder.

5. The Nutmeg

The Nutmeg
Wilmington
$210
$231 total
includes taxes & fees
Oct 25 - Oct 26
The Nutmeg
A bedroom with a bed, dresser, TV, and a chair.
A bedroom with a bed, a nightstand, a lamp, a window with curtains, and an air conditioning unit.
A two-story building with a blue exterior, a wooden front porch, and a sign indicating a vacancy.
A panoramic view of a lake surrounded by forested hills.

6. Doveberry Inn

Doveberry Inn
West Dover
$122
$134 total
includes taxes & fees
Oct 25 - Oct 26
Doveberry Inn
A cozy cabin-style restaurant with wooden walls, a plaid carpet, and a variety of dishes displayed on shelves.
An outdoor patio with green Adirondack chairs, a stone fire pit, and a large planter with flowers.
A large, two-story house with a well-maintained lawn and a stone pathway leading to the entrance.
A cozy living room with a fireplace, plaid furniture, and a television.

7. Kitzhof Inn

Kitzhof Inn
West Dover
$140
$154 total
includes taxes & fees
Oct 19 - Oct 20
Kitzhof Inn
A house with a chimney, surrounded by trees with autumn foliage.
A two-story house with a porch, wooden chairs, and a bench.
A two-story house with a porch and a staircase leading to the upper floor.
A bunk bed room with a desk and chair, wooden floors, and a window.

8. UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center
Rowe
$134
$142 total
includes taxes & fees
Oct 24 - Oct 25
UU Rowe Camp and Conference Center
A two-story house with a stone staircase leading to a wooden front door.
An outdoor patio area with wooden pergola, tables, and chairs.
A swimming pool with a gazebo, a covered patio, and a house with a porch.
A restaurant with multiple tables, chairs, a ceiling fan, and large windows.

9. The Inn At Quail Run

The Inn At Quail Run
Wilmington
$195
$215 total
includes taxes & fees
Nov 1 - Nov 2
The Inn At Quail Run
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.
A modern cafe with a wooden accent wall, a coffee machine, and black chairs.
A modern hotel building with the name "Hotel Downtown" on the facade.
A reception area with a large landscape painting, a dark reception desk, and a potted plant.

10. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
$119
$133 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Downstreet, an Ascend Collection Hotel
A fire pit with four Adirondack chairs arranged around it, overlooking a snowy landscape with distant mountains.
A sauna room with wooden walls, a bench, a heater, and a door leading to an outdoor area.
A hotel room with two beds, a desk, a chair, a lamp, and a view of the mountains.
A modern building with a flat roof and large windows, surrounded by a pond and trees with autumn foliage.

11. Blue Vista Motor Lodge

Blue Vista Motor Lodge
North Adams
$214
$226 total
includes taxes & fees
Oct 26 - Oct 27
Blue Vista Motor Lodge
A stone fire pit surrounded by rocks, with a tree in the background and a building with a red roof to the left.
A snow-covered landscape with a tree illuminated by string lights, a red building, and a street in the background.
A fireplace with a fire burning inside, a metal screen, and a handle on the right side.
A living room with a stone wall, a television, and a fireplace.

12. Deerfield Valley Inn

Deerfield Valley Inn
West Dover
$90
$126 total
includes taxes & fees
Nov 1 - Nov 2
Deerfield Valley Inn
A log cabin interior with a stone fireplace, wooden furniture, and large windows.
A modern kitchen with wooden accents, a large island, stainless steel appliances, and a view of the outdoors.
A spacious kitchen with wooden cabinets, granite countertops, and a built-in dishwasher.
A bedroom with a large bed, wooden headboard, two bedside tables with lamps, a window, and a door.

13. Brook Bound Inn

Brook Bound Inn
Wilmington
$196
$215 total
includes taxes & fees
Oct 13 - Oct 14
Brook Bound Inn
A modern hotel lobby with a wooden herringbone floor, a green wall with 'Chalet 289' signage, a bench with white cushions, and a reception desk with a trash bin and storage baskets.
A hotel room with a large bed, a bedside table with a lamp, a desk with a coffee maker, and a view of the outdoors.
A wooden deck with a bench and an umbrella, leading to a dark-colored building with a door and windows.
A modern kitchen with a built-in stove, a refrigerator, and a sink. There is a staircase leading to an upper level.

14. Chalet 239

Chalet 239
West Dover
$142
$156 total
includes taxes & fees
Nov 1 - Nov 2
Chalet 239
A modern living room with a fireplace, large windows, and a cozy seating area.
A large building with a symmetrical facade, a central entrance with a glass door, and two smaller structures on either side.
A modern living room with a large sofa, a coffee table, and a fireplace.
A modern hotel room with a large bed, a desk, and a chair. There is a window with curtains, a painting of mountains, and a TV on the wall.

15. Inn At Mount Snow

Inn At Mount Snow
West Dover
$167
$183 total
includes taxes & fees
Nov 1 - Nov 2
Inn At Mount Snow
An outdoor deck with a wooden table and wicker chairs, surrounded by a wooden railing and string lights.
A wooden sign with an arrow pointing to the right, labeled "CHICKENS".
A bar area with wooden stools, a bar counter, and a liquor cabinet.
A two-story house with a porch and a covered area, surrounded by trees and a driveway.

16. The Wilmington Inn

The Wilmington Inn
Wilmington
$269
$305 total
includes taxes & fees
Oct 4 - Oct 5
The Wilmington Inn
A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.
A spacious dining area with multiple wooden tables and chairs, large windows with curtains, and a wooden ceiling.
A house with a porch, a wooden staircase, and a welcome sign.
A hot tub with a wooden bench in front.

17. Big Bears Lodge

Big Bears Lodge
West Dover
$173
$190 total
includes taxes & fees
Oct 2 - Oct 3
Big Bears Lodge
A red building with a stone fire pit and outdoor seating.
A stone fireplace with a fire, flanked by two leather armchairs and a small table with a plate of food and wine glasses.
A pool area with a clear blue pool, surrounded by snow-covered ground and buildings with red and green facades.
A cozy lobby with a stone fireplace, leather sofas, and a staircase.

18. Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property
West Dover
$156
$186 total
includes taxes & fees
Nov 1 - Nov 2
Grand Summit Resort, A Vail Resorts Property
A two-story house with a porch, a balcony, and a chimney.
A traditional dining room with a wooden table, chairs, and a chandelier.
A bedroom with floral wallpaper, a bed, a dresser, a vanity, a chair, and a window with curtains.
A traditional living room with a green sofa, a yellow armchair, a wooden coffee table, and a patterned rug.

19. Blooming Inn

Blooming Inn
Shelburne Falls
$86
$145 total
includes taxes & fees
Oct 21 - Oct 22
Blooming Inn
A wooden cabin with a thatched roof, accessible via a wooden walkway with railings.
A wooden interior with a fireplace, a staircase, and a dining area.
A cozy room with a wooden wall, a red sofa, a small table with a bottle, a book, and a plant.
A wooden log cabin with a snow-covered entrance and a wooden fence in a snowy forest.

20. Vikings Villages Resort

Vikings Villages Resort
Guilford
$172
$201 total
includes taxes & fees
Oct 25 - Oct 26
Vikings Villages Resort
View all properties

Go beyond your typical stay in Whitingham

pet friendly image
Pet friendly
Pet friendly
Pool image
Pool
Pool
hot tub image
Hot tub
Hot tub
spa image
Spa
Spa
Apartment image
Apart­ment
Apart­ment
Family friendly image
Family friendly
Family friendly
Resort image
Resort
Resort
Cottage image
Cottage
Cottage

Learn more about Whitingham

Whitingham is well-known for its attractions such as Harriman Reservoir and Deerfield River.

See all hotels in Whitingham
A rural landscape with rolling hills, a winding road, and autumn-colored trees.

Check out reviews of Whitingham hotels guests love

A large white building with a stone wall and a lawn covered in fallen leaves.
A long banquet table set up in a rustic barn with string lights and paper lanterns.
A large white house with a dark roof, surrounded by snow-covered ground and trees.
A pathway leading to a gazebo in a park with a pond and trees.

Colonel Williams Inn

Colonel Williams Inn
Brattleboro

10/10 Exceptional

United States
Ann
Colonel Williams Inn
A spacious kitchen with large windows, a bar area, and a dining setup with chairs and tables.
A large, white colonial-style house with a porch, surrounded by lush greenery and trees.
A large, white, two-story house with a central balcony and a covered porch.
A spacious restaurant with high ceilings, patterned flooring, and multiple seating areas.

The White House Inn

The White House Inn
Wilmington

10/10 Exceptional

United States
Rya
The White House Inn
A wooden deck overlooking a river with rocks and dense greenery.
A spacious indoor area with wooden tables and chairs, some with laptops and papers, suggesting a co-working or meeting space.
A spacious interior with a large staircase, a central seating area, and exposed wooden beams.
A red building with a sign reading "Valley Craft Ales" and a covered outdoor area.

Valley Craft Ales

Valley Craft Ales
Wilmington

10/10 Exceptional

United States
Joseph
Valley Craft Ales
A stone fire pit surrounded by a grassy area with a tree and outdoor seating.
A room with a blue sofa, a plant, a lamp, and framed artwork on the wall.
A person sitting by a fireplace with stockings hanging above.
A wooden table with a glass, a knife, a napkin, salt and pepper shakers, and a candle holder.

The Nutmeg

The Nutmeg
Wilmington

10/10 Exceptional

United States
David
The Nutmeg
An outdoor deck with a wooden table and wicker chairs, surrounded by a wooden railing and string lights.
A wooden sign with an arrow pointing to the right, labeled "CHICKENS".
A bar area with wooden stools, a bar counter, and a liquor cabinet.
A two-story house with a porch and a covered area, surrounded by trees and a driveway.

The Wilmington Inn

The Wilmington Inn
Wilmington

10/10 Exceptional

United States
Sophia
The Wilmington Inn
A modern living room with a fireplace, large windows, and a cozy seating area.
A large building with a symmetrical facade, a central entrance with a glass door, and two smaller structures on either side.
A modern living room with a large sofa, a coffee table, and a fireplace.
A modern hotel room with a large bed, a desk, and a chair. There is a window with curtains, a painting of mountains, and a TV on the wall.

Inn At Mount Snow

Inn At Mount Snow
West Dover

10/10 Exceptional

United States
Lance
Inn At Mount Snow
A fire pit with four Adirondack chairs arranged around it, overlooking a snowy landscape with distant mountains.
A sauna room with wooden walls, a bench, a heater, and a door leading to an outdoor area.
A hotel room with two beds, a desk, a chair, a lamp, and a view of the mountains.
A modern building with a flat roof and large windows, surrounded by a pond and trees with autumn foliage.

Blue Vista Motor Lodge

Blue Vista Motor Lodge
North Adams

10/10 Exceptional

United States
Ashley
Blue Vista Motor Lodge
A wooden cabin with a thatched roof, accessible via a wooden walkway with railings.
A wooden interior with a fireplace, a staircase, and a dining area.
A cozy room with a wooden wall, a red sofa, a small table with a bottle, a book, and a plant.
A wooden log cabin with a snow-covered entrance and a wooden fence in a snowy forest.

Vikings Villages Resort

Vikings Villages Resort
Guilford

10/10 Exceptional

United States
Diego
Vikings Villages Resort
A cozy cabin-style restaurant with wooden walls, a plaid carpet, and a variety of dishes displayed on shelves.
An outdoor patio with green Adirondack chairs, a stone fire pit, and a large planter with flowers.
A large, two-story house with a well-maintained lawn and a stone pathway leading to the entrance.
A cozy living room with a fireplace, plaid furniture, and a television.

Kitzhof Inn

Kitzhof Inn
West Dover

10/10 Exceptional

United States
Anonymous traveler
Kitzhof Inn
A log cabin interior with a stone fireplace, wooden furniture, and large windows.
A modern kitchen with wooden accents, a large island, stainless steel appliances, and a view of the outdoors.
A spacious kitchen with wooden cabinets, granite countertops, and a built-in dishwasher.
A bedroom with a large bed, wooden headboard, two bedside tables with lamps, a window, and a door.

Brook Bound Inn

Brook Bound Inn
Wilmington

10/10 Exceptional

United States
Kathy
Brook Bound Inn
A modern hotel lobby with a wooden herringbone floor, a green wall with 'Chalet 289' signage, a bench with white cushions, and a reception desk with a trash bin and storage baskets.
A hotel room with a large bed, a bedside table with a lamp, a desk with a coffee maker, and a view of the outdoors.
A wooden deck with a bench and an umbrella, leading to a dark-colored building with a door and windows.
A modern kitchen with a built-in stove, a refrigerator, and a sink. There is a staircase leading to an upper level.

Chalet 239

Chalet 239
West Dover

10/10 Exceptional

United States
Teresa
Chalet 239
A two-story house with a stone staircase leading to a wooden front door.
An outdoor patio area with wooden pergola, tables, and chairs.
A swimming pool with a gazebo, a covered patio, and a house with a porch.
A restaurant with multiple tables, chairs, a ceiling fan, and large windows.

The Inn At Quail Run

The Inn At Quail Run
Wilmington

10/10 Exceptional

United States
Lydia
The Inn At Quail Run
A spacious lounge area with multiple seating options, including sofas and chairs, arranged around a central coffee table.
A long dining table with chairs, large windows, and hanging disco balls.
A cozy lounge area with a stone fireplace, comfortable seating, and a 'Hi' sign above.
A cozy living room with a stone fireplace, a wooden coffee table, and comfortable seating.

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
West Dover

10/10 Exceptional

United States
Czarian
Hideaway Inn Mt. Snow
A stone fire pit surrounded by rocks, with a tree in the background and a building with a red roof to the left.
A snow-covered landscape with a tree illuminated by string lights, a red building, and a street in the background.
A fireplace with a fire burning inside, a metal screen, and a handle on the right side.
A living room with a stone wall, a television, and a fireplace.

Deerfield Valley Inn

Deerfield Valley Inn
West Dover

10/10 Exceptional

United States
Sioux
Deerfield Valley Inn
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.
A modern cafe with a wooden accent wall, a coffee machine, and black chairs.
A modern hotel building with the name "Hotel Downtown" on the facade.
A reception area with a large landscape painting, a dark reception desk, and a potted plant.

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams

10/10 Exceptional

United States
Ann
Hotel Downstreet, an Ascend Collection Hotel
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.
A hallway with a collection of plates on the walls, leading to a staircase.
A cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.
Two people sitting by a campfire in a wooded area with benches and a clear view of the surrounding trees.

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
North Adams

10/10 Exceptional

United States
Stacey
The Porches Inn at Mass MoCA
A two-story house with a porch, a balcony, and a chimney.
A traditional dining room with a wooden table, chairs, and a chandelier.
A bedroom with floral wallpaper, a bed, a dresser, a vanity, a chair, and a window with curtains.
A traditional living room with a green sofa, a yellow armchair, a wooden coffee table, and a patterned rug.

Blooming Inn

Blooming Inn
Shelburne Falls

10/10 Exceptional

United States
Philip M
Blooming Inn
A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.
A spacious dining area with multiple wooden tables and chairs, large windows with curtains, and a wooden ceiling.
A house with a porch, a wooden staircase, and a welcome sign.
A hot tub with a wooden bench in front.

Big Bears Lodge

Big Bears Lodge
West Dover

10/10 Exceptional

United States
Todd
Big Bears Lodge
A spacious dining area with a high ceiling, stone walls, and a fireplace.
A white pergola with a stone pathway leading to a house.
A white building with a green roof and a stone wall in the foreground.
A round wooden table set outdoors with white chairs, two glasses of wine, and a potted plant.

The Hermitage Inn Vermont

The Hermitage Inn Vermont
West Dover

10/10 Exceptional

United States
Keely
The Hermitage Inn Vermont