𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Whitingham (2026)

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

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Cottage

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Our top choices for Whitingham hotels

A spacious kitchen with large windows, a bar area, and a dining setup with chairs and tables.

A large, white, two-story house with a central balcony and a covered porch.

A large, white colonial-style house with a porch, surrounded by lush greenery and trees.

A grand chandelier with multiple candle-like lights, a white balustrade, and an arched doorway in the background.

1. The White House Inn

Wilmington

Teresa

S$233

includes taxes & fees

1 Nov - 2 Nov

A wooden deck overlooking a river with rocks and dense greenery.

A red building with a sign reading "Valley Craft Ales" and a covered outdoor area.

A spacious interior with a large staircase, a central seating area, and exposed wooden beams.

A rustic interior with a long wooden table, a sofa, and a sign reading "VALLEY CRAFT ALES PRESENTS".

2. Valley Craft Ales

Wilmington

Bryan

S$127

includes taxes & fees

28 Oct - 29 Oct

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

A wooden table with a glass, a knife, a napkin, salt and pepper shakers, and a candle holder.

A snow-covered house with a red exterior, two lit lanterns, and a snow-covered entrance.

A person sitting by a fireplace with stockings hanging above.

3. The Nutmeg

Wilmington

Diana

S$253

includes taxes & fees

2 Nov - 3 Nov

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.

4. Colonel Williams Inn

Brattleboro

Amy

S$197

includes taxes & fees

28 Oct - 29 Oct

A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

A modern interior with a large window, a wooden table, and bar stools.

A reception area with a large landscape painting, a dark reception desk, and a potted plant.

A modern hotel building with the name "Hotel Downtown" on the facade.

5. Hotel Downstreet, an Ascend Collection Hotel

North Adams

mary ellen

S$170

includes taxes & fees

9 Nov - 10 Nov

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 cozy living room with a fireplace, wooden walls, a sofa, and a dining area.

6. The Wilmington Inn

Wilmington

Jay

S$332

includes taxes & fees

8 Nov - 9 Nov

A spacious lounge area with multiple seating options, including sofas and chairs, arranged around a central coffee table.

A swimming pool with a gazebo, outdoor seating, and a view of trees.

A cozy living room with a stone fireplace, a wooden coffee table, and comfortable seating.

A cozy lounge area with a stone fireplace, comfortable seating, and a 'Hi' sign above.

7. Hideaway Inn Mt. Snow

West Dover

Kailee

S$124

includes taxes & fees

26 Oct - 27 Oct

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

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.

A bunk bed with a blue patterned bedspread and a white pillow.

8. Doveberry Inn

West Dover

Veronica

S$169

includes taxes & fees

27 Oct - 28 Oct

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

A two-story house with a dark brown exterior, a dark blue front door, and a small porch area.

A living room with a stone wall, a television, and a fireplace.

A fireplace with a fire burning inside, a metal screen, and a handle on the right side.

9. Deerfield Valley Inn

West Dover

Ted

S$100

includes taxes & fees

4 Nov - 5 Nov

A fire pit with four Adirondack chairs arranged around it, overlooking a snowy landscape with distant mountains.

A large, single-story building with a red and white exterior, surrounded by green fields and a winding road.

A modern building with a flat roof and large windows, surrounded by a pond and trees with autumn foliage.

A sauna room with wooden walls, a bench, a heater, and a door leading to an outdoor area.

10. Blue Vista Motor Lodge

North Adams

William

S$224

includes taxes & fees

12 Nov - 13 Nov

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 sign for the Ritzhof Inn with a vacancy and welcome symbols, a deer sculpture, and a snow-covered roof.

11. Kitzhof Inn

West Dover

David

S$177

includes taxes & fees

21 Oct - 22 Oct

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.

An outdoor seating area with tables and chairs, a large umbrella, and string lights.

12. Inn At Mount Snow

West Dover

Kenneth

S$196

includes taxes & fees

1 Nov - 2 Nov

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

A kitchen with wooden shelves holding mugs and tea boxes, a coffee machine, and a toaster.

A bunk bed room with a desk and chair, wooden floors, and a window.

A two-story house with a porch, wooden chairs, and a bench.

13. UU Rowe Camp and Conference Center

Rowe

Stuart

S$181

includes taxes & fees

24 Oct - 25 Oct

A two-story house with a stone staircase leading to a wooden front door.

A wooden entrance with a red door, a welcome sign, a framed map, and a potted plant.

A restaurant with multiple tables, chairs, a ceiling fan, and large windows.

An outdoor patio area with wooden pergola, tables, and chairs.

14. The Inn At Quail Run

Wilmington

Chandra

S$274

includes taxes & fees

2 Nov - 3 Nov

A red building with a stone fire pit and outdoor seating.

A pool area with a clear blue pool, surrounded by snow-covered ground and buildings with red and green facades.

A row of red-roofed buildings with a central entrance and a grassy field in the foreground.

A cozy lobby with a stone fireplace, leather sofas, and a staircase.

15. Grand Summit Resort, A Vail Resorts Property

West Dover

Eben

S$239

includes taxes & fees

3 Nov - 4 Nov

A two-story house with a porch, a balcony, and a chimney.

A bedroom with floral wallpaper, a bed, a dresser, a vanity, a chair, and a window with curtains.

A dining room with a wooden table, chairs, a chandelier, and a fireplace.

A traditional living room with a green sofa, a yellow armchair, a wooden coffee table, and a patterned rug.

16. Blooming Inn

Shelburne Falls

Robert

S$164

includes taxes & fees

21 Oct - 22 Oct

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.

A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."

17. The Porches Inn at Mass MoCA

North Adams

Ram

S$227

includes taxes & fees

1 Nov - 2 Nov

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 wooden deck with a bench and an umbrella, leading to a dark-colored building with a door and windows.

A modern living room with a dining area, a fireplace, and a television mounted on the wall.

A modern kitchen with a built-in stove, a refrigerator, and a sink. There is a staircase leading to an upper level.

18. Chalet 239

West Dover

Ruth

S$216

includes taxes & fees

2 Nov - 3 Nov

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.

19. Brook Bound Inn

Wilmington

Jorge

S$332

includes taxes & fees

27 Oct - 28 Oct

A spacious, rustic interior with wooden beams, leather furniture, and large windows offering natural light.

The entrance to an Inn & Restaurant with a white door and a sign above it.

A staircase with wooden railings and a chandelier.

A swimming pool with a white fence, lounge chairs, and umbrellas, surrounded by lush greenery and a lake.

20. Farm Road Estate

West Dover

Mark

S$343

includes taxes & fees

1 Nov - 2 Nov

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Top Whitingham Hotel Reviews

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent

"Stayed here to attend a local event. It was clean, had breakfast included and was pet friendly. We would definitely stay here again."

Grand Summit Resort, A Vail Resorts Property

10/10 Excellent

"The hotel was built in the 1990’s per the concierge, which surprised us, as it is so well maintained that it seems much newer! We booked a king bed room with (small) balcony. Our only complaint would be the bathroom toilet situation. Toilet is very small and way too close to the door…a very awkward setup, especially trying to get into the shower. The tub and shower however seemed completely new. Very nice! The room is quite large and the bed was very comfortable. I’m only 4’10” so it was a high hurdle for me, so I made up the couch bed and slept there. I usually bring a small folding stool but forgot it, so the couch bed was a nice option…it seems to be new and was comfortable. The first night we ate at the hotel restaurant and everything was very tasty, especially the Brussel sprouts and salmon. We were celebrating my husband’s birthday weekend, and brought wine but had to drink from coffee mugs as the hotel is “green” so no cups in the room. We snagged a couple cups from the restaurant for our second night. 😊 Also there’s no mini fridge. We had breakfast twice at 1MTN restaurant, which we highly recommend! Second night we had dinner at “Ten Tables”…their Berkshire Pork Chop was PHENOMENAL. 3rd night we drove down to Wilmington to “The Anchor”…every single thing was delicious! We had a superb weekend!"

Colonial Motel

8/10 Good

"The rooms are quite large. There were a lot of unfinished projects going on, so the property was messy and slightly unkempt. The breakfast was terrible. Trash bags were left out attracting skunks. Price made it a 4 star."

The Porches Inn at Mass MoCA

10/10 Excellent

"The porches Inn was such a lovely cozy place to stay. What we loved: beds were so comfortable and crisp. Thoughtful touches. Very clean and environmentally sustainable. The stainless steel water bottles were great to have using them to refill water that were placed throughout the property. The breakfast each morning was the same however, it was fresh with several options . I had a lox bagel each day with fresh squeezed orange juice and they have non dairy/GF options as well! The coffee is outstanding. They source from a local coffee shop. We couldn’t get enough of it What we thought could be better : Prices listed on their merchandise would be a good choice . I went to buy the water bottle they sell and had no idea it cost $40! Should have asked but I would never assume they would charge so much. We thought the staff seemed grumpy or didn’t seem they wanted to be there. Smiles and hellos were absent throughout our 4 day /3 night stay. A little more friendly vibe would have been nice as it was a hotel staffed property that caters to guests. Other than that, we loved it. The price was well suited for what we received and the location was fabulous. I also enjoyed how they listed all available hikes on thier boards making it easy to pick the one we wanted for the day."

Hideaway Inn Mt. Snow

8/10 Good

"It was a tablet check in which was fairly easy but sends the room number and access code to your e mail address . The rooms were clean and tidy. Free hot drinks in an area on a lower floor. Check out didn’t work on the tablet, so used the telephone. Nobody answered that call, but a member of staff appeared and said everything was fine and we could leave. Diving distance to local restaurants and there were numerous. The gondola was close by, although we didn’t go to the top because it was raining hard and didn’t think we would see much."

The Inn At Crumpin Fox

10/10 Excellent

"This hotel is amazing. A relief to tired travelers. Clean, quiet, and friendly. And a good associated restaurant near by at the golf course. Very happy with our stay."

The White House Inn

10/10 Excellent

"The staff was amazing here and we absolutely loved our stay. We will be coming back and staying again."

Hampton Inn Brattleboro

10/10 Excellent

"Excellent place to stay, clean seems new, has small pool and water bath (kind of like jacuzzi) clean room, staff is nice and friendly. Includes breakfast and all day coffee or hot water to make teas (that is a must for me) as I need to make me teas few times a day. Would recommend for sure. If it was cheaper than it would really be off the charts but I will not include that into the review."

Comfort Inn & Suites Brattleboro I-91

8/10 Good

"Was a good room for a one night stay on a road trip."

More cheap stays in Whitingham

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT

S$149

18 Nov - 19 Nov

includes taxes & fees

8.2/10 Very good! (1,013 reviews)

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT

S$154

15 Nov - 16 Nov

includes taxes & fees

8.2/10 Very good! (1,002 reviews)

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT

S$157

15 Nov - 16 Nov

includes taxes & fees

8.6/10 Excellent! (889 reviews)

Latchis Hotel

50 Main Street Brattleboro VT

S$199

2 Nov - 3 Nov

includes taxes & fees

Knotty Pine

130 Northside Dr Bennington VT

S$206

21 Oct - 22 Oct

includes taxes & fees

Hampton Inn & Suites Greenfield

184 Shelburne Rd Greenfield MA

S$275

8 Nov - 9 Nov

includes taxes & fees

8.6/10 Excellent! (973 reviews)

Frequently asked questions

What's the best place for a stay in Whitingham?

Hotel Downstreet, an Ascend Collection Hotel, located 13.2 mi (21.2 km) from the heart of Whitingham, is a top choice for your stay, based on our traveller data. Other good options for your trip to the area are The Williams Inn and Grand Summit Resort, A Vail Resorts Property. See all available top hotels, or vacation rentals in Whitingham.

If I need to cancel my hotel reservation in Whitingham, will I receive a refund?

Yes, you'll find most room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a non-refundable reservation, you might be able to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Whitingham.

What are some hotels with pools in Whitingham?

Hotel Downstreet, an Ascend Collection Hotel: Offers daily, an indoor pool and free self parking. Another choice that offers an on-site pool is Hotel Vervana, Trademark Collection by Wyndham. View all hotels with pools in Whitingham.

What is staying in Whitingham like?

Visitors can enjoy all that Whitingham has to offer, including the wineries and parks. In Whitingham, there are 23 hotels and other accommodation options to choose from. Find out more about Whitingham.

What are the top places to visit in Whitingham?

Natural beauty is on display at Harriman Reservoir, Deerfield River and Green Mountain National Forest. You'll also find Jacksonville Pond and South Main Street in the area. Take a look at what more there is to see and do in Expedia's Whitingham guide.

What's the seasonal weather in Whitingham?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Whitingham are January, March, November and February, with each month seeing an average of 23 cm of snowfall.

Whitingham Hotels from S$127

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Whitingham

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Whitingham hotels

1. The White House Inn

2. Valley Craft Ales

3. The Nutmeg

4. Colonel Williams Inn

5. Hotel Downstreet, an Ascend Collection Hotel

6. The Wilmington Inn

7. Hideaway Inn Mt. Snow

8. Doveberry Inn

9. Deerfield Valley Inn

10. Blue Vista Motor Lodge

11. Kitzhof Inn

12. Inn At Mount Snow

13. UU Rowe Camp and Conference Center

14. The Inn At Quail Run

15. Grand Summit Resort, A Vail Resorts Property

16. Blooming Inn

17. The Porches Inn at Mass MoCA

18. Chalet 239

19. Brook Bound Inn

20. Farm Road Estate

Learn more about Whitingham

Top Whitingham Hotel Reviews

Hotel Vervana, Trademark Collection by Wyndham

Grand Summit Resort, A Vail Resorts Property

Colonial Motel

The Porches Inn at Mass MoCA

Hideaway Inn Mt. Snow

The Inn At Crumpin Fox

The White House Inn

Hampton Inn Brattleboro

Comfort Inn & Suites Brattleboro I-91

More cheap stays in Whitingham

Hotel Vervana, Trademark Collection by Wyndham

Hampton Inn Brattleboro

Comfort Inn & Suites Brattleboro I-91

Latchis Hotel

Knotty Pine

Hampton Inn & Suites Greenfield

Frequently asked questions

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