Photo by Free Love Hippie

Find hotels in Whitingham, VT from ¥9,119

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Whitingham hotels

Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (56)
Wake up to a complimentary breakfast at this charming Brattleboro B&B before exploring nearby attractions. Relax with deep-tissue massages, wander through the garden, or enjoy drinks on the terrace after a day of sightseeing.

"wonderful atmosphere, great breakfast, friedly staff, great location"
United States
Kurt
The price is ¥36,626
¥40,289 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Inn on Putney Road

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (340)
Enjoy a cozy stay at this Brattleboro inn with complimentary local cuisine breakfast and WiFi. Outdoor enthusiasts can explore nearby cross-country and downhill skiing options. A garden, terrace, and helpful staff enhance the peaceful Vermont experience.

"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
United States
scott
The price is ¥22,131
¥24,345 total
includes taxes & fees
Dec 30 - Dec 31
Colonel Williams Inn

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (280)
This elegant B&B adjacent to a golf course offers relaxing massages and peaceful garden surroundings. Guests love the helpful staff, free breakfast and convenient location near Old First Congregational Church and Bennington Museum.

"What an absolutely amazing stay!! Everything was perfect. Highly recommend having dinner onsite. "
United States
Jon
The Four Chimneys Inn

The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (414)
"This was a beautiful quaint property with delightful and attentive staff. The French toast breakfast was amazing! "
United States
John
The price is ¥25,152
¥27,666 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Nutmeg

Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104)
Surrounded by New Hampshire's countryside, this welcoming inn offers complimentary breakfast and rejuvenating massages. Unwind at the bar or garden terrace after exploring nearby Actors Theatre Playhouse, with free WiFi and parking provided.

"Great stay"
United States
Wayne
The price is ¥48,237
¥52,337 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Chesterfield Inn

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (155)
Explore Vermont's natural beauty with complimentary mountain bikes, kayaks, and snowshoes at this hotel. The rooftop terrace offers stunning views while free WiFi and parking add value. Located near Sweet Pond State Park and wildlife areas.

"It was wonderful & staff was great! I loved staying here!"
United States
Leticia
The price is ¥31,697
¥36,968 total
includes taxes & fees
Dec 28 - Dec 29
Vikings Villages Resort

The Hermitage Inn Vermont

The Hermitage Inn Vermont
4.0 star property
West Dover
9.2 out of 10, Wonderful, (15)
Tucked away in West Dover, this golf inn features a relaxing sauna, deep-tissue massages, and a 24-hour fitness center. Enjoy complimentary breakfast before exploring nearby Mount Snow attractions or unwinding at the cozy bar.

"Great stay,beautiful property!"
United States
Vibhavasu
The Hermitage Inn Vermont

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (265)
Enjoy a charming Vermont getaway with on-site dining and a welcoming bar/lounge. Located near South Main Street and Pettee Memorial Library, this hotel offers free WiFi, complimentary parking, and peaceful garden views. Helpful staff ensure a pleasant stay.

"We stayed at the White House in two weekends in a row while our house was under construction. We loved that they had music until 9 and that the room was clean and the beds were comfortable. The staff made sure we had everything we needed. We would definitely recommend."
United States
Stacy
The price is ¥25,853
¥28,439 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The White House Inn

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, (143)
Immerse yourself in this artistic B&B offering hiking trails right from the property. Close to Adams Theater and the Berkshire Scenic Railway Museum, this boutique hotel provides free WiFi, parking, and daily housekeeping.

"Staff was great, very clean, Breakfast was terrific"
United States
michael
The price is ¥27,126
¥30,300 total
includes taxes & fees
Dec 29 - Dec 30
The Trail in Adams - Berkshires’ Art Hotel

The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (196)
Riverside B&B offering relaxing spa services, a welcoming bar, and free breakfast just 15 minutes from Mount Snow. Located near South Main Street and Jim McGrath Gallery, this charming Wilmington inn provides free WiFi and convenient parking.

"Relaxing stay with great hiking nearby"
United States
Charlotte
The price is ¥30,771
¥34,864 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Wilmington Inn

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1000)
Experience Vermont comfort at this hotel offering a refreshing indoor pool and 24-hour fitness center. Located near Brattleboro Bowl with easy access to the train station. Guests love the complimentary breakfast, helpful staff, free WiFi, and convenient parking.

"Very clean room, gentlemen at the front desk were welcoming and professional and the coffee was amazing! We are frequent visitors with you; we love IHG hotels. "
United States
Belinda
The price is ¥22,481
¥24,729 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (629)
This classic New Hampshire hotel offers a 24-hour fitness center and free WiFi. Located near United States Navy Seabee Bridge, guests can enjoy cross-country skiing and snowboarding. Clean rooms, helpful staff, and complimentary parking enhance your countryside retreat.

"Clean room, beautiful location"
United States
Marcie
The price is ¥25,151
¥27,289 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Riverside Hotel, an Ascend Collection Hotel

Harwood Hill Motel

Harwood Hill Motel
2.0 star property
Bennington
9.4 out of 10, Exceptional, (575)
Enjoy the convenience of this Bennington motel with complimentary WiFi, parking, and daily continental breakfast. Clean rooms and helpful staff enhance your stay while nearby Robert Frost Stone House Museum and Bennington Battle Monument beckon exploration.

"Lovely place to stay."
United States
Mary
The price is ¥20,296
¥22,123 total
includes taxes & fees
Dec 28 - Dec 29
Harwood Hill Motel

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (196)
This motel offers a peaceful retreat with 2 hot tubs and a rejuvenating sauna. Located near Florida Free Public Library, guests praise the helpful staff and clean rooms. Enjoy free WiFi and parking during your North Adams adventure.

"The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. "
United States
Jean
The price is ¥27,881
¥29,470 total
includes taxes & fees
Dec 28 - Dec 29
Blue Vista Motor Lodge

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (928)
Located minutes from Brattleboro Station, this welcoming hotel offers a relaxing hot tub and fitness center for unwinding after exploring. Enjoy the complimentary breakfast before visiting nearby United States Navy Seabee Bridge or grabbing coffee at the café.

"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is ¥22,915
¥25,207 total
includes taxes & fees
Dec 30 - Dec 31
Hampton Inn Brattleboro

The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.0 out of 10, Wonderful, (71)
"Property was just as described, it was great staying there, outdoors was beautiful."
United States
Tami
The price is ¥27,321
¥30,053 total
includes taxes & fees
Dec 25 - Dec 26
The Inn At Quail Run

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (742)
Located minutes from Brattleboro Station, this welcoming hotel offers free breakfast, WiFi, and parking. Work out in the fitness center before dining at the onsite restaurant. United States Navy Seabee Bridge and Brattleboro Bowl are nearby.

"Spectular continental breakfast and really nice staff. Room was clean and beautiful. Amazing stay overall!"
United States
Jack
The price is ¥18,400
¥20,240 total
includes taxes & fees
Dec 28 - Dec 29
Comfort Inn & Suites Brattleboro I-91

Farm Road Estate

Farm Road Estate
3.0 star property
West Dover
10.0 out of 10, Exceptional, (77)
Set in West Dover, this golf hotel offers both winter and summer fun with a seasonal outdoor pool and restaurant. Just a short drive to Mount Snow and its golf course, guests can unwind with massages or drinks at the bar after an adventurous day outdoors.

"Room was clean, staff friendly, amenities were good"
United States
Movses
Farm Road Estate

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (474)
Wake up to a peaceful mountain retreat where hiking and biking adventures await just outside. After exploring local trails, cool off in the seasonal pool. Free breakfast, WiFi and parking enhance this quiet Brattleboro haven.

"Clean, very friendly staff. Will stay again."
United States
Scot
The price is ¥15,456
¥17,001 total
includes taxes & fees
Dec 29 - Dec 30
Black Mountain Inn

South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (118)
Experience the essence of Vermont at this charming inn. Located near Bennington Arts Guild Gallery, guests can explore local attractions before relaxing with a drink at the on-site bar. The friendly staff receives consistent praise from travelers.

"Great period decor! Spacious rooms and an inviting living room to relax. Also walking distance to downtown shops and restaurants was a real plus!"
United States
Roseann
The price is ¥25,061
¥29,018 total
includes taxes & fees
Dec 31 - Jan 1, 2026
South Shire
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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Whitingham

Love wineries and parks? Get away to Whitingham!

Photo Art @Harriman Reservoir
Photo by Free Love Hippie
Open Photo by Free Love Hippie

Top Whitingham Hotel Reviews

More cheap stays in Whitingham

Frequently asked questions

What's the best place for a stay in Whitingham?
The Williams Inn, located 17.1 mi (27.6 km) from the heart of Whitingham, is a top choice for your stay based on our traveler data. Other good options for your stay in the area are Grand Summit Resort, A Vail Resorts Property and Hotel Downstreet, an Ascend Collection Hotel. See all available top hotels, or vacation rentals in Whitingham.
What are some of the best vacation rentals in Whitingham?
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.: This vacation home rental outside of Whitingham is located in the mountains and has a fireplace, a patio, and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a hot tub. See all vacation rentals in Whitingham.
If I need to cancel my hotel reservation in Whitingham, will I receive a refund?
Yes! You'll find that most hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Whitingham.
Where can I learn more about changing or cancelling my trip to Whitingham?
For more information about picking new dates or cancelling your trip to Whitingham, go to https://www.expedia.com/service/.
What's the best pet-friendly hotel in Whitingham?
What are some hotels with pools in Whitingham?
Grand Summit Resort, A Vail Resorts Property: Resort, 3-minute walk from Mount Snow. Provides a full-service spa, an outdoor pool, and 2 hot tubs. Hotel Downstreet, an Ascend Collection Hotel and Hampton Inn Bennington are a couple of other choices that offer an onsite pool. View all hotels with pools in Whitingham.
What's the best hotel for staying near Rutland Southern Vermont Regional Airport (RUT)?
Comfort Inn Trolley Square is one of the top choices for your stay and is a popular hotel, featuring free breakfast and an indoor pool. It's located 4.9 mi (7.8 km) from Rutland Southern Vermont Regional Airport. Other choices near the airport include Holiday Inn Rutland-Killington Area and Quality Inn Rutland.
What is staying in Whitingham like?
Visitors can enjoy all that Whitingham has to offer including the wineries and parks. A top sight in the area is Mount Snow. In Whitingham, there are 26 hotels and other accommodations to choose from. Find out more about Whitingham.
What should I do while I'm visiting Whitingham?
Natural beauty is on display at Harriman Reservoir, Deerfield River, and Green Mountain National Forest. Additionally, you'll find Mount Snow in the area. Check out what more to see and do in Expedia's Whitingham guide.
What's the weather like in Whitingham?
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.

Explore a world of travel with Expedia