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

Best Resorts in Whitingham

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Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25
In one month
Nov 6 - Nov 8
In two months
Dec 4 - Dec 6

Our top choices for Whitingham resorts

A cozy room with a fireplace, a flat-screen TV mounted above it, and a dining table set with a bottle of champagne, a glass, and a plate of cheese and crackers.

1. Deluxe King Room w/fireplace and separate entrance

Deluxe King Room w/fireplace and separate entrance
West Dover
10.0 out of 10, Exceptional, (4 reviews)
"We thoroughly enjoyed our one-night stay. Our room was cozy and all the staff were wonderful."
United States
Charles B.
$372 nightly
The price is $405
Nov 1 - Nov 2
Total with taxes and fees
Deluxe King Room w/fireplace and separate entrance
A two-story house with a large porch and a pond in front.

2. Luxury King w/balcony, accessible

Luxury King w/balcony, accessible
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"My husband and I had a wonderful time at the Inn . our room was beautiful and we had two delicious meals in the restaurant I would definitely recommend this Inn to anyone traveling in southern Vermont."
United States
Kimberley B.
$345 nightly
The price is $376
Nov 1 - Nov 2
Total with taxes and fees
Luxury King w/balcony, accessible
A two-story house with a large porch and a pond in front.

3. Deluxe King, kitchenette, fireplace

Deluxe King, kitchenette, fireplace
West Dover
10.0 out of 10, Exceptional, (4 reviews)
"End of season special. Perfect size, fireplace was great on a cold rainy night. Last night restaurant was open for a few weeks."
United States
john L.
$372 nightly
The price is $405
Nov 1 - Nov 2
Total with taxes and fees
Deluxe King, kitchenette, fireplace
A two-story house with a large porch and a pond in front.

4. Deluxe King, Living Room w/sofa bed, bunk bed & fireplace

Deluxe King, Living Room w/sofa bed, bunk bed & fireplace
Dover
9.4 out of 10, Exceptional, (6 reviews)
"This is a beautiful, large suite in a quaint Vermont town. There are two main rooms: a bedroom with a king bed and a bunk bed, and a separate living room with a fireplace. The main inn also has lounge areas open to guests all night, and is a perfect stay for both families and couples. "
United States
Olivia
$398 nightly
The price is $434
Nov 1 - Nov 2
Total with taxes and fees
Deluxe King, Living Room w/sofa bed, bunk bed & fireplace
A cozy living room with a fireplace, a dining table set for a meal, and a kitchen in the background.

5. Deluxe King Room w/pull-out love seat and fireplace

Deluxe King Room w/pull-out love seat and fireplace
Dover
10.0 out of 10, Exceptional, (2 reviews)
"Place was perfect"
United States
James R.
$372 nightly
The price is $405
Nov 1 - Nov 2
Total with taxes and fees
Deluxe King Room w/pull-out love seat and fireplace
A cozy living room with a fireplace, leather sofas, a wooden coffee table, and a chandelier.

6. Luxury King with balcony

Luxury King with balcony
West Dover
$345 nightly
The price is $376
Nov 1 - Nov 2
Total with taxes and fees
Luxury King with balcony
A two-story house with a large porch and a pond in front.

7. Deluxe King Suite, Living Room w/sofa bed & fireplace

Deluxe King Suite, Living Room w/sofa bed & fireplace
West Dover
10.0 out of 10, Exceptional, (1 review)
"My husband and I really enjoyed the accommodations. Great location with tons do do nearby. The place was so cozy and inviting. Would definitely stay again"
United States
Megan M.
$372 nightly
The price is $405
Nov 1 - Nov 2
Total with taxes and fees
Deluxe King Suite, Living Room w/sofa bed & fireplace
A two-story white building with a porch, labeled "Farm Road Estate Historic Inn & Cottages."

8. Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn
West Dover
$345 nightly
The price is $376
Nov 1 - Nov 2
Total with taxes and fees
Deluxe King - 2nd floor in Historic Inn
A room with two brown leather armchairs, a wooden coffee table with a bowl and a magazine, and a bed with pillows in the background.

9. Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance

Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance
Dover
10.0 out of 10, Exceptional, (2 reviews)
"The place was clean, cozy and comfortable. The whole estate is beautiful."
United States
Mike T.
$398 nightly
The price is $434
Nov 1 - Nov 2
Total with taxes and fees
Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance
A two-story house with a large porch and a pond in front.

10. Deluxe King, Living Room w/sofa bed & fireplace

Deluxe King, Living Room w/sofa bed & fireplace
Dover
10.0 out of 10, Exceptional, (4 reviews)
"Had a really nice time - the place was lovely. They had some on property activities and were very close to the mountain. We had a great time and would definitely stay here again if back in the area!"
United States
Taylor G.
$372 nightly
The price is $405
Nov 1 - Nov 2
Total with taxes and fees
Deluxe King, Living Room w/sofa bed & fireplace
A two-story house with a large porch and a pond in front.

11. King with Bunk Bed- 2nd floor in Historic Inn

King with Bunk Bed- 2nd floor in Historic Inn
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Very well apportioned room. Super clean and comfortable. Restaurant was delicious. Bartender is cool to chat with."
United States
Forrest W.
$345 nightly
The price is $376
Nov 1 - Nov 2
Total with taxes and fees
King with Bunk Bed- 2nd floor in Historic Inn
A two-story house with a large porch and a pond in front.

12. Deluxe King- 2nd floor in Historic Inn

Deluxe King- 2nd floor in Historic Inn
West Dover
$332 nightly
The price is $362
Nov 1 - Nov 2
Total with taxes and fees
Deluxe King- 2nd floor in Historic Inn
A hotel room with two single beds, a wooden headboard, a small bedside table, and a nightstand with a lamp.

13. Deluxe 2xQueen- 2nd floor in Historic Inn

Deluxe 2xQueen- 2nd floor in Historic Inn
West Dover
10.0 out of 10, Exceptional, (5 reviews)
"Everything was just fantastic! Everyone was friendly and accommodating. Owners were so nice! Property is amazing and a great location to Mount Snow. Can not go wrong with this spot."
United States
Brendan M.
$345 nightly
The price is $376
Nov 1 - Nov 2
Total with taxes and fees
Deluxe 2xQueen- 2nd floor in Historic Inn
A two-story white building with a porch, labeled "Farm Road Estate Historic Inn & Cottages."

14. Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn
West Dover
$345 nightly
The price is $376
Nov 1 - Nov 2
Total with taxes and fees
Deluxe King - 2nd floor in Historic Inn
A two-story house with a large porch and a pond in front.

15. Luxury King Suite, Living Room w/sofa bed and jacuzzi tub

Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Such a quaint, beautiful Spot. It’s uniqueness, historic feel and common area was very warming. Personnel was very friendly and attentive"
United States
Jessica
$358 nightly
The price is $391
Nov 1 - Nov 2
Total with taxes and fees
Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
A bedroom with a large bed, a wooden headboard, a nightstand, and a bench.

16. Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths

Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
West Dover
8.0 out of 10, Very good, (1 review)
"The inn and grounds were wonderful. Great food at the Sawmill. Wonderful area to explore leading to an all around wonderful time."
United States
Craig C.
$358 nightly
The price is $391
Nov 1 - Nov 2
Total with taxes and fees
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
A modern bedroom with a bed, bedside tables, a dresser, and a fireplace.

17. Deluxe 2xQueen & fireplace

Deluxe 2xQueen & fireplace
Dover
10.0 out of 10, Exceptional, (1 review)
"Beautiful Inn however, the fridge should be lifted off the floor. It’s too low. A small broom and dust pan would be nice to sweep up the dirt that treks in from the dirt parking lot and walk ways. Upgrade full size beds to at least two Queen size beds."
United States
Christina R.
$372 nightly
The price is $405
Nov 1 - Nov 2
Total with taxes and fees
Deluxe 2xQueen & fireplace
A hotel room with two beds, a desk, a TV, and a window with a city view.

18. Deluxe 2xQueen in Historic Inn

Deluxe 2xQueen in Historic Inn
West Dover
8.0 out of 10, Very good, (1 review)
$345 nightly
The price is $376
Nov 1 - Nov 2
Total with taxes and fees
Deluxe 2xQueen in Historic Inn
A bedroom with two beds, a balcony, and a view of the outside.

19. Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance

Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Dover
9.8 out of 10, Exceptional, (7 reviews)
"My husband and I stayed here so we could ride Mt Snow for a few days. The place is wonderful! All staff is incredibly helpful and friendly, the food and cocktails in their restaurant are phenomenal, the landscape and accommodation are beautiful. We will definitely be back."
United States
Sydney W.
$437 nightly
The price is $478
Nov 1 - Nov 2
Total with taxes and fees
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
A cozy living room with a fireplace, leather sofas, a wooden coffee table, and a chandelier.

20. Deluxe Queen Suite with pull-out love seat, private entrance

Deluxe Queen Suite with pull-out love seat, private entrance
Dover
$372 nightly
The price is $405
Nov 1 - Nov 2
Total with taxes and fees
Deluxe Queen Suite with pull-out love seat, private entrance
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

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

8/10 Good
"Allen in the restaurant is great."
Bettina 1-night trip
Posted 3 hours ago
Grand Summit Resort, A Vail Resorts Property

Find out more about Whitingham

Whitingham Resorts information

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 Resorts
Lowest Price
Highest Price

Frequently asked questions

What can I expect from a resort vacation in Whitingham?
You deserve some time off, and a resort is the ideal place to indulge in all the amenities and services you need for a relaxing time in Whitingham. One of the comfortable resort hotels in the area might be just what you're looking for, whether you want an amazing pool, a state-of-the-art fitness center, or activities for the kids.
What's a top resort in Whitingham?
Our top-rated resort near Whitingham: Grand Summit Resort, A Vail Resorts Property - Ski resort, 5-minute walk from Green Mountain National Forest. 12.2 mi (19.6 km) from Whitingham. Features ski-in/ski-out access, a full-service spa, and a fitness center.
What can I do in Whitingham?
Harriman Reservoir, Deerfield River, and Green Mountain National Forest are a few of the interesting sights to visit. In the area, other attractions include Jacksonville Pond and South Main Street.
What's the seasonal 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.
What's the best way to get to and around Whitingham?
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 venture out around the area, you may want to rent a car for your trip.

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