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Recommended hotels in Pittsfield

10.0 out of 10, Exceptional, (1 review)
"Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this...
United States
Essa R.
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
2.0 star property
The price is AED 684
AED 2,240 total
includes taxes & fees
20 Jan - 21 Jan
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
The price is AED 1,467
AED 3,346 total
includes taxes & fees
19 Jan - 20 Jan
The Getaway: Relax with hot tub, fire pit, and mountain views—just 15 mins from Killington slopes!

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
9.4 out of 10, Exceptional, (367 reviews)
"Friendly staff, clean, very comfortable room."
United States
Jennifer
The price is AED 360
AED 392 total
includes taxes & fees
8 Feb - 9 Feb
My Place Hotel-Randolph VT

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
9.0 out of 10, Wonderful, (987 reviews)
"Room was very clean. Staff was very kind, professional. Will most likely stay here again."
United States
Bob
The price is AED 571
AED 628 total
includes taxes & fees
8 Feb - 9 Feb
Hampton Inn Rutland

Motel in Middlebury

Middlebury Sweets Motel
2.5 star property
8.6 out of 10, Excellent, (389 reviews)
"Friendly staff, clean, comfortable and convenient to downtown. "
United States
Melissa
The price is AED 360
AED 396 total
includes taxes & fees
21 Jan - 22 Jan
Middlebury Sweets Motel

Motel in Woodstock

Sleep Woodstock Motel
2.0 star property
9.6 out of 10, Exceptional, (555 reviews)
"So much love and thoughtfulness was put into our room and common area. Comfy beds, little touches like free snacks and goodies and super clean room. It's also super dog friendly! There's also a fantastic little coffee stand walking distance. "
United States
JILL
The price is AED 268
AED 524 total
includes taxes & fees
19 Jan - 20 Jan
Sleep Woodstock Motel

Bed & Breakfast in Killington

Mountain Valley Retreat
2.5 star property
9.6 out of 10, Exceptional, (195 reviews)
"Superb stay all the way around! Mike and Barbara work very hard for their guests and it shows with all the room details and breakfast is 5 out of 5 stars everytime. Check in and out is very easy as well as parking even on snow covered days as the property is very well kept and cleared. Loved it and want to return!"
United States
Steven
The price is AED 404
AED 457 total
includes taxes & fees
19 Jan - 20 Jan
Mountain Valley Retreat

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
8.8 out of 10, Excellent, (1,000 reviews)
"Staff was great and breakfast was excellent "
United States
Bruce
The price is AED 400
AED 440 total
includes taxes & fees
21 Jan - 22 Jan
Mountain Sports Inn

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
8.0 out of 10, Very Good, (1,004 reviews)
"Rooms were clean and comfortable.."
United States
Nimisha
The price is AED 515
AED 567 total
includes taxes & fees
1 Feb - 2 Feb
Comfort Inn Rutland - Killington

On The River Inn

On The River Inn
4.0 star property
9.4 out of 10, Exceptional, (1,000 reviews)
"Brilliant stay"
United States
Enrico
The price is AED 871
AED 1,092 total
includes taxes & fees
12 Feb - 13 Feb
On The River Inn

Courtyard Middlebury

Courtyard Middlebury
3.0 star property
8.8 out of 10, Excellent, (551 reviews)
"Laundry service was efficient and parking was easy "
United States
Agnes
The price is AED 434
AED 477 total
includes taxes & fees
25 Jan - 26 Jan
Courtyard Middlebury

The Shire Woodstock

The Shire Woodstock
3.0 star property
8.8 out of 10, Excellent, (908 reviews)
"Wonderful place to stay!"
United States
Robin
The price is AED 457
AED 543 total
includes taxes & fees
25 Jan - 26 Jan
The Shire Woodstock

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
7.4 out of 10, Good, (1,003 reviews)
"Good place to stay when you ski"
United States
Josh
The price is AED 629
AED 692 total
includes taxes & fees
28 Jan - 29 Jan
Killington Mountain Lodge, Tapestry Collection by Hilton

Brandon Inn

Brandon Inn
3.0 star property
8.8 out of 10, Excellent, (576 reviews)
"Clean room and staff was wonderful upon check in "
United States
Kaitlyn
The price is AED 435
AED 478 total
includes taxes & fees
19 Jan - 20 Jan
Brandon Inn

Cortina Inn

Cortina Inn
3.0 star property
6.6 out of 10, (674 reviews)
"Very quiet and comfortable stay."
United States
James
The price is AED 356
AED 392 total
includes taxes & fees
1 Feb - 2 Feb
Cortina Inn

Bed & Breakfast in West Woodstock

The Jackson
4.0 star property
9.8 out of 10, Exceptional, (261 reviews)
"The Jackson Inn is incredibly charming and in a picturesque area. The room was very comfortable and the restaurant and staff was amazing."
United States
Abby
The Jackson

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
8.6 out of 10, Excellent, (1,005 reviews)
"Good value, located near the slopes. "
United States
Angela
North Star Lodge and Resort

Emrose Luxury Cabins

Emrose Luxury Cabins
2.0 star property
8.8 out of 10, Excellent, (71 reviews)
"Very easy check in and out, friendly and helpful staff. The cabin was warm and clean. Easy parking right to the door of cabin."
United States
Gertian
The price is AED 661
AED 747 total
includes taxes & fees
18 Jan - 19 Jan
Emrose Luxury Cabins

Greenbrier Inn

Greenbrier Inn
2.0 star property
9.4 out of 10, Exceptional, (653 reviews)
"Great location near the mountain, very cozy."
United States
Raphael
Greenbrier Inn
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 Pittsfield Hotel Reviews

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