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Check prices for these dates

Next weekend
21 Nov - 23 Nov
In two weeks
28 Nov - 30 Nov
In one month
12 Dec - 14 Dec
In two months
9 Jan - 11 Jan

Villas in Pittsfield

No exact matches found, but these alternatives could be just right

Recommended hotels in Pittsfield

House, 4 Bedrooms | Exterior
The Getaway 4 Bedroom Home

The Getaway 4 Bedroom Home

3.0 star property
Pittsfield
The price is AED 1,543
AED 3,532 total
includes taxes & fees
17 Nov - 18 Nov
The Getaway 4 Bedroom Home
Exterior
The Getaway: Relax with hot tub, fire pit, and mountain views—just 15 mins from Killington slopes!

The Getaway: Relax with hot tub, fire pit, and mountain views—just 15 mins from Killington slopes!

Pittsfield
The price is AED 1,212
AED 2,991 total
includes taxes & fees
16 Nov - 17 Nov
The Getaway: Relax with hot tub, fire pit, and mountain views—just 15 mins from Killington slopes!
Front of property
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (329)
"Everything was outstanding!"
United States
Caroline E.
The price is AED 362
AED 394 total
includes taxes & fees
29 Nov - 30 Nov
My Place Hotel-Randolph VT
Exterior
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 star property
Rutland
8.0 out of 10, Very Good, (1003)
"Clean, great steak house by the hotel"
United States
Caridad
The price is AED 428
AED 470 total
includes taxes & fees
10 Dec - 11 Dec
Comfort Inn Rutland - Killington
Front of property
Mountain Sports Inn

Mountain Sports Inn

2.0 star property
The Woods
8.8 out of 10, Excellent, (975)
"Nice and quiet place, but everything is very basic, the breakfast is very limited"
United States
Paula
The price is AED 327
AED 360 total
includes taxes & fees
26 Nov - 27 Nov
Mountain Sports Inn
Deluxe Suite | Exterior
Sleep Woodstock Motel

Sleep Woodstock Motel

2.0 star property
Woodstock
9.6 out of 10, Exceptional, (541)
"Great motel with complete amenities.. beautiful surrounding especially in this fall"
United States
Giana
The price is AED 304
AED 496 total
includes taxes & fees
16 Nov - 17 Nov
Sleep Woodstock Motel
Exterior
Hampton Inn Rutland

Hampton Inn Rutland

2.5 star property
Rutland
9.0 out of 10, Wonderful, (961)
"Very clean, good location, and super helpful staff!"
United States
Sheryl
The price is AED 467
AED 514 total
includes taxes & fees
23 Nov - 24 Nov
Hampton Inn Rutland
Breakfast and dinner served
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 star property
Killington
9.2 out of 10, Wonderful, (941)
"Excellent hotel. "
United States
Kristan
The price is AED 493
AED 569 total
includes taxes & fees
16 Nov - 17 Nov
The Mountain Inn at Killington
Front of property - evening/night
Mountain Valley Retreat

Mountain Valley Retreat

2.5 star property
Killington
9.6 out of 10, Exceptional, (189)
"Absolutely lovely stay!"
United States
Elizabeth
The price is AED 404
AED 457 total
includes taxes & fees
16 Nov - 17 Nov
Mountain Valley Retreat
Garden
North Star Lodge and Resort

North Star Lodge and Resort

2.0 star property
Killington
8.6 out of 10, Excellent, (1001)
"Was perfect for our one night stay "
United Kingdom
Ian
North Star Lodge and Resort
Exterior
Middlebury Sweets Motel

Middlebury Sweets Motel

2.5 star property
Middlebury
8.6 out of 10, Excellent, (387)
"Friendly staff, clean, comfortable and convenient to downtown. "
United States
Melissa
The price is AED 400
AED 440 total
includes taxes & fees
19 Nov - 20 Nov
Middlebury Sweets Motel
Terrace/patio
Mountain Meadows Lodge

Mountain Meadows Lodge

3.5 star property
Killington
9.4 out of 10, Exceptional, (171)
"Lovely property and the staff members were extremely friendly"
United States
Christine
The price is AED 602
AED 754 total
includes taxes & fees
16 Nov - 17 Nov
Mountain Meadows Lodge
Exterior
Brandon Inn

Brandon Inn

3.0 star property
Brandon
8.8 out of 10, Excellent, (557)
"Enjoyed our stay at the Brandon Inn very much!"
United States
Lesley
The price is AED 409
AED 449 total
includes taxes & fees
17 Nov - 18 Nov
Brandon Inn
Exterior
Courtyard Middlebury

Courtyard Middlebury

3.0 star property
Middlebury
8.8 out of 10, Excellent, (538)
"Great hotel, fairly centered , great staff!"
United States
Angelo
The price is AED 459
AED 505 total
includes taxes & fees
15 Dec - 16 Dec
Courtyard Middlebury
Exterior
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
Killington
7.4 out of 10, Good, (1001)
"Room was spotless and comfortable. Dog friendly, hassle free stay. Cleanliness was top tier, and staff was fantastic!"
United States
Desiree
The price is AED 539
AED 593 total
includes taxes & fees
19 Nov - 20 Nov
Killington Mountain Lodge, Tapestry Collection by Hilton
Front of property
Cortina Inn

Cortina Inn

3.0 star property
Rutland
6.6 out of 10, (639)
"The property is well located, but seems to have had better years in the past."
United States
Luis
The price is AED 364
AED 400 total
includes taxes & fees
18 Nov - 19 Nov
Cortina Inn
Exterior
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 star property
Rutland
8.8 out of 10, Excellent, (1002)
"Fantastic place to stay. It was clean, comfortable and inviting. Staff were friendly and hospitable. Would stay here again! "
United States
Elexis
The price is AED 592
AED 651 total
includes taxes & fees
22 Nov - 23 Nov
Best Western Inn & Suites Rutland-Killington
Exterior
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
Rutland
6.4 out of 10, (1000)
"I would rate this place as a B hotel. The hotel is over priced. "
Canada
Brett
The price is AED 434
AED 477 total
includes taxes & fees
17 Nov - 18 Nov
Days Inn by Wyndham Rutland/Killington Area
Front of property
Turn of River Lodge

Turn of River Lodge

2.5 star property
Killington
8.8 out of 10, Excellent, (268)
"Nice for the convenience of being ten minutes from Killington ski area."
United States
Shawn
The price is AED 465
AED 511 total
includes taxes & fees
30 Nov - 1 Dec
Turn of River Lodge
Terrace/patio
On The River Inn

On The River Inn

4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1001)
"Loved all the Inn had to offer"
United States
Mark
The price is AED 871
AED 1,092 total
includes taxes & fees
5 Dec - 6 Dec
On The River 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

Cozy Loft for two with Hot Tub & Mtn Views

Cozy Loft for two with Hot Tub & Mtn Views

10/10 Excellent
"warm cozy cabin nestled in the woods. jeff’s set up makes for an easy enjoyable stay"
Shelby F. 2-night trip
Posted 2 days ago
Cozy Loft for two with Hot Tub & Mtn Views

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