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Check availability on Pittsfield Pet-Friendly Hotels

Tonight
29 Oct - 30 Oct
Tomorrow
30 Oct - 31 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Top Pittsfield Pet-Friendly Hotels

Breakfast and dinner served
The Mountain Inn at Killington
The Mountain Inn at Killington
2.5 star property
  • Dogs welcome
9.2 out of 10, Wonderful, (929)
The Mountain Inn at Killington
Deluxe Suite | 2 bedrooms, individually decorated, desk, blackout curtains
Sleep Woodstock Motel
Sleep Woodstock Motel
2.0 star property
  • Dogs welcome
9.6 out of 10, Exceptional, (539)
The price is ฿3,351
฿4,220 total
includes taxes & fees
3 Nov - 4 Nov
Sleep Woodstock Motel
Property grounds
The Shire Woodstock
The Shire Woodstock
3.0 star property
  • Dogs welcome
8.8 out of 10, Excellent, (868)
The Shire Woodstock
Classic Room, 2 Queen Beds | Desk, iron/ironing board, free WiFi, bed sheets
Middlebury Sweets Motel
Middlebury Sweets Motel
2.5 star property
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
8.6 out of 10, Excellent, (383)
The price is ฿3,197
฿3,517 total
includes taxes & fees
30 Oct - 31 Oct
Middlebury Sweets Motel
Exterior
Hampton Inn Rutland
Hampton Inn Rutland
2.5 star property
  • Dogs and cats welcome
9.0 out of 10, Wonderful, (954)
The price is ฿4,221
฿4,643 total
includes taxes & fees
24 Nov - 25 Nov
Hampton Inn Rutland
Exterior
Brandon Inn
Brandon Inn
3.0 star property
  • Dogs welcome
8.6 out of 10, Excellent, (550)
The price is ฿3,872
฿4,259 total
includes taxes & fees
5 Nov - 6 Nov
Brandon Inn
Full-sized fridge, microwave, stovetop, coffee/tea maker
My Place Hotel-Randolph VT
My Place Hotel-Randolph VT
2.0 star property
  • Dogs and cats welcome
9.4 out of 10, Exceptional, (322)
The price is ฿3,907
฿4,259 total
includes taxes & fees
19 Nov - 20 Nov
My Place Hotel-Randolph VT
Terrace/patio
Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
  • Hot tub
  • Pet-friendly
  • Free WiFi
  • Air conditioning
  • Gym
  • Parking available
7.4 out of 10, Good, (1001)
The price is ฿4,221
฿4,643 total
includes taxes & fees
2 Nov - 3 Nov
Killington Mountain Lodge, Tapestry Collection by Hilton
Exterior
Après Inn Killington
Après Inn Killington
2.0 star property
  • Dogs and cats welcome
9.4 out of 10, Exceptional, (153)
The price is ฿4,468
฿4,914 total
includes taxes & fees
2 Nov - 3 Nov
Après Inn Killington
Front of property
Cortina Inn
Cortina Inn
3.0 star property
  • Dogs welcome
6.6 out of 10, (635)
The price is ฿3,205
฿3,526 total
includes taxes & fees
4 Nov - 5 Nov
Cortina 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

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Nice view , great location "
Naushaba 1-night trip
Posted 1 day ago
The Shire Woodstock

Frequently asked questions

What's the best dog-friendly place to stay in Pittsfield?
Clear River Inn is a top dog-friendly inn, and offers a restaurant and a nightclub for its human guests.
What's the best time of year to travel to Pittsfield with my pet?
When you're travelling with pets, keeping tabs on the weather can make the trip safe and fun for everyone. The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -5°C. The snowiest months in Pittsfield are January, March, February and December, with each month seeing an average of 26 cm of snowfall.
What is there to see and do with your pet in Pittsfield?
See the local sights and visit Green Mountain National Forest and Roger Clark Memorial Central Library. While you're there, make sure you don't miss Pittsfield Town Hall.