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Check availability on Pittsfield Pet-Friendly Hotels

Top Pittsfield Pet-Friendly Hotels

Deluxe Suite | 2 bedrooms, individually decorated, desk, blackout curtains
Sleep Woodstock Motel
Sleep Woodstock Motel
2.0 star property
9.6 out of 10, Exceptional, (538)
"Great motel with complete amenities.. beautiful surrounding especially in this fall"
United States
Giana
The price is ₹9,093
₹11,452 total
includes taxes & fees
28 Oct - 29 Oct
Sleep Woodstock Motel
Breakfast and dinner served
The Mountain Inn at Killington
The Mountain Inn at Killington
2.5 star property
9.2 out of 10, Wonderful, (928)
"Nice accommodations, very inviting and friendly staff. "
United States
Scott
The Mountain Inn at Killington
Terrace/patio
Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
7.4 out of 10, Good, (1002)
"Great stay!!"
United States
Robert
The price is ₹11,454
₹12,599 total
includes taxes & fees
2 Nov - 3 Nov
Killington Mountain Lodge, Tapestry Collection by Hilton
Exterior
Brandon Inn
Brandon Inn
3.0 star property
8.6 out of 10, Excellent, (548)
"SUPER accommodating. Fantastic breakfast. Very friendly staff. Would absolutely stay again!"
United States
Linda
The price is ₹9,772
₹10,750 total
includes taxes & fees
26 Oct - 27 Oct
Brandon Inn
Classic Room, 2 Queen Beds | Desk, iron/ironing board, free WiFi, bed sheets
Middlebury Sweets Motel
Middlebury Sweets Motel
2.5 star property
8.6 out of 10, Excellent, (382)
"Friendly staff, clean, comfortable and convenient to downtown. "
United States
Melissa
The price is ₹9,567
₹10,524 total
includes taxes & fees
30 Oct - 31 Oct
Middlebury Sweets Motel
Property grounds
The Shire Woodstock
The Shire Woodstock
3.0 star property
8.8 out of 10, Excellent, (861)
"Easy check-in / check-out. Very clean property and rooms. Easily walkable location to every major point of interest in Woodstock. Highly recommend the property. "
United States
Brendan
The Shire Woodstock
Full-sized fridge, microwave, stovetop, coffee/tea maker
My Place Hotel-Randolph VT
My Place Hotel-Randolph VT
2.0 star property
9.4 out of 10, Exceptional, (319)
"Great place to stay!"
United States
Mark
The price is ₹10,603
₹11,557 total
includes taxes & fees
13 Nov - 14 Nov
My Place Hotel-Randolph VT
Exterior
Hampton Inn Rutland
Hampton Inn Rutland
2.5 star property
9.0 out of 10, Wonderful, (954)
"Friendly staff, comfortable bed, very clean. "
United States
Thomas
The price is ₹11,454
₹12,599 total
includes taxes & fees
24 Nov - 25 Nov
Hampton Inn Rutland
Front of property
Cortina Inn
Cortina Inn
3.0 star property
6.6 out of 10, (634)
"location is excellent. As this is obviously an abandoned Holiday Inn, hopefully it is a renovation in progress."
United States
DICK
The price is ₹8,697
₹9,567 total
includes taxes & fees
26 Oct - 27 Oct
Cortina Inn
Exterior
Après Inn Killington
Après Inn Killington
2.0 star property
9.4 out of 10, Exceptional, (152)
"Wonderful location, beautiful renovations, friendly staff "
United States
Robyn
The price is ₹12,123
₹13,336 total
includes taxes & fees
29 Oct - 30 Oct
Après Inn Killington
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

Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Beautiful hotel with excellent staff and room cleanliness. Red Rooster Inn had good breakfast options, however dinner was a little underwhelming and expensive. There are better options at the local fine dining restaurants. "
Derek 2-night trip
Posted 6 days ago
Woodstock Inn & Resort

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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.