Title: Book the Best PET FRIENDLY Hotels in Pittsfield, VT from CA $150 - Pittsfield Dog-Friendly Hotels | Expedia.ca [Pittsfield Travel Guide](https://expedia.ca/Pittsfield.dx184066)[Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d184066.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d184066.Travel-Guide-VacationRentals)[Flights to Pittsfield](https://expedia.ca/Cheap-Flights-To-Pittsfield.d184066.Travel-Guide-Flights)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d184066.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d184066.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/pet_friendly.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Pet-friendly Hotels in Pittsfield, VT from CA $150 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Pittsfield Pet-friendly Hotels Tonight [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-10-29&endDate=2025-10-30&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-10-30&endDate=2025-10-31&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pittsfield Pet-friendly Hotels ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/374f8e02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/72849c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/3cca622a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Inn at Killington Killington 9.2/10 Wonderful (930) "Nice accommodations, very inviting and friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $185 CA $214 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![Deluxe Suite](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Accessible, Dog-Friendly Double](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/53cc1cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/32c31fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/d5194d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock Motel Woodstock 9.6/10 Exceptional (539) "Great motel with complete amenities.. beautiful surrounding especially in this fall" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Giana CA $144 CA $182 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/302c3d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/a73c2787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/9cdca5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Shire Woodstock Woodstock 8.8/10 Excellent (868) "great location and the staff were great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl CA $162 CA $189 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Classic Room, 2 Queen Beds](https://images.trvl-media.com/lodging/12000000/11490000/11480100/11480085/5dc2814c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/12000000/11490000/11480100/11480085/aac525fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/12000000/11490000/11480100/11480085/03ebd066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11490000/11480100/11480085/42f23c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Middlebury Sweets Motel Middlebury 8.6/10 Excellent (383) "Friendly staff, clean, comfortable and convenient to downtown. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $137 CA $150 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Middlebury-Hotels-Middlebury-Sweets-Motel.h11480085.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/f4f05fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/7aefc770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/d77eacdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch LCD TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/14edbde8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Rutland Rutland 9.0/10 Wonderful (954) "Friendly staff, comfortable bed, very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $182 CA $200 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/ec2b6d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/5aae86a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/69209bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/869870f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brandon Inn Brandon 8.6/10 Excellent (550) "Great charming stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tessa CA $153 CA $169 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Brandon-Hotels-Brandon-Inn.h25184647.Hotel-Information) ![Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/a55aa0fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/430b34b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/94482c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/663c443a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### My Place Hotel-Randolph VT Randolph Center 9.4/10 Exceptional (324) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $168 CA $183 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/b1730c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/0dbf9fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/f9bd2dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Killington Mountain Lodge, Tapestry Collection by Hilton Killington 7.4/10 Good (1001) "Great stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $182 CA $200 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/105000000/104900000/104893100/104893073/ae40488d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 Queen Bed](https://images.trvl-media.com/lodging/105000000/104900000/104893100/104893073/e1dcac0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Studio Suite](https://images.trvl-media.com/lodging/105000000/104900000/104893100/104893073/5b7f563a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 Queen Bed](https://images.trvl-media.com/lodging/105000000/104900000/104893100/104893073/23b8acb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Après Inn Killington Killington 9.4/10 Exceptional (153) "Wonderful location, beautiful renovations, friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robyn CA $192 CA $212 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Apres-Inn-Killington.h104893073.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/30000/27000/27000/aa6e8386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27000/27000/e84e42c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/30000/27000/27000/c408afd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/30000/27000/27000/f9974bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cortina Inn Rutland 6.6/10 (635) "location is excellent. As this is obviously an abandoned Holiday Inn, hopefully it is a renovation in progress." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DICK CA $138 CA $152 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Rutland-Hotels-Cortina-Inn.h27000.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-12&endDate=2025-11-13®ionId=184066&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Pittsfield ### Discover top Pittsfield attractions with your pet Pittsfield, Vermont, offers a delightful escape for travellers with pets, combining stunning natural beauty with pet-friendly activities. Start your adventure at the Green Mountain National Forest, where you and your furry companion can explore a network of trails amidst breathtaking scenery and fresh mountain air. The area is particularly known for its picturesque hiking routes, such as the Pico Peak Trail, which welcomes leashed dogs and rewards you with panoramic views of the lush Vermont landscape. For water-loving pets, the nearby Lake William is a charming spot for a refreshing swim or a leisurely paddle, with designated areas for pets to splash around. For a more relaxed outing, head to the quaint local parks, like the Pittsfield Town Park, where you can enjoy a picnic while your dog frolics in the open space. The park often hosts community events, providing a perfect opportunity to mingle with locals and other pet owners. After a day of exploration, you’ll find several pet-friendly hotels in the heart of Pittsfield, offering comfortable amenities for both you and your four-legged friend. These accommodations ensure a stress-free stay, with thoughtful touches like pet beds and treats, so you can unwind after your adventures. With easy access to trails, parks, and lakes, a stay in Pittsfield promises a memorable experience for you and your pet. ## Top Pittsfield Hotel Reviews ![The Shire Woodstock](//images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Nice view , great location " [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Days Inn by Wyndham Rutland/Killington Area](//images.trvl-media.com/lodging/1000000/890000/889600/889570/2b102593_y.jpg) ### Days Inn by Wyndham Rutland/Killington Area 10/10 Excellent "The breakfast selection was good with eggs, sausage, toast, bagels, waffles, fresh fruit, cereal, yogurt. The room was clean however the bathroom could use updating but was adequate. " [](https://expedia.ca/Rutland-Hotels-Days-Inn-By-Wyndham-RutlandKillington-Area.h889570.Hotel-Information) ![Woodstock Inn & Resort](//images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "This was our ideal hotel! Charmingly decorated, functional, and a walking distance to the town. We appreciated the complimentary champagne on our arrival, it was a wonderful place to spend our honeymoon." [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ## Frequently asked questions ### What's the best pet-friendly place to stay in Pittsfield? > [Clear River Inn](https://www.expedia.ca/Pittsfield-Hotels-Clear-River-Inn.h17762356.Hotel-Information) 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 traveling with pets, keeping track of the weather can make the trip safe and fun for everyone. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Pittsfield are January, March, February, and December, with each month seeing an average of 10 inches 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. 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