Title: Pittsfield Motel: Browse Cheap Motels in Pittsfield 2025 | 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/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Motels in Pittsfield from CA $168 ![](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 prices for these dates Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=MOTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=MOTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=MOTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=MOTEL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Pittsfield Motels ![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) ![Exterior](https://images.trvl-media.com/lodging/12000000/11490000/11480100/11480085/05005b52.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) ![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 (378) "cute an cozy, and not as tiny as the description makes it out to be" CA $153 CA $168 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Middlebury-Hotels-Middlebury-Sweets-Motel.h11480085.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) ![Reception](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/d5194d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/4dec58ad.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) ### Sleep Woodstock Motel Woodstock 9.6/10 Exceptional (529) "I come to area for medical visits often and Sleep Woodstock is my new favorite stay!" CA $145 CA $183 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.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=2025-10-27&endDate=2025-10-28®ionId=184066&adults=2&lodging=MOTEL&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Motels.d184066-aaMotels.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Motels.d184066-aaMotels.Travel-Guide-Accommodation) ## Top Pittsfield Hotel Reviews ![Ski in & out Spruce Glen Townhomes on Great Eastern Trail](//images.trvl-media.com/lodging/22000000/21440000/21432600/21432554/6ca4befa_y.jpg) ### Ski in & out Spruce Glen Townhomes on Great Eastern Trail 10/10 Excellent "Convenient, mid-state location. Set up for large group but worked for the two of us. Everything was fine, but the lighting in the master bedroom was bad as well as the lighting in the living room. Soap for the shower would be a reasonable item to provide as well as a garbage can with a lid on it for the kitchen." [](https://expedia.ca/Killington-Hotels-Ski-In-Out-Spruce-Glen-Townhomes-On-Great-Eastern-Trail.h21432554.Hotel-Information) ![Mountain Sports Inn](//images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e_y.jpg) ### Mountain Sports Inn 10/10 Excellent "Clean room, friendly staff " [](https://expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ![The Jackson ](//images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888_y.jpg) ### The Jackson 10/10 Excellent "The staff were incredible, so friendly and welcoming. Each night they served wine, cheese and crackers. The overall atmosphere and hospitality was amazing. We hated to leave." [](https://expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ![Emrose Luxury Cabins](//images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/fb359a4e_y.jpg) ### Emrose Luxury Cabins 10/10 Excellent "This property is so cool. From the outside space to relax to the clean room that is well kept. We appreciated this space. So cozy and comfortable. Thank you for the wonderful stay. " [](https://expedia.ca/Brandon-Hotels-Emrose-Luxury-Cabins.h110247154.Hotel-Information) ![Woodstock Inn & Resort](//images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "Very nice property. Would love to visit again." [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Comfort Inn Rutland - Killington](//images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_y.jpg) ### Comfort Inn Rutland - Killington 10/10 Excellent "The staff was pleasant and we enjoyed our stay. We loved the pool, hot tub and breakfast in the morning! " [](https://expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) ![Brandon Inn](//images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/ec2b6d3b_y.jpg) ### Brandon Inn 10/10 Excellent "It is a beautiful Inn, staff was amazing. Very kind and helpful!! Love the elevator. I wish we could have stayed longer." [](https://expedia.ca/Brandon-Hotels-Brandon-Inn.h25184647.Hotel-Information) ![The Mountain Inn at Killington](//images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg) ### The Mountain Inn at Killington 10/10 Excellent "Amazing area!" [](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![North Star Lodge and Resort](//images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg) ### North Star Lodge and Resort 10/10 Excellent "Off season, so lounge/cafe closed. However plenty of brewed coffee availary 0500 to 11 am. Dining options a few minutes away. Great bed. " [](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield Motels information | Number of reviews | 905 | | --- | --- | | Accommodation | 8 Motels | | Lowest Price | CA $168 | | Highest Price | CA $183 | ## Frequently asked questions ### What can I expect from a motel trip to Pittsfield? > If you're having a hard time finding motels in Pittsfield, expand your search to find motels in the surrounding area or let us help you find a similar property from more than 41 hotels and other lodging options. Simply use our search tools to filter by price per night or cost-saving amenities such as free parking and free airport transportation. ### What are motels like? > At most motels, you'll often find an outdoor pool and free parking. When you stay at a motel, you'll usually access your room from an outside corridor overlooking the parking lot. In the U.S., motels became more commonplace at the end of the 1940s with the appeal of road trip vacations, peaking in the mid-1960s with more than 60,000 properties. ### What are the best motels in Pittsfield? > Here you'll find some of Expedia customers' favorite motels in the larger area. [Sleep Woodstock Motel](https://www.expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information) is located 16.1 mi (26 km) from the heart of Pittsfield. Enjoy access to the picnic area, and freebies including WiFi and parking. [Middlebury Sweets Motel](https://www.expedia.ca/Middlebury-Hotels-Middlebury-Sweets-Motel.h11480085.Hotel-Information): Free WiFi and free parking are available during your stay, along with room amenities like a private yard. Central Pittsfield is 22.2 mi (35.8 km) away. [Happy Bear Motel](https://www.expedia.ca/Killington-Hotels-Happy-Bear-Motel.h7842335.Hotel-Information): Enjoy access to the free WiFi and free parking, as well as room amenities like a microwave. Located 8.7 mi (14 km) from the heart of Pittsfield. [Econo Lodge Rutland City near Hwy 7](https://www.expedia.ca/Rutland-Hotels-Econo-Lodge-Rutland-City-Near-Hwy-7.h6358.Hotel-Information): Central Pittsfield is 14.7 mi (23.6 km) away. A business center along with freebies like breakfast, WiFi, and parking are available during your stay. [The Cabins at Autumn Mountain Winery](https://www.expedia.ca/Brandon-Hotels-The-Cabins-At-Autumn-Mountain-Winery.h7641132.Hotel-Information): 12.9 mi (20.7 km) from the heart of Pittsfield. Enjoy the in-room fireplace, and freebies including WiFi and parking. ### What can I do in Pittsfield? > Some outdoorsy places nearby include Green Mountain National Forest, Pico Peak, and Silver Lake State Park. You'll find these family-friendly sights in the area: Killington Adventure Center, Green Mountain Rock Climbing Center, and Black Dog Sports. Other places worth a visit include Roger Clark Memorial Central Library and Pittsfield Town Hall. ### What's the seasonal weather like in Pittsfield? > Weather can make or break a roadtrip, so we've gathered some data about year-round temperatures in Pittsfield to help you plan yours. 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 are my options for getting around Pittsfield when staying in a motel? > We've gathered some information about getting around Pittsfield to help you navigate your stay: Fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is located 18.1 mi (29.2 km) from the city center. Otherwise, you can search for flights to Lebanon, NH (LEB-Lebanon Municipal), which is 27.2 mi (43.7 km) away. 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[Vacation Homes in Stockbridge](https://www.expedia.ca/Stockbridge-Private-Vacation-Homes.d6357893-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Flights to Killington](https://www.expedia.ca/Cheap-Flights-To-Killington.d10780.Travel-Guide-Flights) - [Fire Tower](https://www.expedia.ca/Fire-Tower-Killington.d553248621532667609.Vacation-Attraction) - [Gifford Woods State Park](https://www.expedia.ca/Gifford-Woods-State-Park-Killington.d6291277.Vacation-Attraction) - [Green Mountain National Golf Course](https://www.expedia.ca/Green-Mountain-National-Golf-Course-Killington.d6115884.Vacation-Attraction) - [Killington School for Tennis](https://www.expedia.ca/Killington-School-For-Tennis-Killington.d553248621532667625.Vacation-Attraction) - [Killington Vacations](https://www.expedia.ca/Killington.d10780.Destination-Travel-Guides) - [Visit Killington](https://www.expedia.ca/Killington.dx10780) - [Pico Mountain at Killington Ski Resort](https://www.expedia.ca/Pico-Mountain-At-Killington-Ski-Resort-Killington.d6082891.Vacation-Attraction) - 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