Title: Visit Pittsfield: Best of Pittsfield Tourism | Expedia Travel Guide - Expedia.ca [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) # Pittsfield ## Travel Guide ## Visit Pittsfield Things to do - Pittsfield Hotel Deals - Vacation Rentals in Pittsfield ![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Shire Woodstock 46 Pleasant St., Woodstock, VT CA $184 CA $214 total Nov 2 - Nov 3 includes taxes & fees Stay at this 3-star hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ... 8.6/10 Excellent! (831 reviews) "Nice view but no balcony. Internet good" Reviewed on Oct 1, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=10453651&PinnedHotelID=10453651&HadPinnedHotel=true®ionId=184066) ![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Woodstock Inn & Resort Fourteen The Green, Woodstock, VT CA $571 CA $689 total Nov 2 - Nov 3 includes taxes & fees Stay at this 4.5-star luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ... 9.2/10 Wonderful! (534 reviews) "Clean room. Staff very polite and helpful" Reviewed on Sep 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=25690&PinnedHotelID=25690&HadPinnedHotel=true®ionId=184066) ![The Mountain Inn at Killington](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Mountain Inn at Killington 47 Old Mill Rd, Killington, VT CA $187 CA $216 total Oct 19 - Oct 20 includes taxes & fees Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ... 9.2/10 Wonderful! (900 reviews) "Very easy check-in. Lovely staff, very friendly, and helpful. The only thing missing is a tea coffee maker in the room. Otherwise, everything else is excellent." Reviewed on Sep 25, 2025 [](https://expedia.ca/Hotel-Search?startDate=19%2F10%2F2025&endDate=20%2F10%2F2025&selected=975389&PinnedHotelID=975389&HadPinnedHotel=true®ionId=184066) [See all 1,713 properties in Pittsfield](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=06%2F10%2F2025&endDate=07%2F10%2F2025®ionId=184066) 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. ![Ski in & out Spruce Glen Townhomes on Great Eastern Trail](https://images.trvl-media.com/lodging/22000000/21440000/21432600/21432554/6ca4befa_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ski in & out Spruce Glen Townhomes on Great Eastern Trail 3387 East Mountain Road, Killington, VT Stay at this 3-star ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage ... 9/10 Wonderful! (49 reviews) "Great value, comfortable space, responsive host!" Reviewed on Aug 13, 2025 [](https://expedia.ca/Killington-Hotels-Ski-In-Out-Spruce-Glen-Townhomes-On-Great-Eastern-Trail.h21432554.Hotel-Information) ![Cozy Loft for two with Hot Tub & Mtn Views](https://images.trvl-media.com/lodging/60000000/59790000/59784500/59784421/434c8b92_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cozy Loft for two with Hot Tub & Mtn Views Granville Stay at this cabin in Granville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Plush Quartz Art Glass - Glassblowing Studio & Gallery ... 10/10 Exceptional! (260 reviews) "Fantastic little cabin to stay in was the perfect place to kick back and relax." Reviewed on Sep 23, 2025 [](https://expedia.ca/Granville-Hotels-Romantic-Loft-With-Hot-Tub.h59784421.Hotel-Information) ![Mountain Green](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/a745affc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Mountain Green 133 E Mountain Rd Killington, Killington, VT Stay at this condo in Killington. Enjoy free parking, a picnic area, and an indoor pool. Popular attractions Killington Resort and Black Dog Sports are located ... 6.4/10 (13 reviews) "Great communication from Jeff." Reviewed on Sep 25, 2025 [](https://expedia.ca/Killington-Hotels-Mountain-Green.h100996829.Hotel-Information) [See all properties in Pittsfield](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=184066&sort=VACATION_RENTAL) 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. ## Check Pittsfield hotel availability [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184066&startDate=2025-10-05&endDate=2025-10-06) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184066&startDate=2025-10-05&endDate=2025-10-06) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184066&startDate=2025-10-05&endDate=2025-10-06) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184066&startDate=2025-10-05&endDate=2025-10-06)[Oct 5 - Oct 6](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184066&startDate=2025-10-05&endDate=2025-10-06) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184066&startDate=2025-10-06&endDate=2025-10-07) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184066&startDate=2025-10-06&endDate=2025-10-07) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184066&startDate=2025-10-06&endDate=2025-10-07) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184066&startDate=2025-10-06&endDate=2025-10-07)[Oct 6 - Oct 7](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184066&startDate=2025-10-06&endDate=2025-10-07) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184066&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184066&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184066&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184066&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025)[Oct 10 - Oct 12](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=184066&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025) ### Popular places to visit #### Roger Clark Memorial Central Library After visiting Roger Clark Memorial Central Library, make a plan to see the other sights and activities in Pittsfield. [](https://expedia.ca/Roger-Clark-Memorial-Central-Library-Pittsfield.d936038138476937216.Vacation-Attraction) #### Pittsfield Town Hall After visiting Pittsfield Town Hall, make a plan to see the other sights and activities in Pittsfield. [](https://expedia.ca/Pittsfield-Town-Hall-Pittsfield.d936038057749213184.Vacation-Attraction) ## Cities near Pittsfield ![Killington Ski Resort featuring snow skiing and snow as well as an individual male](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/59000/59181-Killington.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Killington [](https://expedia.ca/Killington.dx10780) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [4 Star Hotels in Killington](https://www.expedia.ca/4Star-Killington-Hotels.s40-0-d10780.Travel-Guide-Filter-Hotels) - [Gaysville Hotels](https://www.expedia.ca/Gaysville-Hotels.d3000749241.Travel-Guide-Hotels) - [Treehouses in Gaysville](https://www.expedia.ca/Gaysville-Treehouses.d3000749241-aaTreehouses.Travel-Guide-Accommodation) - [Hotels near Green Mountain National Golf Course](https://www.expedia.ca/Green-Mountain-National-Golf-Course-Hotels.0-l6115884-0.Travel-Guide-Filter-Hotels) - [Apartments in Killington](https://www.expedia.ca/Killington-Apartments.d10780-aaApartments.Travel-Guide-Accommodation) - 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[Villas in Killington](https://www.expedia.ca/Killington-Villas.d10780-aaVillas.Travel-Guide-Accommodation) - [Adults Only Resorts & in North Sherburne](https://www.expedia.ca/North-Sherburne-Killington-Hotels-Adults-Only-Resorts.0-n553248635975848264-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in North Sherburne](https://www.expedia.ca/North-Sherburne-Killington-Hotels-Pet-Friendly-Hotel.0-n553248635975848264-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [North Sherburne Hotels](https://www.expedia.ca/North-Sherburne-Killington-Hotels.0-n553248635975848264-0.Travel-Guide-Filter-Hotels) - [B&B in Stockbridge](https://www.expedia.ca/Stockbridge-Bed-And-Breakfast.d6357893-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Stockbridge](https://www.expedia.ca/Stockbridge-Hotels-Cheap-Hotels.0-0-d6357893-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Stockbridge](https://www.expedia.ca/Stockbridge-Hotels-Hotels-With-Balconies.0-0-d6357893-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - 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[Killington Vacations](https://www.expedia.ca/Killington.d10780.Destination-Travel-Guides) - [Visit Killington](https://www.expedia.ca/Killington.dx10780) - [Visit Ludlow](https://www.expedia.ca/Ludlow.dx8496) - [Visit Middletown Springs](https://www.expedia.ca/Middletown-Springs.dx553248635975873537) - [Visit Montpelier](https://www.expedia.ca/Montpelier.dx8798) - [Visit Moretown](https://www.expedia.ca/Moretown.dx135030) - [Visit Mount Tabor](https://www.expedia.ca/Mount-Tabor.dx3000459688) - [Visit North Chittenden](https://www.expedia.ca/North-Chittenden.dx180850) - [Visit North Clarendon](https://www.expedia.ca/North-Clarendon.dx3000459694) - [Visit Perkinsville](https://www.expedia.ca/Perkinsville.dx184065) - [Visit Quechee](https://www.expedia.ca/Quechee.dx9580) - [Visit Ripton](https://www.expedia.ca/Ripton.dx6330721) - [Visit Rutland](https://www.expedia.ca/Rutland.dx3056) - [Visit South Londonderry](https://www.expedia.ca/South-Londonderry.dx184074) - [Visit South Royalton](https://www.expedia.ca/South-Royalton.dx3000459747) - [Visit South Woodstock](https://www.expedia.ca/South-Woodstock.dx6149659) - [Visit Vermont](https://www.expedia.ca/Vermont.dx247) - [Visit Mount Ellen Base Area](https://www.expedia.ca/Waitsfield-Mount-Ellen-Base-Area.dx827980169137299456) - [Visit Waitsfield Village Historic District](https://www.expedia.ca/Waitsfield-Waitsfield-Village-Historic-District.dx827981323618951168) - [Visit Waitsfield](https://www.expedia.ca/Waitsfield.dx10438) - [Visit Warren](https://www.expedia.ca/Warren.dx171287) - [Visit West River Trail](https://www.expedia.ca/West-River-Trail.dx826387202485702656) - [Visit Weston](https://www.expedia.ca/Weston.dx177460) - [Visit White River Junction](https://www.expedia.ca/White-River-Junction.dx6294) - [Visit Woodstock](https://www.expedia.ca/Woodstock.dx10868) - [Advantage Rent-A-Car Rental Cars in Killington](https://www.expedia.ca/Advantage-Rent-A-Car-Car-Rentals-In-Killington.d10780-c3.Car-Rental-Guide-Suppliers) - [Avis Rental Cars in Killington](https://www.expedia.ca/Avis-Car-Rentals-In-Killington.d10780-c41.Car-Rental-Guide-Suppliers) - [Car rental Killington](https://www.expedia.ca/Car-Rentals-In-Killington.d10780.Car-Rental-Guide) - [Enterprise Rental Cars in Killington](https://www.expedia.ca/Enterprise-Car-Rentals-In-Killington.d10780-c15.Car-Rental-Guide-Suppliers) - [Pickup Car Rentals in Killington](https://www.expedia.ca/Pickup-Car-Rentals-In-Killington.d10780-tPickup.Car-Rental-Guide-Class) - [Killington Vacation Rentals](https://www.expedia.ca/Killington-Vacation-Rentals.d10780.Travel-Guide-VacationRentals) - Cities near Pittsfield - Places of interest [Killington](https://expedia.ca/Killington.dx10780) - [Killington Resort](https://expedia.ca/Killington-Resort-Killington.d6082887.Vacation-Attraction) - [Green Mountain National Forest](https://expedia.ca/Green-Mountain-National-Forest-Vermont.d6115904.Vacation-Attraction) - [Pico Mountain at Killington Ski Resort](https://expedia.ca/Pico-Mountain-At-Killington-Ski-Resort-Killington.d6082891.Vacation-Attraction) - [Killington Peak](https://expedia.ca/Killington-Peak-Killington.d553248621563220980.Vacation-Attraction) - [Billings Farm and Museum](https://expedia.ca/Billings-Farm-And-Museum-Woodstock.d6175222.Vacation-Attraction) - [Killington Adventure Center](https://expedia.ca/Killington-Adventure-Center-Killington.d636717397721112576.Vacation-Attraction) - [Mad River Valley](https://expedia.ca/Mad-River-Valley-Vermont.d3000437307.Vacation-Attraction) - [Killington Golf Course](https://expedia.ca/Killington-Golf-Course-Killington.d6291063.Vacation-Attraction) - [Gifford Woods State Park](https://expedia.ca/Gifford-Woods-State-Park-Killington.d6291277.Vacation-Attraction) - [Bear Mountain Quad Ski Lift](https://expedia.ca/Bear-Mountain-Quad-Ski-Lift-Killington.d6291422.Vacation-Attraction) - [Green Mountain National Golf Course](https://expedia.ca/Green-Mountain-National-Golf-Course-Killington.d6115884.Vacation-Attraction) - [K-1 Express Gondola](https://expedia.ca/K-1-Express-Gondola-Killington.d6291458.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)