Title: Visit Woodstock: Best of Woodstock Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Woodstock](https://expedia.ca/Woodstock-Hotels.d176585.Travel-Guide-Hotels)[Vacation Rentals in Woodstock](https://expedia.ca/Woodstock-Vacation-Rentals.d176585.Travel-Guide-VacationRentals)[Woodstock Car Rentals](https://expedia.ca/Car-Rentals-In-Woodstock.d176585.Car-Rental-Guide)[Woodstock Vacation Packages](https://expedia.ca/Woodstock.d176585.Destination-Travel-Guides) # Woodstock ## Travel Guide ![Chrysanthemums and pumpkins for sale at a farm stand near Woodstock, Connecticut.](https://images.trvl-media.com/place/176585/3eb2ad40-8b54-45a0-b6c0-8406c13103dd.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Chrysanthemums and pumpkins for sale at a farm stand near Woodstock, Connecticut.](https://images.trvl-media.com/place/176585/3eb2ad40-8b54-45a0-b6c0-8406c13103dd.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Sunrise over farmland near South Woodstock, Connecticut.](https://images.trvl-media.com/place/176585/6f8307f9-f842-49bf-b96d-057393107aec.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Woodstock Things to do ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=DX_SPRING_PROMO_176585) - Woodstock Hotel Deals - Vacation Rentals in Woodstock ![Secluded 2-Acre Lakefront Home! Book Your Getaway!](https://images.trvl-media.com/lodging/71000000/70130000/70120900/70120858/92aac925_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Secluded 2-Acre Lakefront Home! Book Your Getaway! Woodstock CT CA $513 CA $881 total Mar 2 - Mar 3 includes taxes & fees Stay at this vacation home in Woodstock. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Black Pond and Campert Preserve are located ... 9.8/10 Exceptional! (81 reviews) We had a great stay! Clean and very comfortable. The big kitchen was equipped with everything you’d need and had a big table for hosting the whole family. Reviewed on Jan 13, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=70120858&PinnedHotelID=70120858&HadPinnedHotel=true®ionId=176585) ![Stunning Lakefront Escape! Book Your Dream Getaway!](https://images.trvl-media.com/lodging/97000000/96520000/96516100/96516073/519c89cc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Stunning Lakefront Escape! Book Your Dream Getaway! Woodstock CT CA $339 CA $656 total Feb 28 - Mar 1 includes taxes & fees Book a stay at this beach vacation home in Woodstock. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Roseland Cottage and Taylor ... 10/10 Exceptional! (22 reviews) Welcoming host! Beautiful house with great amenities! Reviewed on Feb 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=28%2F02%2F2026&endDate=01%2F03%2F2026&selected=96516073&PinnedHotelID=96516073&HadPinnedHotel=true®ionId=176585) ![Wellsworth Hotel](https://images.trvl-media.com/lodging/1000000/900000/894300/894252/61dc8b11_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wellsworth Hotel 14 Mechanic St Southbridge MA CA $146 CA $164 total Mar 16 - Mar 17 includes taxes & fees Book a stay at this business-friendly hotel in Southbridge. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff ... 9.2/10 Wonderful! (1,433 reviews) We love the Wellsworth. It’s very clean, friendly attentive employees, heated pool that’s actually warm, indoor basketball court which is cool and unique and tasty restaurant on site, we love the fish n chips! Reviewed on Feb 22, 2026 [](https://expedia.ca/Hotel-Search?startDate=16%2F03%2F2026&endDate=17%2F03%2F2026&selected=894252&PinnedHotelID=894252&HadPinnedHotel=true®ionId=176585) [See all 313 properties in Woodstock](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=28%2F02%2F2026&endDate=01%2F03%2F2026®ionId=176585) 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. ![Secluded 2-Acre Lakefront Home! Book Your Getaway!](https://images.trvl-media.com/lodging/71000000/70130000/70120900/70120858/92aac925_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Secluded 2-Acre Lakefront Home! Book Your Getaway! Woodstock CT Stay at this vacation home in Woodstock. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Black Pond and Campert Preserve are located ... 9.8/10 Exceptional! (81 reviews) We had a great stay! Clean and very comfortable. The big kitchen was equipped with everything you’d need and had a big table for hosting the whole family. Reviewed on Jan 13, 2026 [](https://expedia.ca/Willington-Hotels-House.h70120858.Hotel-Information) ![Stunning Lakefront Escape! Book Your Dream Getaway!](https://images.trvl-media.com/lodging/97000000/96520000/96516100/96516073/519c89cc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Stunning Lakefront Escape! Book Your Dream Getaway! Woodstock CT Book a stay at this beach vacation home in Woodstock. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Roseland Cottage and Taylor ... 10/10 Exceptional! (22 reviews) Welcoming host! Beautiful house with great amenities! Reviewed on Feb 24, 2026 [](https://expedia.ca/Woodstock-Hotels-Breathtaking-Lakefront-Property-Cozy-House-Special-Off-Season-Rates.h96516073.Hotel-Information) ![Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake](https://images.trvl-media.com/lodging/100000000/99890000/99884200/99884118/e39ce86b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake Stafford CT Stay at this cottage in Stafford. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Staffordville Beach and Mill Pond Park are located ... 9.6/10 Exceptional! (33 reviews) Nice place. Reviewed on Feb 23, 2026 [](https://expedia.ca/Stafford-Hotels-Serene-2-Bedroom.h99884118.Hotel-Information) [See all properties in Woodstock](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=176585&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 Woodstock hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=176585&startDate=2026-02-27&endDate=2026-02-28)[Feb 27 - Feb 28](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=176585&startDate=2026-02-27&endDate=2026-02-28) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=176585&startDate=2026-02-28&endDate=2026-03-01)[Feb 28 - Mar 1](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=176585&startDate=2026-02-28&endDate=2026-03-01) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=176585&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026)[Feb 27 - Mar 1](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=176585&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026) ### Popular places to visit #### Taylor Brooke Winery You can enjoy a tasting or tour at Taylor Brooke Winery during your travels to Woodstock. While in this family-friendly area, you can savor the top-notch restaurants. [](https://expedia.ca/Taylor-Brooke-Winery-Woodstock.d553248621532665995.Vacation-Attraction) #### Roseland Cottage You can study the exhibits at Roseland Cottage, a museum with a storied past, during your travels to Woodstock. Check out the lively bars or top-notch restaurants in this family-friendly area. [](https://expedia.ca/Roseland-Cottage-Woodstock.d553248621532665997.Vacation-Attraction) #### Woodstock Town Beach Why not spend a lazy afternoon at Woodstock Town Beach during your trip to Woodstock? Take in the festivals while you're in the area. [](https://expedia.ca/Woodstock-Town-Beach-Woodstock.d909390757667123200.Vacation-Attraction) #### Roseland Park Golf Course Enjoy a round of golf in Woodstock at Roseland Park Golf Course. Check out the lively bars or top-notch restaurants in this family-friendly area. [](https://expedia.ca/Roseland-Park-Golf-Course-Woodstock.d553248621563220978.Vacation-Attraction) #### Little River Plaza Shopping Center You can browse for the perfect souvenirs at Little River Plaza Shopping Center during your visit to South Woodstock. While in this family-friendly area, you can savor the top-notch restaurants. [](https://expedia.ca/Little-River-Plaza-Shopping-Center-Woodstock.d553248621557931251.Vacation-Attraction) #### Goodell Morse Memorial Forest You can take time to visit Goodell Morse Memorial Forest during your travels to Woodstock. Take in the festivals while you're in the area. [](https://expedia.ca/Goodell-Morse-Memorial-Forest-Woodstock.d909393056487616512.Vacation-Attraction) - Cities near Woodstock ![](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