Title: Book the Best HISTORIC Hotels in Woodstock in 2025 | Expedia.ca [Woodstock Travel Guide](https://expedia.ca/Woodstock.dx10868)[Hotels in Woodstock](https://expedia.ca/Woodstock-Hotels.d10868.Travel-Guide-Hotels)[Vacation Rentals in Woodstock](https://expedia.ca/Woodstock-Vacation-Rentals.d10868.Travel-Guide-VacationRentals)[Things to do in Woodstock](https://expedia.ca/Things-To-Do-In-Woodstock.d10868.Travel-Guide-Activities)[Woodstock Car Rentals](https://expedia.ca/Car-Rentals-In-Woodstock.d10868.Car-Rental-Guide)[Woodstock Vacation Packages](https://expedia.ca/Woodstock.d10868.Destination-Travel-Guides) ![Woodstock showing street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94304-Woodstock.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Woodstock, VT from CA $238 ![](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 Woodstock Historic Hotels Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Woodstock Historic Hotels ![Interior](https://images.trvl-media.com/lodging/2000000/1110000/1100200/1100199/w2880h2170x0y0-a69a5404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/2000000/1110000/1100200/1100199/6c79b581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1110000/1100200/1100199/7a24ec1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cafe](https://images.trvl-media.com/lodging/2000000/1110000/1100200/1100199/2db4f9a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Coolidge White River Junction 8.2/10 Very good (1005) "Loved the look of the historical hotel." [](https://www.expedia.ca/White-River-Junction-Hotels-Hotel-Coolidge.h1100199.Hotel-Information) ![Breakfast, lunch, dinner served; local cuisine ](https://images.trvl-media.com/lodging/4000000/3980000/3974400/3974306/1703a489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3980000/3974400/3974306/12ba4ad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/4000000/3980000/3974400/3974306/d1b03732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3980000/3974400/3974306/bf81da74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hanover Inn Dartmouth Hanover 9.6/10 Exceptional (874) "Perfect hotel " [](https://www.expedia.ca/Lebanon-Hotels-Hanover-Inn-Dartmouth.h3974306.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/64000000/63950000/63942500/63942414/815e1d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, offices](https://images.trvl-media.com/lodging/64000000/63950000/63942500/63942414/0ede4bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63950000/63942500/63942414/5ad0db17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/64000000/63950000/63942500/63942414/450d67d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful home offering privacy on 7 acres with private pond West Windsor 10/10 Exceptional (30) "Very relaxing house, we all enjoyed the fireplaces and pellet stove and the well-equipped kitchen allowed us to cook beautiful meals. The property is gorgeous and neighbors are far away. This was the perfect place for a friends reunion/ski trip!" CA $303 CA $704 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Windsor-Hotels-Beautiful-Home-Offering-Privacy-On-7-Acres-With-Private-Pond.h63942414.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/46000000/45710000/45709000/45708952/54a5f76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/46000000/45710000/45709000/45708952/b0da744f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45710000/45709000/45708952/1662100f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/46000000/45710000/45709000/45708952/cc4de1c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route Ludlow 10/10 Exceptional (99) "Wonderful two bedroom condo, fantastic communication from the manager, easy everything, parking, accessing the beautiful unit, checking out, just perfect!" CA $210 CA $424 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Central-Vermont-Killington-Hotels-Vrbo-Property.h45708952.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/ba958cd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/c6fd9a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/2cf1934c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22870000/22865900/22865847/20e76b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle Ludlow 9.8/10 Exceptional (103) "A lovely time enjoying the off-season in a ski town. " CA $293 CA $603 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Ludlow-Hotels-Short-Walk-To-Shops.h22865847.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/73000000/72140000/72131700/72131636/w3900h2297x0y0-51e955cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/73000000/72140000/72131700/72131636/dddebf67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72140000/72131700/72131636/f374961f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72140000/72131700/72131636/38cd59d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-in/out condo near ski school with washer/dryer, fast WiFi, & mountain views Clock Tower Base Area 7.4/10 Good (13) "We loved everything about staying here and will for sure be back!" CA $220 CA $495 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Ludlow-Hotels-Ski-Inout-Condo-Near-Ski-School-With-Washerdryer.h72131636.Hotel-Information) ![TV, DVD player](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131894/9a087dbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131894/77b10ad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131894/0429cb18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131894/d0731b53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-In/Out condo with patio, mountain views, washer/dryer, & cable Clock Tower Base Area 9.4/10 Exceptional (24) "Very nice accommodations" CA $81 CA $315 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Ludlow-Hotels-Ski-InOut-Condo-With-Patio.h72131894.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/39000000/38420000/38410400/38410329/w1999h1332x1y1-26493e80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38420000/38410400/38410329/w2000h1332x0y1-cec4356a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38420000/38410400/38410329/a87a7d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/39000000/38420000/38410400/38410329/w2000h1332x0y1-6575e115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedarbrook Junior Suite 11416 Killington 9.4/10 Exceptional (3) "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great place. We booked the 2 room suite, happy we did. The seperate living room and kitchenette was a very welcome extra space. The hotel staff was super friendly and helpful. The sound of the brook running along side the property at night was... CA $221 CA $319 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Cedarbrook-One-Bedroom-Suite-11416.h38410329.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413501/w1999h1332x1y1-4b045cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413501/w2000h1332x0y1-0a9cdce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413501/w1997h1332x0y1-df9edd8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413501/w1996h1332x1y1-a0b4d4c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Queen Studio on the 2nd floor with outdoor heated pool 207 Killington 8.0/10 Very good (6) "Overall a good option for a visit to Killington if you don’t need to be on the access road. The outdoor heated pool was a really nice way to relax after a day of skiing. If you don’t want to drive, there is a pretty good restaurant across the street. The only slight concern is if more units than unit 207 are listed on VRBO (the unit we stayed in). I’m glad we had an upstairs unit because the floor was very squeaky. I was wondering if it was annoying the unit below us. With that minor detail... CA $160 CA $238 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Queen-Studio-On-The-2nd-Floor-With-Outdoor-Heated-Pool-207.h38413501.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/39000000/38420000/38412800/38412754/w1999h1332x1y1-8854bd14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38420000/38412800/38412754/263149af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38420000/38412800/38412754/w1999h1332x1y1-f1b997d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38420000/38412800/38412754/w1997h1332x0y1-84fc2933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe one bedroom suite located on first floor with outdoor heated pool 11921 Killington 10/10 Exceptional (5) "We loved this area. The condo was exactly as described. We enjoyed the heated pool" CA $221 CA $319 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Killington-Hotels-Deluxe-One-Bedroom-Suite-Located-On-First-Floor-With-Outdoor-Heated-Pool-11921.h38412754.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=2025-10-26&endDate=2025-10-27®ionId=10868&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Woodstock Hotel Reviews ![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) ![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) ![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Gorgeous suite, staff was so nice and helpful. " [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![On The River Inn](//images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/528a7f5b_y.jpg) ### On The River Inn 10/10 Excellent "Loved having water / coffee stations on each floor! We liked the location being outside the town center & enjoyed being right on the river. It was pleasant & relaxing to sit on the balcony and just enjoy the view. We hope to return one day! TIP FOR HOTEL — People who just want hot water are having a difficult time figuring out how to make the machine do hot water only. — They could really use a sign with instructions. TIP FOR FUTURE TRAVELERS— You must have a car. The area between the hotel & stores doesn’t have a safe place to walk beside the road. " [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ## Frequently asked questions ### What should a history enthusiast expect from a trip to Woodstock? > You're already probably planning a visit to historically relevant sites while on vacation in Woodstock. While you're here, you can visit the shops and riverfront. And also relish a stop at the top-notch restaurants in this quaint area. ### How many historically relevant hotels will I find in Woodstock? > In Woodstock, there are 60 hotels and other accommodations bookable on Expedia though not many historic hotels to choose from. ### What are the top historical sites and other places to visit in Woodstock? > Woodstock is notable for landmarks like Marsh-Billings-Rockefeller National Historical Park, Taftsville Covered Bridge, and Middle Covered Bridge. Cultural venues include Woodstock Town Hall Theatre, Billings Farm and Museum, and Five Elm Arches. A couple of additional sights to add to your agenda are VINS Nature Center and Saskadena Six Ski Area. ### What is a historic hotel like in Woodstock? > Guests who choose a historic hotel can enjoy a vacation in a building that has an officially recognized national historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be transformed into a historic hotel as long as it's of special interest. Traditional architecture and period features can be admired in the public spaces and guestrooms of historic hotels in Woodstock, bringing the history to life. ### What is the difference between a historic hotel and a heritage hotel? > "Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is a term often used in the U.S. but overall the terms are quite similar. The architecture and actual building of a historic hotel tends to be what's most significant. For a heritage hotel, it's often the cultural value and how it inspired the community. ### Do historic hotels in Woodstock have modern facilities? > Hotel interiors feature the modern conveniences and safety features you expect to find, though efforts have been made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities, and the amenities found in most hotels will be available in a historic hotel. Rest assured that when you select a historic hotel in Woodstock, you won't find yourself staying at a place that's uncomfortable for guests or simply rundown. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Hotels near Billings Farm and Museum](https://www.expedia.ca/Billings-Farm-And-Museum-Hotels.0-l6175222-0.Travel-Guide-Filter-Hotels) - [Farmstay in Bridgewater](https://www.expedia.ca/Bridgewater-Agritourism.d553248635975851833-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Bridgewater](https://www.expedia.ca/Bridgewater-Apart-Hotels.d553248635975851833-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Bridgewater](https://www.expedia.ca/Bridgewater-Bed-And-Breakfast.d553248635975851833-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Apartments in Bridgewater Center](https://www.expedia.ca/Bridgewater-Center-Apartments.d553248635975875821-aaApartments.Travel-Guide-Accommodation) - [Condo Resorts in Bridgewater Center](https://www.expedia.ca/Bridgewater-Center-Condominium-Resort.d553248635975875821-aaCondominiumResort.Travel-Guide-Accommodation) - 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