Title: 5 Stars Hotels in Woodstock, New York from CA $279 - Find Cheap Woodstock Hotels With 5 Stars | Expedia.ca [Woodstock Travel Guide](https://expedia.ca/Woodstock.dx176573)[Hotels in Woodstock](https://expedia.ca/Woodstock-Hotels.d176573.Travel-Guide-Hotels)[Vacation Rentals in Woodstock](https://expedia.ca/Woodstock-Vacation-Rentals.d176573.Travel-Guide-VacationRentals)[Flights to Woodstock](https://expedia.ca/Cheap-Flights-To-Woodstock.d176573.Travel-Guide-Flights)[Things to do in Woodstock](https://expedia.ca/Things-To-Do-In-Woodstock.d176573.Travel-Guide-Activities)[Woodstock Car Rentals](https://expedia.ca/Car-Rentals-In-Woodstock.d176573.Car-Rental-Guide)[Woodstock Vacation Packages](https://expedia.ca/Woodstock.d176573.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/4bdbdfb05c4d71df3980a7bb302808dd.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Woodstock, New York from CA $279 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 5 Star Hotels Tonight [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2025-10-04&endDate=2025-10-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2025-10-05&endDate=2025-10-06&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Woodstock 5 Star Hotels ![Premium bedding, down comforters, Tempur-Pedic beds, in-room safe](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/24c057a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/80ece474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/c6ce3139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/f1b3797c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AutoCamp Catskills Saugerties 9.0/10 Wonderful (420) "Loved it. " CA $209 CA $288 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a8a403ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Penthouse, 1 King Bed, Bathtub, Mountain View](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a04d5bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Cabin](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/7a9e3855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Chalet, 1 Bedroom, Mountain View | Private kitchen](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/d2d6d133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Urban Cowboy Lodge Big Indian 9.2/10 Wonderful (168) "Just the whole experience was amazing. We enjoyed it so much (my daughter and I) that we want to return for Mother's Day. " CA $249 CA $279 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74150000/74143900/74143817/68f58760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/75000000/74150000/74143900/74143817/788f3a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74150000/74143900/74143817/943730ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/75000000/74150000/74143900/74143817/78fd6701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inness Accord 9.2/10 Wonderful (84) "Spa is good" CA $1,014 CA $1,199 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Accord-Hotels-INNESS.h74143817.Hotel-Information) ![](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%2F5Star-Woodstock-Hotels.s50-0-d176573.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Woodstock-Hotels.s50-0-d176573.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Woodstock. ![Woodstock Way Hotel](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Woodstock Way Hotel 10 Waterfall Way, Woodstock, NY CA $462 CA $572 total Oct 6 - Oct 7 includes taxes & fees 9.4/10 Exceptional! (187 reviews) [](https://expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) ![The Wick, Hudson, A Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/20000000/19750000/19742700/19742697/924e2902_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Wick, Hudson, A Tribute Portfolio Hotel 41 Cross Street, Hudson, NY CA $293 CA $331 total Oct 13 - Oct 14 includes taxes & fees 8.6/10 Excellent! (536 reviews) [](https://expedia.ca/Hudson-Hotels-The-Wick.h19742697.Hotel-Information) ![Mirbeau Inn & Spa](https://images.trvl-media.com/lodging/38000000/37240000/37231000/37230930/6536823f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Mirbeau Inn & Spa 46 West Market St, Rhinebeck, NY CA $654 CA $792 total Nov 3 - Nov 4 includes taxes & fees 9.4/10 Exceptional! (300 reviews) [](https://expedia.ca/Poughkeepsie-Hotels-Mirbeau-Inn-Spa.h37230930.Hotel-Information) Still don't see what you're looking for? [See all properties in Woodstock.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=176573&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=176573&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=176573&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=176573&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=176573&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F10%2F2025&endDate=06%2F10%2F2025®ionId=176573&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Woodstock Artists and musicians have shaped this Catskill mountain town since the legendary 1969 festival that wasn't actually held here. Spend mornings browsing quirky boutiques and galleries on Tinker Street before hiking nearby trails to swimming holes locals might share if you ask nicely. [See all hotels in Woodstock](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&adults=2®ionId=176573) ![](https://mediaim.expedia.com/destination/1/4bdbdfb05c4d71df3980a7bb302808dd.jpg?impolicy=fcrop&w=900&h=298&p=1&q=high) ## Top Woodstock Hotel Reviews ![Urban Cowboy Lodge](//images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a8a403ae_y.jpg) ### Urban Cowboy Lodge 10/10 Excellent "Just the whole experience was amazing. We enjoyed it so much (my daughter and I) that we want to return for Mother's Day. " [](https://expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information) ![AutoCamp Catskills](//images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/24c057a8_y.jpg) ### AutoCamp Catskills 10/10 Excellent "Loved it. " [](https://expedia.ca/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information) ## Find out more about Woodstock ## Five Star Hotels in Woodstock There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Woodstock so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Woodstock and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Woodstock Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Woodstock The results are in, and Woodstock 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Woodstock! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Woodstock today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Woodstock? > You can find a range of pricing options for a 5-star hotel in Woodstock on Expedia. How much you'll pay will depend on when you travel, trip length and other factors. Compare available properties for your chosen dates and make use of our pricing and other filters to score the perfect upscale stay. > > > > - Search for the lowest price per night from CA $331 ### What makes a hotel 5 stars in Woodstock? > From fine dining restaurants and fitness centres to pools and dreamy bedding, the 5-star experience in Woodstock is all about luxury and relaxation. But it takes more than just top-notch perks to receive a 5-star rating. Accommodations must also deliver superb guest-focused services like in-room massages, on-site laundry and 24/7 room service. ### Are there any 5-star all-inclusive resorts in Woodstock? > Find a luxurious stay that includes your room, meals, drinks and entertainment in Woodstock with our filters. Search for properties with a 5-star rating and select the "All inclusive" filter. Have a look at what's included in the price. 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