--- title: "Woodstock Vacation Packages & Trips 2026 from CA $967 | Expedia" description: "FREE cancellation on select hotels Bundle Woodstock flight and hotel to build your own Woodstock vacation package & you can 𝘀𝗮𝘃𝗲 with Expedia! Choose from thousands of Woodstock holiday trips & travel deals." canonical: "https://www.expedia.ca/Woodstock.d10310.Destination-Travel-Guides" language: en-CA market: CA currency: CAD prices_as_of: 2026-11-13T12:12:04Z --- # Woodstock Vacation Packages ![A panoramic view of a lush green valley with rolling hills and a stone wall in the foreground.](https://images.trvl-media.com/place/10310/eb745c1c-f9c1-46f7-b72f-724e23f2c187.jpg?impolicy=fcrop&w=1200&h=300&q=medium) ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $4,200 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Woodstock Vacation Our Woodstock vacation packages let you customize your own adventure. Tailor your getaway to suit your needs and interests and make the most of your time in this fabulous city. A trip to Woodstock is an ideal opportunity to see the sights. Be sure to look around well-known attractions like [Shenandoah Vineyards](https://www.expedia.ca/Shenandoah-Vineyards-Edinburg.d6219481.Vacation-Attraction), [Shenandoah County Fairgrounds](https://www.expedia.ca/Shenandoah-County-Fairgrounds-Woodstock.d6219478.Vacation-Attraction) and [Woodstock Museum](https://www.expedia.ca/Woodstock-Museum-Woodstock.d6219483.Vacation-Attraction). Stop dreaming and start doing. Browse the wide range of options on Expedia today and put your Woodstock vacation plans in motion! ## Top Woodstock vacation deals Price found within the past 48 hours. Click for updated prices. Trip length 3 nights4 nights5 nights6-7 nights Stars 5 star4 star & up3 star & up2 star & up Flight class EconomyPremium economyBusinessFirst class Remove all filters - ![A modern hotel entrance with a glass canopy, large windows, and potted plants.](https://images.trvl-media.com/lodging/1000000/480000/470900/470863/9d56ef4f.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern interior with a fireplace, seating area, and staircase leading to upper levels.](https://images.trvl-media.com/lodging/1000000/480000/470900/470863/25821c34.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 25 - Dec 31** ### [Eurostars Saint Gregory Dupont Circle Georgetown + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-25/2026-12-31/?FromAirport=YHZ&Destination=BWI&NumRoom=1&NumAdult=2&NumChild=0&hotelId=470863&dealMarker=&paandie=true&cabinClass=e) Downtown Washington D.C. 6 nights **8.6/10** \- Excellent (1,001 reviews) "I really enjoyed my stay at this hotel. It was an easy place to navigate from they had restaurants in a bar on the property. The staff was very kind and I love my room in the space we were in. I would absolutely stay here again." Reviewed November 11, 2026 Roundtrip • Halifax (YHZ) - Baltimore (BWI) YHZ - DCA • 1 stop IAD - YHZ • 1 stop [~~CA $1,425~~](https://www.expedia.ca/) **CA $964** per traveller found 17 hours ago - ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/856600/856597/b59a239c.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![Outdoor seating with wicker chairs and tables, blue awnings, and hanging lights.](https://images.trvl-media.com/lodging/1000000/860000/856600/856597/ded8616b.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 31 - Feb 4** ### [Sofitel Washington DC Lafayette Square + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-31/2027-02-04/?FromAirport=YYZ&Destination=BWI&NumRoom=1&NumAdult=2&NumChild=0&hotelId=856597&dealMarker=&paandie=true&cabinClass=e) Downtown Washington D.C. 4 nights **9.0/10** \- Wonderful (1,301 reviews) Roundtrip • Toronto (YYZ) - Baltimore (BWI) YYZ - DCA • Nonstop DCA - YYZ • Nonstop Save 100% on your flight [~~CA $1,552~~](https://www.expedia.ca/) **CA $1,034** per traveller found 21 hours ago - ![A modern living room with a fireplace, two sofas, a coffee table with a book, and a view of the sea.](https://images.trvl-media.com/lodging/18000000/17400000/17395900/17395897/69afdf6b.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A covered outdoor area with seating and greenery.](https://images.trvl-media.com/lodging/18000000/17400000/17395900/17395897/9f293cd7.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 24 - Jan 30** ### [Pendry Baltimore + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-24/2027-01-30/?FromAirport=YUL&Destination=BWI&NumRoom=1&NumAdult=2&NumChild=0&hotelId=17395897&dealMarker=&paandie=true&cabinClass=e) Fells Point 6 nights **9.4/10** \- Exceptional (1,000 reviews) Roundtrip • Montreal (YUL) - Baltimore (BWI) YUL - BWI • 1 stop BWI - YUL • 1 stop [~~CA $3,189~~](https://www.expedia.ca/) **CA $2,188** per traveller found 21 hours ago - ![A spacious living area with a large window, a sofa, a coffee table, and a TV.](https://images.trvl-media.com/lodging/17000000/16030000/16024200/16024166/fea78b04.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A person holding a drink with a slice of fruit, sitting on a deck with a view of a marina and boats.](https://images.trvl-media.com/lodging/17000000/16030000/16024200/16024166/bde033bd.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 24 - Jan 30** ### [InterContinental Washington D.C. - The Wharf by IHG + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-24/2027-01-30/?FromAirport=YUL&Destination=BWI&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16024166&dealMarker=&paandie=true&cabinClass=e) The Wharf 6 nights **9.4/10** \- Exceptional (1,231 reviews) "Great hotel and exelent service" Reviewed November 11, 2026 Roundtrip • Montreal (YUL) - Baltimore (BWI) YUL - BWI • 1 stop BWI - YUL • 1 stop Save 100% on your flight [~~CA $2,212~~](https://www.expedia.ca/) **CA $1,527** per traveller found 1 day ago - ![A large, multi-story hotel with a classic architectural style, featuring a prominent entrance and a well-lit facade.](https://images.trvl-media.com/lodging/2000000/1050000/1044300/1044257/16925b43.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A spacious living room with two sofas, a chandelier, a flat-screen TV, and large windows offering city views.](https://images.trvl-media.com/lodging/2000000/1050000/1044300/1044257/730ddaab.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 31 - Feb 4** ### [The Potomac Hotel, Autograph Collection + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-31/2027-02-04/?FromAirport=YYZ&Destination=BWI&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1044257&dealMarker=&paandie=true&cabinClass=e) Southwest 4 nights **9.4/10** \- Exceptional (1,064 reviews) Roundtrip • Toronto (YYZ) - Baltimore (BWI) YYZ - DCA • Nonstop DCA - YYZ • Nonstop Save 100% on your flight [~~CA $2,038~~](https://www.expedia.ca/) **CA $1,446** per traveller found 21 hours ago ## Discover the most popular places to visit in Woodstock ### Shenandoah County Fairgrounds Rating: 9.0/10 (48 reviews) Take the family on an outing to Shenandoah County Fairgrounds during your trip to Woodstock. While you're here, you can savor the top-notch restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6219478) ### Woodstock Tower Observation Site Rating: 8.4/10 (28 reviews) You can find out about the history of Woodstock with a visit to Woodstock Tower Observation Site. While in this vibrant area, you can savor the top-notch restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561864668) ### Woodstock Museum Rating: 8.8/10 (15 reviews) You can spend time studying the exhibits at Woodstock Museum during your travels in Woodstock. While you're here, you can savor the top-notch restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6219483) ### Seven Bends State Park Rating: 9.0/10 (19 reviews) You can take time to visit Seven Bends State Park during your travels to Woodstock. While in this family-friendly area, you can savor the top-notch restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=637192229808680960) ### 7 East Gallery Rating: 8.6/10 (7 reviews) You can spend an afternoon browsing the exhibits at 7 East Gallery during your trip to Woodstock. While you're here, you can savor the top-notch restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532661805) ### W.O. Riley Park Rating: 8.6/10 (15 reviews) Explore the great outdoors at W.O. Riley Park, a lovely green space in Woodstock. Savor the lively bars and top-notch restaurants while in town. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561864663) ### Shenandoah County Courthouse Find out about the history of Woodstock when you take a trip to Shenandoah County Courthouse. While in this family-friendly area, you can savor the top-notch restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=950928864589557760) ### Woodstock Recreational Area Explore the great outdoors at Woodstock Recreational Area, a lovely green space in Woodstock. While in this family-friendly area, you can savor the top-notch restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909172154850258944) ## Woodstock Hotel Deals ### [Holiday Inn Express Woodstock-Shenandoah Valley by IHG](https://www.expedia.ca/Luray-Hotels-Holiday-Inn-Express-Woodstock-Shenandoah-Valley.h20598.Hotel-Information) ![A building with a covered entrance, columns, and a dome-shaped roof.](https://images.trvl-media.com/lodging/1000000/30000/20600/20598/f3edcc13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1130 Motel Dr, Woodstock, VA, 22664, US - Location: 2.2 km from Woodstock - Star rating: 2.5/5 - Guest rating: 9/10 (Wonderful, 1000 reviews) - Price: CA $127, CA $142 total, includes taxes & fees, Nov 29 - Nov 30 - Review: Place was nice - staff were super nice upon arrival ### [Hampton Inn & Suites Woodstock, VA](https://www.expedia.ca/Luray-Hotels-Hampton-Inn-Suites-Woodstock.h3025089.Hotel-Information) ![An indoor swimming pool with clear water, surrounded by large windows and a tiled floor.](https://images.trvl-media.com/lodging/4000000/3030000/3025100/3025089/f59c7bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1150 Motel Dr, Woodstock, VA, 22664, US - Location: 2.4 km from Woodstock - Star rating: 2.5/5 - Guest rating: 8.8/10 (Excellent, 1001 reviews) - Price: CA $141, CA $158 total, includes taxes & fees, Dec 7 - Dec 8 ### [Comfort Inn Woodstock Shenandoah](https://www.expedia.ca/Luray-Hotels-Comfort-Inn-Woodstock-Shenandoah.h327388.Hotel-Information) ![A lobby with a stone wall, a reception desk, a fireplace, blue armchairs, and a chandelier.](https://images.trvl-media.com/lodging/1000000/330000/327400/327388/495de11d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1011 Motel Dr, Woodstock, VA, 22664, US - Location: 1.9 km from Woodstock - Star rating: 2.5/5 - Guest rating: 8.8/10 (Excellent, 1001 reviews) - Price: CA $130, CA $146 total, includes taxes & fees, Nov 21 - Nov 22 ### [Econo Lodge Woodstock - Shenandoah Valley I-81](https://www.expedia.ca/Luray-Hotels-Econo-Lodge-Woodstock-Shenandoah-Valley-I-81.h1494994.Hotel-Information) ![A hotel room with a bed, two bedside tables with lamps, a chair, and a framed picture on the wall.](https://images.trvl-media.com/lodging/2000000/1500000/1495000/1494994/7acd516c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1290 S Main St, Woodstock, VA, 22664, US - Location: 3 km from Woodstock - Star rating: 2/5 - Guest rating: 7.2/10 (Good, 686 reviews) - Price: CA $100, CA $112 total, includes taxes & fees, Nov 16 - Nov 17 ### [Fairfield Inn & Suites Strasburg Shenandoah Valley](https://www.expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-Strasburg-Shenandoah-Valley.h2230885.Hotel-Information) ![A hotel lobby with a reception desk, seating area with a round table, and a bar.](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/ce971938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 33760 Old Valley Pike, Strasburg, VA, 22657, US - Location: 19.9 km from Woodstock - Star rating: 3/5 - Guest rating: 9/10 (Wonderful, 1000 reviews) - Price: CA $172, CA $191 total, includes taxes & fees, Nov 22 - Nov 23 ### [Ramada by Wyndham Strasburg/Shenandoah Valley](https://www.expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) ![A hotel lobby with a reception desk, a check-in counter, a seating area with chairs, and a dining area in the background.](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/220661a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 21 Signal Knob Dr, Strasburg, VA, 22657, US - Location: 19 km from Woodstock - Star rating: 2.5/5 - Guest rating: 8.2/10 (Very good, 1029 reviews) - Price: CA $108, CA $120 total, includes taxes & fees, Nov 19 - Nov 20 - Review: Good breakfast and we can bring the dog. ### [Hampton Inn Front Royal](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) ![An indoor swimming pool with clear glass walls, a tiled floor, and a view of greenery outside.](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/33ea28d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 9800 Winchester Rd, Front Royal, VA, 22630, US - Location: 28.3 km from Woodstock - Star rating: 2.5/5 - Guest rating: 9.2/10 (Wonderful, 1004 reviews) - Price: CA $168, CA $187 total, includes taxes & fees, Nov 19 - Nov 20 - Review: We liked the spacious room, which was very clean and comfortable. The walk in shower and extra towels were great. A variety of breakfast items, hot & cold, were very good. ### [TownePlace Suites by Marriott Front Royal](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information) ![An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/50595509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 5 Caroline Drive, Front Royal, VA, 22630, US - Location: 29.1 km from Woodstock - Star rating: 3/5 - Guest rating: 9.6/10 (Exceptional, 619 reviews) - Price: CA $192, CA $215 total, includes taxes & fees, Nov 18 - Nov 19 - Review: Staff was great. Room was nice. Never felt so safe in my life. U.S. customs and border protection was house there. Thank them for what they do. God Bless. 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. [See all properties in Woodstock](https://www.expedia.ca/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28®ionId=10310&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Frequently Asked Questions ### How much does a Woodstock vacation package cost? Offering excellent value package deals from CA $964 on Expedia, you'll be thrilled with how little a vacation to Woodstock costs! Our packages simplify travel planning and maximize your savings. ### What are the cheapest months to go to Woodstock? If you're looking to snag a cheap Woodstock vacation package, consider visiting in December, January and February. You'll generally find lower prices on hotels and flights during these quieter months — perfect for travellers wishing to save money. ### How many days is enough for Woodstock? When planning your Woodstock vacation, a few days will be enough to tour all the highlights. Be sure to stop by [Seven Bends State Park](https://www.expedia.ca/Seven-Bends-State-Park-Luray.d637192229808680960.Vacation-Attraction) — it's one of the top attractions in this destination. If you're after more activities, think about basing yourself here and venturing off on some trips from Woodstock. ### Is it worth booking a vacation package to Woodstock? It's easy to see why a Woodstock vacation is on the must-do list of many travellers. Major attractions like [Shenandoah County Fairgrounds](https://www.expedia.ca/Shenandoah-County-Fairgrounds-Woodstock.d6219478.Vacation-Attraction) are just the start of things to keep you busy here. ### How to find the best Woodstock package deals? Finding a cheap Woodstock package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add some filters and see what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Woodstock package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower. ### Is it cheaper to book a Woodstock vacation as a package? You can enjoy significant savings on your next Woodstock escape by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal. ### When to book a vacation package to Woodstock? If you have your Woodstock travel dates confirmed, book as soon as you can to snap up some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for quick escapes. ### How to plan a trip to Woodstock? 1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Woodstock. 2. Plan your budget wisely: As well as the price of your hotel, you should factor in other expenses. These include food, flights and transportation. Also, set aside a little extra for unexpected expenses that may come up during your trip to Woodstock. 3. Decide how many days away: Start by listing all the sights and activities you'd like to experience in Woodstock. Then, estimate how long you'll need at each, including any travel time. 4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a Woodstock vacation package that brings all your bookings together. \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ## Other language versions ```yaml hreflang: x-default: https://www.expedia.com/Woodstock.d10310.Destination-Travel-Guides es-MX: https://www.expedia.mx/Woodstock.d10310.Guia-de-vacaciones en-US: https://www.expedia.com/Woodstock.d10310.Destination-Travel-Guides zh-CN: https://www.expedia.com/cn/Woodstock.d10310.Travel id-ID: https://www.expedia.co.id/Woodstock.d10310.Perjalanan ko-KR: https://www.expedia.co.kr/Woodstock.d10310.Travel es: https://www.expedia.com/es/Woodstock.d10310.Guia-de-vacaciones pt-BR: https://www.expedia.com.br/Woodstock.d10310.Guia-de-Pacotes ```