Woodstock Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Woodstock Vacation
Excellent adventures await when you book a Woodstock vacation package. Whether you're a foodie, history buff or just a traveler who loves discovering new places, there's something for everyone in this vibrant city. If your trip to Woodstock includes a little sightseeing, don't miss well-known attractions like Ice Castles, Clarks Bears and Lost River Gorge & Boulder Caves. Don't delay exploring this destination any longer. The ultimate Woodstock vacation is only a few clicks away with Expedia.
Top Woodstock Vacation Deals
Price found within the past 48 hours. Click for updated prices.
von Trapp Family Lodge & Resort
CA $1,528
per person
Nov 20 - Nov 23
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Burlington (BTV)
9.2/10 Wonderful! (1,010 reviews)
Hotels.com charged $519.78, but the hotel only charged $415.80 and they refused to refund the difference.
Reviewed on Oct 13, 2026
Ready to book your vacation to Woodstock?
Woodstock Hotel Deals
Huge 9BR Riverfront Estate: Foliage, Fire Pit, Theater, Game Rm, Dual Kitchens!
Woodstock NH
10/10 Exceptional! (27 reviews)
"Beautiful home, great layout, very clean and great location."
Reviewed on Oct 11, 2026
Indian Head Resort
664 US Route 3 Lincoln NH
CA $144
CA $156 total
Nov 11 - Nov 12
includes taxes & fees
8.6/10 Excellent! (1,026 reviews)
"Beautiful property with beautiful views. Rooms were clean and staff was very friendly. Breakfast was good. Overall all a very pleasant stay."
Reviewed on Oct 14, 2026
Woodwards White Mountain Resort, BW Signature Collection
527 US Route 3 Lincoln NH
Fully refundableReserve now, pay when you stay
CA $127
CA $137 total
Oct 18 - Oct 19
includes taxes & fees
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.
Frequently asked questions
How much does a Woodstock vacation package cost?
You'll find cheap prices from CA $1,160 on Expedia for your Woodstock break. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Woodstock costs.
What are the cheapest months to go to Woodstock?
The off-season is the best time to visit Woodstock if you're hoping to keep costs down. Another tip for getting cheap Woodstock vacation packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for Woodstock?
With a well-planned schedule, you can easily visit the top Woodstock attractions in a few days. But if you'd like to explore off the beaten track or go on day tours, think about booking your Woodstock vacation for longer.
How to find the best Woodstock package deals?
Use Expedia's filters to help you find some of the best Woodstock package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Woodstock package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Woodstock vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking stays and flights separately. Better still, you can tailor your Woodstock getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Woodstock?
If you have your Woodstock travel dates locked in, book as soon as you can to score some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Woodstock?
- Pick your dates: What you'd like to do in Woodstock and your favourite season can help you decide when to travel.
- Set a budget: Consider expenses like transportation, flights and meals when calculating how much to set aside for your trip to Woodstock. Then, pick a hotel that suits your budget, whether that's an economical stay or a deluxe retreat.
- Decide how many days away: Start by making a list of all the sights and activities you want to get to in Woodstock. Then, estimate how long you'll need for each, as well as any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customized Woodstock vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
