Woodstock Vacations

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Find the Best Woodstock Vacation Packages

Woodstock Hotel Deals

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

2.5 out of 5
1130 Motel Dr Woodstock VA
Fully refundable
The price is AEDĀ 327 per night from Nov 29 to Nov 30
AEDĀ 327
AEDĀ 367 total
29 Nov - 30 Nov
includes taxes & fees
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah

2.5 out of 5
1011 Motel Dr Woodstock VA
Fully refundable
The price is AEDĀ 336 per night from Nov 21 to Nov 22
AEDĀ 336
AEDĀ 378 total
21 Nov - 22 Nov
includes taxes & fees
Comfort Inn Woodstock Shenandoah
Hampton Inn & Suites Woodstock, VA

Hampton Inn & Suites Woodstock, VA

2.5 out of 5
1150 Motel Dr Woodstock VA
Fully refundableReserve now, pay when you stay
The price is AEDĀ 372 per night from Dec 7 to Dec 8
AEDĀ 372
AEDĀ 418 total
7 Dec - 8 Dec
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Breakfast was lacking. Beds were hard and honestly, sucked big time. Rooms were clean and nice property."

Reviewed on 11 November 2026

Hampton Inn & Suites Woodstock, VA
See all 1,209 properties in Woodstock
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.

Stay near popular Woodstock attractions

Shenandoah County Fairgrounds

9.0/10 (48 reviews)
The Shenandoah County Fairgrounds hosts the valley's oldest fair, drawing thousands with agricultural exhibits and harness races. Experience local traditions, entertainment, and regional cuisine during late August.
See properties

Frequently asked questions

How much does a Woodstock vacation package cost?
Offering excellent value package deals 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 ā€” perfect for travelers wishing to save money.
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 travelers 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.