Woodstock Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 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 Holiday

With a holiday package to Woodstock, say goodbye to travel planning and hello to stress-free adventure. Every detail of your journey has been taken care of before you go, so you can make the most of your time discovering this fantastic city. If your trip to Woodstock includes a little sightseeing, visit much-loved attractions like Shenandoah County Fairgrounds, Shenandoah Vineyards and Woodstock Museum. Expedia can help you escape the everyday. Tailor your holiday to Woodstock to suit your travel style, whatever that may be.

Woodstock Holiday

Woodstock Essential Information

Language
English
Currency
U.S dollars
Population
5,200
Max Temp Winter
4ºC
Max Temp Summer
29ºC
Top Sights
Shenandoah River State Park, Shenandoah Vineyards and Cave Ridge Vineyard

Our pick of the best 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 AU$151 per night from 15 Nov to 16 Nov
AU$151
15 Nov - 16 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 AU$148 per night from 27 Nov to 28 Nov
AU$148
27 Nov - 28 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 AU$169 per night from 16 Nov to 17 Nov
AU$169
16 Nov - 17 Nov
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Spacious, quiet, and clean room. Wonderful staff."

Reviewed on 25 Oct 2026

Hampton Inn & Suites Woodstock, VA
See all 1,215 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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 holiday package cost?
You can snap up a holiday package to this top destination on Expedia. But how much your holiday to Woodstock costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Woodstock?
December, January and February are the best times to search for cheap Woodstock holiday packages. Travelling in less busy months means you can generally find lower prices on flights and accommodation.
How many days is enough for Woodstock?
You can explore all the leading sights in Woodstock in a few days, including the popular Shenandoah County Fairgrounds. If you want a longer Woodstock holiday, check out which kind of activities and day tours are available nearby.
Is it worth booking a holiday package to Woodstock?
Woodstock has everything you need for an unforgettable getaway. Begin your Woodstock holiday on a high note by exploring top attractions like Shenandoah County Fairgrounds.
How to find the best Woodstock package deals?
Finding a cheap Woodstock package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, apply some filters and see what's available. You can personalise your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Woodstock package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Woodstock holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and stays separately. Better still, you can tailor your Woodstock escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to Woodstock?
Enjoy amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Woodstock trip.
How to plan a trip to Woodstock?

  1. Choose when to travel: Check your calendar and get packing. Your favourite time of year and the type of activities on offer will also help you decide when to visit Woodstock.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and food to activities and airfares. Your hotel will probably be the biggest expense during your trip to Woodstock.
  3. Decide how long to go for: Now that you know more about Woodstock, you can figure out the right length of your holiday. Put together a rough plan and allocate enough time for all the things you want to do.
  4. Combine your airfare and accommodation: Once you've settled on your trip dates and duration, book the perfect Woodstock holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.