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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, Shenandoah County Fairgrounds and Woodstock Museum. Stop dreaming and start doing. Browse the wide range of options on Expedia today and put your Woodstock vacation plans in motion!

The Latest Woodstock vacation packages

Price found within the past 48 hours. Click for updated prices.
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Stay near popular Woodstock attractions

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
$89 nightly
The price is $100 total per night from Nov 29 to Nov 30
$100 total
Nov 29 - Nov 30
Total with taxes and 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
$92 nightly
The price is $103 total per night from Nov 21 to Nov 22
$103 total
Nov 21 - Nov 22
Total with taxes and 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
$101 nightly
The price is $114 total per night from Dec 7 to Dec 8
$114 total
Dec 7 - Dec 8
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
"Breakfast was lacking. Beds were hard and honestly, sucked big time. Rooms were clean and nice property."

Reviewed on Nov 11, 2026

Hampton Inn & Suites Woodstock, VA
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.

Find the Best Woodstock Vacation Packages

Things to do in and around Woodstock

Woodstock, Virginia, is perfect for outdoor adventures and scenic getaways. Visitors can enjoy a variety of activities, including exploring recreational areas and skiing at local ski fields. Key attractions include the Woodstock Film Festival, wedding packages for couples, and various sporting events throughout the year, making it an exciting destination for both relaxation and entertainment.

Shopping

In Woodstock, you can explore the Natural Art Garden Center, just 6 miles away, for unique gifts. If you're up for a drive, visit the Shenandoah Valley Flea Market, 16 miles away, for a vibrant market experience, or check out Mt Jackson Thrift & Gift, located 12 miles from town.

Recreation

At Elkwallow Picnic Area, enjoy serene nature walks and picnic spots that promote relaxation. The Caverns Country Club offers a fun golfing experience surrounded by beautiful landscapes. Meanwhile, the Little Fort Recreation Area invites you to unwind with scenic trails and tranquil settings perfect for rejuvenation.

Adventure

Experience the Massanutten Storybook Trail, an 11-mile hike offering stunning scenery and outdoor adventure. Head to Yogi Bear's Jellystone Park, located 16 miles away, for family-friendly camping fun. For winter sports enthusiasts, Bryce Ski Resort, 15 miles from Woodstock, provides thrilling skiing and snowboarding opportunities.

Nightlife

Woodstock's nightlife features cozy pubs and vibrant local spots. Enjoy a drink at the Woodstock Brewhouse, known for its craft beers. For live music and a relaxed vibe, check out the local taverns where you can unwind with friends and catch talented musicians in action.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Woodstock

Woodstock, Virginia, is perfect for outdoor and adventure enthusiasts, offering stunning scenery and various attractions such as caves, state parks, and fairgrounds. Visitors can enjoy cultural experiences and family-friendly activities. Don't miss the Woodstock Country Club for a round of golf or explore Woodstock Farm for a taste of local agriculture. Whether you seek adventure or relaxation, Woodstock has something for everyone to enjoy.

  • Shenandoah County Fairgrounds: Experience the vibrant atmosphere of the Shenandoah County Fairgrounds, where family-friendly events and outdoor activities abound. Enjoy the lively fairs, local vendors, and community gatherings that bring a unique charm to Woodstock.
  • Woodstock Museum: Immerse yourself in the rich history and culture of Woodstock at the Woodstock Museum. Discover fascinating exhibits showcasing local heritage, art, and artifacts that reflect the town's unique story and community spirit.
  • Woodstock Tower Observation Site: For breathtaking views and a touch of adventure, head to the Woodstock Tower Observation Site. This romantic lookout offers stunning panoramas of the surrounding landscape, perfect for nature lovers and photographers alike.

Best time to go to Woodstock

The best time to visit Woodstock can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Woodstock falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Woodstock falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.3°F (-0.4°C)Light RainMostly SunnySlightly LowSlightly Low
February34.7°F (1.5°C)Light RainMostly SunnyAverageSlightly Low
March42.3°F (5.7°C)Light RainMostly SunnyAverageSlightly Low
April52.7°F (11.5°C)Light RainMostly SunnyAverageAverage
May62.1°F (16.7°C)Light RainMostly SunnyAverageSlightly High
June70.2°F (21.2°C)Light RainMostly SunnySlightly HighSlightly High
July75.0°F (23.9°C)Light RainMostly SunnySlightly HighAverage
August72.7°F (22.6°C)Light RainMostly SunnySlightly HighAverage
September66.0°F (18.9°C)Light RainMostly SunnyAverageAverage
October55.0°F (12.8°C)Light RainMostly SunnyAverageSlightly High
November43.0°F (6.1°C)Light RainMostly SunnySlightly LowAverage
December36.5°F (2.5°C)Light RainMostly SunnySlightly LowAverage

Tips to save on your trip to Woodstock

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Woodstock.
  • Consider traveling to Woodstock during the low season (January to March) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Woodstock Essential Information

Language
English
Currency
U.S dollars
Population
5,200
Max Temp Winter
40ºF
Max Temp Summer
85ºF
Top Sights
Shenandoah River State Park, Shenandoah Vineyards and Cave Ridge Vineyard

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Frequently asked questions

What's the best vacation package for Woodstock?
For families looking for a Woodstock vacation package, a stay at Holiday Inn Express Woodstock-Shenandoah Valley by IHG (rated 8.4 out of 10) is a strong choice. Located about 1 mile from central Woodstock, it features an outdoor pool and free breakfast, with travelers often praising the great staff and big rooms.

For those seeking the best vacation packages in Woodstock on a budget, consider a package with a stay at Econo Lodge Woodstock - Shenandoah Valley I-81. This hotel, rated 7.6 out of 10, costs around $80 per night and offers family rooms and a restaurant, with travelers frequently noting the clean rooms and friendly staff.

Another excellent option for a comfortable Woodstock vacation package is Comfort Inn Woodstock Shenandoah, rated 8.4 out of 10. This property, about 1 mile from central Woodstock, costs around $130 per night and includes free breakfast and an outdoor pool, with travelers highlighting the great breakfast and cooperative staff.

*Package availability and prices may change depending on dates and demand.
How can I save money on a Woodstock vacation package?
When you bundle, you can save up to 30%*. To save money on a Woodstock package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What are the top things to do in Woodstock?
A Woodstock vacation offers a variety of outdoor activities and family-friendly attractions, making it an ideal nature destination. Consider these top sights:

Browse and book things to do in Woodstock on Expedia.
Do you need to rent a car in Woodstock, or is public transport enough?
For a Woodstock vacation package, a rental car is highly recommended for exploring the area. While the Shenandoah Valley Commuter Bus Service offers weekday connections to Northern Virginia and Washington, D.C., many of Woodstock's outdoor and nature attractions, such as Luray Caverns (about 5 miles away) and Seven Bends State Park (about 3 miles away), are spread out, making a car essential for flexible travel. Interstate 81 provides main highway access, and U.S. Route 11 serves as a local road through town. For travelers arriving by air, Ronald Reagan Washington National Airport (DCA) is about 80 miles away, further underscoring the convenience of having your own vehicle for your Woodstock vacation packages with flights.
Are Woodstock vacation package hotels conveniently located?
Woodstock vacation package hotels are generally conveniently located, with several options close to central Woodstock. Comfort Inn Woodstock Shenandoah and Holiday Inn Express Woodstock-Shenandoah Valley by IHG are both situated about 1 mile from the town center. Another option, Hampton Inn & Suites Woodstock, VA, is about 2 miles from central Woodstock. These locations provide easy access to local amenities, while many of Woodstock's outdoor attractions are a short drive away.
Can I change or cancel my Woodstock vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Woodstock vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Woodstock vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Woodstock vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Woodstock?
To find last-minute vacation packages to Woodstock, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Woodstock vacation packages?
Free cancellation on a Woodstock vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Woodstock vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Woodstock getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Woodstock vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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