Woodstock Vacations

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Things to do in and around Woodstock

Woodstock, Virginia, is perfect for outdoor enthusiasts and adventure seekers, offering breathtaking scenery and a range of activities. Visitors can enjoy wine tastings at local vineyards, explore numerous hiking trails, and find unique shopping options. For those seeking winter sports, skiing opportunities are available at nearby ski fields, making Woodstock an ideal vacation destination for nature lovers and thrill-seekers alike.

Shopping

In Woodstock, visit Natural Art Garden Center, just 9.7km away, for unique gifts and plants. If you're up for a drive, check out Mt Jackson Thrift & Gift, located 19.3km away, for a treasure trove of second-hand finds. Shenandoah Valley Flea Market, 19.7km away, offers a vibrant local experience.

Recreation

Caverns Country Club offers a scenic golf course just 22.5km from Woodstock, perfect for outdoor enthusiasts. For relaxation, visit the Woodstock Recreational Area and Little Fort Recreation Area, both providing serene environments for wellness and rejuvenation amidst nature's beauty.

Adventure

At Yogi Bear's Jellystone Park, located 25.7km from Woodstock, enjoy family-friendly camping adventures with outdoor activities. The Massanutten Storybook Trail, 17.7km away, offers scenic hiking in a beautiful natural setting. For thrill-seekers, Bryce Ski Resort, 24.1km from Woodstock, provides exciting skiing experiences.

Nightlife

In Woodstock, the Wayside Theater offers a delightful mix of romance and culture just 25.7km away, while the Little Washington Theatre, 35.4km out, enchants with its vibrant entertainment scene. For a unique experience, the Bright Box Theater, 45.1km away, provides a lively atmosphere filled with artistic performances.

*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 enthusiasts seeking adventure and beautiful scenery. Visitors can explore captivating caves, enjoy the natural beauty of nearby national and state parks, or experience local events at fairgrounds and showgrounds. With a range of attractions catering to culture, outdoor activities, and family fun, Woodstock offers a delightful getaway for all types of travelers.

  • Shenandoah County Fairgrounds: Experience the vibrant atmosphere of the Shenandoah County Fairgrounds, where family-friendly events and outdoor activities create a sense of community. Enjoy local fairs, festivals, and seasonal events that showcase the rich culture and traditions of the region.
  • Woodstock Museum: Dive into the local heritage at the Woodstock Museum, where fascinating exhibits highlight the area's history and culture. This intimate museum offers a unique glimpse into the past, featuring artifacts and stories that connect visitors to the community’s roots.
  • Woodstock Tower Observation Site: Discover breathtaking views at the Woodstock Tower Observation Site. This romantic lookout offers outdoor adventure opportunities, perfect for hiking enthusiasts and those seeking stunning vistas of the surrounding mountains and valleys.

Best time to go to Woodstock

The best time to visit Woodstock is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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

Booking tips and Expedia advantages for Woodstock

To save money during your visit to Woodstock, Virginia, take advantage of free attractions like Shenandoah River State Park. The most affordable months to visit are January to March, with Tuesdays being the cheapest days for accommodation. Use Expedia to find budget-friendly hotels and consider booking flights and activities together for additional savings. Opt for eco-friendly hotel options for a responsible stay, and look for deals like free nights or Hilton Honors experiences to maximize your savings while enjoying this charming destination.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Woodstock are January to March, where the prices are slightly lower. This is in comparison to May to June and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Woodstock is Tuesday. The most expensive day to stay in Woodstock is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool lets you customize your travel experience by choosing your budget, preferred location, and additional criteria. You can sort the results to display hotels from the lowest to highest price, ensuring you find the most affordable options first. Additionally, you can refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase hotels that prioritize sustainability and eco-friendliness, making it easier for you to book a responsible stay.
  • Consider bundling your trip: You can save money by combining your Woodstock hotel reservation with your flights and activities when you book an Expedia package.

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 NT$3,012 per night from Nov 13 to Nov 14
NT$3,012
NT$3,383 total
Nov 13 - Nov 14
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
The rooms were clean and the staff was responsive. Bad Coffee and no non- pork options for breakfast.

Reviewed on 2025/10/23

Holiday Inn Express Woodstock-Shenandoah Valley by IHG
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 NT$3,122 per night from Nov 13 to Nov 14
NT$3,122
NT$3,506 total
Nov 13 - Nov 14
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
Neat room, breakfast was okay

Reviewed on 2025/11/1

Hampton Inn & Suites Woodstock, VA
Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah

2.5 out of 5
1011 Motel Dr, Woodstock, VA
Fully refundableReserve now, pay when you stay
The price is NT$3,032 per night from Dec 1 to Dec 2
NT$3,032
NT$3,405 total
Dec 1 - Dec 2
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
The breakfast was reasonable. One morning they didn't offer any bacon or sausage which I thought was unusual. They had scrambled eggs. The second morning they did offer some ham or perhaps it was Canadian bacon. Popcorn was available in the late afternoon/evening. Wi-Fi was strong. Bed was comfortable. ...

Reviewed on 2025/10/27

Comfort Inn Woodstock Shenandoah
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.

Discover the most popular places to visit in Woodstock

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