Destination guide

The friendly area of Woodstock awaits your stay

Experience the unique character of Woodstock with a stay in a vacation home rental. Well known for its restaurants, shopping and hiking, this welcoming city won't disappoint. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.


Activities and attractions in Woodstock

Do you want to discover attractions to see during your stay? Venture out of your cozy vacation rental and check out everything that makes Woodstock a one-of-a-kind vacation spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Shenandoah County Fairgrounds (1.6 mi / 2.5 km)
  • Shenandoah Vineyards (3.5 mi / 5.7 km)
  • North Mountain Vineyard and Winery (4.7 mi / 7.5 km)
  • Wolf Gap Vineyard (7.2 mi / 11.6 km)
  • Cave Ridge Vineyard (9 mi / 14.5 km)
  • Kindred Pointe Winery (9.3 mi / 15 km)
Natural features

Exploring the natural landscape of Woodstock

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Woodstock is a great spot to appreciate mother nature. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Luray Caverns (15.9 mi / 25.6 km)
  • W.O. Riley Park (1.1 mi / 1.8 km)
  • Natural Art Garden Center (6.9 mi / 11.1 km)
  • Hupp's Hill Civil War Park (12.3 mi / 19.8 km)
  • Shenandoah River State Park (12.6 mi / 20.3 km)
  • Shenandoah Caverns (14.3 mi / 23 km)

Traveling to and around Woodstock

The nearest airport is in Weyers Cave, VA (SHD-Shenandoah Valley Regional), located 47.8 mi (76.9 km) from the city center.

Where to stay around Woodstock?

Our 2019 property listings offer a large selection of 379 vacation rentals near Woodstock. From 216 Cabins to 216 Bungalows, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Woodstock for a holiday or a weekend are on HomeAway.

What are the popular points of interest near where I can stay when traveling to Woodstock?

HomeAway offers a large selection of vacation rentals near lovely places in Woodstock. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Shenandoah County Fairgrounds: 234 vacation rentals
  • Woodstock Tower Observation Site: 231 vacation rentals
  • W.O. Riley Park: 231 vacation rentals
  • 7 East Gallery: 230 vacation rentals
  • Woodstock Museum: 230 vacation rentals

But there are many other points of interest around Woodstock listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Cabins in Woodstock?

Yes, of course. HomeAway has 216 Cabins in Woodstock. Our other popular types of vacation rentals in Woodstock include:

  • Bungalows: 216 rentals available
  • Cottages: 216 rentals available
  • Houses: 92 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Lodges and more.

Can I find a vacation rental with pool in Woodstock?

Yes, you can select your preferred vacation rental with pool among our 45 vacation rentals with pool available in Woodstock. Please use our search bar to access the selection of vacation rentals available.