Destination guide

Head to the lively city of Woodstock

The area's jazz and opera are just a few of the reasons to vacation in Woodstock. This welcoming and trendy city entices travelers with its shopping and golfing. If you're looking for accommodations with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.


Activities and attractions in and around Woodstock

Are you searching for attractions to visit during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Woodstock has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • McHenry County Fairgrounds (1.7 mi / 2.7 km)
  • Bull Valley Golf Club (2.8 mi / 4.5 km)
  • Craig Woods Golf Club (6 mi / 9.7 km)
  • Crystal Woods Golf Club (6.1 mi / 9.8 km)
  • Terrace Hill Golf Course (11.5 mi / 18.4 km)
  • Hunter Country Club (13.2 mi / 21.3 km)
Natural features

Exploring the natural features in Woodstock

Whether you're an outdoor enthusiast or just want to take in the scenery, Woodstock is a great spot to appreciate mother nature. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Emricson Park (0.9 mi / 1.4 km)
  • Veterans Acres Park (8.7 mi / 14 km)
  • Crystal Lake Park (8.7 mi / 14.1 km)
  • McCullom Lake (8.9 mi / 14.3 km)
  • McHenry Shores Beach Park (10.4 mi / 16.7 km)
  • Three Oaks Recreation Area (10.6 mi / 17 km)
How to get there

How to get to and around Woodstock

The nearest airport is in Chicago, IL (DPA-Dupage), located 30.8 mi (49.6 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Chicago, IL (PWK-Chicago Executive), which is 32.1 mi (51.6 km) away.

If you'd prefer to travel by train, the main station is Woodstock Station.

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:

  • Bull Valley Golf Club: 149 vacation rentals
  • Crystal Woods Golf Club: 46 vacation rentals
  • Woodstock Square: 193 vacation rentals
  • Woodstock Opera House: 192 vacation rentals
  • Woodstock Station: 205 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 Houses in Woodstock?

Yes, of course. HomeAway has 41 Houses in Woodstock. Our other popular types of vacation rentals in Woodstock include:

  • Condos/Apartments: 21 rentals available
  • Villas: 2 rentals available
  • Cabins: 3 rentals available

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

Can I find a vacation rental with pool in Woodstock?

Yes, you can select your preferred vacation rental with pool among our 31 vacation rentals with pool available in Woodstock. Please use our search bar to access the selection of vacation rentals available.