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Destination guide

Head to the lively city of Woodstock

The area's jazz and opera are just some of the reasons to come on holiday to Woodstock. This welcoming and trendy city entices travellers with its shopping and golfing. If you're looking for accommodation options 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 holiday 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 centre:

  • 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 centre:

  • 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 centre. 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.

How many holiday rentals are available around Woodstock?

Our 2020 accommodation listings offer a large selection of 85 holiday lettings around Woodstock. From 46 houses to 26 flats & apartments, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

Can I rent a lakefront property in Woodstock?

Forget the beach and spend your time lakeside instead! Sit back, regain your chill and soak in the views. HomeAway has 24 holiday rentals near lakes available. After a different setting? See if any of our other properties float your boat. Our range here includes:

  • 23 resort holiday accommodation options.
  • 22 lake-view holiday accommodation options.
  • 16 water-view holiday accommodation options.

Can I rent a house in Woodstock?

Forget about standard, cookie-cutter hotel-chain rooms. Our house holiday rentals each have their own unique personalities — as well as all the space you could need! There are 55 options currently on HomeAway. Prices start at £94 per night. Or maybe you'd rather go for one of the area's other self-catering accommodation options, like:

  • Condo: 23 self-catering accommodation options. Prices start from £184 per night.
  • Hotel: 10 self-catering accommodation options. Prices start from £46 per night.
  • Townhome: 4 self-catering accommodation options. Prices start from £265 per night.

Can I stay in Woodstock in a large group?

Nothing compares to reuniting with old work friends or spending a few nights with your family in an exciting new locale. What's best, HomeAway has options big enough for everyone. Why not have a look at the 15 condo holiday rentals featured here? They're the most popular choice for large groups of guests. If you're wanting to stay in a big group, the property options that can meet your needs include:

  • On the lookout for rentals that can hold 6 of you? We have 36 that will suit. Prices begin from just £121 per night.
  • If you've got 10 in your squad, you'll be pleased to discover that there are 13 rental properties that are ideal. Prices start at £146 a night.
  • On a trip away with a group of 12? We have 9 rental accommodation that match your requirements. Prices start from £274 per night.

So don't fret! When you book with us you can take your aunt, your cousins and all your besties to Woodstock.