8 Best Things To Do In Woodstock, Illinois - Updated 2021

things to do in woodstock illinois
Lyndi
Lyndi
Updated

Woodstock is a rural getaway located nearly 50 miles (80 kilometers) from Chicago. This small-town retreat is full of experiences for a family, couple, or even a lone traveler. You’ll feel at home with the hospitable locals and the open, creative feel of Woodstock. Whether you’re looking for a culturally enriching adventure, a leisurely retreat, or an outdoor escape, there’s something in Woodstock for anyone!

1. Read Between the Lynes Bookstore

Posted by Read Between The Lynes on Thursday, 27 July 2017

Looking for a quirky, small-town shop full of personality? Read Between the Lynes offers events, games, and book-inspired treats! This bookstore is easily accessible, as it’s located in downtown Woodstock. The staff is friendly and open, aiming to engage many in their events. If you’d like to become a part of the community, this is a shop for you.

Read Between the Lynes Bookstore

Address: 111 E Van Buren St., 60098 Woodstock, IL

Website: Read Between the Lynes

2. Woodstock Farmer's Market

Sunflowers as far as the eye can see at Edmonds Acres! Come visit Farmer Troy at the market tomorrow where you will find plenty of fresh cut sunflowers and sweet corn!!

Posted by Woodstock Farmers Market on Monday, 7 August 2017

The Woodstock Farmer’s Market presents an opportunity to socialize with the locals and get to know some of the producers that power small-town Woodstock. There are many different products and homemade goods to be found, plus it’s conveniently located at Woodstock Square. The market takes place in the months of May to October on Tuesdays and Saturdays, offering plenty of opportunities to stop by!

Woodstock Farmer's Market

Address: 100 Johnson St., 60098 Woodstock, IL

Website: Woodstock Farmer’s Market

3. Woodstock Folk Festival

Villa Patagonia joins the 31st Annual Woodstock Folk Festival's Main Stage line up at 3:30 pm CST. Multifaceted...

Posted by Woodstock Folk Festival on Friday, 15 July 2016

The Woodstock Folk Festival is a unique event unlike many. Bringing culture and livening the spirit of acoustic music, a music festival is a day-long event every third Sunday of July. It began in 1986 and was intended to be a one-time event. However, the strong support of the Woodstock Folk Festival has brought it back each year since.

In the above image, instrumentalist and vocalist, Joe Ravo, and multi-instrumentalist, Allison Scola, have performed at Woodstock, featuring their creative, original music with influences from Sicilian and Italian folk. Looking for an event thick with culture and fun? Check out the festival and become a part of an event that is truly unlike one you’ll find almost anywhere.

Woodstock Folk Festival

Address: 205 W Todd Ave, 60098 Woodstock, IL

Website: Woodstock Folk Festival

4. Woodstock Square Historic District

Today marks exactly 6 months until Groundhog Day! Mark your calendar and join us Feb. 1-4, 2018 for Woodstock Groundhog Days! Photo courtesy of the Daily Herald.

Posted by Woodstock Square on Wednesday, 2 August 2017

Woodstock Square is a historic area that features original dining, shopping, and entertainment experiences. The town square is also home to the antique stores, book stores, a variety of dining such as Papa G’s, as well as many events like the Art Walk. Woodstock Square is best known for its appearance in the movie, Groundhog Day. However, it’s more than just a Hollywood backdrop; Woodstock Square will make you feel right at home on your vacation!

Woodstock Square

Address: 205 W Todd Ave, Woodstock, IL

Website: Woodstock Square

5. Woodstock Country Orchard

Posted by Woodstock Country Orchard on Friday, 19 July 2013

Woodstock Country Orchard is a rural getaway offering the opportunity for participants to pick their very own fresh produce for a small price. They’ve got a variety of different goods, including homegrown garlic, apples, raspberries, local honey and maple syrup. For the city-dweller, this experience is not only affordable but also unforgettable. Plus, it’s family-friendly!

Woodstock Country Orchard

Address: 17015 Garden Valley Rd., 60098 Woodstock, IL

Website: Woodstock Country Orchard

6. The George Stickney House

While Illinois' George Stickney House is now a local government headquarters and police station, it was originally built...

Posted by Nathaniel Robert Hunt on Sunday, 5 July 2015

The George Stickney House was built by George and his wife, Sylvia, in 1836. The house is said to have had many paranormal occurrences since the original owners’ unorthodox spiritual practices. It’s currently being used as the Bull Valley Police Department but is also a very interesting site to visit for the paranormal enthusiast.

George Stickney House

Address: 1904 S Cherry Valley Rd., 60098 Bull Valley, IL

7. Woodstock Golf & Games

Posted by Ali Donmez on Sunday, 6 August 2017

The Woodstock Golf and Games is a host to all kinds of fun. There are many different activities to entertain the entire family. There are five batting cages, an arcade with carnival games, 18-hole mini golf, and even go carts which have lit tracks that are open at night! The best part about Woodstock Golf & Games is that it won’t break the bank. It’s the hot spot for an affordable night on the town with the kids.

Woodstock Golf & Games

Address: 1411 S Eastwood Dr., 60098 Woodstock, IL

Website: Woodstock Golf & Games

8. Woodstock Opera House

Woodstock Opera House, Woodstock, IL
Source: Photo by user HrAtsuo used under CC0

As one of the oldest operating theaters in the country, the Woodstock Opera House is a big hit. It has even become a highly recognized historic landmark in the Midwest. Singers and performers, plays and musicals from all walks can be found here. It’s especially a favorite of many of the locals. If you’re new to the area and would like to explore a fascinating, cultural location, this is one to check off of the list.

Woodstock Opera House

Address: 121 W Van Buren St., 60098 Woodstock, IL

Website: Woodstock Opera House

A place of many delights

Woodstock is not your average small-town getaway. There are numerous places that any visitor must see. Woodstock’s diverse amount of things to do will keep anyone busy because there’s a little bit of something for everyone.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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I'm an up-and-coming writer, current college student, and traveler. I have a profound interest in seeking the unknown, and with that, I enjoy new places and new people.

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