20 Best & Fun Things To Do In Woodstock, IL

Are you a resident or tourist looking for fun activities in Woodstock, Illinois?  Look no further! You’re at the right place.  In this guide, we’ll unveil an extensive list of the 20 best and most fun things to do in Woodstock, IL, to make the most of your time in this picturesque McHenry County.

Woodstock boasts a well-preserved historic downtown district with a picturesque town square. The centerpieces are the iconic Woodstock Opera House, a beautifully restored Victorian-era theater, and the Old McHenry County Courthouse, a stunning example of neoclassical architecture.

The Randall Oaks Zoo is perfect for families with young children, while the Woodstock Historical Society and Museum offers a glimpse into the town’s past. Fans of the movie Groundhog Day can even visit filming locations and pose with a statue of Bill Murray’s character.

20 Best & Fun Things To Do In Woodstock, IL (2024)

1. Real Woodstock Visitor Center and Shop

Exploring the Real Woodstock Visitor Center and Shop is one of the best things to do in Woodstock, IL, as a tourist visiting for the first time. The Real Woodstock Visitor Center and Shop in Woodstock, IL, is your one-stop shop for all things Woodstock.

The friendly staff at the Visitor Center can answer your questions about Woodstock, recommend things to see and do, and provide maps and brochures. They sell a variety of Woodstock-themed souvenirs and gifts, perfect for taking a piece of the town home with you.

This might include apparel (t-shirts, hats, etc.), local crafts and artwork, books and postcards, holiday decorations (during specific seasons), and Groundhog Day memorabilia.

The Real Woodstock Visitor Center and Shop is operated by the Woodstock Area Chamber of Commerce and Industry. They promote local businesses and events, making the Visitor Center a valuable resource for planning your trip.

Address: 101 N Johnson Street, Unit 1A, Woodstock, IL 60098, United States.

2. Hotels and inns in Woodstock, IL

Are you looking for a home away from home? Look no further, Woodstock Hotels will provide all the comfort you need during your stay in Woodstock, IL.

Hotels in Woodstock range in price from budget-friendly options to more upscale properties. Decide on how much you’re willing to spend on a hotel before you start your search.

Woodstock is a walkable town, so you may want to consider staying in the downtown area to be close to the shops, restaurants, and attractions. However, there are also some hotels located outside of town that may offer more amenities or lower rates.

Some hotels in Woodstock offer amenities such as an indoor pool, a fitness center, or free breakfast. Decide which amenities are important to you and choose a hotel that offers them.

Some of Woodstock’s finest hotels include Best Western Woodstock Inn, Quality Inn & Suites Woodstock near Lake Geneva, Super 8 by Wyndham Woodstock, AmericInn by Wyndham Woodstock IL, and AmericInn by Wyndham Woodstock IL amongst others.

Address: Woodstock, Illinois, United States.

3. 3 Brothers Restaurant

3 Brothers Restaurant is one of the best places to have a yummy meal with family and friends in Woodstock, IL. This popular food establishment caters to motorcycle enthusiasts, with a motorcycle-themed atmosphere or amenities like dedicated parking.

3 Brothers Restaurant provides a laid-back environment suitable for a casual meal or gathering. This restaurant offers typical pub fare like burgers, wings, fries, sandwiches, and potentially appetizers. they also serve familiar American dishes that are hearty and satisfying.

What’s more, they also provide breakfast options in addition to lunch and dinner. You may have a patio or outdoor dining area to enjoy during warmer weather, as well as a bar offering a variety of beers, spirits, and other beverages. This restaurant has live music events on certain nights.

Address: 1220 S Eastwood Drive, Woodstock, IL 60098, United States.

4. Bull Valley Dog Park

One of the pet-friendly things to do in Woodstock, IL, with your furry friend is to explore Bull Valley Dog Park.  This provides ample space for dogs to run, explore, and socialize. This keeps your dog safe and contained while allowing them off-leash freedom.

This dog park has designated areas for different-sized dogs to minimize potential altercations. They provide bags for picking up after your dog and disposing of waste properly, as well as freshwater access, which is crucial for dogs to stay hydrated during playtime.

Moreover, benches or other seating allow owners to relax and watch their dogs play. Following basic dog park etiquette is important to ensure a safe and enjoyable experience for everyone. This includes cleaning up after your dog, keeping an eye on your pet, and being mindful of other dogs and their owners.

Address: 17811 IL Route 176, Bull Valley, IL 60090, United States.

5. GriffoNest Games

One of the most exciting things to do in Woodstock, IL, as a game enthusiast is to spend some time at GriffoNest Games. They feature a variety of board games, role-playing games (RPGs), trading card games (TCGs), and miniature skirmish games for different interests and age groups.

GriffoNest Games provides tables and dedicated space for people to play games comfortably in-store. They also host exciting tournaments, game nights, RPG campaigns, and other events for gamers to connect, play, and socialize.

What’s more, this game spot offers game demos where you have the opportunity to try out new games before you buy them. Beyond just playing games, they also feature classes on how to paint miniatures for miniature skirmish games.

This game cafe offers snacks and drinks for purchase, though confirmation is needed for GriffoNest Games.

Address: 24 Cass Street, Suite 2, Woodstock, IL 60098, United States.

6. Niko’s Red Mill Tavern

If you’re looking for a fun place to enjoy your meal with your friend in Woodstock, IL, then Niko’s Red Mill Tavern is the place for you. This popular biker spot provides a laid-back environment with a warm and rustic atmosphere.

Niko’s Red Mill Tavern provides different seating preferences and potentially different vibes (indoors might be more social, outdoors could be more relaxed with fresh air).

This popular biker spot offers classic pub fare, hearty and satisfying American foods, as well as a full bar to spice things up. Niko’s Red Mill Tavern provides live music events on certain nights. You can enjoy playing exciting games such as pool tables, dartboards, or other games.

Address: 1040 Lake Avenue, Woodstock, IL 60098, United States.

7. Woodstock Square Historic District

Exploring the Woodstock Square Historic District is one of the most exciting things to do in Woodstock, IL, with your family.

Located in the heart of Woodstock, IL, the Woodstock Square Historic District has been listed on the National Register of Historic Places since 1982, showcasing well-preserved 19th-century architecture.

This picturesque town square has brick-lined streets with a central park featuring gazebos and war memorials, creating a classic small-town atmosphere. It also features a stunning example of neoclassical architecture, now a multipurpose facility housing a library, art galleries, and meeting rooms.

What’s more, Victorian-era theater, being meticulously restored, offers a diverse range of shows and performances year-round.

Explore a variety of unique shops offering everything from clothing and souvenirs to home goods and specialty foods. Enjoy a delicious meal at a cozy cafe or a renowned restaurant.

Address: 121 W Van Buren Street,  Woodstock, IL 60098, United States.

8. Groundhog Day Mural

The Groundhog Day Mural in Woodstock, Illinois, is a fun and popular attraction for fans of the movie of the same name. It’s situated within the Woodstock Mural & Sculpture Garden, which is located along the west side of Main Street, directly across from D.C. Cobb’s restaurant.

The mural depicts a scene from the movie “Groundhog Day,” featuring Bill Murray’s character Phil Connors encountering the taxidermied groundhog Punxsutawney Phil.

What’s more, the mural is a great spot to take a commemorative photo, especially for fans of the movie. The Woodstock Mural & Sculpture Garden, and consequently the Groundhog Day Mural, are free to visit and enjoy.

Address: 231 Main Street, Woodstock, IL 60098, United States.

9. Emricson Park

One of the most interesting things to do in Woodstock, IL, for outdoor enthusiasts is to explore Emricson Park.

Famous as Woodstock’s largest park, it offers ample space for various activities. Enjoy a paved loop trail that’s roughly 1.8 miles long, suitable for walking, running, or biking.

Emricson Park also features multiple play structures that cater to children of different ages, providing a fun and safe space for them to play. This park offers various sports facilities, including baseball, soccer, basketball courts, and tennis courts.

What’s more, enjoy a friendly game of sand volleyball. This park provides ample picnic tables and pavilions that are available for outdoor dining and gatherings, as well as a nice forest area for exploring and a scenic pond, adding a natural touch to the park’s environment.

Public restrooms are likely available on-site for visitor convenience. This park likely has designated parking areas to accommodate visitors. It’s recommended to check online resources or call the park for details.

Address: 1313 Kishwaukee Valley Road, Woodstock, IL 60098, United States.

10. Classic Cinemas Woodstock Theatre

Catching a performance at the Classic Cinemas Woodstock Theatre is one of the best things to do in Woodstock, IL, at night.

This fully restored historical movie theater features eight screens, which provide variety and allow for a wider selection of movies to be shown simultaneously. It uses digital projection technology for a clear and crisp viewing experience.

The Classic Cinemas Woodstock Theatre offers comfortable seating for a relaxing movie experience. You can enjoy free refills on popcorn, soda, and ICEEs, allowing you to indulge in your favorite movie snacks throughout the film.

Concession stands are available for the purchase of a variety of snacks and drinks beyond the free refills, including popcorn, candy, and nachos. It also offers public restrooms that are available on-site for visitor convenience.

Address: 209 Main Street, Woodstock, IL 60098, United States.

Are you exploring other attractions in Illinois? Why not check out some fun things to do in Tinley Park, fun things to do in Aurora, and fun things to do in Naperville?

11.  Woodstock Opera House

Exploring Woodstock Opera House is one of the most fascinating things to do in Woodstock, IL, for opera lovers. The Woodstock Opera House is a historic landmark and performing arts venue located in the heart of Woodstock.

Built in 1889, the Woodstock Opera House is one of the oldest continuously operating theaters in the country. It features beautiful Victorian-era architecture, adding to its cultural significance.

Woodstock Opera House hosts a diverse range of performances throughout the year, including concerts, theatrical plays, dance productions, visual arts exhibitions, educational programs, lectures, meetings, and receptions.

What’s more, it also features both local and nationally renowned actors, speakers, and musicians, providing a platform for established and emerging talent. Woodstock Opera House is home to three local acting troupes: Woodstock Musical Theater Company, TownSquare Players, and the Woodstock Children’s Summer Theater.

Address: 121 N. Main Street, Woodstock, IL 60098, United States.

12. Liquid Blues

Liquid Blues is one of the most fascinating places in Woodstock, IL, to have a yummy meal with your friends. Liquid Blues is a popular spot known for its 1960s theme and casual atmosphere.

Liquid Blues evokes an ambiance of 1960, featuring lava lamps, tie-dyed tablecloths, and friendly staff, creating a laid-back vibe. It also offers a combination of bar service and a casual dining experience.

What’s more, customers often praise the friendly and welcoming service. the night comes alive with exciting live music, so get your dancing shoes and sweat off your stress with a smile.

Address: 126 N Benton Street, Ste. 2, Woodstock, IL 60098-3252, United States.

13. Roscoe Woodstock Antique Mall

Another interesting thing to do this weekend is to explore Roscoe‘s Woodstock Antique Mall. This antique mall is a treasure trove for antique enthusiasts, located just outside Woodstock, Illinois.

Roscoe Woodstock Antique Mall boasts over 35,000 square feet of retail space filled with a vast array of authentic antiques from various eras, likely ranging from the 1800s to the 1960s, with over 70 dealers offering their unique collections, ensuring a diverse selection of items to explore.

What’s more, while they stock a wide variety of antiques, they have a particular focus on coin-operated machines (slot machines, jukeboxes, etc.), advertising memorabilia, country store items, and country store items.

Inventory changes frequently, with dealers restocking their booths weekly, so there’s always something new to discover.  With its wide variety of antiques and price points, its mall caters to collectors with different interests and budgets.

Address: 890 Lake Avenue, Woodstock, IL 60098, United States.

14. Blue Lotus Buddhist Temple and Meditation Center

One of the most unique things to do in Woodstock, IL, is to explore the Blue Lotus Buddhist Temple and Meditation Center. This temple offers a welcoming environment for anyone interested in exploring Buddhism and meditation practices.

Blue Lotus Buddhist Temple and Meditation Center offers guided meditation sessions focused on mindfulness and loving-kindness meditation (Metta). These sessions are designed to help cultivate inner peace, compassion, and well-being.

The sessions likely include some instruction on meditation techniques and provide a supportive environment for practice. These meditation sessions are open to people of all faiths and backgrounds, regardless of prior meditation experience.

What’s more, Blue Lotus Buddhist Temple and Meditation Center offers teachings on various aspects of Buddhism, including its philosophy, practices, and history. This provides a deeper understanding of Buddhist principles.

They strive to create a welcoming and inclusive space for people to learn, ask questions, and connect with others interested in Buddhism.

Address: 221 Dean Street, Woodstock, IL 60098, United States.

15. Woodstock Square Park

Exploring Woodstock Square Park is one of the most exciting things to do in Woodstock, IL, with your kids this weekend. Woodstock Square Park is a charming green space located right in the heart of the Woodstock Square Historic District.

Woodstock Square Park provides a green oasis amidst the historic buildings and shops of the Woodstock Square Historic District, as well as a perfect place to unwind, enjoy the fresh air and people-watch.

What’s more, this park offers charming gazebos that provide shade and a place to rest. It also pays homage to local heroes with war memorials within the park. The Woodstock Square Park park often serves as a venue for community events like festivals, concerts, and gatherings throughout the year.

Woodstock Square Park is a safe and welcoming space for families with children to run around and enjoy the outdoors. The park’s pathways are likely accessible for people with strollers or wheelchairs.

Address: 121 W. Van Buren Street, Woodstock, IL 60098, United States.

16. PARADOXsquared Adventure Escape Rooms

Immersing yourself in the adventures of PARADOXsquared Adventure Escape Rooms is one of the most thrilling things to do in Woodstock, IL, with your friends.

PARADOXsquared Adventure Escape Rooms offers multiple escape room themes, each with its own unique storyline, puzzles, and challenges. Current escape rooms include Mad Scientist, Zombie Outbreak, and Houdini’s Revenge.

This escape room provides a fun and challenging activity that requires teamwork, problem-solving skills, and creativity to crack the codes and escape within the time limit (typically 60 minutes).

What’s more, the Mad Scientist Room is suitable for ages 14 and older, making it a great option for families with teenagers. Their escape rooms can be a unique and exciting option for birthday parties or team-building events.

Address: 231 Main Street, Woodstock, IL 60098, United States.

17. Heider’s Berry Farm

One of the many free things to do in Woodstock, IL, with your family is to explore Heider’s Berry Farm. This farm is a family-owned farm that has been operating for five generations.

Heider’s Berry Farm offers a variety of pick-your-own berries, as well as pre-picked berries and other produce. The farm is open seasonally, typically from June to October.

What’s more, strawberries, raspberries, and blueberries are available for pick-your-own, depending on the season. If you don’t want to pick your own berries, you can also buy them pre-picked at the farm stand.

In addition to berries, Heider’s Berry Farm also sells other produce, such as tomatoes, peppers, and apples. This farm also offers a variety of activities, such as hayrides and corn mazes.

Address: 1106 N Queen Anne Road, Woodstock, IL 60098, United States.

18. Read Between The Lynes

One of the most exciting things to do in Woodstock, IL, with your family is to visit Read Between the Lynes. This establishment is a charming and successful independent bookstore located right on Woodstock Square in Woodstock.

Read Between The Lynes offers a curated selection of books, catering to a variety of tastes and interests, unlike large chain bookstores. They also provide a welcoming and inviting environment for browsing and getting lost in a good book.

What’s more, Read Between the Lynes houses over 7,000 books, including best-sellers, local favorites, and potentially hidden gems. In addition to books, they offer educational children’s toys, coffee, ice cream, and even a candy counter, adding to the overall appeal.

Read Between The Lynes regularly hosts author meet-and-greets, providing opportunities to meet your favorite authors or discover new ones.

Address: 111 E. Van Buren Street, Woodstock, IL 60098, United States.

19. Sofie’s Whiskey & Wine

One of the best things to do in Woodstock, IL, for wine and whiskey lovers is to explore Sofie’s Whiskey & Wine. This popular spot is famous for offering a curated selection of whiskeys and wines, catering to connoisseurs and casual drinkers alike.

While whiskey and wine are their primary focus, they might also offer a selection of craft beers to expand their beverage options. Sofie’s Whiskey & Wine menu includes a variety of small plates, perfect for sharing or enjoying alongside your drink. Options could include appetizers, cheese plates, or charcuterie boards.

Sofie’s Whiskey & Wine provides a relaxed and comfortable environment to unwind and enjoy their drinks and food. Depending on the weather and availability, they might offer outdoor patio seating for a pleasant dining experience.

Address: 150 S. Eastwood Drive, Unit E, Woodstock, IL 60098-3519, United States.

20. Duffield Pond Conservation Area

Exploring the Duffield Pond Conservation Area is one of the most fun things to do in Woodstock, IL, with your friends. This scenic pond features a centerpiece, a 7-acre pond, perfect for a tranquil walk or enjoying the scenery.

Anglers can cast their lines in the pond, with a variety of fish species to potentially catch. Duffield Pond Conservation Area offers two tails for exploration along a shorter, 0.7-mile out-and-back trail leading directly to the north end of the pond. A slightly longer, 0.8-mile loop trail that circles the pond, offering a more comprehensive view of the area.

What’s more, the trails are generally considered easy, making them suitable for walkers and hikers of all experience levels. Keep an eye out for a variety of birds and other wildlife that call the conservation area home.

Address: 1750 Country Club Road, Woodstock, IL 60098, United States.

Plan Your Trip To Woodstock, IL

Woodstock, IL, beckons as a captivating destination brimming with adventure and natural wonders. With the perfect blend of culture and nature, a visit to Woodstock will leave a lasting impression.

Let this guide be your comprehensive starting point as you embark on your journey to discover and experience the wonders of this remarkable town. I wish you safe travels and unforgettable memories!