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Woodstock, Illinois - small town must sees
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items Woodstock, Illinois - one of the most beautiful, small towns outside of Chicago. Take the Metra and stop by some of Woodstock’s best!
Map
Sections
3
Groundhog Day
Food
Shops
Groundhog Day
The Bill Murray favorite, Groundhog Day, was filmed right here in downtown Woodstock!
The Woodstock Opera House is hard to miss! In Groundhog Day it is known as The Pennsylvania Hotel where Rita stayed.
If you walk around the corner and look up, you’ll see where Phil “calls it quits.”
You can also step inside and find more Groundh...
Woodstock Opera House
In the movie, the square serves as the official site where the festival took place and the announcement that there would be six more weeks of winter.
There are monuments dedicated to those who have fallen, a bandstand, and benches for sitting.
If...
Park in the Square | Woodstock, IL
This is the location of the bar scenes from the movie! In 1974, the building was issued landmark status in the National Register of Historic Places.
Old Courthouse Center
AKA Tip Top Cafe is where Phil and Rita grabbed coffee and Phil first admitted his recurring dilemma.
Stop inside for some yummy Mexican food!
TAQUERIA LA PLACITA -2 - Updated September 2025 - 44 Photos & 43 ...
Just steps away from Taqueria La Placita, the puddle that Phil ket stepping in again… and again..
Photo: Plaque showing where Bill Murray stepped into the puddle
AKA Alpine Theater, this is where Phil brought his date (yes, when he was in the Clint Eastwood outfit).
During Groundhog Day, there are always showings!
If you are able to see a movie I would so recommend (MUST be Theater 1!). It is beautiful ins...
Classic Cinemas Woodstock XQ
Not in the movie, but a worthwhile stop :)
Groundhog Day Mural
Walk around the corner to say hello to Woodstock Willie, the groundhog!
Celebrating Woodstock Groundhog Day With Woodstock Willie
Food
Restaurants and places to get the best food and snacks!
A Woodstock classic. This has been around for years. Check out the weekly specials, my favorite is typically the half-price pizza on Mondays!
Napoli Pizza Place
This place is a must whenever I visit Woodstock! They source their ingredients locally, their specials are phenomenal and equally enjoy their coffee. You will absolutely not be disappointed with your food here!!
Cesaroni's Cafe & Deli
Some of my favorite coffee comes from here!! A great place for a cup of coffee, a happy hour, some chocolate and sweets.
Ethereal
Quite literally a Woodstock staple, take this to go or dine in… it is phenomal and very fairly priced!
Fas Tacos
Beautiful interior with local artisan work!!
Wheelhouse Pottery & Coffee
This has been in Woodstock forever! Once of the best breakfast places in Woodstock
Three Brothers Family Restaurant, Woodstock - Menu, Prices & Restaurant Reviews - Tripadvisor
Oliver's is so great and has such a wide range of food. Check out their specials of the week. I absolutely recommend the broasted chicken, the chicken alfredo or a burger!
Oliver's Bar & Grill
A great spot for group gatherings or intimate dates. It is a comfortable, simple, natural, and fun place with wines priced in every level, some for the experienced winos and some for the newcomers still trying to figure out what they like. Other liqu...
Winestock Market & Lounge
Shops
See the work of local artists… shop local!
Artisans on Main, Clayworkers’ Guild of Illinois
Find and shop a variety of furniture and décor spanning industrial, rustic, shabby chic, vintage, modern, and everything in between. The shop specializes in up-cycled, one-of-a-kind pieces that make a statement in any home. Discover furniture, home d...
A New Interiors Anew
A Woodstock boutique offering a thoughtfully curated mix of home décor, gifts, accessories, clothing and seasonal finds. Known for its warm, welcoming atmosphere and eye for beautiful design, the shop features unique pieces that add style, comfort, a...
Blue Thistle
A Woodstock ladies boutique with apparel, accessories, gifts, and samples! Super cute finds!
Hattie & Myrt
Woodstock's independent bookstore, with a curated selection of fiction, nonfiction, and children’s books, the shop offers unique gifts, specialty food items, coffee, and ice cream. Walk in and enjoy book clubs, author events, and other community prog...
Read Between The Lynes
The largest selection of candy & soda under one roof. Hundreds of sodas from microbreweries all over the world and over 2,000 types of candies- imported and domestic! You will discover amazing flavors and unique novelty gifts with us!
Rocket Fizz