11 Best Bars in Woodstock

Sofie's Whiskey & Wine Bar • $$
150 S Eastwood Dr unit e, Woodstock

Customers` Favorites

London Broil Roast Beef Sliders
Roast Beef & Giardiniera Pizza
Margherita and Salami Pizza
Roasted Tomato Flatbread
The Italian Sandwich
Charcuterie Board
Meat Lovers Pizza
Reuben Sandwich
Whiskey Flight
Cheese Pizza

“Sofie’s Whiskey & Wine is hands down one of my favorite spots in Woodstock! Cozy, stylish, and with an impeccable selection of whiskey and wine, it’s the kind of place where you can unwind, sip something amazing, and actually enjoy a conversation.

The wine list? Chef’s kiss. Whether you’re into bold reds, crisp whites, or something in between, they’ve got a thoughtful selection that never disappoints. And if whiskey’s your thing, you’ll be in heaven—so many great pours to choose from.

Pro tip: Don’t miss their wine tastings—such a fun way to explore new favorites. And if you can time it right, catch one of their live music nights. The vibe is always spot-on, and the talent they bring in makes for a perfect evening.

Sofie’s is a true gem—whether you’re stopping in for a glass, a bottle, or a full night out. Highly recommend!“

4.9 Superb53 Reviews
Ortmann's Red Iron Tavern Bar • $
101 E Church St, Woodstock

“This is the best bar to go to in downtown Woodstock, the atmosphere is so incredible it’s cozy, it’s welcoming, it’s fun! The outdoor heating under the awning was amazing. I recently had my wedding here and the owners went above and beyond to make sure my day was perfect! They are such kind and considerate people and helped us out so so much! Honestly couldn’t have asked for a better group of people to work with. Tammy was so sweet and caring and even took some pictures for us during setup!
Ryan was just the absolute best seriously so helpful easy to communicate with and just ready for anything I asked him. The staff they have are all also super friendly and willing to help me out with anything I needed. They were just on it the whole night! Wasn’t stressed at all!

Ps the ice cream shots are bomb! Get the ice cream shots!“

4.8 Superb61 Reviews
The Cabin Bar • $
223 N Benton St, Woodstock

“Best frozen alfredo pizza around! Bartenders are always wonderful and chatty and fun. Great karaoke nights with DJ Spiccoli and random trivia nights are a blast. And someone’s always winning on the machines! Lol.“

4.7 Superb19 Reviews
Antigua Mexican Grill Bar • $$
125 E Calhoun St, Woodstock

Customers` Favorites

Burrito Cochinita Pibil Dinner
Shrimp Taco Dinner
Steak Fajitas
Rib-Eye Taco
Chimichanga
Taco Salad
Arranchera
Steak Taco
Tampiquena
Jamaica

“Great lunch today at Antigua! Our server Kara was so sweet, and we were so pumped for the guac she brought us! My pineapple margarita was delish. GIANT stuffed chicken quesadilla. Only negative is it's quite small so there wasn't really a table to fit 6 of us, but Kara made it work!“

4.5 Superb125 Reviews
Liquid Blues Bar • $
126 N Benton St #2, Woodstock

“well, first of all I just went there tonight for about 40 minutes and found out heather no longer works there she kept that place spotless you know she was great I thought and she made sure I got walked home if I needed one doesn’t really nice lady heather is I’m sorry to see her gone she was always waiting on the customers instead of talking to him and ignoring the customers wanting to get a drink, but I’m gonna miss her but is it cool kind of a bar if you like nostalgia they got lava lamps. They got board games they’re like trivial pursuit Jenga they got machines real good ones good paying ones I just wish heather would be back, but the prices are good they have karaoke and I believe live bands, too big bar in the back pool tables and right right in the square it’s a good walk for some. It’s an easy walk for me. I’ve never seen a fight in there not once everybody seems to know each other in there. It’s really nice but it’s hippie days are here again which is kind of cool. Try it you might like it.“

4.3 Superb35 Reviews
Ethereal Cafe • $
140 Cass St, Woodstock

Customers` Favorites

Hot Chocolate and Chocolate Treats
Flight of Wine and Chocolate
Chocolate Croissant
Chocolate Pairing
Woodstock Square
Charcuterie Board
Muffin

“We discovered Ethereal on a recent visit to Woodstock, Illinois. Located just off the square, this is gem. It is cozy and inviting if you need to do a little work, lots of seating and a great spot to sit and enjoy food, snacks and coffee.\n\nWe loved this spot so much we stopped each day for the 3 days we were in town. The first day, Mr. Bee ordered the Pecan Pie Latte a seasonal drink. Not a coffee drinker, it sounded delicious and I took a sip, then another and another. It tasted just like pecan pie and the coffee was actual quite good, it was smooth and not bitter. If I lived in town I think I could get used to drinking coffee it was that good. When I spotted a Pumpkin Chai, I jumped on it. I am a pumpkin junkie. I ordered this one iced. It was so good. The pumpkin blended seamlessly with the chai spices and it quickly became a favorite. Wish I could find them at home.\n\nThe next morning we stopped in to grab drinks before heading out on a day trip. Mr. Bee went with a regular coffee which was again smooth and not bitter. Such a creature of habit when I find a favorite, I ordered the Pumpkin Chai, but this time hot. It was delicious. We grabbed a croissant to take with us, and it was crunchy and creamy on the inside. Happy Campers\n\nOn our way out of town after checking out of our inn, we stopped once again. The staff was so nice and recognized us, got our drinks for us and told us to come back if in town again. Such a gem of a coffee, confection, pastry and food shop in town.“

4.3 Superb120 Reviews
Benton Street Tap Bar • $
219 N Benton St, Woodstock

“Always a great time! Good music good service and have made some of my bestest friends here ❤️“

3.9 Good25 Reviews
Niko's Red Mill Tavern Bar • $$
1040 Lake Ave, Woodstock

Customers` Favorites

Loaded Bloody Mary Sundays Only
Bacon Cheddar Burger
Buffalo Chicken Wrap
Mile High Meatloaf
Boom Boom Shrimp
Grilled Chicken
Pepperoni Pizza
Steak Sandwich
Hillbilly Bowl
Fried Pickles

“You rock! Thank you for protecting women at your establishment.“

4.2 Good182 Reviews
Main Street PourHouse Bar • $
214 Main St, Woodstock

Customers` Favorites

Artichoke and Spinach Dip
Sandwich

“Good service and latín música“

3.9 Good47 Reviews
Winestock Market & Lounge Wine Bar • $
136 Cass St, Woodstock

Customers` Favorites

Gift Basket

“Excellent vegetarian options“

4.8 Superb31 Reviews
Tierra Caliente Restaurant and bar Mexican • $
14801 Washington St Suite B, Woodstock

Customers` Favorites

Arrachera En Chipotle Y Queso
Tacos Carne Asada Steak
Nachos with Ground Beef
Tostada Pollo Chicken
Camarones Empanizados
Camarones En Chiptole
Camarones Rancheros
Chilaquiles Verdes
Coctel De Camaron
Carne Asada Plate

“EXCELLENT food!!! Margaritas are great!! first time going and not the last!!!“

4.6 Superb117 Reviews

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