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✔️Dinner ✔️Dine in ✔️Take out
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Join us at Tailwinds, a brand new restaurant and bar on Madison’s eastside. With warm hospitality, we are open daily for dinner, your favorite drink, great conversation, or to watch your favorite game. Follow us on Instagram or Facebook for Daily Specials!
Address and Contact Information
Address: 4402 E Washington Ave, Madison, WI 53704
Phone: (608) 405-3636
Website: https://tailwindsrestaurant.com/
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Tailwinds – Madison, Wisconsin: Restaurant, Bar
Tailwinds restaurant and bar is located on Madison’s eastside. Open for Dinner daily from 4pm-10pm, daily Happy Hour from 4pm-6pm.
Tailwinds | Madison WI – Facebook
Join us on Sunday, May 12th, from 10am to 2pm for a memorable brunch experience. We’ll take care of everything so that you can focus on spending quality time …
Tailwinds – Updated 2026, American Restaurant in Madison, WI
Entrees · Two Egg Breakfast$11.00 · Build Your Own Omelette$14.00 · Eggs Benedict$13.00 · Make It Spicy!$14.00 · Biscuits & Gravy$15.00 · Breakfast Sammie$12.00.
Reviews
Rebecca Hewison
Highly recommend this hidden gem!
Because it’s tucked inside a hotel, it never feels overcrowded, and I’ve never needed a reservation. The menu isn’t huge, but everything they offer is consistently delicious. My go‑to is the salmon. I’ve ordered it at least ten times, and it’s always perfectly cooked with the same great presentation. Our table also tried the steak, which was excellent.
The cheese curds are light, fluffy, and a great starter without being too heavy. The beverages are always mixed well, too.
If you’re ordering for kids, the cheeseburger can be a bit on the dry side, so you might consider asking for it cooked a little less.
Service is always friendly, though it can run on the slower side. Given that it’s a hotel restaurant, I imagine it’s tough to predict foot traffic, so staffing probably varies.
Overall, I truly recommend this place — a reliable, tasty spot that deserves more attention.
… moreBecause it’s tucked inside a hotel, it never feels overcrowded, and I’ve never needed a reservation. The menu isn’t huge, but everything they offer is consistently delicious. My go‑to is the salmon. I’ve ordered it at least ten times, and it’s always perfectly cooked with the same great presentation. Our table also tried the steak, which was excellent.
The cheese curds are light, fluffy, and a great starter without being too heavy. The beverages are always mixed well, too.
If you’re ordering for kids, the cheeseburger can be a bit on the dry side, so you might consider asking for it cooked a little less.
Service is always friendly, though it can run on the slower side. Given that it’s a hotel restaurant, I imagine it’s tough to predict foot traffic, so staffing probably varies.
Overall, I truly recommend this place — a reliable, tasty spot that deserves more attention.
Danielle Gee
I ordered a garden salad with chicken and a side of cheese curds, along with a peach mojito. While the salad was basic, the cheese curds stole the show – they were absolutely amazing! The outside was perfectly light and crispy, and each bite was delicious. Even though the restaurant was pretty busy and service was a bit slow, the staff were incredibly kind and attentive, which made the experience even better. If you’re visiting, do yourself a favor and get the cheese curds – they’re totally worth it!
… moreChassidy Comella
My husband and I played date night roulette and ended up here for Valentines day. It did not disappoint!
The rules: we had to ask the waitor their 2 favorite dishes and order them. Austin was spot on with these choices! The steak was incredible!
One of our new favorite places. We will be back.
Update: we took our Buffalo and Blue cheese chips home, kept them in the fridge for over 24 hours, threw then in the airfryer on high for 5 minutes and they were fantastic!
… moreThe rules: we had to ask the waitor their 2 favorite dishes and order them. Austin was spot on with these choices! The steak was incredible!
One of our new favorite places. We will be back.
Update: we took our Buffalo and Blue cheese chips home, kept them in the fridge for over 24 hours, threw then in the airfryer on high for 5 minutes and they were fantastic!
Bri M
Very slow service on weekend but friendly staff. The filet mignon and buffalo wings were delicious!
… moreMike Dalrymple
April is a fantastic bartender, she’s mostly by herself but everybody has drinks and food! I don’t usually go for sweet but she recommended them and they’re delicious.
… moreElizabeth Livingston
Came with a group of 6, teens and adults. Everyone was able to find something they liked on the menu. The service was very personal and excellent. The food tasted great. The cheese curds are a must have. The portions were more than generous.
… moreJulie Martin
Don’t miss the cheese curds with horseradish honey mustard sauce! Great bar staff!
… moreAustin Ware
Best bartender I’ve seen in awhile. Social, attentive,assertive. He worked the night of6/20/25. Dude is great.
… moreLuis Puesan
Probably the best cheese curds I have ever had but the worst burger I’ve ever had. It was disgusting. You can get better burgers at Culver’s down the street. Do not get baited by the 5 star reviews for this place.
Serves were very nice and I enjoyed the atmosphere, the entree food is nothing to write home about.
… moreServes were very nice and I enjoyed the atmosphere, the entree food is nothing to write home about.
Jennifer Haack
I really enjoyed tailings tonight. We had great service by Craig and I did enjoy the half priced happy hour appetizers.
… more