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Best Date Night Restaurants in Cross Plains

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7 restaurants available nearby

A photo of Cooper's Hawk Winery & Restaurant - Middleton, WI restaurant
4.6
Exceptional(564)
Price: Moderate
• American • Middleton
Booked 47 times today
Experience the perfect fusion of award-winning wines, Napa-style tasting rooms, and modern casual dining at Cooper's Hawk Winery & Restaurants. Enjoy contemporary American cuisine influenced by international flavors from our scratch kitchen. Each dish is expertly paired with our selection of wines for the best food and wine match. Whether you explore the tasting room for a pre- or post-dinner adventure or join the world's largest wine club, we believe in the power of food and wine to create lasting connections. Dining reservations are highly recommended, but walk-in guests are always welcome on a first-come, first-serve basis. Gluten-free and vegetarian dishes are available.
A photo of The Melting Pot - Madison restaurant
4.5
Awesome(662)
Price: Expensive
• Fondue • Middleton
Booked 19 times today
At The Melting Pot, fun is cooked up fondue style, creating an out of the ordinary dining experience.You'll discover all the ingredients for a perfect evening, including attentive service, private tables, & an atmosphere of casual elegance. In addition to the cheese & chocolate fondues which have made The Melting Pot famous, they offer a fine selection of beef, chicken, seafood, vegetarian & gluten free entrees, as well as an exceptional wine list & a full bar. You may enjoy a romantic evening for two, a special occasion with forty of your closest friends, a dining experience to impress your boss, or a night out with the family. Whatever the occasion, an evening at The Melting Pot is always a celebration. Reservations are highly recommended. We do our best to ensure every guest receives the highest level of service. As such, we are unable to hold your reservation longer than 10 minutes past your selected time. If you are running behind schedule, please just give us a ring!
A photo of Eno Vino West Side restaurant
4.6
Exceptional(1389)
Price: Expensive
• Tapas / Small Plates • Madison
Booked 11 times today
Eno Vino offers 200+ wines by the bottle & another 45 by the glass. From the beginning, Eno Vino was established as a place to share great wine, sensational, hand-crafted cocktails and fresh, inviting food. Whether you would like to entertain friends, enjoy an evening out with a loved one or unwind during happy hour ~ we invite you to enjoy an evening at Eno Vino! Kitchen serves a late night menu from 9pm-10pm Sunday through Thursday, and from 10pm-11pm Friday and Saturday. The bar is open until 11pm Monday through Thursday and until midnight Friday and Saturday.
A photo of Ruth's Chris Steak House - Middleton restaurant
4.7
Exceptional(1182)
Price: Very Expensive
• Steakhouse • Madison
Booked 20 times today
Ruth's Chris Steak House in Middleton is the perfect date night spot. With its sizzling hot steaks, fresh seafood, and an extensive selection of over 100 wines, it's the place for a relaxing evening. Reviewers have praised the food, service, and ambience, with one couple saying, 'Had a very wonderful time with my wife on our date night. Food was on point and staff was great.' Another mentioned it was a 'great place for fine dining and giving yourself a treat!'
A photo of Villa Dolce restaurant
4.8
Exceptional(647)
Price: Moderate
• Italian • Middleton
Booked 6 times today
A modern Italian cafe in the heart of downtown historic Middleton. With a contemporary vibe this fusion Italian gem features unique topping gourmet pizzas, handmade pasta and famous Gelato.
A photo of Otto's Restaurant and Bar - Madison restaurant
4.7
Exceptional(1671)
Price: Expensive
• Mediterranean • Madison
Booked 7 times today
A locally owned Madison favorite, Otto's is set in a beautifully restored 1870s stone farm house with two dining levels. The menu features creative, Mediterranean-inspired cuisine, fresh seafood, Certified Angus Beef steaks and more. A friendly lower-level bar serves classic cocktails and fine wines, and half-price appetizers from 3:30 – 5:00 p.m. Tuesday – Friday. Outdoor dining and live jazz are featured on the deck Spring through Fall, weather permitting. Otto's is also open the first Monday of each month (excluding holidays) in the Spring and Summer when live music is being performed. Main level dining area is wheelchair accessible. Online reservations are available for the dining rooms only, bar and deck table reservations should be made via telephone. Reservations are recommended for dining in the bar, outdoors, and inside for parties of 6 or more. In the event your party is unable to attend, please contact us by phone to cancel your reservation.
A photo of Dave & Buster's - Madison restaurant
3.7
Very Good(48)
Price: Moderate
• American • Middleton
Booked 4 times today
Each Dave & Buster's has more state-of-the-art games than ever, more mouth-watering menu items and the most innovative drinks anywhere. From wings to steaks, we've got whatever suits your appetite and our premium bar assures we're stocked to satisfy! Plus, you can watch your game on one of our massive HDTVs with epic stadium sound.
‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

See what locals rave about

From verified diners like you
From verified diners like you
  • AnneMVIP
    Wisconsin •12 reviews
    5.0
    Dined 2 days ago
    Delicious craft cocktails and gourmet comfort food with a southern flair. Wonderful service too!
    More info
    MerchantPrice: Expensive• Contemporary American• Madison
    4.3
  • Mohamed
    Wisconsin •1 review
    5.0
    Dined 2 days ago
    I loved for sure coming back. Looks good the food is good the view is nice should definitely go check it out
    More info
    The StatehousePrice: Expensive• Contemporary American• Madison
    4.6
  • Kristin
    Wisconsin •1 review
    5.0
    Dined 3 days ago
    Even though the reservation was made more than 2 weeks ago and we could only get a 3:00 time slot— that was no big deal. We got a fantastic table on the 2nd floor, our server was a delight and very helpful, our food was incredible— just an all around wonderful Valentines Day “linner” (lunch/dinner)! It’s really no wonder it’s hard to get a table; this place is our favorite!
    More info
    LucillePrice: Expensive• Pizzeria• Madison
    4.4
  • Richard
    Wisconsin •21 reviews
    5.0
    Dined 4 days ago
    We started our meal with an appetizer special of cheese and Italian sausage arancini fried rice balls with marinara. They were a wonderful way to start our meal, paired with a nice glass of Cooper's Hawk Meritage red wine and an elderberry spritz. We also enjoyed a complimentary serving of pretzel bread that we saved for accompanying our meal. For our main course we both had the Surf and Turf Valentine's Day special. It featured two filet medallions with a winter truffle crust, a blue crab-stuffed lobster tail, roasted broccolini, whipped potatoes, and lemon beurre blanc. Everything was prepared superbly, with the steak being a perfect medium-rare, the lobster very tender, and the broccolini nicely al dente. The mashed potatoes were super smooth, creamy and delicious as well. Despite being quite full, we ordered key lime pie and banoffee (banana-toffee) pie, both made with a graham cracker crust. Both were great, but I would probably order the key lime pie next time instead of the very sweet banoffee. Although it's a 35 minute drive to get to, we now hope to go to Cooper's Hawk on a regular basis!
    More info
    Cooper's Hawk Winery & Restaurant - Middleton, WIPrice: Moderate• American• Middleton
    4.6
  • Margaret
    Wisconsin •1 review
    4.0
    Dined on Jan 29, 2025
    I had a reservation and when I arrived the hostess tried to tell me I didn’t have a reservation. Some of my party got there before me and they were seated indicating my reservation. The background music was too loud. The food was good, but not much of it for the price which I was aware of. Nice time, but not overly impressed.
    More info
    Eno Vino West SidePrice: Expensive• Tapas / Small Plates• Madison
    4.6
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