• Banner 1
  • Banner 2
  • Banner 3

Welcome to Hilltop Retreat

Hilltop Retreat, nestled in the picturesque pine trees of Cumberland, WI, is an inviting restaurant known for its warm atmosphere and exceptional dining experiences. Open for dinner on Fridays and Saturdays and brunch on Sundays, it offers a delightful menu featuring standout dishes like perfectly cooked shrimp and highly praised prime rib. The cozy setting, coupled with a friendly and attentive staff, ensures every visit is memorable. Diners rave about the quality of the food, including the famous sweet potato fries and homemade soups. With refreshments and dessert options galore, Hilltop Retreat is a must-visit for food enthusiasts.

Hilltop Retreat: Reviews & Ratings

Sue Crippa - Mata
Sue Crippa - Mata

This is an adorable restaurant on a hill in the pine trees. The area is beautiful. The staff is amazing. They are open for dinner on Friday and Saturday night and for breakfast on Sunday morning. We did dinner both nights and plan on breakfast there in the morning. I ordered the shrimp it came with a choice of soup or salad. I choose the salad. It was crisp and delicious served with a roll and butter. The shrimp was cooked perfect and tasted great. The sweet potato fries were the best I ever had. I highly recommend this restaurant.

Val Strub
Val Strub

Thoroughly enjoyed our dinners and beverages. Best prime rib in the area. Service was excellent and they were very busy. Many food options! Oh, and did I mention dessert?

Ryan Zeman
Ryan Zeman

I stoped in here for dinner and a couple drinks the experience was better than imagined. Friendly staff, clean restaurant, amazing food, and well made drinks. If I could give 6 stars I would.

Ben Spader
Ben Spader

They earned all 5 stars. First time going here and we were beyond impressed with the amazing service while they were swapped. Every food option was amazing. We even got 2 hoodies for 20 a piece. We will be returning soon!

chris kemper
chris kemper

They were very busy and short of help. Might have rated them higher if service would have been faster. The girls that were working did a great job of keeping it under control. Our dinner took 3 hours. The food was very good and tasty. The prime rib could have been a little thicker cut for the money third time there for prime rib! Not sure if I would order again. The bartender also did a great job helping out! 9-21-19 yep prime rib again and it was awesome just like you would expect. The service was great and the food was hot! Drinks were good. The homemade soup and salad bar is awesome. Upping it to 4 stars. 6-5-2020 stop by for a delicious fish fry on a Friday night and some adult beverages. Yum. 10 10 2020 the prime rib never disappoints. 2-25-22 fish & ribs were awesome . Staff was great as usual. 6-11-22 Here celebrating with friends. Food & service were great . Love the new deck.

Michelle Larson
Michelle Larson

Fantastic fare, service and ambiance!!! A definite hidden gem. You won’t find this great spot without looking for it and def worth the find. Go see Justin and Kasey and enjoy your time there. Time well spent! 5*

Serena Fankhauser
Serena Fankhauser

Food has always been phenomenal. Great portion sizes. Fast and friendly service. Definitely our favorite restaurant in the area!

Brianna Larson
Brianna Larson

I had the best experience at hilltop on Saturday night, our server Bia was phenomenal. She exceeded all our expectations. The dessert is also delicious! I can’t recommend this place enough

Location

  • Hilltop Retreat
    2896 1 1/2 St, Cumberland, WI 54829, United States Hotline: +1 715-822-3230

Welcome to Hilltop Retreat, a charming restaurant nestled atop a scenic hill in the picturesque pine trees of Cumberland, Wisconsin. Conveniently located at 2896 1 1/2 St, Cumberland, WI 54829, United States, this culinary haven invites you to indulge in a remarkable dining experience that combines breathtaking views with exceptional cuisine.

As you enter Hilltop Retreat, you'll be embraced by a warm and welcoming atmosphere. The attentive staff, praised by numerous patrons, ensures that every guest feels at home. Whether you’re visiting on a Friday or Saturday night for dinner or enjoying a delightful Sunday breakfast, the service here remains consistently commendable, even during busy periods.

The menu at Hilltop Retreat boasts a variety of mouthwatering options that cater to every palate. Diners rave about the prime rib, touted as the best in the area, and the perfectly cooked shrimp that comes with a choice of salad or soup. Many reviews highlight the sweet potato fries, considered by one visitor as the best they’ve ever had. Pair your meal with one of their carefully crafted beverages to elevate your dining experience.

Not to be missed, the dessert offerings are a sweet finish to any meal. Patrons have enjoyed stopping in not only for dinner but also for a memorable breakfast experience that promises a delightful start to the day.

Hilltop Retreat stands out not just for its food, but also for its dedication to quality service and customer satisfaction, as reflected in the glowing testimonials from visitors. One customer noted the restaurant's ability to maintain high standards even during busy service times, while another expressed delight in the cleanliness and friendliness of the establishment.

In every visit, you can expect to be pleased with flavorful dishes made from quality ingredients, set against a backdrop of natural beauty. Whether you're returning for your favorite dish or discovering something new, Hilltop Retreat invites you to continue creating lasting memories over shared meals.

Make sure to visit Hilltop Retreat during your next outing to Cumberland. The combination of stunning views, warm hospitality, and an array of delicious dishes is sure to leave you longing to come back.

For reservations or inquiries, feel free to contact them at +1 715-822-3230. Come and experience the culinary treasure of Hilltop Retreat!