The Hilltop

4173 Co Hwy P, Cross Plains WI 53528
$$ American

A true Wisconsin Supper Club nestled atop a rolling hill, just minutes from Madison, WI. The Hilltop features choice steaks, slow roasted prime rib, cod and perch fish fry, pork Porterhouse and pork back ribs. Enjoy a cozy and comfortable dining experience with Frank Sinatra music echoing in the background. Our knowledgeable and friendly staff will treat you like family while you enjoy good friends, amazing food and of course a Brandy Old Fashioned!

Reservations

Business Info

  • Address: 4173 Co Hwy P, Cross Plains WI 53528
  • Cross Street: -
  • Cuisine: Desserts | Seafood | Steak |
  • Cost: | Inexpensive
  • Category: Supper Club
  • Star Rating:
  • Reservations: Recommended
  • Dress Code: Casual
  • Meals Served: Dinner |
  • Parking: Private Lot |
  • Payment Options: VISA | Amex | MasterCard | Discover | Cash |
  • Corkage Fee: N/A
  • Phone: 608-798-2893
  • Features: Full Bar,
  • Occasion: Dining Alone, Business Dining, Special Occasion, Date Night,

Photos

The Hilltop - The Hilltop
The Hilltop - The Hilltop Cross Plains Logo

Events & Special Hours

Easter Brunch
April 20, 2025 Brunch 9:00 AM - 2:00 PM
Mother's Day Brunch Buffet
May 11, 2025 Brunch 9:00 AM - 2:00 PM

Business Hours

Reservations Available
Monday
Closed
Tuesday
Closed
Wednesday
Dinner 4:00 PM - 9:00 PM
Thursday
Dinner 4:00 PM - 9:00 PM
Friday
Dinner 4:00 PM - 10:00 PM
Saturday
Dinner 4:00 PM - 10:00 PM
Sunday
Closed
False

Customer Reviews & Ratings

4.8 out of 5 stars based on 513 votes

Overall: 10/10
Food: 10/10
Service: 9/10
Ambience: 8/10
Value: 10/10
Apr 14, 2025
Cori S.
This was my 2nd time at the Hilltop, and a great experience! 10/10 on most items for this visit. My party of 2 was sat next to a table with a family, and there was a crying baby the entire time (1 hour). I know this is out of control of staff members, and I wouldn't want to deter families from visiting Hilltop, but it did negatively impact my own experience. Also, I would have appreciated the server pointing out the Huckleberry Old Fashioned on the cocktail menu. I had originally ordered a regular Old Fashioned as I had not yet had a chance to look at the menu when the server arrived immediately after we were sat down. Yes, I do have some responsibility in not reading the menu; but, it would have been nice for the server to bring my attention to that specialty drink (which is delicious!).

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Apr 07, 2025
John S.
Prime rib was excellent; fried chicken and rice pilaf was too, apparently! Always love going to the Hilltop. One of our favorite places.

Overall: 10/10
Food: 7/10
Service: 7/10
Ambience: 8/10
Value: 9/10
Mar 16, 2025
Sharon R.
The food was delicious. The service was absolutely wonderful. I was not particularly happy with the table as my partner and I could not talk comfortably.

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Feb 08, 2025
Nancy C.
Loved the food and the service. Will come again

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Jan 15, 2025
Jon C.
Will definitely return.

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Dec 23, 2024
Becky J.
We had an excellent time! Thank you

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Oct 10, 2024
Olivia K.
Everyone was very friendly and helpful.

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Sep 10, 2024
Diana H.
We held my moms 97th birthday dinner at the Hilltop!! We had 8 in our party. It was a busy Saturday night, but we had excellent service. Both food and drinks were perfect.

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Aug 19, 2024
Justin S.
We loved it! Definitely will be back; excellent food and service and very tasty drinks!

Overall: 10/10
Food: 10/10
Service: 8/10
Ambience: 10/10
Value: 10/10
Jun 17, 2024
Bo Z.
My filet mignon was cooked perfectly and everything else was delicious as well. My favorite desert is carrot cake and their’s really hit the spot.

Overall: 10/10
Food: 6/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Jun 13, 2024
Cathy G.
We braved a quick, intense storm early yesterday evening to drive up to The Hilltop, and we were rewarded with … Absolutely delightful Brandy Old Fashioneds (Press) Absolutely delicious filet mignons & au gratins Absolutely great, friendly service!

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Jun 09, 2024
Joan N.
Julie is a wonderful waitress!!

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
May 06, 2024
Julie S.
Excellent food /cocktails and service! We’ll be back again.

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Apr 26, 2024
Jean E.
great food - friendly competent service - we love it there

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Apr 12, 2024
Billie J. M.
we had a great experience at the hilltop. Our reservation was for 5 o’clock for nine people we all met at the bar the bartender was great the hostess did everything too accommodate us and are waitress was exceptional!

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 0/10
Value: 10/10
Apr 02, 2024
Renee P.
Very satisfied with every aspect of our experience!! We’ll be back for sure

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Apr 02, 2024
Lynn M.
We loved it. First time being there. You did a great job handling the crowd on a very busy Easter Sunday. Thank you.

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Apr 01, 2024
Renee H.
We love The Hilltop for our family brunches!

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Mar 20, 2024
Jeffrey P.
The best corn beef and cabbage ever! Everything was delicious right down to the bread pudding’

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Mar 19, 2024
Jim J.
Was our first time visit. Truly a wonderful supper club experience.

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Feb 26, 2024
Betty G.
Great service. Great food.

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Feb 19, 2024
Monica T.
We just love the staff! They’re so friendly! And the food is delish-/ from the walleye to the broasted chicken!! Such a treasure if a supper club!!!

Overall: 10/10
Food: 7/10
Service: 10/10
Ambience: 8/10
Value: 8/10
Feb 08, 2024
Greg P.
I would have preferred to have utilized some of the empty tables to give us a little more elbow room between us and the other guests, but otherwise it was perfect.

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Feb 06, 2024
Gary N.
Everything was great. We travel 2 hours a couple times a year to enjoy your prime rib.

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Jan 29, 2024
Ann L.
It was a great evening all around. Our waitress was very friendly and helpful.

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Jan 06, 2024
Alexis W.
We love this restaurant. The atmosphere is warm and friendly and the steaks we had were excellent.

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Dec 31, 2023
Rod H.
Excellent food, great staff and great service!

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Nov 12, 2023
Katherine E.
A table of 15 we were, with one of our guests extremely demanding (due to age). On top of it all, the restaurant was packed! Our waiter was able to manage all of it, including demanding Uncle David without a glitch. Incredible! And the food was outstanding. Friday night fish fry was introduced to my California relatives, along with deep-fried cheese curds and the cheese ball. The only ding would be in a couple of cocktails. People's preferences of course, but their Manhatten was mediocre. Don't forget to order desserts.

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Nov 02, 2023
Chuck S.
Excellent food and service always!

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Oct 27, 2023
Renee K.
Martini and steak were perfectly prepared!

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Sep 02, 2023
Brian B.
Everything was awesome, food, drinks, service, timing and price
Business Response:
Thank you for the kind words Brian, we're very glad you enjoyed The Hilltop!

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Aug 24, 2023
Bob and Kitty L.
Staff, food, and ambiance all outstanding. Kudos to everyone involved in the restaurant!
Business Response:
Thank you so much! So glad you enjoyed The Hilltop and we'll be sure to share your feedback with the staff.

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Aug 17, 2023
Richard D.
Everything was great.
Business Response:
Thank you Richard, so glad you enjoyed your experience at The Hilltop!

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Jul 31, 2023
Howard A.
Great Steaks and Service!
Business Response:
Thank you Howard, our steaks are very popular and our staff is the best!

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Jun 29, 2023
Charlotte R.
I invited a couple from another community and they were very pleased. Said “ we must come here again!” .
Business Response:
Thank you Charlotte, very glad they were pleased and yes, come again soon!

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Jun 27, 2023
Tom K.
Excellent as always.
Business Response:
Thank you Tom, hope to see you again soon!

Overall: 10/10
Food: 10/10
Service: 10/10
Ambience: 10/10
Value: 10/10
Jun 09, 2023
John C.
Fantastic restaurant! We were in Madison on business. It was a bit of a drive but was certainly worth it!!
Business Response:
Thank you John, so glad you enjoyed your visit to The Hilltop! Yes, it's a bit of a drive from Madison but it provides some beautiful scenery.

Overall: 9/10
Food: 8/10
Service: 9/10
Ambience: 9/10
Value: 8/10
Jan 20, 2025
Ruth S.
we had a nice family gathering

Overall: 9/10
Food: 10/10
Service: 10/10
Ambience: 9/10
Value: 9/10
Sep 26, 2024
Sue W.
We had a large group and everything was handled wonderfully. Service was especially good. Everyone enjoyed it

Overall: 9/10
Food: 10/10
Service: 9/10
Ambience: 9/10
Value: 9/10
Dec 28, 2023
Jimmy C.
Good ambiance and great food.

Overall: 9/10
Food: 9/10
Service: 10/10
Ambience: 10/10
Value: 9/10
Nov 28, 2023
Cynthia H.
This experience was our second one. This last summer we brought half the family and were thoroughly pleased with the food and service. So, I now brought the entire family for another great experience. All was great except for 2 of the steaks, NY Strip that was unusually thin in portion and a Ribeye that was too done. It wasn't a situation that we felt necessitated drawing to the attention of Mary, our server. Otherwise, the overall experience was consistently excellent as previous. We will return.

Overall: 9/10
Food: 9/10
Service: 9/10
Ambience: 9/10
Value: 9/10
Nov 09, 2023
Grant S.
One of the grilled salmon dinners was slightly over grilled. We enjoyed all the rest. We had a very Nice Time. Thank you!

Overall: 9/10
Food: 10/10
Service: 10/10
Ambience: 7/10
Value: 10/10
Sep 28, 2023
Susan M.
The fried Lake perch was just hollow breading!!! Virtually no fish inside. The small amount of fish inside was dried up. It was the worst fish that the two people whom ordered it had ever eaten. Would never order the lake perch again!!! The fried cod was good, spicy chicken Alfredo good and the broasted chicken good. French fries good, cheesy brussel sprouts good. Wine pours seemed kind of skimpy for the price. We've all had very good food there on previous visits, but this was not up to any standard.

Overall: 9/10
Food: 9/10
Service: 9/10
Ambience: 10/10
Value: 10/10
Sep 11, 2023
Jean G.
My only complaint is the food came way too fast. Just got our drinks and our salads came with entrees not too soon after. Need a better pace, but do love the place. Service was very friendly and attentive.
Business Response:
Thank you Jean, glad you enjoy The Hilltop, we'll talk to the staff regarding the pace.

Overall: 9/10
Food: 9/10
Service: 9/10
Ambience: 9/10
Value: 9/10
Aug 24, 2023
Tony A.
This is truly a hidden gem. I've told many people that the expensive restaurants in Madison don't compare to the Hilltop. Much better food, service and ambience. We'll be back for sure.
Business Response:
Thank you so much Tony! This means a lot as there are many amazing restaurants in Madison. Hope to see you bak soon!

Overall: 8/10
Food: 6/10
Service: 8/10
Ambience: 7/10
Value: 6/10
Nov 21, 2024
Michelle Z.
I ordered the top sirloin and it was very fatty. Not a very good cut of meat especially for the price of $29.00. The other food was pretty good.

Overall: 8/10
Food: 9/10
Service: 7/10
Ambience: 9/10
Value: 1/10
Dec 18, 2023
Tia K.
Really wished I could've gotten my creamy horseradish sauce I asked for but never received. I was so excited for it because not many places offer that with prime rib.

Overall: 7/10
Food: 8/10
Service: 6/10
Ambience: 8/10
Value: 8/10
Oct 01, 2024
Jane B.
Bar tender was not super personable. Waitress forgot a few things for us. Food was good though.