Location of Hilltop Retreat

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Hilltop Retreat is tucked away in a quiet, peaceful spot a few minutes away from Cumberland. The drive here alone is fantastic with views of the woods, winding roads and beautiful ponds. Maybe you'll even see some wildlife on the drive out! Come find the hidden gem and enjoy an evening out.

The Story of Hilltop Retreat

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The Hilltop Retreat is a third-generation family owned and operated establishment built in 1972 by Justin’s Grandmother Patricia Olson and purchased in January 2018 by Justin and his wife Kasey.  The Hilltop Retreat has continued to be a favorite restaurant for locals, vacationers and visitors alike.  If you are looking for a casual, yet classic dining experience, the Hilltop Retreat is worth the drive!  Justin and Kasey plan on keeping the tradition alive offering a great menu, full bar and catering all while keeping the nostalgic feel of the Hilltop Retreat.

A little more about

HILLTOP RETREAT

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WE HOUSE PRIVATE PARTIES

Host your next private party or special event in our rustic three-season space! A beautiful, intimate setting for bridal and baby showers, groom's dinners, graduation or holiday parties. Off-site catering also available.

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CATERING IS OUR SPECIALTY

We love catering just as much as we love hosting parties! We offer an event menu and love being apart of your special day, whether it's a grad, wedding, retirement party or special birthday.

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WE LOVE KIDS

Our family-friendly dining setting is perfect for little ones! We accept and appreciate reservations to make your experience as efficient and enjoyable as possible, as well as offer a kids menu for dinner and breakfast.

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THE GAME IS ON

You better believe we have the game on! Come for a drink with your friends and watch the game, or catch up on your favorite sport.