Celebrating 25 Years of Over the Hill Orchards & Winery: A Journey Rooted in Passion

This year marks a significant milestone for Over the Hill Orchards & Winery—25 years of growing innovative and delicious fruits, crafting authentic prairie wines, and creating unforgettable experiences for our guests. As we reflect on this journey, we are filled with gratitude for the community that has supported us and the countless memories made amongst the winery.

A Vision That Took Root

Over the Hill Orchards & Winery was born out of a dream and inspiration to grow fruit in Saskatchewan’s unique prairie climate. What started as a small family endeavor has blossomed into a thriving destination for fruit lovers, wine enthusiasts, and nature seekers alike. With innovation, resilience, and a deep connection to the land, we’ve worked hard to work with our Saskatchewan climate to build a space deeply rooted in growth—both in produce and in community.

2004 Grand Opening

Farmers Markets

Harvesting through the Years

Crafting Wines with Heart

Over the years, we’ve developed a diverse selection of wines, each crafted to capture the essence of the fruits grown in our orchards. From the beloved Prairie Cherry wine to the sweet and refreshing Rhuberry, every bottle tells a story of dedication and artistry. Our passion for winemaking has earned us a reputation of blending authentic prairie flavours, but more importantly, it’s created cherished moments for our guests.

Memories to Celebrate

Beyond the orchards and winery, we’ve become a gathering place for those seeking connection, adventure, and quality time together. From Supper in the Orchard events featuring the talent of local chefs to scenic picnics and family-friendly festivals, we’ve loved sharing the beauty and bounty of our 40-acre orchard with visitors near and far. We have had the honour of welcoming guests from around the globe, Germany, United States, United Kingdom, and Israel. We are excited to once again be welcoming those from near and far this season beginning May 3 with Supper in the Orchard and an exciting line up of events and celebrations.

As we celebrate this milestone, we want to hear from you—our cherished guests who have been part of our story. Whether it’s a joyful evening spent at one of our suppers, a peaceful afternoon sipping wine on the patio, or a memorable family outing, your stories are the heart of what we do.

Share your favorite memory with us and be part of our 25th Anniversary Memory Book. As a thank-you, you’ll be entered to win two tickets to our upcoming anniversary celebration in June. Take a moment to share your story at the Orchard below!

Friends & Family

Staff & Volunteers

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Building Spaces

Over the Hill Orchards & Winery: 25th Anniversary Story Submission Form

We are thrilled to celebrate 25 years of business at Over the Hill Orchards & Winery! We would love to hear your stories and cherished memories to feature in our special anniversary memory book. 🎉 Share Your Story & Win! By submitting your story, you'll be entered for a chance to win 2 tickets to our 25th Anniversary Celebration!

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(Feel free to share a special moment, favorite visit, or memory from Over the Hill Orchards & Winery.

As we look to the future, we remain committed to innovation, sustainability, and creating even more experiences that bring joy and connection. We can’t wait to see what the next 25 years hold. Thank you for being a part of our journey. Here’s to many more years of growth, good wine, and cherished memories at Over the Hill Orchards & Winery.

Cheers to 25 years!

Kimberley Robson

Within the last year we moved to Regina from the NWT. Our friends from the Vancouver area were planning a visit earlier in August so we looked up things to do. We found "dinner at the Over the Hill Orchard and Winery " and thought that sounds lovely. It was a beautiful night (August 8) with delicious food, amazing scenery, educational tour and yummy drinks (wine, sangria and cherry spritzer). I suggest the Orchard put 1 chocolate covered cherry for every place setting. That would entice sales. I would definitely recommend this dinner/tour opportunity. We will be back! :)

Dan Engen

Before you go out, make sure you know if they’re open or not great food great time great views

Pam Kuffner

What A beautiful experience. The staff the Vineyard is just absolutely gorgeous. We did the supper in the orchard. And it did not disappoint. The food was absolutely amazing as was The wine. We will be back for sure.

Mercedes Will

My Mother and I spent a lovely afternoon there. Thank you for creating a view of the Valley that all can enjoy.

Cortney Reine

We had a gift card for a picnic. We were very pleased having never been to the orchard. Lelu the cat was a sweetheart! The included charcuterie was yummy and very generous in cheeses. We asked if there was any room for 2 more for supper, even though they were sold out they did manage to make room for us. Obviously, I would make every effort to get a reservation next time. But for them to just fold us in was incredible. We were taken on a tour and the owner was entertaining, knowledgeable and humble. His MO is noble, he is trying to make a bright future for his family and Saskatchewan in general. We would love to come back and visit again! Thank you so much for having us! Food review: the watermelon salad was a big surprise! Basil, watermelon, lemon, mint. Lots of flavour punches in every bite! The lamb kefta was also delicious. I'm not a huge fan of beets but they were delicious. The Lebanese garlic sauce was my favorite- I actually convinced them to let me take some home. I've been eating it like apple sause and know I'm safe from all the local vampires for at least a week. The braised chicken was cooked so well, so flavorful! The bread was crunchy and soft and seasoned well. I wish there was more of everything to eat because chef & crew did a great job. I didn't think I'd enjoy the tuneric desert, but it was also a great ending surprise to the night. Id liken it to an exotic pumpkin cake flavor wise. Very happy! Obviously I wish the views at the picnic didn't have a fence in between us and them, but I understand the safety need. Some umbrellas or shade triangles, some couch seating and a fire table or 2 would bring out the best in their patio, they can do so much more with it! But who know what ideas they are cooking :) Lastly the charcuterie could have used a crunch, pickles, pickled carrots, apple slice, pretzels maybe. It WAS delicious as is, but I missed that salty, crunchy aspect. But I'd still get it again :) Cheers!

A Vision That Took Root

Crafting Wines with Heart

Memories to Celebrate

Over the Hill Orchards & Winery: 25th Anniversary Story Submission Form

What Guests Are Saying

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Orchard Visitation Hours