This scenic day trip along Route 36 offers a perfect blend of outdoor beauty, local charm, and delicious food—making it an ideal way to explore the rural heart of Livingston County in upstate New York. This itinerary for Route 36 covers the stretch between Caledonia and Leicester and offers a picturesque drive through rural landscapes and small-town charm.

This scenic route winds through farmland and rolling hills, providing travelers with views of the region’s natural beauty. Along the way, visitors can experience the tranquility of the countryside, with opportunities to explore local farm stands, historical sites, and cozy communities.

Route 36 is a peaceful alternative to the busier highways, allowing for a relaxing journey while showcasing the rich agricultural heritage and charm of this part of the Finger Lakes region.

 

Have a Hearty Meal

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At Reminisce Soda Fountain, you’ll find yourself transported back in time to a 1950s diner where you can find all your favorite comfort food classics and plenty of oh-so-perfect diner fare.

Path Through History

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The Caledonia Fish Hatchery isn’t just the oldest fish hatchery in New York — it’s the oldest fish hatchery in the entire Western Hemisphere. It was established in 1864 by the Father of Fish Culture, Seth Green. Be sure to stop by Caledonia  in June for the annual Trout Festival!

Quench Your Thirst in York

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Dublin Corners Farm Brewery is a small, family-owned craft brewery serving up fresh craft brews made with hops grown right on the farm.

Hops growing on vine in field

Woodlawn Distilling is LivCo's first farm-based, family-run distillery since prohibition times.

Drinks at Woodlawn

Find True North

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Head to True North Farms, an organic working produce and cow farm for fresh vegetables, sunflowers, and more seasonal goods. You can also try yoga in a restored turn of the 19th-century barn!

Yoga in Barn at True North

 

 

Fill Up at a Barn

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Enjoy the nostalgic experience of a a classic diner experience at The Barn Restaurant where you'll find vintage décor, toys, and more. Be sure to stop on the weekends for fresh fried doughnuts!
 

Drag Race

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Hit the quarter-mile drag strip at Empire Dragway.  Starting in May, races are held every Friday and Saturday with some Sunday events throughout the summer as well.

Frozen and Frosty Sweet Treats

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Hard ice cream, soft serve, Italian ice, floats, sundaes, slush puppies, milkshakes — Moonie’s Two Scoops has it all!

Go Shopping

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You never know what you'll find while shopping at boutique consignment store 2nd Time Around.  They offer a little bit of it all — antiques, clothing, furniture, collectibles, you name it. Across the street, PD Harrison Outdoors offers supplies for you and your outdoor/sporting dog. From Garmin & Dogtra, to collars and leads, and more!

 

Dinner in a Depot

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Located within Leicester’s historic train depot, Gatherings at the Depot, offers a range of sandwiches, salads, soups, and paninis. Try the house special sub, The Steam Engine, piled high with steak, chicken fingers, bacon, sautéed peppers and onions, and cheese. Building along pathway next to lawn and tree

 

WANT TO STAY LONGER?

If you’d like to enjoy Route 36 at a slower pace, consider extending your stay overnight or even for a few days.

 

Hillcrest Estate Outside

Hillcrest Estate

Available year-round, and offering overnight-accommodations, a ballroom, and a 3200 square foot tent. The mansion features five spacious bedrooms and four full bathrooms and four half bathrooms, comfortably accommodating up to 14 guests. Ideal for weddings and events, this elegant space is perfect for bridal parties, friends, and family to gather, relax, and prepare for your special day. In addition, the Carriage House (located next door) can accommodate 6 guests and features a game-room and hang-out lounge.

Fawn Run Airbnb

Let the parklike scenic views inspire you. One mile from Letchworth State Park, this cozy private guesthouse set on 15 acres has been thoughtfully furnished with your comfort in mind.  Enjoy a two bedroom, two bath guest house with two porches, a fully appointed kitchen, and a fire pit/picnic area.