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Your Insider Guide to Exploring Cortland County.

Ready to discover Cortland County like a local? Our blog is your backstage pass to the best eats, hidden trails, quirky events, and unexpected adventures that make this slice of Upstate New York so special. From seasonal guides and family-friendly ideas to deep dives into local legends, we’re here to help you find things to do in Cortland you didn’t even know you needed on your bucket list.

Dive in, get inspired, and plan a Cortland getaway worth bragging about.

Two women and two men stilling at a picnic table under an umbrella, clinking the cups together.
summer
Labor Day Weekend in Cortland County: Relax Like a Local
Labor Day is the unofficial “last hurrah” of summer. Some people pack their cars to the brim and fight traffic for crowded beaches or overbooked tourist spots. In Cortland County, we believe in doing less and enjoying it more. This three-day weekend is your chance to kick back, savor the season, and soak in all the small-town charm and big time flavor our little corner of Central New Y…
Aug 25, 2025
Candace Rozansky
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a horse-drawn carriage travels down a street, passing a sign that reads "Union Fair"
Step Back in Time at Marathon’s 1890 Union Fair
Candace Rozansky
Aug 24, 2025
outdoors
woman looking at magazine in visitors center
Experience Cortland Named Silver Winner in 2025 Finger Lakes Favorites Awards
Experience Cortland
Aug 20, 2025
news & announcements
A building featuring a prominent sign reading 'Truxton Outpost' on its exterior.
Taste of Small Town Charm: Cortland's Country Markets
Candace Rozansky
Aug 19, 2025
agritourism
A man and woman hold hands, standing together in front of a crowd listening to live music.
Cortland Porchfest Rocks the Block
Experience Cortland
Aug 07, 2025
events
A colorful sticker displayed on the back of a truck, featuring a graphic design and bold text that reads "Huskietown USA."
The Trucks Are Coming: The 25th Annual Brockway Truck Show Rumbles into Homer, August 7–10
Experience Cortland
Jul 30, 2025
events
20230805 arts off main photo credit matt baldelli 03
Arts Off Main Fest in Downtown Cortland
Experience Cortland
Jul 29, 2025
events
A bearded man wearing glasses plays a banjo, focused on his music in a cozy setting.
Annual Bill Knowlton's Bluegrass Ramble
Experience Cortland
Jul 28, 2025
events
How to Master the 50 Mile Garage Sale on Route 90
Candace Rozansky
Jul 18, 2025
shopping
2018 Holiday Homer
Top 5 Reasons to Visit the 44th Annual Holiday in Homer
Experience Cortland
Jul 14, 2025
events
A quiet street lined with a sidewalk, showcasing a peaceful urban environment.
Portrait of a Place: A Plein Air Event
Candace Rozansky
Jul 14, 2025
events
A young girl smiles while holding a milkshake in her hand.
A Sweet Statewide Win for the Cortland County Ice Cream Trail
Experience Cortland
Jul 09, 2025
news
A desktop and mobile mockup of the Experience Cortland website homepage.
Your Next Adventure Just Got Easier: Explore Our New Website & Trip Planner
Experience Cortland
Jul 09, 2025
news
Cortland County Jr
Top 10 Things Not to Miss at the Cortland County Jr. Fair 2025
Experience Cortland
Jun 30, 2025
kid-friendly
Two children and an adult padding a boat on a lake with trees in background.
Red, White, and Woo-Hoo! 4th of July Fun in Cortland County
Candace Rozansky
Jun 30, 2025
summer
A kayak floating on a pond through water lilies during the sunrise.
Kayaking Cortland: Peaceful Paddle on Papish Pond
Candace Rozansky
Jun 16, 2025
paddling
20230802 1890 house screen grab photo credit matt baldelli 02
Welcome to the Strange Side of Summer
Candace Rozansky
Jun 09, 2025
summer
Cortland County Convention & Visitors Bureau
Kayaking Cortland: Crystal Clear Skaneateles Lake
Candace Rozansky
May 19, 2025
outdoors
20241208 cortland wellness photo credit matt baldelli 04
Doctor’s Orders: Nature, Naps, and No Notifications
Candace Rozansky
May 16, 2025
outdoors
A tent illuminated by starlight under a clear night sky, creating a serene camping atmosphere.
Happy Camping in Cortland County
Experience Cortland
May 12, 2025
kid-friendly
FLT truckee feet
Have Dog Will Hike: Spring Hike in Kennedy State Forest
Candace Rozansky
Apr 22, 2025
outdoors
Metal earrings
Celebrating Mom in Cortland County
Experience Cortland
Apr 22, 2025
holidays
BLKBRD Projection
Everything You Need to Know About the Blackbird Film + Arts Festival
Experience Cortland
Apr 14, 2025
events
IMG 3870
Rainy Day Escapes: Cozy Spots in Cortland County
Candace Rozansky
Apr 14, 2025
travel
cinch
Hop On It: Celebrating Easter in Cortland County
Experience Cortland
Apr 08, 2025
kid-friendly
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Cortland County Convention & Visitors Bureau
42 Main Street
Cortland, NY 13045
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Content and information contained in this site has been compiled by the Cortland County Convention & Visitors Bureau, based on data submitted directly to us from local tourism entities. While every effort is made to ensure the accuracy, all data is subject to change without notice. Travelers are advised to contact individual businesses or organizations to verify details. The Cortland County Convention & Visitors Bureau does not endorse or recommend any specific facility or organization contained in this site. Links to third-party websites are provided as a convenience to users; the Cortland County Convention & Visitors Bureau does not control or endorse their content. I Love NY is a registered trademark and service mark of the New York State Department of Economic Development; used with permission.

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