New England Events attract hundreds of thousands annually to attend Country Fairs, Festivals, Celebrations, and Annual Traditions.
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Each year as the leaves begin to turn and the air takes on that unmistakable early fall crispness, one Connecticut event rises above the rest in terms of tradition, charm, and sheer fun. We’re talking about the Durham Fair, a community celebration that’s been delighting generations of families since the 1910s. Nestled in the heart of Durham, Connecticut, this annual agricultural fair is one of the largest of its kind in New England and a must-experience part of the Connecticut events calendar.
The Durham Fair is a true blend of old-fashioned rural charm and modern family entertainment. Whether you’re coming for the farm animals, fair food, concerts, crafts, or just to soak in the small-town energy, you’re in for a great time.
So grab your comfy walking shoes, bring your appetite, and join us as we explore everything you need to know about the Durham Fair, including its history, what to expect, and where to stay when you visit one of Connecticut’s most beloved events.
Tucked between the Connecticut River Valley and the rolling hills of southern Middlesex County, Durham is a picture-perfect New England town. Founded in 1708, Durham blends deep colonial history with a small-town, agricultural charm that feels like stepping into a Currier & Ives painting.
Located just about halfway between Hartford and New Haven, Durham’s location makes it an easy drive for most Connecticut residents and a great destination for travelers from surrounding states. But the town’s real claim to fame is its annual fair—a Connecticut tradition that draws hundreds of thousands of visitors every year.
The Durham Fair has been held annually since 1916, making it one of the oldest and largest fairs in all of New England. What began as a small-town agricultural fair has grown into a massive four-day celebration of farming, family, food, and fun.
The fair was created by local farmers who wanted to promote agriculture and bring the community together. In those early years, exhibits focused on livestock, produce, baking, and handiwork—many of which still play a prominent role in the fair today.
Remarkably, the Durham Fair has remained true to its roots. It is entirely volunteer-run and non-commercial, meaning there are no corporate sponsors or advertising. That makes it a rare gem in today’s world of branded mega-events. Every dollar raised by the fair goes back into the community or into preserving the fairgrounds for future generations.
Through the Great Depression, two world wars, and even modern global challenges, the Durham Fair has endured. It’s a living testament to the town’s resilience, community spirit, and love of tradition.
Held every last full weekend in September, the Durham Fair takes over the center of town for four days—Thursday through Sunday. The fairgrounds are located at the foot of Mount Pisgah, offering scenic views to go with the festive atmosphere.
At its heart, the Durham Fair is still very much an agricultural fair. You’ll find cows, goats, sheep, pigs, llamas, rabbits, chickens, and more. Livestock competitions take place throughout the weekend, and you can chat with the local farmers and 4-H kids who’ve raised them. For kids and city folks, it’s an up-close, often eye-opening view of farm life.
Inside the exhibition halls, you’ll see award-winning flowers, vegetables, jams, jellies, baked goods, and quilts. Local artisans proudly display their creations—from woodworking and painting to photography and sculpture. It’s a colorful, creative corner of the fairgrounds that captures the spirit of Connecticut talent.
No fair is complete without a buzzing midway full of games, rides, flashing lights, and music. From the Ferris wheel to spinning thrill rides to classic carnival booths, the midway keeps everyone—from toddlers to teens—smiling and busy. You’ll find plenty of photo ops and lots of laughter here.
If you’re visiting the Durham Fair, you’d better come hungry. The food scene here is legendary. Think loaded baked potatoes, grilled sausage and peppers, maple kettle corn, apple crisp, hot cider donuts, and fried Oreos. Local nonprofits and civic groups operate many of the food booths, so you can feel good about every bite.For a more regional flavor, check out the Connecticut Grown Pavilion, where you can sample and buy local produce, dairy products, honey, maple syrup, and even small-batch wines and spirits from local vineyards.
One of the major attractions of the Durham Fair is its concert lineup. Every year, major national acts take the grandstand stage on Friday and Saturday nights. Past performers have included artists like Melissa Etheridge, Foreigner, Josh Turner, and REO Speedwagon. Best of all, the concerts are included with general admission.
Beyond the headliners, there are multiple stages with live music, comedy, dance, and more. The fair features marching bands, fiddle players, barbershop quartets, and plenty of homegrown talent throughout the weekend.
There’s also a Discovery Center where kids and families can learn about science, nature, and sustainability through hands-on activities and exhibits. Many schools plan field trips around the fair—it’s a fun and educational experience rolled into one.
If you’re the competitive type, you’ll love the Durham Fair’s full calendar of contests. There’s everything from pie-eating and corn-shucking to baking, photography, and produce-growing competitions. Even animals get in on the action, with dog shows and oxen pulls drawing big crowds.
Unlike many large fairs, the Durham Fair is a volunteer-run event that proudly avoids big-name sponsors and mass commercialism. The community-oriented vibe is unmistakable. You’ll see local kids showing their livestock, parents serving up food in church-run booths, and neighbors greeting neighbors across hay bales.
It’s also a dry fair, meaning no alcohol is served on-site—something many families appreciate, as it helps create a safe and welcoming environment for children and teens.
The fair prides itself on being affordable, family-friendly, and full of local flavor. From the opening parade to the Sunday fireworks, the Durham Fair is full of tradition, fun, and heart.
While Durham is a small town without big hotel chains, nearby towns offer a variety of lodging options—from quaint bed & breakfasts to modern hotels. Since the fair draws large crowds, it’s a good idea to book your stay early. Here are a few local favorites:
The Wallingford Victorian Inn – A beautifully restored B&B just 15 minutes from Durham. Elegant suites, gourmet breakfasts, and old-world charm await in this cozy spot.
Hilton Garden Inn Wallingford/Meriden – A modern and reliable choice with comfortable rooms, on-site dining, and a pool. Conveniently located for easy access to Durham and surrounding towns.
The Inn at Middletown – Set in the historic downtown of nearby Middletown, this upscale inn offers spacious rooms and an ideal central location for exploring the Connecticut River Valley.
Comfort Inn & Suites, Meriden – A budget-friendly, clean, and convenient place to stay just 20 minutes from the fairgrounds. Good for families traveling with kids.
Homesteads or Vacation Rentals – For a more relaxed experience, check out local listings on Airbnb or VRBO. Country cottages, guesthouses, and farmhouse stays in Durham and Middlefield are popular during fair weekend.
Durham is centrally located, making the fair easily accessible from most parts of Connecticut and neighboring states. It’s roughly 30 minutes from Hartford, 30 minutes from New Haven, and just under two hours from Boston. Most visitors arrive by car, and there’s ample parking in and around the fairgrounds, with shuttle buses available from designated lots.
If you’re coming by train, the nearest Amtrak and commuter rail stops are in Middletown, Wallingford, and Meriden. From there, rideshare services or local taxis can take you the final stretch.
There’s something deeply satisfying about attending the Durham Fair. It’s not just the rides or the food or the animals—it’s the sense of community that wraps around you like a cozy fall sweater. You feel welcomed, connected, and a little nostalgic for a simpler time.
For Connecticut residents, the fair marks the true start of autumn. For travelers, it’s a perfect excuse to enjoy small-town New England hospitality. And for everyone, it’s an unforgettable mix of tradition, excitement, and heart.
It’s no wonder the Durham Fair is a recommended annual event from New England Living Magazine. There simply isn’t another event quite like it.
So, whether you’re coming for the concerts, the blue-ribbon pies, or just a sunny afternoon on the fairgrounds, make the Durham Fair part of your New England fall travel plans. You’ll leave with great memories, full bellies, and maybe even a new appreciation for all things Connecticut.
For more information about Connecticut events, vacations, and town guides, bookmark CTLiving.com – Connecticut’s Online Magazine.
Don’t miss the Durham Fair, one of the state’s premier events and a timeless celebration of community and tradition in the heart of New England.
The Durham Fair is a recommended annual event from New England Living Magazine – a shining star in the constellation of classic New England fall experiences.