When autumn paints Chesterfield’s landscape in brilliant hues of amber and crimson, the historic town square transforms into New Hampshire’s most enchanting fall celebration. The Chesterfield Fall Festival, one of the top places to visit in Chesterfield, draws thousands of visitors each October for a weekend of time-honored traditions and modern festivities. Local artisans line the streets with handcrafted treasures, while the aroma of fresh apple cider and wood-fired maple treats fills the crisp mountain air. Children’s laughter echoes from hayrides and pumpkin-carving stations, as live bluegrass music sets the perfect backdrop for this quintessential New England autumn gathering. Whether you’re a longtime local or first-time visitor, this beloved community celebration captures the magic of fall in the Monadnock Region, offering a perfect blend of family entertainment, local culture, and seasonal charm.
When Fall Colors Meet Community Spirit
Festival Dates and Hours
Mark your calendars for the first weekend of October when the Chesterfield Fall Festival transforms our quaint New Hampshire town into an autumn wonderland. The 2024 festival runs Saturday, October 5th from 10 AM to 6 PM and Sunday, October 6th from 10 AM to 4 PM. For the best experience, arrive early on Saturday morning to catch the opening ceremony and secure parking before the crowds arrive.
Peak attendance typically occurs between noon and 3 PM both days, so plan accordingly if you prefer a more relaxed atmosphere. Sunday afternoon tends to be less crowded, making it perfect for families with young children. Don’t miss the spectacular sunset celebration on Saturday evening, when the festival grounds are illuminated with twinkling lights and harvest decorations.
Getting There: Location and Parking
Located in the heart of Chesterfield, New Hampshire, the Fall Festival takes place at Ware’s Grove on the scenic shores of Spofford Lake. From Route 9, follow Pierce Road south until you reach the well-marked festival entrance. Plenty of free parking is available in designated grass lots adjacent to the festival grounds, with overflow parking at the nearby Chesterfield School (shuttle service provided).
For those using GPS, enter “Ware’s Grove, North Shore Road, Chesterfield, NH.” Handicap parking spots are reserved near the main entrance, and the festival grounds are wheelchair accessible with paved pathways throughout. Early arrival is recommended, especially during peak hours between 11 AM and 2 PM, as parking lots tend to fill quickly. Local tip: Enter from the north entrance to avoid the heaviest traffic flow.
Outdoor Activities and Entertainment
Hayrides and Pumpkin Patch Adventures
No fall festival experience is quite complete without a classic hayride through the picturesque countryside of Chesterfield. Hop aboard our rustic wagon, filled with fresh, fragrant hay, as our friendly local farmers guide you through rolling meadows and colorful autumn landscapes. The 20-minute journey offers breathtaking views of the surrounding mountains and provides the perfect opportunity for family photos and memory-making moments.
The festival’s pumpkin patch is a childhood dream come true, featuring hundreds of pumpkins in all shapes and sizes spread across a three-acre field. Children delight in racing between the rows, searching for that perfect jack-o’-lantern to take home. Unlike typical outdoor activities in Chesterfield, the pumpkin patch adventure includes special features like our pumpkin weight-guessing contest and decorated photo stations.
Don’t miss the mini maze created from hay bales, perfect for younger children, or the pumpkin decorating station where families can bring their chosen pumpkins to life with paint, stickers, and natural decorations. Remember to bring your camera – the late afternoon sun creates magical lighting for family portraits among the pumpkins, and our designated photo spots feature charming autumn decorations that capture the spirit of the season.
Live Music and Entertainment Schedule
Get ready to tap your feet and sway to the rhythm at this year’s festival! The main stage comes alive with local talent throughout the weekend, featuring everything from foot-stomping bluegrass bands to soulful folk singers. The beloved Chesterfield Community Band kicks off Saturday morning with their traditional autumn medley, followed by performances from regional favorites like The Mountain Drifters and Sweet Maple String Band.
Sunday brings a special treat with storytelling sessions between musical acts, where local historians share tales of Chesterfield’s rich past. Children will delight in the interactive drum circle hosted twice daily, where they can try their hand at various percussion instruments. As the sun sets each evening, the atmosphere transforms with acoustic performances around the festival’s central bonfire.
Don’t miss the headline performance on Saturday night, featuring New Hampshire’s own River Valley Ramblers, known for their unique blend of traditional and contemporary folk music. Throughout both days, roaming performers, including jugglers, face painters, and balloon artists, ensure there’s never a dull moment between stage acts.
The entertainment schedule is carefully crafted to provide continuous enjoyment while allowing plenty of time to explore other festival attractions. Check the information booth for up-to-the-minute performance times and any special guest appearances.
Local Flavors and Craft Vendors
Farm-to-Festival Food Offerings
The aroma of freshly baked apple pies and warm cider doughnuts wafts through the crisp autumn air, drawing festival-goers to the diverse array of local food vendors. Chesterfield’s farmers and artisanal food producers showcase their finest seasonal offerings, from maple-glazed roasted squash to hearty harvest soups simmered to perfection.
Don’t miss the festival’s signature maple-apple sausages, crafted by local butchers using ingredients sourced directly from Chesterfield farms. Food enthusiasts can sample traditional New England comfort foods like freshly pressed apple cider, pumpkin bread, and homemade kettle corn, while adventurous eaters might try innovative fusion dishes featuring fall ingredients.
The festival’s “Farm Fresh Market” area connects visitors directly with local producers, offering fresh produce, preserves, and artisanal cheeses to take home. Kids particularly love the caramel apple station, where they can customize their treats with various toppings, from crushed nuts to local honey drizzle.
For those seeking warm comfort on cool fall days, local food trucks serve up steaming bowls of New Hampshire clam chowder and spiced butternut squash bisque, perfect for enjoying while watching the festival’s entertainment.
Artisan Market Highlights
At the heart of the Chesterfield Fall Festival lies a vibrant artisan market showcasing the region’s finest local talent. Over 40 carefully selected vendors display their handcrafted treasures, from intricate pottery and hand-carved wooden bowls to locally produced maple syrup and small-batch jams. Festival-goers can watch live demonstrations of traditional crafts, including wool spinning, blacksmithing, and glass blowing – skills that have been practiced in the area since its earliest days, much like the historic attractions nearby.
Don’t miss the popular quilting displays, where local artisans showcase stunning fall-themed designs that capture New England’s autumn spirit. The market’s food artisans offer delectable treats like fresh-baked apple pies, pumpkin bread, and artisanal cheeses. Many vendors also provide hands-on workshops where visitors can try their hand at simple craft projects, making it an interactive experience for the whole family.
Remember to bring cash, as some vendors may have limited card payment options, and arrive early for the best selection of unique, locally crafted treasures.
Tips for Festival-Goers
What to Bring
Make your festival experience comfortable and enjoyable by packing these essentials! Bring a cozy blanket or portable chairs for relaxing on the grounds, and don’t forget a reusable water bottle to stay hydrated throughout the day. A light jacket or layered clothing is recommended, as New Hampshire fall weather can be unpredictable. Cash is handy for vendor purchases, though many now accept cards.
For families with children, pack some snacks, wet wipes, and a small first-aid kit. Photography enthusiasts should bring their cameras to capture the stunning fall foliage and festival moments. Consider bringing a tote bag or backpack for carrying purchases and festival goodies.
If you’re planning to participate in outdoor activities, wear comfortable walking shoes and bring sunscreen – even on cloudy days. Hand sanitizer and a hat or sunglasses can also come in handy. For those interested in the pumpkin painting station, consider bringing an apron to protect your clothes.
Weather Considerations
New England fall weather can be unpredictable, so it’s best to come prepared for the Chesterfield Fall Festival. While crisp, sunny days are common, temperatures can fluctuate significantly throughout the day. We recommend dressing in layers – start with a cozy sweater or fleece and bring a weather-resistant jacket. Don’t forget a warm hat and gloves, especially for morning activities!
The festival takes place rain or shine, with many vendors offering covered spaces. In case of light rain, most outdoor activities continue as planned. However, during severe weather, certain activities may move to indoor venues at the Community Center and Town Hall. Festival organizers maintain a weather hotline and update their social media channels regularly with any schedule changes or venue adjustments.
Pro tip: Pack a small umbrella and bring waterproof footwear – the festival grounds can get muddy after rain, but that’s all part of the authentic fall experience!
The Chesterfield Fall Festival stands as a shining example of what makes New England autumn celebrations so special. With its perfect blend of small-town charm and big-hearted hospitality, this annual gathering has become a cherished tradition for both locals and visitors alike. From the moment you step onto the festival grounds and breathe in the crisp fall air mingled with the scent of apple cider and fresh-baked treats, you know you’re part of something magical.
Whether you’re seeking family-friendly entertainment, looking to support local artisans, or simply wanting to embrace the beauty of fall in New Hampshire, the festival delivers an unforgettable experience. The combination of traditional harvest activities, modern entertainment, and community spirit creates memories that last long after the leaves have fallen.
Don’t miss your chance to be part of this quintessential autumn celebration. Mark your calendar, gather your loved ones, and join us in Chesterfield this fall. You’ll discover why so many people return year after year to celebrate the season at one of New Hampshire’s most beloved fall festivals.