The Hudson Valley's Top Festivals and Fairs



Mark your calendar! We have rounded up of the best festivals and fairs

Top Festival and Fairs this spring in the Hudson Valley, NY

From fair food to rides the Hudson Valley is bustling with family-friendly festivals and fairs starting in the early spring straight through the fall. We are rounding up the best festivals and fairs for 2017 and updating often so make sure you bookmark this page and check back often!

Hudson Valley Food Truck Festival. Through Oct 20. 4-9:30pm. Local food trucks with an array of super delicious foods, live music, beer garden and kids entertainment. Cantine Veterans Memorial Complex, Washington Ave., Saugerties. 845-399-2222.

Fall Festival. Every Saturday and Sunday beginning in Oct 1 – Oct 31. 10am-5pm. Pick your own pumpkins are grown on 20 acres of farm land and are part of the farms traditional Fall. Tractor drawn hayrides and pony rides on weekends, a straw maze, farm animals and a farm stand are also featured during this festival. 1 Manza Family Farm. 730 State Rte. 211, Montgomery. 845-692-4364.

Adams Harvest Fest. Oct 7. 11am-4pm. There’s lots of free fun for the kids—pony rides, a petting zoo, face painting and more! Adam's Fairacre Farms. 1240 Rte. 300, Newburgh. 845-569-0303.

Callicoon Artwalk. Oct 7. 12-7pm. Fine Art, music, galleries, retailers, restaurants and more. Showcasing the growing Art and Music scene in the picturesque hamlet of Callicoon on the Delaware. Downtown Callicoon. Various locations, Callicoon. 845-887-9017.

Fall Festival and Carnival. Oct 7 – Oct 9. Fri 6-10pm, Sat 1-10pm, Sunday 1-9pm, Monday/Columbus Day 12-7pm. Live music, food trucks, a beer garden, hot air balloon rides, helicopter rides, carnival rides, as well as celebrities and athletes that will do meet and greets.1-10pm. Rosmarin's Day Camp. 12 School Rd., Monroe.

Fall Foliage Trains. Oct 7 – Oct 28. 11am, 1pm and 3pm. There is no better way to experience the spectacular colors of autumn in the Catskills than with a ride on our Fall Foliage Train Rides. Experience sights you just can’t get from your car, and without the hassle of driving, everyone gets to enjoy the views. Catskill Mountain Railroad. 149 Aaron Ct., Kingston. 845-688-7400.

Heart of the Hudson Valley Bounty Festival. Oct 7, Rain date Oct 8. 10am-4pm. This fun-filled day long family event showcasing the Hudson Valley's agriculture, local businesses, crafts vendors, business expos, civic/educational organizations, recreational demonstrations, music and kids activities. Cluett Schantz Memorial Park. 1801-1805 Rte. 9W, Milton. 845-616-7824.

Fall Corn Harvest. Oct 7. 10am. The corn will be harvested with an antique corn binder pulled by a team of horses. Also, kids games, vendors and good food. Saunderskill Farm. 5100 Rte. 209, Accord. 845-294-9016.

Pumpkin Fest. Oct 7. 10am-5pm. Arts, Food and Fun. Artists, Crafts, and Food. Behind The Carriage House, Barryville. 845-468-4247.

Taste of History. Oct 7 – Oct 8. 11am-4pm. Taste delicious corn-cakes made right on the hearth at Museum Village! Costumed interpreters in buildings will be ready to give demonstrations. Museum Village. 1010 State Rte. 17M, Monroe. 845-782-8248.

Taste of the Catskills Festival. Oct 7. 10am. The Taste of the Catskills Festival is a family-friendly event that showcases the food, beer, crafts, and wine of our region. With a variety of vendors including farmers, value-added food producers, and restaurants, attendees learn how food travels from farm to fork during a fun-filled autumn weekend on the grounds of Maple Shade Farm, a family-run farm in Delhi. Maple Shade Farm. 2066 County Hwy. 18, Delhi.

Warwick Children's Book Festival. Oct 7. 11am-4pm. Sixty distinguished authors and illustrators of books for children and teens will gather to meet readers and autograph their books, which will be available for purchase on-site. The event is free and open to children of all ages who share a love of the printed word. Warwick Valley Middle School. 225 West St., Warwick. 845-986-1047.

Upper Union Street Harvest Fest and Art Show. Oct 7. 10am-3pm. A wide variety of food, free bouncy house and face painting. Additional features include a book signing by Peggy Frezon, Marigold accessories trunk sale and dance performances. Musical performances include soft rock by John & Amy. Union Street from Garner to Palmer Avenues. Schenectady. 518-730-6896.

10th Annual Italian Festival. Oct 8. 11am-7pm. The Ulster County Italian American Foundation is presenting the 10th Annual Italian Festival on the Kingston Waterfront. Please join us at this free Festival for a large variety of Italian foods, beverages, products, music and family fun. Kingston Waterfront. 1 Broadway, Kingston. 845-338-9111.

Mum Festival. Oct 8. 12-5pm. The Mum Festival itself typically includes events such as The Mum Queen and her court presenting flowers courtesy of the Saugerties Society of Little Gardens, Live music, Arts and crafts booths, Martial arts demonstrations, Face painting, and an art contest! Seamon Park. 5 Malden Ave., Saugerties. 845-246-2321.

23rd Annual HawthorneValley Fall Festival. Oct 8. 10am-4pm. Activities include: hay maze, children’s crafts, hay rides around the farm, dozens of local vendors, live music, delicious local food, scavenger hunt, puppet shows, cider pressing, and more! Admission is $4. Hawthorne Valley. 327 County Rte. 21C, Ghent. 518-672-4465.

Kevin McCurdy's Haunted Mansion: Kids Day! Oct 9. 12-3pm. A special show for the young ones that won't give them nightmares. Kids day entertainment includes pumpkin painting, magic shows, and activities including trick or treating with friendly monsters. A Family tradition for the Hudson Valley. Kevin McCurdys Haunted Mansion. 38 Sheafe Rd., Wappingers Falls. 845-297-2288.

Pumpkinfest. Oct 9. 11am-3pm. The day features pumpkin painting, face and henna painting, a bouncy house, games, activities, touch-a-tractor, entertainment for all, refreshments and more. Registration is $5 per child. Pine Island Park. Treasure Lane, Pine Island. 845-258-1469.

No Scare Halloween. Oct 14 – Oct 15. 11am-4pm. Halloween fun for everyone to enjoy on the green. The museum offers a very safe environment with not-so-spooky children’s festivities. Museum Village. 1010 State Rte. 17M, Monroe. 845-782-8248.

Pumpkin Festival. Oct 14. 12-4pm. Enjoy an afternoon of pumpkin rolling, guess the weight of the pumpkin, pumpkin painting, waxing leafs, scare crow making, face painting and a hay ride through the historic grounds of the homestead. Refreshments will be available for sale. A terrific way for the family to spend a Fall afternoon! Hill Hold Museum. 128 Rte. 416, Campbell Hall. 845-615-3830.

Hudson Valley Food Truck Festival. Oct 14 – Oct 20. 4-9:30pm. Local food trucks with an array of super delicious foods, live music, beer garden and kids entertainment. Cantine Veterans Memorial Complex. Washington Ave., Saugerties. 845-399-2222.

42nd Annual Apple Time Fair. Oct 14. 10am-3pm. Come early for homemade apple pies, baked goods, crafts and holiday items. Check out the books and jewelry and explore Grandma's Bargain Basement. Enjoy the gourmet coffee corner, while the kids participate in the children's activities. Cornwall Presbyterian Church. 222 Hudson St., Conwall-on-Hudson. 845-534-2903.

NYS Sheep and Wool Festival. Oct. 21 – Oct. 22. Sat. 9am-5pm. Sun. 10am-5pm. A fun family festival with sheep shearing demonstrations, animal shows, authors, fiber arts workshops, wine tastings, cooking demonstrations, kids’ activities. Dutchess County Fairgrounds. 6550 Springbrook Ave., Rhinebeck.

Soukup Farms Harvest Festival. Oct. 21 – Oct. 22. 11am-5pm and 11am-4pm. Hay rides, hay maze, PYO pumpkins, Two By Two Zoo petting zoo, games, and fun for the whole family. J.S.K Cattle Company, LLC will be back serving their delicious food. This year we are adding more fun for the whole family! Soukup Farms. 271 Halls Corners Rd., Dover Plains. 845-264-3137.

Pumpkin Bombing and Fall Festival. Oct 22. 2pm. Nothing compares to colorful antique flying machines of the Old Rhinebeck Aerodrome performing against the splendor of the Hudson River Valley’s fall foliage. The kids will enjoy watching pumpkins being dropped in target bombing demonstrations during the air show, or face painting, decorating pumpkins and fall arts and crafts before the air show. Air show runs 2pm – 4pm, the Museum and grounds will be open 10am – 5pm. Old Rhinebeck Aerodrome. 9 Norton Rd., Red Hook. 845-752-3200.

Haunted Mill + Monster's Ball. Oct 28. 3-9pm. Equal parts spooky, enchanting, creepy, and fanciful. We invite you to immerse yourself in our annual Haunted Mill, where artists have transformed the towering Maxon Mills into an exciting Halloween experience. The Kids’ Haunted Mill will be open from 3-5PM, with family-friendly Halloween festivities, including: hay rides, a costume contest, face painting, snacks, carnival activities, and more! As the sun sets, the Adults’ Haunted Mill opens from 6-9PM. We dare you to venture up the winding staircases of Maxon Mills for seven floors of thrills and chills. At 9PM, the party continues into the evening at the Monster’s Ball at the Lantern with live music and DJ sets. Come prepared to impress in your Halloween costume! The Wassaic Project. 37 Furnace Bank Rd., Wassaic. 347-815-0783.

Halloween Tricks and Treats. Oct 28. 10am-2pm. Costume contest, photo booth, pumpkin painting, apple dipping, hayrides at the farm market. 115 Main Street, Saugerties. 845-853-5694.

Town of Wappinger Halloween Event. Oct 28. 1-3pm. Kids costume contest, Trunk or Treat and haunted house. Costume age groups: 0-3, 4-6, 7-9, 10-13. Categories: Funniest, Cutest, Scariest, Most Original, Best Family Costume. Schlathaus Park. 126 All Angels Hill Rd., Wappingers Falls. 845-297-0720.

Grace Pumpkin Parade and Costume Contest. Oct 29. 11am-3pm. Benefit to help end bullying and abuse in the community during Domestic Violence Awareness Month. Proceeds go towards Grace Smith House, Inc. Home shouldn't be a scary place. Pulaski Park. 162 Washington St., Poughkeepsie. 845-452-7155, ext 36.

Halloween Ghost Train Night. Oct 30. 6pm. Between 1851 and 1958 thousands of people traveled back and forth from NYC from the Hyde Park Train station and you can bet there are quite a few ghosts that roam the building. Listen to ghost stories of the station and other frightful tales. The Hyde Park Station. 34 River Rd., Hyde Park.


Updated 10/2/17


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