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Family and Kids

Woodstock’s rich heritage and culture come alive during special events and annual celebrations that are packed with New England flair. From intimate, farm-to-table parties to winter festivals, come discover what makes the Woodstock area such an inspiring place to visit.

Looking for more information on an an event not listed below? Check out our blog for more itineraries and things to do in Woodstock.

Would you like to share a community event for publication on our site? Submit events here.

  • Harvest Celebration

    69 Old River Road, Woodstock, VT 05091 69 Old River Road, Woodstock, VT 05091, Woodstock, VT, US

    Gather and celebrate the change of the season with harvest activities, food, and fun for the whole family! Join us on the farm for a lively two-day Harvest Celebration featuring traditional barn dancing, live music, pumpkin bowling, crafts, stories, and all kinds of harvest activities. Against the stunning backdrop of autumn foliage, guests can take...

  • Horse-Drawn Wagon Rides

    Join us for a horse-drawn wagon ride through the middle covered bridge and around the Green in Woodstock Vt. Cost is $20 per person Saturday and Sunday. .Proceeds to benefit the Woodstock Rotary Charitable Community Fund. Tickets available in front of M&T Bank.

  • Toddler Story Time at NWPL

    Toddler Story Time at NWPL

    Norman Williams Public Library 10 The Green, Woodstock, VT, United States

    Join the NWPL to read a few books on a theme of the week. Enjoy stories, socializing, and often a project tied into the theme. For young children ages 20 months – 3 1/2 years. Duration: 30-60 minutes.

  • Apples and Crafts and Food Truck Festival

    21701 Maxham Meadow Way 21701 Maxham Meadow Way, Woodstock, VT, US

    More than 100 juried Craftspeople, Specialty food producers, and Food Trucks.Jewelry, paintings, pottery, clothing, handbags, crafts, photography, and much much more!$5 per person. Children ages 12 and under are free. Bus groups welcome. This is a dog-friendly event!Proceeds to benefit the Woodstock Rec Center.Saturday, October 12th-10:00 am-4:00 pmSunday, October 13th, 10:00 am-3:00 pm  

  • Apples and Crafts and Food Truck Festival

    21701 Maxham Meadow Way 21701 Maxham Meadow Way, Woodstock, VT, US

    More than 100 juried Craftspeople, Specialty food producers, and Food Trucks.Jewelry, paintings, pottery, clothing, handbags, crafts, photography, and much much more!$10 per person. Children ages 12 and under are free. Bus groups welcome. This is a dog-friendly event!Proceeds to benefit the Woodstock Rec Center.Saturday, October 11th-10:00 am-4:00 pm Sunday, October 12th, 10:00 am-3:00 pm

  • Apples and Crafts Fair Food Truck Festival

    Leaf season gets its own celebration during the Woodstock Apples and Crafts Artisans Fair. Shop with over 100 vendors and purveyors of Vermont crafts and food.51st Annual Woodstock Apples and Crafts Fair and food truck festivalOctober 11th & 12TH, 2025Leaf season gets its own celebration during the Woodstock Apples and Crafts Artisans Fair. Shop with...

  • Toddler Story Time at NWPL

    Toddler Story Time at NWPL

    Norman Williams Public Library 10 The Green, Woodstock, VT, United States

    Join the NWPL to read a few books on a theme of the week. Enjoy stories, socializing, and often a project tied into the theme. For young children ages 20 months – 3 1/2 years. Duration: 30-60 minutes.

  • Horse-Drawn Wagon Rides

    Join us for a horse-drawn wagon ride through the middle covered bridge and around the Green in Woodstock Vt. Cost is $20 per person Saturday and Sunday. .Proceeds to benefit the Woodstock Rotary Charitable Community Fund. Tickets available in front of M&T Bank.

  • Haunted Village Theater

    115 North Rd. 115 North Rd., Barnard, VT, US

    Join BarnArts for a delightful evening of haunted theater in the village of BarnardSaturday, October 18thTours leaving every 30 minutes from 5-8:30pm.Haunting characters on their way to Carnival will lead audience groups from the tall grasses behind the Barnard Town Hall, along Silver Lake, and amidst the trees and lawns of the Dorothy Thompson Memorial...

  • Toddler Story Time at NWPL

    Toddler Story Time at NWPL

    Norman Williams Public Library 10 The Green, Woodstock, VT, United States

    Join the NWPL to read a few books on a theme of the week. Enjoy stories, socializing, and often a project tied into the theme. For young children ages 20 months – 3 1/2 years. Duration: 30-60 minutes.

  • Carriage Rides through the Village

    Take a whimsical ride through our quaint Village, while the town is decorated like a hallmark Christmas Card. Wassail Carriage Rides through the VillageFri, 1-3PM, Sat. 9:30AM-12:30PM, Sun 10AM-2PM, $10 personMeet in front of TD Bank

  • Toddler Story Time at NWPL

    Toddler Story Time at NWPL

    Norman Williams Public Library 10 The Green, Woodstock, VT, United States

    Join the NWPL to read a few books on a theme of the week. Enjoy stories, socializing, and often a project tied into the theme. For young children ages 20 months – 3 1/2 years. Duration: 30-60 minutes.

Community Events

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Take a few moments to tell us about your event by clicking the button here and using our Community Events Submission form. You’ll need to create an account on our site to share an event. Follow the steps on the Events Submission page to get started.


Seasonal Feature

There is something for everyone regardless of the season. From fall foliage guides to winter traditions to spring rebirth and summer adventures, explore the latest that celebrates the best of Woodstock right now.

  • Around Town Holidays
    How to Enjoy the Holiday Season in Woodstock
    Read article