Annual Events in Jackson, NH & Surrounding Areas

Note: Event dates and details are subject to change. Please check individual websites or contact event organizers directly for the most current information, especially for 2025-2026 specific dates. Many events update their schedules 3-6 months in advance.

Spring Events

Wildquack Duck Race & Music Festival

When: Sunday of Memorial Day Weekend (May 25, 2025 | May 24, 2026)
Where: Jackson Village Park, Jackson, NH
Website: https://jacksonnh.com/events/jackson-wildquack-duck-race/ Description: An entire day of family fun featuring live music, rubber ducky races, kids games, fair food, vendors, parade, and visits with Wildquack the duck mascot. More than $10,000 given out in cash and prizes. This FREE admission event has been a Jackson tradition for over 30 years. Area performers begin at 6 p.m. and featured performances at 7 p.m.

Settlers Green Memorial Day Sidewalk Sales

When: Memorial Day Weekend (May 24-26, 2025 | May 23-25, 2026)
Where: Settlers Green Outlet Village, North Conway, NH
Website: https://www.settlersgreen.com/events
Description: Annual sidewalk sales event featuring special deals and discounts from outlet stores throughout the Memorial Day weekend. Perfect for kick-starting your summer shopping.

Memorial Day Weekend Craft Fair

When: Memorial Day Weekend (May 24-26, 2025 | May 23-25, 2026)
Where: Various locations in Mt. Washington Valley
Description: Local artisans and crafters showcase their handmade goods in celebration of the Memorial Day holiday weekend.

Summer Events

Arts Jubilee Summer Concert Series

When: 5 consecutive Thursday nights, July 11 through August 8 (2024 schedule – 2025 dates TBD)
Where: Cranmore Mountain Resort, North Slope Base, North Conway, NH
Website: https://www.artsjubilee.org/
Description: Arts Jubilee is a non-profit that presents 5 outdoor concerts each summer at Cranmore Mountain Resort. Celebrating over 40 years of presenting live music in the Mt. Washington Valley. Admission: Adults $20, Seniors (65+) $15, Students $5, Kids (12 & under) FREE! Rain or shine events with mountain views.

Jackson Fireworks Display

When: July 4th weekend (around 9:00 PM, with rain date)
Where: Jackson, NH
Website: https://jacksonnh.com/events/fireworks/
Description: Watching fireworks over Jackson is a magical experience for the entire family! Annual Independence Day celebration featuring spectacular fireworks with the White Mountains as a backdrop.

Fall Events

Freedom Walk

When: September 11th (8:00 AM)
Where: Jackson, NH
Website: https://jacksonnh.com/event/september-11th-memorial-walk/
Description: Annual memorial walk honoring those lost on September 11th. Community gathering to remember and pay respects through this meaningful walk.

Mt. Washington Valley Fall Craft Fair

When: Fall foliage season (September/October – dates vary)
Where: Mt. Washington Valley area
Description: Seasonal craft fair featuring local artisans showcasing autumn-themed crafts, seasonal decorations, and handmade goods during peak foliage season.

Return of the Pumpkin People

When: October (dates vary annually)
Where: Jackson and North Conway area
Description: Whimsical display of creative pumpkin characters and decorations throughout the village areas, celebrating the Halloween season with family-friendly autumn fun.

Leaf Peeper's Arts & Craft Fair

When: Peak foliage season (typically early-mid October)
Where: Various locations in Mt. Washington Valley
Description: Special craft fair timed with the peak fall foliage season, combining beautiful autumn scenery with local arts and crafts shopping.

Cranmore Mountain Race

When: Fall/Winter season (dates vary)
Where: Cranmore Mountain Resort, North Conway, NH
Website: https://www.cranmore.com/Winter/Events-Races/Event-Calendar/cranmore-mountain-race-1
Description: Annual racing event at Cranmore Mountain Resort featuring various categories and skill levels for winter sports enthusiasts.

Winter Events

"Bring A Friend" Shopping Sales

When: Various dates throughout winter season
Where: Settlers Green Outlet Village, North Conway, NH
Website: https://www.settlersgreen.com/events/bring-a-friend
Description: Special promotional shopping events where customers receive additional discounts when shopping with friends. Multiple events scheduled throughout the winter months.

Traditionally Yours Celebration

When: December (dates vary)
Where: Various locations in Jackson/North Conway area
Description: Holiday celebration featuring traditional New England winter activities, seasonal entertainment, and festive community gatherings.

Jingle Bell Chocolate Tour

When: December (dates vary)
Where: Various participating businesses in Mt. Washington Valley
Description: Sweet holiday tour featuring local chocolatiers and confectioneries. Participants visit multiple stops to sample seasonal chocolate treats and holiday confections.

Annual Reading of A Christmas Carol

When: December (usually mid-month)
Where: Local venue in Jackson/North Conway area
Description: Traditional holiday reading of Charles Dickens’ classic “A Christmas Carol,” bringing the community together for this beloved seasonal story.

26th Annual Cookie Tour

When: December (dates vary)
Where: Various Country Inns in the White Mountains
Website: https://www.countryinnsinthewhitemountains.com/
Description: Popular holiday tradition where participating country inns throughout the White Mountains region showcase their special holiday cookies and seasonal treats. Guests can tour multiple inns to sample different homemade holiday cookies and enjoy festive hospitality.