New York Events of Interest - US Route 6 Happenings

Discover festivals, car and air shows, rodeos, parades, farmers markets, fairs, and other annual events with the new New York Events of Interest Pages.

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September

October
October Events Near US Route 6 in New York

The following events are located directly along US Route 6 or within a reasonable side trip from the highway corridor through Orange, Rockland, Westchester and Putnam counties.

Event schedules can change because of weather, permits or organizer decisions. Confirm dates and admission requirements on the official website before traveling.

October 3, 2026

Peekskill Rotary Fall Festival

Community: Peekskill
Location: Riverfront Green Park
Event type: Community festival, food festival and arts and crafts festival
Distance from US Route 6: Approximately 6 miles
Description: A free community celebration featuring food trucks, live music, craft and art vendors, pumpkin painting, children’s games, inflatables and raffles.
2026 date: October 3
Hours: 11:00 a.m. to 5:00 p.m.
Official website: https://peekskillrotary.com/page/fall-festival

Sugar Loaf 5K

Community: Sugar Loaf
Event type: Community tradition and recreational event
Distance from US Route 6: Approximately 8 miles from Chester
Description: An annual community run and walk through the historic Sugar Loaf area during the fall foliage season.
2026 date: October 3
Official website: https://runsignup.com/Race/NY/Chester/SugarLoafNY5K

October 3 and 4, 2026

New York Renaissance Faire Harvest Ball Weekend

Community: Tuxedo
Location: 600 Route 17A
Event type: Heritage festival, arts festival and historical celebration
Distance from US Route 6: Approximately 14 miles from Harriman
Description: The final weekend of the annual Renaissance Faire features costumed performers, jousting, artisans, period entertainment, food and the Harvest Ball celebration.
2026 dates: October 3 and 4
Hours: 10:00 a.m. to 7:00 p.m.
Official website: https://renfair.com/ny

October 4, 2026

Warwick Applefest

Community: Warwick
Event type: Food festival, agricultural celebration, arts and crafts festival and community tradition
Distance from US Route 6: Approximately 17 miles from Goshen
Description: One of Orange County’s largest annual festivals, featuring more than 150 craft vendors, over 75 food vendors, four stages of music and apple pie contests.
2026 date: October 4
Hours: 9:00 a.m. to 5:00 p.m.
Official website: https://www.warwickapplefest.com

October 10 and 11, 2026

Sugar Loaf Fall Festival

Community: Sugar Loaf
Location: Sugar Loaf Arts and Crafts Village
Event type: Arts and crafts festival, food festival and community celebration
Distance from US Route 6: Approximately 8 miles from Chester
Description: A fall weekend celebrating the historic artisan community with handmade products, local shops, food, entertainment and seasonal activities.
2026 dates: October 10 and 11
Typical hours: 10:00 a.m. to 5:00 p.m.
Community website: https://www.sugarloafnewyork.com

Every Sunday Through October 18, 2026

Carmel Farmers’ Market at Lake Mahopac

Community: Mahopac
Location: Michael Geary Memorial Rink, 740 US Route 6
Event type: Farmers market and agricultural event
Relationship to US Route 6: Directly on US Route 6
Description: A weekly community market offering locally grown produce, prepared food and other regional products.
October 2026 dates: October 4, 11 and 18
Hours: 9:00 a.m. to 2:00 p.m.
Official website: https://www.townofcarmelny.gov/215/Farmers-Market

October 24, 2026

Tarrytown Halloween Parade and Block Party

Community: Tarrytown
Starting location: Patriots Park
Event type: Halloween parade, holiday event and community celebration
Distance from US Route 6: Approximately 20 miles south of Peekskill
Description: Costumed participants parade through Tarrytown, followed by a downtown block party with live music, DJs, performers and outdoor dining.
2026 date: October 24
Parade time: 5:00 p.m.
Block party: Until approximately 10:00 p.m.
Official visitor website: https://visitsleepyhollow.com/tarrytown-halloween-parade/

Throughout October 2026

The Great Jack O’Lantern Blaze

Community: Croton-on-Hudson
Location: Van Cortlandt Manor
Event type: Halloween event, arts attraction and annual community tradition
Distance from US Route 6: Approximately 13 miles south of Peekskill
Description: Thousands of illuminated, hand-carved jack-o’-lanterns are arranged in large artistic displays accompanied by lighting effects, music, seasonal food and beverages.
2026 season: September 18 through November 8
October schedule: Open every night during October
Admission: Advance timed tickets are required.
Official website: https://hudsonvalley.org/events/blaze/

October Date To Be Announced

Mahopac Street Festival

Community: Mahopac
Location: Chamber Park, near US Route 6N and South Lake Boulevard
Event type: Community festival, food festival and vendor fair
Relationship to US Route 6: Located at the US Route 6 and US Route 6N corridor
Description: An annual downtown celebration featuring food, merchandise vendors, community organizations, entertainment and family activities.
Typical timing: Early October
2026 status: The chamber lists the festival, but its exact 2026 date has not been published.
Official website: https://www.mahopaccarmelchamber.com/upcoming-events

Twin Forts Day

Community: Fort Montgomery
Location: Fort Montgomery State Historic Site
Event type: Heritage celebration, historical reenactment and educational event
Distance from US Route 6: Approximately 3 miles from the Bear Mountain Bridge
Description: The annual commemoration of the 1777 Battle of Fort Montgomery traditionally includes costumed reenactors, military drills, historical crafts, children’s games and cannon demonstrations.
Typical timing: First weekend of October
2026 status: Confirm the date with the historic site.
Official website: https://parks.ny.gov/visit/historic-sites/fort-montgomery-state-historic-site

Town of Carmel Harvest Fest

Community: Carmel or Mahopac
Event type: Harvest festival, agricultural celebration and family event
Relationship to US Route 6: Within the US Route 6 corridor
Description: A seasonal town event that may include autumn activities, food, entertainment and family attractions.
Typical timing: October
2026 status: Date and location have not yet been posted.
Official website: https://www.townofcarmelny.gov/339/Events

Town of Carmel Witches Paddle

Community: Mahopac
Location: Lake Mahopac area
Event type: Halloween event and annual community tradition
Relationship to US Route 6: Along the US Route 6 corridor
Description: A lighthearted Halloween gathering in which costumed paddlers take to Lake Mahopac dressed as witches and other seasonal characters.
Typical timing: October
2026 status: Date and participation details have not yet been posted.
Official website: https://www.townofcarmelny.gov/339/Events

Town of Carmel Falloween Inclusive Social

Official website: https://www.townofcarmelny.gov/339/Events

Community: Carmel

Event type: Halloween event and inclusive community celebration

Relationship to US Route 6: Within the US Route 6 corridor

Description: A seasonal social event designed to provide an accessible and welcoming Halloween celebration for community members.

Typical timing: October

2026 status: Date and location have not yet been announced.

November

December

Within each state page, the annual events are arranged January through December, with each listing showing the event name, community, typical date or month, event type, short description Around 120 characters to ensure safe viewing on smaller screens., official event link, and a link to the individual Event of Interest article when one exists. This will make the state pages useful as evergreen trip-planning resources rather than just lists of posts.