Welcome to Windham, New York
est. 1798
** Windham's 25th Autumn Affair
October 12th & 13th 2019
10:00 am to 5:00pm
Through out Main Street Windham
Free Parking Free Admission
Shuttle to Town
Hay Wagon Rides
Family Fun
October 12th & 13th 2019
10:00 am to 5:00pm
Through out Main Street Windham
Free Parking Free Admission
Shuttle to Town
Hay Wagon Rides
Family Fun
** Celebrating 25 years **
An Autumn Affair to Remember in the Beautiful Village of Windham, New York
Windham, NY is celebrating its 25th annual Autumn Affair from 10am to 5pm on October 12th and 13th, 2019
The two-day event is FREE and a wonderful way for the entire family to get outdoors amidst the beautiful fall foliage in the great northern Catskills. Organized and presented by the Windham Chamber of Commerce, the event offers a wide variety of activities and adventure.
This year the Autumn Affair is celebrating its 25th anniversary and is sure to be bigger and better than ever! Our theme throughout the event will be ‘25’ in honor of our 25th anniversary!
There will be special offers during the event from vendors and businesses highlighting our 25th anniversary.
More than fifty vendors will line both sides of Main Street with local crafts and food. In addition to the many sidewalk sales and food specials that will be offered by Main Street businesses. Live music will fill the autumn air on both days from 1 to 5pm. As well as a DJ will keep things lively throughout the entire event and don't forget to stop by the Art Show inside the Centre Church
Kids of all ages will enjoy the Hay Maze at the Catskill Mountain Country Store, a Ski Swap and Skyrides at Windham Mountain Resort, Free Shuttle Free Parking, Tasting Tents, Wellness Tent, Farmers Market, Pony rides, face painting, pumpkin decorating, magic shows, and much, much more.
Windham, NY is celebrating its 25th annual Autumn Affair from 10am to 5pm on October 12th and 13th, 2019
The two-day event is FREE and a wonderful way for the entire family to get outdoors amidst the beautiful fall foliage in the great northern Catskills. Organized and presented by the Windham Chamber of Commerce, the event offers a wide variety of activities and adventure.
This year the Autumn Affair is celebrating its 25th anniversary and is sure to be bigger and better than ever! Our theme throughout the event will be ‘25’ in honor of our 25th anniversary!
There will be special offers during the event from vendors and businesses highlighting our 25th anniversary.
More than fifty vendors will line both sides of Main Street with local crafts and food. In addition to the many sidewalk sales and food specials that will be offered by Main Street businesses. Live music will fill the autumn air on both days from 1 to 5pm. As well as a DJ will keep things lively throughout the entire event and don't forget to stop by the Art Show inside the Centre Church
Kids of all ages will enjoy the Hay Maze at the Catskill Mountain Country Store, a Ski Swap and Skyrides at Windham Mountain Resort, Free Shuttle Free Parking, Tasting Tents, Wellness Tent, Farmers Market, Pony rides, face painting, pumpkin decorating, magic shows, and much, much more.
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DAILY LINE UP- locations & times happening this weekend
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Autumn Affair 2019
October 12th 10AM-5PM Saturday Live Music…Steel 12-4… Under tent next to Ann and Co Pumpkin Painting with Antonia Beckmann… 10-5 Children’s tent Henna Tattoo and Face Painting 10-4pm with Tipsy Turtle children’s tent Hay Maze, Pirate Ship and Animal Farm… Catskill Mountain Country Store Story Walk – Fun way to read a book pick up map at WAJ Children’s tent Pony Rides – Windham Mt. Homestead across from Windham Liquor Store The Wrecking Ball & Connect 4 (the Party People) 10-5… side of Hot Tub store Crazy Christine … Twisting Balloons 2:30-5pm… Strolling thru town Sean the Prankster …Magic 10am-11:30am… Strolling thru town The Incredible Larry… Circus Workshop, show at 1pm… Stilt Walking Thru Town Traveling Zoo with Two by Two Zoo 10-5pm … Windham Chiropractic Greene County Sherriff K9 Demonstration… 11:30 am… WAJ Circle WRIP Radio Broadcast… 10-5… By Todaros Chinese Auction 10-5.. to benefit WAJ Scholarship and community events.. WAJ Circle Wildlife Exhibit with Wes Laraway 10-5 Mt Top Agency… Show at 2pm Corn Hole Tournament (Adults Only) next to Mountain Top Insurance Doggie Adoption & Smooch your Pooch Photo Booth- Coldwell Banker Realty Westkill Brewery Tastings & Live Music featuring Soul Purpose 1-5 – The Windham Local Live Music Ryan Clark, Nashville Country Music artist 1-4 Windham Legal front porch Live Music The Score & Wine Tasting Tent Windham Wine & Liquors 1-4 Chair lift rides, WAJ Ski Swap, Summit Challenge and BBQ… Windham Mountain Apple Fest Famous Fritters & Bake Sale… Windham Methodist Church 10-4 Boutique Sale, Gifts and Collectables St. Theresa Church 10-6:30 Car Show – Windstar Realty Windham Art Alliance Art Show- Centre Church 10-5 |
Autumn Affair 2019 October 13th 10AM-5PM Sunday Live Music…Wyld Blu 12-4… Under Tent next to Ann & Co Wildlife Exhibit with Wes Laraway 10-5 Mt Top Agency… Show at 1pm The Wrecking Ball & Connect 4 (the Party People) 10-5… side of Hot Tub store Pony Rides – Windham Mt. Homestead 10-5… across from Windham Liquor Store Hay Maze, Pirate Ship and Animal Farm… Catskill Mountain Country Store 10-5 Story Walk – Fun way to read a childrens book pick up map at WAJ Children’s tent Crazy Christine … Twisting Balloons 10-12... Strolling thru town Sean the Prankster …Magic 10-12... strolling thru town The Incredible Larry- Circus Workshop.. show at 2pm, WAJ campus Stilt Walking Thru Town Pumpkin Painting with Antonia Beckmann… 10-5.. Children’s Tent Face Painting with Michelle Fancher 11-2pm Henna Tattoo 10-4pm Children’s Tent WRIP Radio Broadcast… 10-5… By Todaros Greene County Sherriff K9 Demonstration… 11:30am.. WAJ Circle Stunt Bike Performance with Mike Steidley Show at 11am & 3pm… WAJ Circle Chinese Auction 10-5.. to benefit WAJ Scholarship and community events.. WAJ Circle Corn Hole Tournament (Adults Only) next to Mountain Top Insurance Agency Doggie Adoption & Smooch your Pooch Photo Booth- Coldwell Banker Realty Westkill Brewery Tasting & Live Music featuring Ella & friends– Windham Local 1-4 Rye & Bourbon Tasting & Live Music Lousy Sloughters.. 1-4 Windham Wine and Liquors Chair lift rides, WAJ Ski Swap, Summit Challenge and BBQ… Windham Mountain Car Show – Windstar Realty Windham Art Alliance Art Show Center Church 10- 5 THANK YOU TO OUR SPONSORS ** Windham Foundation, Windham Mt, Windstar Realty and Brie & Bordeaux ** |
History behind how the Autumn Affair got started....
1994 was an important year for Windham due in large part to the first annual Autumn Affair. Who knew that years ago when several business owners came together to plan a Windham event, that the town would be celebrating the 25th Anniversary of a highly successful and extremely popular Autumn Affair sponsored by the Windham Chamber of Commerce.
Albergo Allegra B&B, Country Suite B&B, Cave Mountain Motel, Messina's Restaurant owners met for weeks on end to plan for this "new idea" (plus individual volunteers) were given assignments to bring the project to completion.
"We had no idea where to begin" said Sondra Clark of Country Suite, "but we did know if we drew upon the resources of our community we could make it happen." "We went to everyone we could think of with hat in hand seeking donations to cover costs of permits, signs, etc.' Clark added.
Local farm owners donated goats and pigs for that day's petting zoo. Famers also offered their hay wagons for rides. Local restaurants participated by offering their menu items on the Centre Church lawn. Various vendors (while not as many as today) were willing to take a chance with this new initiative. 'Mr. Potato Man' was a particular favorite.
Today, The Autumn Affair is a major event for Windham, New York. Many, many vendors and entertainment groups are available throughout the town. Kid friendly activities, discounted lodging pkgs, music, performers, etc. all available for the Columbus Day weekend.
The original goal for this initiative was to showcase Windham and all that the area has to offer. The achievement of that goal is demonstrated by the hundreds of visitors who have attended Windham's Autumn Affair over the past 25 yrs
Many thanks to those local business owners who had the necessary vision 25 years ago.
Albergo Allegra B&B, Country Suite B&B, Cave Mountain Motel, Messina's Restaurant owners met for weeks on end to plan for this "new idea" (plus individual volunteers) were given assignments to bring the project to completion.
"We had no idea where to begin" said Sondra Clark of Country Suite, "but we did know if we drew upon the resources of our community we could make it happen." "We went to everyone we could think of with hat in hand seeking donations to cover costs of permits, signs, etc.' Clark added.
Local farm owners donated goats and pigs for that day's petting zoo. Famers also offered their hay wagons for rides. Local restaurants participated by offering their menu items on the Centre Church lawn. Various vendors (while not as many as today) were willing to take a chance with this new initiative. 'Mr. Potato Man' was a particular favorite.
Today, The Autumn Affair is a major event for Windham, New York. Many, many vendors and entertainment groups are available throughout the town. Kid friendly activities, discounted lodging pkgs, music, performers, etc. all available for the Columbus Day weekend.
The original goal for this initiative was to showcase Windham and all that the area has to offer. The achievement of that goal is demonstrated by the hundreds of visitors who have attended Windham's Autumn Affair over the past 25 yrs
Many thanks to those local business owners who had the necessary vision 25 years ago.
Photo: Francis X. Driscoll
Native Americans called Windham "The Land in the Sky"
Nestled in the heart of the Northern Catskill Mountains, our beautiful town will enchant you with its gracious way of living. From our beautiful Main Street dotted with outstanding restaurants, breweries, wine bar, award winning accommodations, unique shops and services to an array of outdoor sporting activities nearby.
Windham provides a wealth of year round activities for residents and tourists alike. The surrounding mountains are perfect for hiking, skiing, golfing, biking, fishing, snowmobiling and horseback riding.
Scenic views abound and nature lovers will find much to see. Our streams and rivers provide the angler with a variety of fish, and hunters will find deer, wild turkeys and other game abound.
Fine dining establishments, community festivals, church socials, youth programs, movie theaters, fine art galleries, full service spa, Chamber music concerts at the Windham Civic center, cultural events, two golf courses and world class ski resort, Windham Mountain, make Windham a destination to remember and fabulous place to call home
Congratulations to our local businesses on their distinguished recognition awards
Albergo Allegria voted Best Small Hotel - 2018 Trip Advisor Travelers Choice Award
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Ze Windham Wine Bar named amongst the best Wine Bars in the United States!
Travel & Leisure Magazine 
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Contact Us
Windham Chamber of Commerce
PO Box 613 Windham, New York 12496 (518) 764-3872 |