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2 events,
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Celebrate the start of the weekend at Millbrook Vineyards & Winery's Friday Night Food Trucks event! Take advantage of the stunning sunset views from their Taproom Terrace as you enjoy a rotating selection of delicious, family-friendly fare from local food trucks. With live music from local performers, a wide selection of Millbrook's signature wines available […]
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Friends of the Walkway is pleased to offer the opportunity to enjoy amazing Hudson Valley views after dark from 212 feet above the Hudson River at Walkway at Night. With the moon hanging high in the sky and the Mid-Hudson Bridge twinkling in the distance, there is truly nothing like a twilight evening on the World’s […] |
5 events,
Join Fishkill Farms for their annual Fall Harvest Festival! Every weekend in September and October, the farm is packed with autumnal fun. You can pick your own sustainably grown apples and pumpkins, take a scenic wagon ride through the orchard, or get lost in their corn maze. The festival also features live music from local […] 
Lets celebrate harvest season at Weed Orchards! Enjoy the beautiful Hudson Valley views as you pick your own produce! There will be lots of family friendly activities; face painting, playground, hay rides, and live music! They will be serving special apple themed food and drinks and delicious Jane’s ice cream. Don’t forget to get your […]
$6
Bring the family for a weekend of fun at Barton Orchards! This family-friendly event features a wide range of activities for all ages. Enjoy classic farm fun like hayrides, and getting lost in the corn maze. The Fun Park offers exciting attractions, including a giant slide, pedal go-karts, mini golf, and apple cannons. You can […] 
The Modern Makers Market by Hops on the Hudson is a free, outdoor event held in Cold Spring, NY, on the lawn of St. Mary's Episcopal Church. Occurring from May to November, the market features over 60 artisans and artists selling a wide variety of handcrafted and small-batch goods, including woodworking, jewelry, pottery, textiles, and […]
Free
Savor the perfect pairing of wine and food at Millbrook Vineyards & Winery's Weekend Food Trucks event. Throughout the season, a rotating lineup of the Hudson Valley's best food trucks sets up shop at the winery, offering a diverse array of delicious fare. Enjoy stunning vineyard views as you find a spot on the lawn […] |
6 events,
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Get ready for RMV Cellars' Lobster Fest! Join for an evening of fresh lobster, great wine and beer, and live music. Delicious lobster feast with various options, so you can choose your perfect meal |
1 event,
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At Angry Orchard Cidery, the "Pups & Pints" event is a dog-friendly gathering held every Monday in September. You and your canine companion can hang out in the pet-friendly outdoor […]
Free
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6 events,
Lets celebrate harvest season at Weed Orchards! Enjoy the beautiful Hudson Valley views as you pick your own produce! There will be lots of family friendly activities; face painting, playground, hay rides, and live music! They will be serving special apple themed food and drinks and delicious Jane's ice cream. Don't forget to get your […]
$66
Join Fishkill Farms for their annual Fall Harvest Festival! Every weekend in September and October, the farm is packed with autumnal fun. You can pick your own sustainably grown apples and pumpkins, take a scenic wagon ride through the orchard, or get lost in their corn maze. The festival also features live music from local bands, delicious food […] 
Halfway to Paddy’s Day at Barton Orchards 🍀 Let’s raise a pint and celebrate halfway to St. Patrick’s Day at Barton Orchards! Join for a day filled with live music, festive food, entertainment, and 56 craft beers on tap!! Dress in green, bring your friends, and get ready for a little bit of luck and […]
Savor the perfect pairing of wine and food at Millbrook Vineyards & Winery’s Weekend Food Trucks event. Throughout the season, a rotating lineup of the Hudson Valley’s best food trucks sets up shop at the winery, offering a diverse array of delicious fare. Enjoy stunning vineyard views as you find a spot on the lawn […]
Free
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Riverfest, presented by the Yonkers Downtown BID, is the largest one-day festival in Westchester County. Held annually in September, this free event transforms the downtown Yonkers waterfront into a vibrant hub of activity for over 15,000 attendees. The festival features multiple stages with live music spanning various genres, including jazz, soul, hip-hop, rock, and more. […]
Free
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Mark your calendars for Saturday, September 13, 2025, for a day of delicious food, great music, and dog-friendly fun at Robibero Winery. Celebrating the traditional San Gennaro Festival with a special focus on pizza and fresh mozzarella making, Robibero Winery will have special mozzarella demonstrations by Vinny's Deli in Pawling, and Boar's Head, represented […] |
6 events,
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NOFA-NY (Northeast Organic Farming Association of New York) and Fishkill Farms are teaming up to host Farm Fest ’25! Farm Fest is dedicated to celebrating local communities while advocating for a sustainable regional food system that’s ecologically sound, socially just, and economically viable. Join us for a fun day on the farm to learn from a […]
Free
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Save the dates for these fun, all-ages Summer Sundays on Cannon Block Parties, now in their fourth summer! Enjoy food trucks, live music, games, craft beer, wine and cider, and more. Downtown Poughkeepsie — come for the vibe, stay for the scene! 2025 music lineup • June 8: Myles Mancuso Band • July 13: Good Time Honey […]
Free
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1 event,
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At Angry Orchard Cidery, the “Pups & Pints” event is a dog-friendly gathering held every Monday in September. You and your canine companion can hang out in the pet-friendly outdoor space, while you enjoy your favorite Angry Orchard ciders and delicious food from their in-house kitchen. Dogs must be on a leash and well-behaved. The cidery is a […]
Free
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Celebrate the start of autumn at Dassai Blue Sake Brewery's Free Nigori Sake Tasting & Pizza Pop Up! This free event, happening on Friday, September 19th from 5 PM to 8 PM, features a free tasting of their delicious sake, a pizza pop-up from Mommo Pizza Napoletana, and live music. You can also explore the […] |
5 events,
Get ready for a mouthwatering weekend of smoky flavors and craft brews at BBQ & Brews! Enjoy barbecue, 56 craft beers and ciders on tap, entertainment, hayrides, fun park, lawn games, live music, and farm fun for the whole family. This is a can’t-miss event for brew lovers — or if you're just looking for […] 
Enjoy the beautiful Hudson Valley views as you pick your own produce! Multiple varieties of apples will be available. There will be lots of family friendly activities; face painting, playground, hay rides, and live music! We will be serving special apple themed food and drinks and delicious Jane’s ice cream. Don’t forget to get your […]
$11
Join Fishkill Farms for their annual Fall Harvest Festival! Every weekend in September and October, the farm is packed with autumnal fun. You can pick your own sustainably grown apples and pumpkins, take a scenic wagon ride through the orchard, or get lost in their corn maze. The festival also features live music from local bands, delicious food […] 
Step into the fun at Robibero Winery's annual Grape Stomping Festival! This multi-day event invites you to embrace an age-old winemaking tradition by kicking off your shoes and stomping grapes with your own two feet. Beyond the main event, the festival offers a complete day of entertainment and relaxation. Enjoy live music, savor delicious wood-fired […] 
Savor the perfect pairing of wine and food at Millbrook Vineyards & Winery’s Weekend Food Trucks event. Throughout the season, a rotating lineup of the Hudson Valley’s best food trucks sets up shop at the winery, offering a diverse array of delicious fare. Enjoy stunning vineyard views as you find a spot on the lawn […]
Free
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6 events,
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he Sleepy Hollow Street Fair, presented by the Sleepy Hollow Tarrytown Chamber of Commerce, is a vibrant community event that takes over Beekman Avenue. This annual street fair features over 145 arts and crafts, food, and beverage vendors, as well as local shops and eateries. The fair is a festive, family-friendly event with live music, […]
Free
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1 event,
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At Angry Orchard Cidery, the “Pups & Pints” event is a dog-friendly gathering held every Monday in September. You and your canine companion can hang out in the pet-friendly outdoor space, while you enjoy your favorite Angry Orchard ciders and delicious food from their in-house kitchen. Dogs must be on a leash and well-behaved. The cidery is a […]
Free
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4 events,
Oktoberfest kicks off this Weekend!!! 🍺🥨🍺🥨🍺🥨🍺🥨🍺🥨🍺🥨 Visit Tin Barn Brewing for the next two weekends, 09/27 to 10/05, to celebrate Tin Barn’s Oktoberfest with beer, brats, stein-holding competitions and live music!
Enjoy the beautiful Hudson Valley views as you pick your own produce! Multiple varieties of apples will be available. There will be lots of family friendly activities; face painting, playground, hay rides, and live music! We will be serving special apple themed food and drinks and delicious Jane’s ice cream. Don’t forget to get your […]
$11
Join Fishkill Farms for their annual Fall Harvest Festival! Every weekend in September and October, the farm is packed with autumnal fun. You can pick your own sustainably grown apples and pumpkins, take a scenic wagon ride through the orchard, or get lost in their corn maze. The festival also features live music from local bands, delicious food […]
Savor the perfect pairing of wine and food at Millbrook Vineyards & Winery’s Weekend Food Trucks event. Throughout the season, a rotating lineup of the Hudson Valley’s best food trucks sets up shop at the winery, offering a diverse array of delicious fare. Enjoy stunning vineyard views as you find a spot on the lawn […]
Free
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5 events,
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The Spirit of Beacon Day is a beloved annual community celebration held on the last Sunday of September. Since 1977, this volunteer-run event has brought the city together with a mission to foster unity and connection among residents. The day is a vibrant showcase of Beacon's spirit, featuring a lively parade down Main Street […] |
2 events,
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At Angry Orchard Cidery, the “Pups & Pints” event is a dog-friendly gathering held every Monday in September. You and your canine companion can hang out in the pet-friendly outdoor space, while you enjoy your favorite Angry Orchard ciders and delicious food from their in-house kitchen. Dogs must be on a leash and well-behaved. The cidery is a […] |
1 event, |
3 events,
Visit the Factory from October 1st-5th for our annual Oktoberfest celebration — a week full of festive food & drink specials (served in limited edition branded steins)! PLUS stop by on Sunday October 5th for some live Polka music & a stein holding competition — all hosted on the outdoor patio! Winner gets some sweet […]
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World Sake Day Celebratio Visit Dassai Blue Sake Brewery for World Sake Day! Live music and a special sake cocktail prepared just for the evening. Chef Hibino will be preparing […] |
4 events,
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Do your part for Breast Cancer Awareness Month and join Walden Savings Bank’s Team by raising a glass of cider at Walden Savings Bank's ‘Men Wear Pink’ fundraiser on Friday, October 3th from 5:00PM – 9:00PM! Don’t miss contests, raffles, live music from Rachel Leeya 5 piece band, lawn games, illusionist and more! They'll have […]
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2025 is an inaugural “Cider In The Meadow” event which is a special community-centered 21+ event the evening before the family-friendly cider tasting . The Cider In The Meadow event will feature pairings of cider and curated foods in collaboration with CIA students and local restaurants. There will also be live music by The Kevin […] |
9 events,
Visit Weed Orchards&Winery to celebrate harvest season! Enjoy the beautiful Hudson Valley views as you pick your own produce! Multiple varieties of apples will be available. There will be lots of family friendly activities; face painting, playground, hay rides, and live music! Special apple themed food and drinks and delicious Jane’s ice cream. Don’t forget […]
$11
Celebrate the Hudson Valley Apple Festival at Barton Orchards! Your Farm Festival Day Pass includes: Pig Races 12:00 PM - 5:30 PM Fun Park featuring a Mega Slide, Pedal Carts, Cow Train, Mini Golf, and Tube Slides 12:00 - 5:00 PM Carousel 2:00-5:00 Haunted House 12:00 – 5:00 Corn Maze 11:00 AM – 6:00 PM, […]
$37
Lasting Joy Brewery's Oktoberfest will feature a weekend full of great food, entertainment, activities, and, of course, great beer! Their full fall lineup will be on draft. Enjoy tunes by DJ Sean, festive eats from Gather at LJB, Oh My Gyro, and Crème de la Crème Cream Puffs. There will be Pumpkin Painting (Saturday 1–4 […]
Savor the perfect pairing of wine and food at Millbrook Vineyards & Winery’s Weekend Food Trucks event. Throughout the season, a rotating lineup of the Hudson Valley’s best food trucks sets up shop at the winery, offering a diverse array of delicious fare. Enjoy stunning vineyard views as you find a spot on the lawn […] 
Raise Your Steins—Oktoberfest 2025 is here! Join us at Two Farms Brewing in the heart of the Sullivan Catskills for an unforgettable weekend of Oktoberfest celebrations, October 4–5, 2025. Experience the perfect blend of authentic Bavarian traditions and local Catskills charm—right on our farm brewery. What to Expect: Live Music All Day Long – featuring local bands and crowd favorites. Stein-Holding […]
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This marks our 13th annual “Old Fashioned Cider Tasting” event at the Mill! All proceeds benefit the restoration of the Kimlin Cider Mill. Planned Events Cider tasting of the Kimlin Cider (available at this event only) plus other local sweet & hard ciders Commemorative tasting glass with full cider tasting ticket Behind-the-scene Mill tours Children’s activities – […]
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The RMV Cellars Oktoberfest is a lively, family-friendly event designed to celebrate the season with craft beverages, globally-inspired food, and live entertainment. The celebration features live music by The Big Shoe. The venue, which already offers a popular Giant Bavarian Pretzel with Great Life beer cheese and stone-ground mustard, likely features an expanded, special menu […]
Free
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8 events,
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The Mahopac Street Festival is back! 🎉 🗓 Sunday, October 5, 2025 🕛 12:00 PM – 5:00 PM 📍 Route 6N & South Lake Blvd Get ready for a day full of food, vendors, and fall fun!
Free
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