Here’s What to Do in the Hudson Valley This Week

Our Best of Hudson Valley Party in Montgomery, tours to Bannerman Island, and more highlight this week's things to do in the Hudson Valley.

When it comes to things to do each week, there’s no place quite like the Hudson Valley. The region is a hub for activities of all sorts, from art exhibits and theater to craft fairs, food festivals, and inventive workshops. Yet with all the happenings across the area’s counties, it can be a challenge to figure out exactly what to do. To get started, here are our top picks for the week.

P.S. Want even more? Check out our calendar for a rundown of events happening in the Hudson Valley.

Best of Hudson Valley 2023 Party

City Winery, Montgomery
September 20, 6 – 9 p.m.

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Fall’s hottest party, a.k.a. our Best of Hudson Valley 2023 Party, is finally here! Join us as we celebrate our 2023 Best of Hudson Valley winners with delicious food, cocktails, music, dancing, and more. We anticipate this year’s party to be our best yet, so you won’t want to miss out on seeing this showcase of Hudson Valley talent all under one roof at City Winery.

WPF Parks Are Essential Gala

Glen Island Harbor Club, New Rochelle
September 21, 6 – 9 p.m.

The Westchester Park Foundation recognizes remarkable leadership in its communities this week at its annual Parks Are Essential Gala. The gala also celebrates a dedication to and support of Westchester County parks and the individuals, friends, and businesses that help these areas flourish and grow. All of the funds raised by the gala will benefit WPF’s programs and services towards preserving, enhancing, and beautifying the county’s parks.

A Curated Vintage & Upcycled Fashion Affair

Historic Hall, Bedford
September 22–24

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Brought to you by Gather + Goods, this vintage fashion event is a part of the business’s larger goal of building a community, helping inspire people to follow their creative dreams, and giving a platform to artisans and entrepreneurs. The three-day affair will focus on spotlighting vendors and their passions, creating interactive and inspirational experiences while they do so. Enjoy cocktails, small bites, music, and other exciting attractions while you shop local vendors in Bedford.

Harvest Festival

Philipse Manor Hall State Historic Site, Yonkers
September 23, 12–5 p.m.

This free, family-friendly outdoor festival will take you back in time to the 18th century with costumed reenactors and harvest-themed vendors. Historically, September was the time of year when tenant farmers on the Philipse Manor would harvest their wheat and was also apple harvest time in the orchards. Come out to the festival to learn all about the harvest processes, visit local vendors, try historical games, and watch reenactors.

September Tours to Bannerman Island

Bannerman Island, Beacon
All September

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Have you ever visited historic Bannerman Island? All September long, boat rides will depart from Beacon to offer you a walking tour of the Island and the castle, where you can visit the famous ruins and gardens. Learn about all the history of the original owners and residents, wear comfortable shoes for walking the 72-step climb from the dock to the start of the tour, and get ready to enjoy the island rain or shine.

Looking for more things to do in the Hudson Valley this week? Our day trip guides offer tempting itineraries across the region. Plus, take a peek at our monthly insider guide for September events, including plenty of family-friendly outdoor events, farm fun, and seasonal activities. Seeking a rural escape? Visit one of our many beautiful farms throughout the seasons. 

For foodies, our recipe index has everything from beautiful breakfasts and lunches to divine desserts straight from Hudson Valley chefs. You won’t want to miss any of it!

Please call ahead or check online to confirm events for potential cancelations and updates.

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The Big Sip, the Hudson Valley's premier wine and spirits fest, is October 7-8!