What's Happening in the Hudson Valley This Weekend? May 29-31, 2026 Events Guide
By Brian Caplicki · Caplicki Home Team · Updated May 27, 2026 · 6 min read
From a 250-maker market in Kingston to HARDY at Bethel Woods, here is your verified guide to the best things to do in Orange, Ulster, Sullivan and Dutchess Counties the weekend of May 29-31, 2026.
Quick Answer
The weekend of May 29-31, 2026 brings the Field + Supply Spring MRKT to Kingston (Fri-Sun), HARDY at Bethel Woods on Saturday night, the Hudson Valley Faerie Festival in Kingston on Saturday, and Dia:Beacon's Hudson Valley Free Day on Sunday. Farmers markets, Storm King and the Walkway Over the Hudson are all open across Orange, Ulster, Sullivan and Dutchess Counties.
The week after Memorial Day has a different feel in the Hudson Valley. The big holiday crowds have rolled out, the parades are packed away until next year, and the region settles into the rhythm of true spring. Concert season opens up. Outdoor markets find their stride. Museums roll out new shows. And it is one of the best weekends of the year to be a buyer or seller in this market, because every event below is a window into the lifestyle that draws people to Orange, Ulster, Sullivan and Dutchess Counties in the first place.
Here is a county-by-county look at what is happening Friday May 29 through Sunday May 31, 2026.
What is happening in Orange County NY this weekend?
Orange County leans into late-spring lifestyle this weekend. Storm King Art Center in New Windsor is open Wednesday through Monday from 10:00 a.m. to 6:00 p.m., with new 2026 commissions on view across the 500-acre outdoor sculpture park. Advance timed tickets are recommended on weekends.
In Warwick, the Albert Wisner Public Library is hosting "We the People: A Flag of Many Voices," a community flag-making workshop led by Lakota artist Rachel Olivia Berg on Saturday, May 30 from 11:00 a.m. to 1:00 p.m. The Historical Society of the Town of Warwick follows on Sunday, May 31 from 2:00 to 4:00 p.m. with "In Conversation with Alan Held," a talk exploring Warwick's 28 miles of historic railroad lines.
Farmers markets are in full spring swing. The Goshen Farmers Market is open Friday morning on the Village Green. The Newburgh Farmers Market runs Saturday on the Downing Park side. The Warwick Valley Farmers Market brings Sunday morning to South Street. And the Greenwood Lake Farmers Market opens for the season Saturday, May 30 from 9:00 a.m. to 1:00 p.m. at Winstanley Park. Confirm hours with each market before driving over.
For families with kids, Bear Mountain State Park is open all weekend for hiking, picnicking and the carousel. Most park amenities are running, though some swimming areas may not open until later in the season.
What is happening in Ulster County this weekend?
Ulster is the center of gravity this weekend. The Field + Supply Spring MRKT returns to Hutton Brickyards on the Kingston waterfront Friday May 29 through Sunday May 31, 10:00 a.m. to 6:00 p.m. each day. More than 250 independent makers fill the riverfront with furniture, ceramics, textiles, apparel and home goods, plus live music, food trucks and design demos. It is one of the largest curated craft markets in the Northeast and the unofficial start of the Hudson Valley's outdoor design season.
On Saturday May 30, the Hudson Valley Faerie Festival turns Forsyth Park in Kingston into a storybook landscape starting at noon. Expect flower crown and wand making, storytelling circles, roaming performers and meet-and-greets with the Faerie Queen and Troll King. It is one of the most family-friendly events of the season.
Up in New Paltz, Historic Huguenot Street runs "The Pursuit of Happiness: The Revolution Along Huguenot Street" Saturday May 30 from 11:00 a.m. to 12:30 p.m., a guided tour exploring the American Revolution through European, African and indigenous perspectives at the Daniel Hasbrouck House.
Is HARDY playing Bethel Woods this weekend?
Yes. HARDY brings the Country! Country! Tour to Bethel Woods Center for the Arts on Saturday, May 30 at 7:00 p.m., with special guests Tucker Wetmore and McCoy Moore. It is the first major pavilion show of the 2026 Bethel Woods season, on the site of the 1969 Woodstock festival in Sullivan County. Onsite camping is available for fans who want to make a full weekend of it.
If you are not in the mood for a stadium crowd, Roscoe calls itself Trout Town USA for a reason. The Beaverkill and Willowemoc rivers, which join at the legendary Junction Pool, are stocked and running clear this time of year, and Sullivan County's network of fly-fishing guides is fully booked weekends through June. The Catskill Fly Fishing Center and Museum in Livingston Manor is open weekends and is a great rainy-day option.
What is happening in Dutchess County this weekend?
Sunday May 31 is Dia:Beacon Hudson Valley Free Day, 10:00 a.m. to 5:00 p.m. Residents of Dutchess, Orange, Ulster, Sullivan and the rest of the Hudson Valley get free admission to the converted Nabisco box-printing factory that houses one of the country's most ambitious contemporary art collections. Reserve free-admission tickets in advance on the Dia website and bring photo ID plus proof of residency to the admissions desk.
In Poughkeepsie, the Dutchess Handmade Spring Pop-Up Shop is open all weekend featuring local makers and small-batch artisans. The Walkway Over the Hudson State Historic Park, the longest elevated pedestrian bridge in the world at 1.28 miles, is open from sunrise to sunset and is free.
Up the river in Hyde Park, Clover Brooke Farm hosts its Llamaste yoga session on Sunday May 31, where llamas and alpacas join an outdoor yoga class. It books up. In Beacon, the riverside trivia and live music circuit is active Friday and Saturday nights at the usual spots downtown.
Weekend at a glance: Orange, Ulster, Sullivan and Dutchess Counties
Featured Events · May 29-31, 2026
| Event | County | Day | Where |
|---|---|---|---|
| Field + Supply Spring MRKT | Ulster | Fri-Sun | Hutton Brickyards, Kingston |
| HARDY: Country! Country! Tour | Sullivan | Sat 7pm | Bethel Woods, Bethel |
| Hudson Valley Faerie Festival | Ulster | Sat 12pm | Forsyth Park, Kingston |
| Dia:Beacon Hudson Valley Free Day | Dutchess | Sun 10-5 | 3 Beekman St, Beacon |
| Storm King Art Center | Orange | Fri-Sun | New Windsor |
| Greenwood Lake Farmers Market opens | Orange | Sat 9-1 | Winstanley Park, Greenwood Lake |
| Pursuit of Happiness guided tour | Ulster | Sat 11am | Historic Huguenot Street, New Paltz |
| Walkway Over the Hudson | Dutchess/Ulster | Daily | Poughkeepsie / Highland |
Always confirm dates, times and ticket availability with the host venue before traveling. Event details listed as of May 27, 2026.
Why Hudson Valley sellers should pay attention this weekend
Big regional weekends like this one pull buyers into the area who would not otherwise be here. Someone driving up for HARDY at Bethel Woods, or planning their Sunday around Dia:Beacon's free admission, is already imagining what life would feel like out here. That is the moment a well-staged open house in Goshen, Warwick, Middletown, Newburgh, Chester or Monroe can convert a curious visitor into a written offer. If your home is on the market in Orange County NY and you are not getting traffic, consider what your listing is doing for buyers who are already in the area this weekend.
Why Hudson Valley buyers should pay attention this weekend
If you are thinking about buying in the Hudson Valley, this is the weekend to come up and live the lifestyle for three days. Walk the Field + Supply MRKT, eat at a Warwick farm stand on the way down, catch the Bethel Woods crowd on a Saturday night, and finish with Sunday at Dia. By Monday you will know which town center, which commute, and which kind of community fits the life you are actually trying to build. That is something no Zillow scroll can teach you, and it is the single most important step for first-time home buyers in the Hudson Valley.
Curious what your home is worth in today's Hudson Valley market?
Get a free, instant, data-driven estimate of your Orange County, Ulster, Sullivan or Dutchess County home's current value. No phone call required, no obligation. And if you are buying, send us your wish list and we will line up showings around the events you actually want to attend.
Hudson Valley Weekend FAQ
What is there to do in the Hudson Valley the weekend of May 29-31, 2026?
The weekend of May 29-31, 2026 brings the Field + Supply Spring MRKT to Kingston with 250+ makers, the Hudson Valley Faerie Festival in Forsyth Park, HARDY's Country! Country! Tour stop at Bethel Woods on Saturday night, and Dia:Beacon's Hudson Valley Free Day on Sunday. Farmers markets are open across Orange, Ulster, Sullivan and Dutchess Counties, and Storm King Art Center is showing its 2026 commissions.
Is HARDY performing at Bethel Woods on May 30, 2026?
Yes. HARDY brings the Country! Country! Tour to Bethel Woods Center for the Arts in Sullivan County on Saturday, May 30, 2026 at 7:00 p.m., with special guests Tucker Wetmore and McCoy Moore. Bethel Woods is the site of the 1969 Woodstock festival and is one of the largest concert venues in the Catskills.
When is Dia:Beacon's Hudson Valley Free Day in May 2026?
Dia:Beacon offers Hudson Valley residents free admission on Sunday, May 31, 2026 from 10:00 a.m. to 5:00 p.m. Free-admission tickets must be reserved in advance through the Dia website. Bring photo ID and proof of Hudson Valley residency to the admissions desk. Open to residents of Dutchess, Orange, Ulster, Sullivan, Columbia, Greene, Putnam, Rockland and Westchester counties.
What is the Field + Supply Spring MRKT in Kingston NY?
Field + Supply's Spring MRKT runs Friday May 29 through Sunday May 31, 2026 from 10:00 a.m. to 6:00 p.m. at Hutton Brickyards on the Kingston waterfront. The three-day event features more than 250 independent makers showcasing furniture, ceramics, textiles, apparel and home goods, alongside live music, food vendors and design demos. It is one of the largest curated craft markets in the Hudson Valley.
Why do weekend events matter when buying or selling a home in Orange County NY?
Buyers relocating to Orange County, Ulster, Sullivan or Dutchess weigh quality of life as heavily as price. Field + Supply, Bethel Woods, Storm King and the Walkway Over the Hudson are the kinds of amenities that turn a house tour into an accepted offer. Sellers who time open houses around major regional draws like the Faerie Festival or a Bethel Woods concert tend to capture relocating buyers already in the area for the weekend.
Where are the best farmers markets in Orange County NY in late May 2026?
Open weekend farmers markets in Orange County NY for May 29-31, 2026 include the Goshen Farmers Market on Friday, the Newburgh Farmers Market on Saturday and the Warwick Valley Farmers Market on Sunday. The Greenwood Lake Farmers Market opens for the season on Saturday May 30 from 9:00 a.m. to 1:00 p.m. at Winstanley Park. Confirm hours on each market's website before traveling.
Is Storm King Art Center open the weekend of May 30, 2026?
Yes. Storm King Art Center in New Windsor, Orange County NY is open Wednesday through Monday from 10:00 a.m. to 6:00 p.m. The 2026 outdoor season opened May 17 with new commissions on view across the 500-acre sculpture park. Advance timed tickets are recommended on weekends.
Sources
- Bethel Woods Center for the Arts 2026 season schedule (bethelwoodscenter.org)
- Field + Supply Spring MRKT, Hutton Brickyards Kingston (fieldandsupply.com)
- Hudson Valley Faerie Festival, Forsyth Park Kingston
- Dia:Beacon Hudson Valley Free Day (diaart.org)
- Storm King Art Center 2026 outdoor season (stormking.org)
- Albert Wisner Public Library, Warwick NY event calendar
- Historical Society of the Town of Warwick
- Historic Huguenot Street, New Paltz
- Walkway Over the Hudson State Historic Park (walkway.org)
- Greenwood Lake, Goshen, Newburgh and Warwick Valley farmers markets
- Sullivan Catskills Visitors Association (sullivancatskills.com)
- Destination Dutchess (destinationdutchess.com)
Event details are subject to change. Always confirm with the host venue before traveling. Information herein is provided for general lifestyle and market context, is not a forecast of future home values, and should not be construed as legal, tax or financial advice.
The Caplicki Home Team is a Keller Williams HVU real estate team based in Middletown, NY, serving Orange County, Ulster County, Sullivan County, Dutchess County and the broader Hudson Valley. Reach Brian Caplicki at 845-656-4498 or brian@caplickihometeam.com.
