20th Annual Family of New Paltz 5K Turkey Trot

Thanksgiving morning 5K fundraiser supporting Family’s crisis walk-in center and food pantry. 9-11am. $15-$25. Water Street Market, 10 Main St, New Paltz. 845-255-7957; newpaltzturkeytrot.com

$15 – $25

Event Series Holiday Fineries at the Wineries

Holiday Fineries at the Wineries

Shawangunk Wine Trail

Tickets are on sale now! Break out your favorite fun holiday attire or that ugly seasonal sweater and get ready for the Shawangunk Wine Trail's ultimate holiday wine tasting event, Holiday Fineries at the Wineries, formerly known as Wreath Fineries at the Wineries, returns to the wineries on November 18-19, December 2-3, and December 9-10…

Event Series A Frosty Fest

A Frosty Fest

A Frosty Fest 778 Broadway (Route 9W), Ulster Park, NY

The Hudson Valley's Largest Holiday Lights Spectacular! Enjoy the drive-thru experience in the comfort of your own vehicle. Park and walk inside, visit Santa, dance with Mr. & Mrs. Frosty, Rudolph, Snow Bear, and other Characters. Watch Jingles Magic Show, and more. All included with each ticket! *Check website for hours and availability.

Check website for ticket availability and pricing

Event Series Winter Wineryland!

Winter Wineryland!

Robibero Family Winery 714 Albany Post Road, New Paltz, NY, United States

Come embrace the chilly weather at Robibero Winery with a weekend of special FROZEN and hot cocktails, bonfire, wood-fired pizza, hot cocoa,  s'mores kits along with their award-winning COLD whites! Wine-tasting flights will be available all weekend, as well as wine by the glass/bottle, craft NYS beer, specialty frozen/hot cocktails and an assortment of nonalcoholic…

Event Series NYS Pride Ski Weekend

NYS Pride Ski Weekend

Belleayre Mountain 181 Galli Curci Rd., Highmount, NY

Join The Pride Center of the Capital Region for a fabulous weekend of skiing and community at Belleayre Mountain. Registration includes access to NYS Pride Ski Lift Package, as well as admission to a Saturday afternoon Après Ski Tea Dance in the lodge with DJ RVMBA plus more events still to be announced.

TBD

Ashokan Winter Hoot 2024

Ashokan Center 477 Beaverkill Rd., Olivebridge, NY

A down-home, down-to-earth festival at the Ashokan Center! Live roots music, local food, crafts, and so much more! All ages and all people are welcome! Make sure to stop by! Visit their website for ticket pricing! (Prices vary.)

Annual Valentine’s Day Wine & Cheese Pairing: Benmarl Winery

Benmarl Winery 156 Highland Avenue, Marlboro, NY, United States

Indulge yourself in some of Ulster County’s local delights. Bring up to 4 people (including yourself) to the tasting! One ticket includes 4 different wines and a curated cheese board featuring some of the Hudson Valley’s best cheeses, locally sourced jams, and house made chocolates! Timeslots for each tasting will be an hour long. The…

$35

Western Dreamland: A Country & Disco Dance Party!

Colony Woodstock 22 Rock City Rd, Woodstock, NY, United States

Calling all country dolls and dancing queens! Saddle up for a night under the neon moon, where timeless classics by country music legends such as Dolly Parton, Shania Twain, Garth Brooks, and The Chicks guide your every step on the dance floor in a technicolor world of disco icons such as ABBA and Cher along…

LGBTQ+ Speed Dating at Quartz Rock Vineyard

Quartz Rock Vineyard 40 Mountain Rd, Marlboro, NY, United States

Looking for love? A new relationship? An extremely fun night? Meet new people in a beautiful, low-pressure setting! Each date will last 5 minutes. Tickets cost $25. The ticket price includes a glass of wine, participation in the organized speed-dating event, private scorecard to track who you would like to see again, and the contact…

$25

Ashokan Center Maple Festival

Ashokan Center 477 Beaverkill Rd., Olivebridge, NY

Stop by The Ashokan Center for a day of maple sugaring, pancakes, and good times for people of all ages! Blacksmithing demos, live music, cozy campfires, and guided hikes to the place where the magic is made… the sugar shack! The event will take place from 10am-2pm both days. $10 for advanced general admission and…

$10 – $12

36th Annual Shamrock Run

Academy Green Park 238 Clinton Ave, Kingston, NY, United States

Get your running sneakers on and join in on the St. Patrick’s Day fun! The Irish Cultural Center of the Hudson Valley will be holding their 36th Annual 2-mile Shamrock Run! The race will start at Academy Green at 12:50pm SHARP and end at the foot of Broadway! Pre-register online until March 1st for $30.…

$15 – $30

Ice Caves at Sam’s Point (Minnewaska State Park)

Minnewaska State Park Preserve 400 Sam's Point Road, Cragsmoor, NY, United States

Need a unique spot to cool off in? Check out the Ice Caves at Sam's Point! Reservations are required - so please check out their website for openings under the "Fees & Rates" tab: https://parks.ny.gov/parks/193. Their hours of operation are 9am to 9pm. There is a $10 fee per car and dogs are allowed on…

$10 – $150

Mayfest Farmers and Makers Market

Walkway Over The Hudson 61 Parker Avenue, Poughkeepsie, NY, United States

The Mayfest Farmers and Makers Market brings a curated selection of the Hudson Valley’s finest producers – farms, distilleries, breweries, wineries, restaurants, artists, artisans, and more! More than 180 vendors will exhibit their wares for purchase, with many agribusinesses offering free samples or tastings!

Free – $5

New Paltz Woodstock Arts & Crafts Fair

Ulster County Fairgrounds 249 Libertyville Road, New Paltz, NY, United States

The Woodstock-New Paltz Art & Crafts Fair has evolved into a highly successful event, voted one of the top art and craft shows in America. Over the years, the fair has attracted the finest artists and craftspeople from across the country. Make sure you check it out!

Free – $12

Field & Supply MRKT

Hutton Brickyards 200 North St., Kingston, NY, United States

Check out this modern makers market! Join Field + Supply to shop over 275 vendors, enjoy live music, local eats, and special activities! Purchasing tickets in advance is encouraged as there will be a limited number of tickets available each day.

$20 – $45

Pride Family Picnic at Opus 40

Opus 40 356 George Sickle Rd, Saugerties, NY, United States

Live music, local queer-owned businesses selling their goods, delicious foods, children’s dance party, face painting, and so much more!

$20 – $50

New Paltz Pride March & Festival 2024

New Paltz Middle School 196 Main Street, New Paltz, NY

Kick off Pride Month with the annual New Paltz Pride March & Festival! Show your pride and your support! The march will begin at NP Middle School (196 Main St, New Paltz) and end with a celebration at Hasbrouck Park (15 Mohonk Ave, New Paltz).

3rd Annual Catskills Fly Fishing Tournament

The Howland House 1564 Wittenberg Rd, Mount

25 two-person teams, a BBQ dinner, drinks, goodie bags, and a guaranteed good time! Rain or shine! The fishing portion will take place at the Esopus Creek.

Kingston’s 4th of July Celebration

A pancake breakfast, live music in the park, an alcoholic beverage tent, children's activities, a 4th of July parade, fireworks, and so much more - all happening in the city of Kingston! Bring your friends and family for a day full of fun!