June Upstate NY Events & Festivals | Fun Things to Do this Weekend in Ulster County

Posted by Dylan Taft on Tuesday, May 29th, 2018 at 3:43pm.

June can tend to be a busy month for a lot of people; between getting into summer mode, end of year school activities, graduations, summer camps starting, vacations, weddings, and can’t forget Father’s Day on June 17th... the month that we associate with the official start of summer can typically find calendars a bit frenzied. If you’re so lucky to find some time to yourself on weekends, you’ll find the Hudson Valley and Catskills too have packed calendars of great events for you to get out and enjoy! 

Whether you’re looking for a relaxed day by the pool, or an afternoon or evening of good food, drinks and festival memories, the summer in Ulster County, NY is just kicking off!

Ready to dive-in and have some fun this weekend?

Here’s some of our favorite events and festivals taking place in June!


June 2nd- Craft Market Walk

Stretching from the Gardiner Library to the farmer’s market grounds, passing across the Rail Trail to Yard Owl Craft Brewery, the Gardiner Craft Market walk will feature vendors of all kinds; crafts, food, drink and other local goods, and have family friendly fun along the walk route, as well as live music at the Yard Owl Brewery. More details and for a full list of vendors ➡️ https://visitgardinerny.com/event    

June 3rd- Multicultural Festival

The Reher’s Center in Kingston is hosting their 6th annual Multicultural festival at TR Gallo Park, on the Rondout waterfront, from 1:00pm- 5:00pm on Sunday, June 3rd. This free event celebrates the richness of community with food, music, dance and activities and crafts for the kids.

June 1st-3rd- Country Living Fair

Taking place at the Dutchess County Fairgrounds in Rhinebeck, just across the river from Kingston, NY, the pages of Country Living Magazine come to life at this festival full of antique, handmade, vintage and upcycled goods. One of five fairs held across the country, and the only one in the NorthEast, there will also be a specialty food shop, demonstrations, panels and workshops from magazine editors. More info ➡️ https://www.countryliving.com/country-living-fair/


June 8th-10th- Taste of Country Music Festival

One of Hunter Mountain’s biggest music festivals of the summer returns for a weekend of country music, camping, food, drink and other sale vendors, and plenty of fun. 2018 headliners include Eric Church, Florida Georgia Line and Sam Hunt, amongst many more huge country names. More info and tickets ➡️ www.tasteofcountryfestival.com

June 9th- Kingston Kayak Festival

One of the largest Hudson River kayak festivals takes place in Kingston! From 10:00am to 4:00pm, paddle down to Kingston Point Beach on Delaware Avenue to demo a variety of kayaks, learn new skills and see the newest gear. $10 donation suggested.


June 9th- Gardiner Open Studio Tour

Calling all artists and art aficionados! Enjoy free, self guided tours of local artists Gardiner workshops to get a glimpse of how their art is made, behind the scenes. Artists spaces open from 10:00am- 6:00pm and maps and additional information can be found ➡️ www.gardineropenstudiotour.com

June 9th- Pine Bush UFO Fair

The Shawangunk Ridge in Pine Bush, NY is a hotspot for UFO sightings and unexplained ‘alien’ activity, and the hamlet of Pine Bush comes together to celebrates this once a year with their annual UFO festival. Lots of local vendors, food and entertainment pop up throughout the hamlet, along with speakers and panels on this unexplained local phenomenon, and of course, it wouldn’t be a UFO fair without plenty of ‘aliens’ walking amongst us. More info ➡️ www.pinebushufofair.com

June 9th- June Jamboree Festival

Woodstock Farm Sanctuary’s 11th annual June Jamboree event (at their location in High Falls) allows you to meet over 400 rescued animals that reside on the farm, and all while enjoying vegan food trucks, live music, activities speakers, and for wild and pain-tolerant- local tattoo artists will be on hand for vegan inspired tattoos too! Proceeds benefit the sanctuary rescue, shelter and their mission. Advance purchase tickets encouraged ➡️ www.woodstocksanctuary.org


June 15th-17th- Mountain Jam

Hunter Mountain is the place to be for music lovers back to back weekends in June! Following the Taste of Country music festival, this other beloved Catskill Mountain festival returns, featuring 3 days of music, yoga, arts and fun, with over 50 artists performing, with Jack Johnson and Sturgill Simpson headlining. Tickets and more info ➡️ www.mountainjam.com

June 16th- Bounty of the Hudson Wine & Food Festival

This marks the 23rd annual Bounty of the Hudson festival, put on by the members of the Shawangunk Wine Trail. Hosted this year at the Ulster County Fairgrounds in New Paltz, all 13 winery members of the Shawangunk Trail will be participating, as will a number of other brewers, distillers, hard cideries, food trucks and local restaurants, to satisfy any craving that the Hudson Valley could offer. There will also be live music, games, products for sale and other vendors. Tickets can be bought in advance or the day of ➡️ www.bountyofthehudson.com

 June 16th- Pouring Cats and Dogs

Set in Adair Winery’s New Paltz vineyards, this partnership with Pets Alive will feature adoptable pets, vendors and wine and cheese pairings highlighting Adair’s own vintages. Tickets in advance are discounted at ➡️ www.adairwine.com

June 17th- New Paltz Challenge Run

Calling runners of any experience level, families included! Sign up for either a Brewery to Brewery Rail Trail Half Marathon (traversing from Gilded Otter in New Paltz to Yard Owl Craft Brewery in Gardiner), a family 5K or a Kid’s 1 mile race. Proceeds go to New Paltz Chamber of Commerce for community projects. More info ➡️ www.newpaltzchallenge.com 

 June 23rd- Hudson Valley Celtic Festival

This festival is truly a celebration of Celtic music and is mainly a Pipe Band Competition, attracting some of the highest caliber bands and soloists in the Northeast! Performances will take place throughout the day at the Hudson Valley Sportsdome in Milton, where traditional festival food and drink will be available. More details ➡️ www.HudsonValleyCelticFestival.com

 June 23rd- Hudson Valley Taco Festival

The second annual HV Taco Festival will be held just outside of Ulster County, at the Orange County Farmers Museum in Montgomery, NY. There will be 40 different taco and specialty food vendors, with sangrias and a VIP Margarita tent to wash it all down, live Mariachi music, and even taco eating competitions. Festival starts at 1:00pm.

June 24th- Tour De Kingston & Ulster

Another great set of races for riders of any ability! In the 13th Annual Tour de Kingston event, rides range from a flat-tracked 5 mile family race (with safety marshalls and Kingston Police Department escorting riders along the route), to more challenging 32 and 50 mile road races. All rides start and finish at Forsyth Park Pavillion in Kingston, where a BBQ lunch and raffle will follow. Find out more and sign up ➡️ www.tourdekingston.com


 June 30th- Beer, Bourbon & Bacon Festival

Located across the Hudson River, outside of Ulster County, the Beer, Bourbon & Bacon festival will be held at Barton Orchards in Poughquag, celebrating a day filled with all the good stuff that the name implies. Local brewery and spirit tastings, delicious food vendors, and plenty of other vendors and live entertainment fill the day. Tickets on sale ➡️ www.beerbourbonbacon.com

June 30th- Movies Under the Walkway

Hosted by the Walkway Over the Hudson, this summer series of film screenings takes place underneath the Dutchess County side of the walkway in Poughkeepsie, NY and is a great outdoor event for families, taking place throughout the summer. Starting at 7:00pm, enjoy live music and a demo and mini class from Leclerc’s Martial Arts before watching Wonder Woman on the big screen. More info and the rest of the summer flicks ➡️ https://walkway.org/event/movies-under-the-walkway-tbd/

June 30th- Self Guided Tour of the Old Catskill Game Farm

Those who have lived in the area, or used to vacation here as children, will surely have fond memories of the Catskill Game Farm in Catskill, NY, the United States’ first privately owned zoo that was in operation from 1933-2006 and housed giraffes, rhinos, camels and so many more exotic animals. These days, the closed Catskill zoo is open to the public for self guided tours and camping, (all which need to be booked in advance), sure to fill you with nostalgia from the zoo’s heyday, and excite you for the future plans of this once beloved attraction. More info on tours ➡️ http://www.greatnortherncatskills.com/events/self-guided-tours-old-game-farm-abandoned-zoo

 June 30th- Rock the Roots Festival at Angry Orchard

If you’re into tasty hard cider and good music (we’re talking Sublime, Lupe Fiasco and Matisyahu), you won’t want to miss this music festival amongst the apple trees in Walden! Enjoy specialty taps of cider, tours of the Innovation Cider House and Treehouse, lawn games, good food and so much more. Tickets and more info ➡️www.angryorchard.com




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