Ulster County New York
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Ulster Fall Showdown: Cheap Eats, Steady Housing, Renovation ROI, Art, Events & Vintage Finds
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Ulster Fall Showdown: Cheap Eats, Steady Housing, Renovation ROI, Art, Events & Vintage Finds
Fall dining deals, art, events, vintage finds & home insights—discover Ulster County!
Rep Manager AI

Rep Manager AI

Oct 22, 2026

Trivia Question❓

When New York established its first counties in 1683, Ulster was one of how many original counties?

Answer at the bottom of the newsletter

Twice a year, the Hudson Valley does something generous: it hands diners a two-week window to eat at some of the region's best restaurants for a fraction of the usual bill. The fall edition of Hudson Valley Restaurant Week runs from November 2 through November 16, 2026, and it's one of the easiest ways for Ulster County residents to try something new without splurging.


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Quote Of The Day

“How beautifully leaves grow old. How full of light and color are their last days.”

— John Burroughs

When it comes to discovering original art in the Hudson Valley, few galleries offer the consistent quality and accessibility of Emerge Gallery & Art Space, located at 228 Main Street in the heart of Saugerties. With a perfect 5.0-star rating on both TripAdvisor (7 reviews) and glowing Yelp reviews, this gallery has earned a reputation as one of the finest art spaces in Ulster County.


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Tip of The Day

Set a turnaround alarm at Ashokan

The Ashokan Rail Trail runs about 11.5 miles one way, so a short stroll won’t bring you back to your car by a different route. Before setting off, set a phone alarm for halfway through your available walking time. When it rings, turn around and enjoy the reservoir views without rushing the return.

The Ulster County housing market is showing resilience in 2026, with median home prices holding steady despite national economic uncertainty. According to recent data from Zillow and the Hudson Valley Pattern for Progress, the median home sale price in Ulster County reached $450,000 in early 2026 — an 80% increase from 2019 levels.


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5 Ulster County Events: October 23–November 15

Looking for plans between October 23 and November 15, 2026? These five Ulster County events offer Halloween thrills, rescued-animal encounters, family activities, theatre and live music. All times are local.


  1. Headless Horseman Hayrides & Haunted Attractions
    Dates: October 23–25 and October 30–31, 2026
    Time: Evening reservations; choose your entry time when booking.
    Location: 778 Broadway (Route 9W), Ulster Park, NY 12487
    Enjoy a Halloween night out with a themed hayride, haunted houses, a corn maze and more. Evening attractions are recommended for ages 13 and up. Book ahead and check ticket availability for your chosen date.
    Website: headlesshorseman.com/tickets

  2. Pumpkins and Pigs at Woodstock Farm Sanctuary
    Dates: Saturday, October 31, 2026
    Time: Tours at 10 a.m. and noon.
    Location: Woodstock Farm Sanctuary, 2 Rescue Road, High Falls, NY 12440
    Feed pumpkins to rescued pigs on a special guided sanctuary tour. Costumes are encouraged, making this a cheerful Halloween outing for animal lovers. Reserve tickets in advance; space on tours is limited.
    Website: woodstocksanctuary.org/events

  3. AcornFest at High Meadow School
    Dates: Saturday, November 7, 2026
    Time: Noon–3 p.m.
    Location: High Meadow School, 3643 Main Street, Stone Ridge, NY 12484
    Celebrate fall at a free festival open to the public. Activities include seasonal arts and crafts, a nature-trail story journey, a scavenger hunt and games. Visit the school’s current event page for details and RSVP information.
    Website: highmeadowschool.org/event-details-registration/acornfest-2

  4. Voice Theatre Presents LEGACY
    Dates: Thursday, November 12, and Saturday, November 14, 2026
    Time: November 12 at 7 p.m.; November 14 at 2 p.m. and 7 p.m.
    Location: Bethany Hall at Old Dutch Church, 272 Wall Street, Kingston, NY 12401
    This music-theatre production follows a daughter uncovering her family’s escape from Berlin before World War II. Archival footage, film and original live klezmer music help tell the story. General admission is $37; seniors and students pay $25. Seating is limited.
    Website: voicetheatre.org/copy-of-legacy-by-shauna-kanter

  5. Pokey LaFarge with Cicada Rhythm
    Dates: Friday, November 13, 2026
    Time: Doors at 7 p.m.; show at 8 p.m.
    Location: Assembly, 236 Wall Street, Kingston, NY 12401
    Plan a Friday evening at Assembly for Pokey LaFarge, with Cicada Rhythm also on the bill. Radio Woodstock presents the show. Visit the venue’s event page for tickets and availability.
    Website: assemblykingston.com/events/pokey-lafarge

Event details checked October 18, 2026. Visit the organizer’s website for tickets, reservations and schedule updates before heading out.

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Home renovations can improve your quality of life and potentially increase your property's value, but not all projects deliver equal returns. In Ulster County's current market, certain improvements consistently outperform others when it comes to resale value.


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Q/A Questions

Q: Does Ulster County help supply New York City’s drinking water?

A: Yes. The Ashokan Reservoir, created by damming Esopus Creek, is a major part of the city’s water-supply system.

Q: Can you cross the Hudson River from Ulster County on foot?

A: Yes. The Walkway Over the Hudson is a former railroad bridge connecting Highland in Ulster County with Poughkeepsie in Dutchess County.

Q: Are the Shawangunk Ridge and the Catskills the same place?

A: No. They’re distinct landscapes in Ulster County: the Shawangunk Ridge is known for its cliffs, while the Catskills rise farther northwest.

On Woodstock's iconic Tinker Street, Three Turtle Doves has carved out a niche as a destination for women who appreciate fashion with character. The boutique offers a distinctive mix of contemporary women's clothing, vintage pieces, accessories, and antiques—creating a shopping experience that blends the old with the new in ways that reflect Woodstock's eclectic aesthetic.


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💡 Answer to Trivia Question:
12
Ulster County NY Top Newsletter

© 2026 Ulster County NY Top Newsletter.


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