Best events in
Sterling Forest

For events and things to do in Sterling Forest, NY, the scene is deeply connected to its natural surroundings and agricultural rhythm. Much of the activity centers on the farms and wineries of nearby Warwick, which draw weekend crowds for music and festivals. Quieter lakeside gatherings in Greenwood Lake and community programs in Tuxedo offer a more local pace.

The agritourism scene in Warwick offers a full day's outing, with venues like Pennings Farm and Warwick Valley Winery & Distillery hosting everything from live music to pick-your-own produce.
Experience the large-scale New York Renaissance Faire, an immersive Elizabethan-themed festival held annually on weekends from late summer into the fall in Tuxedo.
Explore the vast natural landscape of Sterling Forest State Park, which offers educational programs at its visitor center in addition to hiking and boating.

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Events near Sterling Forest

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Connect NY Cup Nov 14th, 2026

Saturday • 11:00 AM

New York State

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Angel Brunch: Gallery Readings with Psychic Medium Sahvanna Arienta

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Citizenship in the World Merit Badge

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Speed Dating Ages 45-59 in Warwick, NY at Applewood Winery

Sat, Nov 28 • 6:00 PM

Applewood Winery

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Breakfast with Santa

Sun, Dec 6 • 1:00 PM

Kruckers, Call Hollow Road, Pomona, NY, USA

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Awards Gala 2026

Tue, Dec 8 • 6:00 PM

The Legacy Castle

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Neil Berg's New Year's Eve Broadway Celebration 2026!

Thu, Dec 31 • 7:30 PM

Saint Joseph Regional High School

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A Taste of Ireland - The Irish Music & Dance Sensation

Thu, Mar 18 • 7:30 PM

Rockland Community College Cultural Arts Center Theatre

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Connect NY Cup Nov 14th, 2026

Saturday • 11:00 AM

New York State

Check ticket price on event

Angel Brunch: Gallery Readings with Psychic Medium Sahvanna Arienta

Sunday • 11:30 AM

Mason Jar Family Restaurant and Bar

Check ticket price on event

Citizenship in the World Merit Badge

Sunday • 1:00 PM

The New Weis Center for Education, Arts & Recreation

Check ticket price on event

Speed Dating Ages 45-59 in Warwick, NY at Applewood Winery

Sat, Nov 28 • 6:00 PM

Applewood Winery

Check ticket price on event

Breakfast with Santa

Sun, Dec 6 • 1:00 PM

Kruckers, Call Hollow Road, Pomona, NY, USA

Check ticket price on event

Awards Gala 2026

Tue, Dec 8 • 6:00 PM

The Legacy Castle

Check ticket price on event

Neil Berg's New Year's Eve Broadway Celebration 2026!

Thu, Dec 31 • 7:30 PM

Saint Joseph Regional High School

Check ticket price on event

A Taste of Ireland - The Irish Music & Dance Sensation

Thu, Mar 18 • 7:30 PM

Rockland Community College Cultural Arts Center Theatre

Check ticket price on event

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Online Events

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Managing Your Emotions - Prof Ethan Kross

Today • 7:00 PM GMT

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Lean Global Connection 2026

Thursday • 2:00 PM UTC

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Gestion de l’anxiété dans le traitement des troubles alimentaires

Friday • 1:00 PM EST

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Physicians Financial Wellness Conference 2026

Saturday • 1:00 PM EST

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HBR Book Webinar: Unspeakable

Mon, Nov 23 • 1:00 PM GMT

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Animation du débreffage - 17 décembre 2026 - En ligne

Thu, Dec 17 • 12:30 PM EST

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Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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PLAYFUL ARCHITECTURE: Drawing in Colour and Monochrome

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Today • 7:00 PM GMT

Check ticket price on event

Lean Global Connection 2026

Thursday • 2:00 PM UTC

Check ticket price on event

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Friday • 1:00 PM EST

Check ticket price on event

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Saturday • 1:00 PM EST

Check ticket price on event

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Mon, Nov 23 • 1:00 PM GMT

Check ticket price on event

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Thu, Dec 17 • 12:30 PM EST

Check ticket price on event

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Sat, Dec 19 • 8:00 PM EST

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Frequently asked questions about Sterling Forest

What are some food and drink events in the Sterling Forest area?

Pennings Farm in Warwick is a hub for food-focused gatherings. The venue features a cidery and beer garden, and frequently hosts food truck festivals alongside its market. For a different flavor, the Warwick Valley and Tuxedo farmers' markets offer local produce and artisanal goods seasonally.

Where can I find live music events near Sterling Forest?

Warwick Valley Winery & Distillery is a top spot for live music events. The winery presents its Weekend Music series year-round and hosts several annual music festivals. For a more low-key atmosphere, Trail's End Taphouse in Greenwood Lake also features regular performances.

Are there many family-friendly events around Warwick and Tuxedo?

Yes, the area offers many activities suitable for families. Pennings Farm has popular pick-your-own seasons, and the annual Applefest in Warwick is a large street fair celebrating the harvest. The Tuxedo Park Library also serves as a local center for community programs and workshops.

How can I find free events in the Sterling Forest region?

Many free community events happen throughout the area. Warwick's Summer Concert Series provides free public performances on weekends in the village. Additionally, exploring the local farmers' markets or the extensive trails at Sterling Forest State Park are great free activities.

What is the outdoor event scene like in the towns near the park?

The outdoor event scene is central to the region's character. Warwick's farm venues like Pennings Farm and Warwick Valley Winery host outdoor music and festivals. In Tuxedo, the New York Renaissance Faire is a major annual outdoor event held within Sterling Forest itself.

Can I find good date night ideas in Greenwood Lake or Warwick?

The area is perfect for a memorable date night. Enjoy lakeside dining and live music at a venue like Cove Castle in Greenwood Lake. Alternatively, spend an afternoon at Warwick Valley Winery & Distillery for tastings and its weekend music series.

What kind of nightlife is there in the Sterling Forest area?

Nightlife here is relaxed and often centered around live music. Venues like Pennings Farm's beer garden or Trail's End Taphouse in Greenwood Lake offer casual evening hangouts. The scene is less about clubs and more about enjoying music and drinks in a farm or lakeside setting.

Is there a major annual festival or art event near Sterling Forest?

The New York Renaissance Faire is the area's largest annual event. Held on weekends in late summer and autumn in Tuxedo, this immersive festival celebrates Elizabethan England with performers, artisans, and themed entertainment that draws large crowds from across the region.

Events near Sterling Forest

Connect NY Cup Nov 14th, 2026

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Speed Dating Ages 45-59 in Warwick, NY at Applewood Winery

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Nearby cities

New York

Jersey City

Newark

Stamford

Upper Montclair

Norwalk

Danbury

Hoboken

Harrison

Englewood

Pompton Lakes

Yonkers

New Rochelle

Beacon

New Brunswick

Elizabeth

White Plains

Morristown

Poughkeepsie

Westbury

Garwood

Hackensack

Mount Arlington

Madison

Rutherford

Mount Vernon

River Edge

Metuchen

Tuckahoe

Carmel Hamlet

New York

Jersey City

Newark

Stamford

Upper Montclair

Norwalk

Danbury

Hoboken

Harrison

Englewood

Pompton Lakes

Yonkers

New Rochelle

Beacon

New Brunswick

Elizabeth

White Plains

Morristown

Poughkeepsie

Westbury

Garwood

Hackensack

Mount Arlington

Madison

Rutherford

Mount Vernon

River Edge

Metuchen

Tuckahoe

Carmel Hamlet