Best events in
Maybrook

While Maybrook itself maintains a quiet, small-town rhythm, a wide range of events and things to do are found throughout the Maybrook, NY area. The historic downtown of nearby Montgomery serves as a social hub, with classic pubs and restaurants along Clinton Street. Larger festivals and unique venues, from sprawling orchards to riverside wineries, are just a short drive away in Walden and Warwick.

For a classic evening out, head to Montgomery’s walkable downtown for dinner at an independent restaurant before stopping at a neighborhood spot like Copperfield's Kildare Pub.
Experience live music and food-focused happenings at distinct venues in the surrounding area, including City Winery Hudson Valley and the 60-acre Angry Orchard.
Look forward to major annual celebrations that draw visitors from across the region, such as the Warwick Applefest and the Hudson Valley Jazz Festival.

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Events near Maybrook

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THE WELL CRAFTED LEADER

Tomorrow • 12:00 PM

Homewood Suites by Hilton Newburgh-Stewart Airport

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Fall City Escape - Upstate Hike + Farm Visit

Sat, Oct 17 • 7:15 AM

Esty and Hellie Stowell Trailhead

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Sizzle & Serve: One-Pan Cooking with Executive Chef Brian Walter

Sun, Oct 18 • 11:00 AM

All One One All Farm

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Spellbound in the Valley

Fri, Oct 23 • 10:00 AM

MJN Convention Center - Mid Hudson Civic Center

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Fall Candle-Making Class in Warwick, NY | Scripted Fragrance

Sat, Oct 24 • 3:00 PM

Scripted Fragrance

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HALLOWEEN SIP-N-PAINT AT HOUSE OF BIRRIA

Sat, Oct 24 • 4:00 PM

House of Birria Tacos & Cantina

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SAINT RITA'S PRESENTS: SPIES, In Aggregate...and other witnesses

Sat, Nov 14 • 7:30 PM

Saint Rita’s Music Room

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Breakfast with Santa

Thu, Dec 24 • 9:00 AM

Kruckers, Call Hollow Road, Pomona, NY, USA

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THE WELL CRAFTED LEADER

Tomorrow • 12:00 PM

Homewood Suites by Hilton Newburgh-Stewart Airport

Check ticket price on event

Fall City Escape - Upstate Hike + Farm Visit

Sat, Oct 17 • 7:15 AM

Esty and Hellie Stowell Trailhead

Check ticket price on event

Sizzle & Serve: One-Pan Cooking with Executive Chef Brian Walter

Sun, Oct 18 • 11:00 AM

All One One All Farm

Check ticket price on event

Spellbound in the Valley

Fri, Oct 23 • 10:00 AM

MJN Convention Center - Mid Hudson Civic Center

Check ticket price on event

Fall Candle-Making Class in Warwick, NY | Scripted Fragrance

Sat, Oct 24 • 3:00 PM

Scripted Fragrance

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HALLOWEEN SIP-N-PAINT AT HOUSE OF BIRRIA

Sat, Oct 24 • 4:00 PM

House of Birria Tacos & Cantina

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SAINT RITA'S PRESENTS: SPIES, In Aggregate...and other witnesses

Sat, Nov 14 • 7:30 PM

Saint Rita’s Music Room

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Breakfast with Santa

Thu, Dec 24 • 9:00 AM

Kruckers, Call Hollow Road, Pomona, NY, USA

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Dover

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Clifton

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Tuckahoe

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Bethel

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Wharton

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Online Events

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AI Animation Studio: Create Kids' Cartoons

Today • 6:00 PM EDT

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HBR Book Webinar: Resilient Optimism

Thu, Oct 15 • 1:00 PM GMT+1

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Coming Together for Multilingual Children with DLD

Thu, Oct 22 • 6:00 PM GMT+2

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(ONLINE) Women on the Move with Ann Patchett

Tue, Oct 27 • 11:30 AM EDT

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Humanitarian Water Engineering Fall 2026

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No Title, No Permission, No Problem: Harnessing the Power of Influence

Thu, Nov 5 • 1:00 PM GMT

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The MI5 Archive: Official Secrets

Fri, Nov 27 • 2:00 PM GMT

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Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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AI Animation Studio: Create Kids' Cartoons

Today • 6:00 PM EDT

Check ticket price on event

HBR Book Webinar: Resilient Optimism

Thu, Oct 15 • 1:00 PM GMT+1

Check ticket price on event

Coming Together for Multilingual Children with DLD

Thu, Oct 22 • 6:00 PM GMT+2

Check ticket price on event

(ONLINE) Women on the Move with Ann Patchett

Tue, Oct 27 • 11:30 AM EDT

Check ticket price on event

Humanitarian Water Engineering Fall 2026

Check ticket price on event

No Title, No Permission, No Problem: Harnessing the Power of Influence

Thu, Nov 5 • 1:00 PM GMT

Check ticket price on event

The MI5 Archive: Official Secrets

Fri, Nov 27 • 2:00 PM GMT

Check ticket price on event

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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Frequently asked questions about Maybrook

What is there to do for nightlife near Maybrook, NY?

Most nightlife is found in neighboring Montgomery, which serves as the area's social hub. Its historic downtown features a variety of independent restaurants and pubs. For something closer, Lolly's Airport Inn in Montgomery hosts weekly karaoke and line dancing.

Are there any major annual festivals near Maybrook?

The nearby village of Warwick hosts several major annual events. The Warwick Applefest is a large fall celebration held each October, and the Hudson Valley Jazz Festival brings music to the area every August.

Where can I find live music events near Maybrook?

City Winery Hudson Valley in Montgomery is a primary destination for live music events. The venue hosts a regular schedule of performances. Additionally, Montgomery's free Summer Concert Series offers outdoor music from June through August.

What are some good date night ideas around Maybrook?

A popular date night involves dinner at one of Montgomery's Clinton Street restaurants. For a different experience, City Winery Hudson Valley offers food and music events, while Angry Orchard in Walden provides a scenic farm setting for an outing.

Are there free events in the Maybrook area?

The Summer Concert Series in Montgomery provides free outdoor music performances. Many community traditions, such as the annual Memorial Day Parade and Christmas Tree Lighting in Maybrook, are also free for the public to attend.

What's the event scene like in the village of Montgomery?

Montgomery is the area's hub for dining and social gatherings, centered on its historic downtown. It's home to venues like City Winery Hudson Valley and pubs like Copperfield's. The village also hosts a popular free summer concert series.

How can I find family-friendly events near Maybrook?

Seasonal festivals in the region are often very family-friendly. The annual Warwick Applefest provides a classic fall experience with food and entertainment. Community events like Maybrook's parades and tree lightings also offer great outings for all ages.

What kind of food and drink events happen near Maybrook?

Food and drink events are a highlight of the surrounding Hudson Valley area. City Winery hosts numerous food-focused gatherings, and Angry Orchard has featured farm-to-table dining. The annual Warwick Applefest is a major celebration centered on local harvests.

Events near Maybrook

THE WELL CRAFTED LEADER

Fall City Escape - Upstate Hike + Farm Visit

Sizzle & Serve: One-Pan Cooking with Executive Chef Brian Walter

Spellbound in the Valley

Fall Candle-Making Class in Warwick, NY | Scripted Fragrance

HALLOWEEN SIP-N-PAINT AT HOUSE OF BIRRIA

SAINT RITA'S PRESENTS: SPIES, In Aggregate...and other witnesses

Breakfast with Santa

THE WELL CRAFTED LEADER

Fall City Escape - Upstate Hike + Farm Visit

Sizzle & Serve: One-Pan Cooking with Executive Chef Brian Walter

Spellbound in the Valley

Fall Candle-Making Class in Warwick, NY | Scripted Fragrance

HALLOWEEN SIP-N-PAINT AT HOUSE OF BIRRIA

SAINT RITA'S PRESENTS: SPIES, In Aggregate...and other witnesses

Breakfast with Santa

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Nearby cities

New York

Stamford

Upper Montclair

Danbury

Norwalk

Yonkers

Pompton Lakes

Kingston

Englewood

River Edge

Beacon

White Plains

Tarrytown

Woodstock

New Rochelle

Rutherford

Morristown

Mount Vernon

Poughkeepsie

Hackensack

Mount Arlington

Merritt Park

Dover

Newburgh

Sparkill

Clifton

Tuckahoe

Bethel

North Haledon

Wharton

New York

Stamford

Upper Montclair

Danbury

Norwalk

Yonkers

Pompton Lakes

Kingston

Englewood

River Edge

Beacon

White Plains

Tarrytown

Woodstock

New Rochelle

Rutherford

Morristown

Mount Vernon

Poughkeepsie

Hackensack

Mount Arlington

Merritt Park

Dover

Newburgh

Sparkill

Clifton

Tuckahoe

Bethel

North Haledon

Wharton