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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Halloween Bash

Tomorrow • 7:00 PM

Angry Orchard Cider House

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Downtown Middletown Trick or Treat Trail

Tomorrow • 4:00 PM

Downtown Middletown

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BELFRY BIZARRE: Halloween at The Ellis

Saturday • 8:00 PM

The Ellis

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Vinny DePonto - Mind Reader

Fri, Nov 6 • 7:30 PM

Saint Rita's Presents at The Masonic

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90's BINGO DANCE PARTY

Fri, Nov 6 • 7:00 PM

Hidden Rose Catering

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FAITH IN ACTION Prayer Breakfast

Sat, Nov 7 • 10:00 AM

Villa Borghese

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November 2026 Grade A Compliant Lab Course. STOP!-See below before paying

Tue, Nov 17 • 8:30 AM

Wallkill Town Hall

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Breakfast with Santa

Sun, Dec 6 • 1:00 PM

Kruckers, Call Hollow Road, Pomona, NY, USA

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Halloween Bash

Tomorrow • 7:00 PM

Angry Orchard Cider House

Check ticket price on event

Downtown Middletown Trick or Treat Trail

Tomorrow • 4:00 PM

Downtown Middletown

Check ticket price on event

BELFRY BIZARRE: Halloween at The Ellis

Saturday • 8:00 PM

The Ellis

Check ticket price on event

Vinny DePonto - Mind Reader

Fri, Nov 6 • 7:30 PM

Saint Rita's Presents at The Masonic

Check ticket price on event

90's BINGO DANCE PARTY

Fri, Nov 6 • 7:00 PM

Hidden Rose Catering

Check ticket price on event

FAITH IN ACTION Prayer Breakfast

Sat, Nov 7 • 10:00 AM

Villa Borghese

Check ticket price on event

November 2026 Grade A Compliant Lab Course. STOP!-See below before paying

Tue, Nov 17 • 8:30 AM

Wallkill Town Hall

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Breakfast with Santa

Sun, Dec 6 • 1:00 PM

Kruckers, Call Hollow Road, Pomona, NY, USA

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New York

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Norwalk

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Stamford

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Danbury

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Kingston

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Yonkers

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Englewood

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Pompton Lakes

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Woodstock

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New Rochelle

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Beacon

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Hackensack

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White Plains

39 miles away

Morristown

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Poughkeepsie

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Mount Vernon

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River Edge

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Tarrytown

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Mount Arlington

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Dover

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Paterson

40 miles away

Rutherford

47 miles away

Newburgh

10 miles away

Carmel Hamlet

28 miles away

Clifton

43 miles away

Mount Pleasant

33 miles away

Tuckahoe

42 miles away

Paramus

39 miles away

Merritt Park

16 miles away

Online Events

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Humanitarian Water Engineering Fall 2026

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Thu, Nov 5 • 1:00 PM GMT

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Thu, Nov 12 • 2:00 PM UTC

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The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

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REVISED Cottage Food Safety Statewide Online Training

Fri, Nov 13 • 9:00 AM MST

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Gestion de l’anxiété dans le traitement des troubles alimentaires

Fri, Nov 13 • 1:00 PM EST

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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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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

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

Check ticket price on event

The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

Check ticket price on event

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Fri, Nov 13 • 9:00 AM MST

Check ticket price on event

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Fri, Nov 13 • 1:00 PM EST

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

Halloween Bash

Downtown Middletown Trick or Treat Trail

BELFRY BIZARRE: Halloween at The Ellis

Vinny DePonto - Mind Reader

90's BINGO DANCE PARTY

FAITH IN ACTION Prayer Breakfast

November 2026 Grade A Compliant Lab Course. STOP!-See below before paying

Breakfast with Santa

Halloween Bash

Downtown Middletown Trick or Treat Trail

BELFRY BIZARRE: Halloween at The Ellis

Vinny DePonto - Mind Reader

90's BINGO DANCE PARTY

FAITH IN ACTION Prayer Breakfast

November 2026 Grade A Compliant Lab Course. STOP!-See below before paying

Breakfast with Santa

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Nearby cities

New York

Upper Montclair

Norwalk

Stamford

Danbury

Kingston

Yonkers

Englewood

Pompton Lakes

Woodstock

New Rochelle

Beacon

Hackensack

White Plains

Morristown

Poughkeepsie

Mount Vernon

River Edge

Tarrytown

Mount Arlington

Dover

Paterson

Rutherford

Newburgh

Carmel Hamlet

Clifton

Mount Pleasant

Tuckahoe

Paramus

Merritt Park

New York

Upper Montclair

Norwalk

Stamford

Danbury

Kingston

Yonkers

Englewood

Pompton Lakes

Woodstock

New Rochelle

Beacon

Hackensack

White Plains

Morristown

Poughkeepsie

Mount Vernon

River Edge

Tarrytown

Mount Arlington

Dover

Paterson

Rutherford

Newburgh

Carmel Hamlet

Clifton

Mount Pleasant

Tuckahoe

Paramus