Best events in
Rye

For events and things to do in Rye, NY, the scene is defined by its tight-knit community feel and strong seasonal rhythms. Life here follows the waterfront, with outdoor gatherings giving way to town-wide celebrations in the fall and winter. From art openings on Milton Road to evenings out on Purchase Street, activity is concentrated and accessible.

Downtown Rye's Purchase Street is the center for dining and socializing, with its 'Restaurant Row' offering spots for family outings and date nights.
Cultural programming for all ages happens at The Rye Arts Center, from art workshops to seasonal performances.
Major concerts are a short trip away at Port Chester's historic Capitol Theatre, a classic rock palace that draws a regional crowd.

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Popular in Rye

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The Osborn & Osborn Home Care Job Fair!

Thursday • 10:00 AM

The Osborn

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GRATITUDE Sound Bath & Tarot Reading Night at The DRIPBaR Rye

Thursday • 6:30 PM

The DRIPBaR Rye

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Summit Health NY- Rye Meeting (11/9/26 at 12:00PM)

Mon, Nov 9 • 12:00 PM

Rye- First Floor Conference Room

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A Conversation About Life After Divorce with Unhitched author, Oona Metz

Tue, Nov 10 • 6:00 PM

Wainwright House, Inc.

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Westchester Comedy Club @ Rye: Sheba Mason, Chris Monty & friends

Thu, Nov 12 • 7:00 PM

Rye Grill & Bar

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Live Comedy At Winfield Coffee - Rye - 11/13

Fri, Nov 13 • 8:00 PM

Winfield Street Coffee - Rye

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Movement & Stillness

Mon, Nov 16 • 6:15 PM

Wainwright House, Inc.

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Breakfast with Santa

Sat, Dec 5 • 10:00 AM + 11 more

The Barley Beach House

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The Osborn & Osborn Home Care Job Fair!

Thursday • 10:00 AM

The Osborn

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GRATITUDE Sound Bath & Tarot Reading Night at The DRIPBaR Rye

Thursday • 6:30 PM

The DRIPBaR Rye

Check ticket price on event

Summit Health NY- Rye Meeting (11/9/26 at 12:00PM)

Mon, Nov 9 • 12:00 PM

Rye- First Floor Conference Room

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A Conversation About Life After Divorce with Unhitched author, Oona Metz

Tue, Nov 10 • 6:00 PM

Wainwright House, Inc.

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Westchester Comedy Club @ Rye: Sheba Mason, Chris Monty & friends

Thu, Nov 12 • 7:00 PM

Rye Grill & Bar

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Live Comedy At Winfield Coffee - Rye - 11/13

Fri, Nov 13 • 8:00 PM

Winfield Street Coffee - Rye

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Movement & Stillness

Mon, Nov 16 • 6:15 PM

Wainwright House, Inc.

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Breakfast with Santa

Sat, Dec 5 • 10:00 AM + 11 more

The Barley Beach House

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Online Events

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Online Group Reading Nov 1 | Psychic Medium Michelle Russell

Tomorrow • 8:00 PM AST

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Humanitarian Water Engineering Fall 2026

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

Thursday • 1:00 PM GMT

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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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Corn as a partner and gift giver: Voices of respect

Wed, Nov 18 • 10:00 AM CST

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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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Online Group Reading Nov 1 | Psychic Medium Michelle Russell

Tomorrow • 8:00 PM AST

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Humanitarian Water Engineering Fall 2026

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

Thursday • 1:00 PM GMT

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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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Corn as a partner and gift giver: Voices of respect

Wed, Nov 18 • 10:00 AM CST

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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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From nearby cities

BRONX CARNIVAL - Dancehall & Soca Halloween Day Party

Today • 2:00 PM

Bronx Brewery Back Yard Entrance

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Cadillac Club of North Jersey — 35th Fabulous Fall Car Show

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State Line Lookout

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Mausoleum Tour at Woodlawn Cemetery 2026

Tomorrow • 2:00 PM

Woodlawn Cemetery

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Denim and Pearls

Sat, Nov 14 • 1:00 PM

Vibra Restaurant & Lounge

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The Next Century of Black Studies

Mon, Nov 16 • 10:00 AM

Schomburg Center for Research in Black Culture

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Ghana Tech Summit - 2026 Ai Edition

Thu, Nov 19 • 12:00 PM

Fordham University School of Law

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I am HER Legacy

Sat, Apr 17 • 10:00 AM

Salem Church

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BRONX CARNIVAL - Dancehall & Soca Halloween Day Party

Today • 2:00 PM

Bronx Brewery Back Yard Entrance

Check ticket price on event

We Heart RnB HALLOWEEN (Stamford, CT)

Today • 10:00 PM

Tequila Escape -Stamford

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Cadillac Club of North Jersey — 35th Fabulous Fall Car Show

Tomorrow • 10:00 AM

State Line Lookout

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Mausoleum Tour at Woodlawn Cemetery 2026

Tomorrow • 2:00 PM

Woodlawn Cemetery

Check ticket price on event

Denim and Pearls

Sat, Nov 14 • 1:00 PM

Vibra Restaurant & Lounge

Check ticket price on event

The Next Century of Black Studies

Mon, Nov 16 • 10:00 AM

Schomburg Center for Research in Black Culture

Check ticket price on event

Ghana Tech Summit - 2026 Ai Edition

Thu, Nov 19 • 12:00 PM

Fordham University School of Law

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I am HER Legacy

Sat, Apr 17 • 10:00 AM

Salem Church

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Points of Interest near Rye

Jay Heritage Center

Frequently asked questions about Rye

What are some family-friendly events in Rye, NY?

Rye hosts many community-focused family events throughout the year. The town organizes traditions like the annual Halloween Window Painting in October and a Holiday Bonfire in December. The Rye Arts Center also provides workshops and performances for all ages.

Where are the best spots for live music events near Rye?

The Capitol Theatre in neighboring Port Chester is the premier venue for major concerts. For more local performances, Crawford Mansion and Rye Town Park sometimes host concerts, including the free Summer Concert Series. These events offer a more intimate community setting.

Are there any food and drink events in Rye?

The Rye Farmers Market is a popular weekly food event from late spring through late fall. Held on Sundays behind Purchase Street, it features regional farmers and food producers. The downtown area also has a lively restaurant scene for dining out.

Where can I find art events and exhibitions in Rye?

The Rye Arts Center is the main hub for visual arts and cultural programming. It features rotating exhibitions, workshops, and various art-focused events. Additionally, the annual Rye Holiday Craft Fair at the Rye Free Reading Room showcases local artisans.

What kind of outdoor activities are popular in Rye?

Rye's waterfront on the Long Island Sound is central to its outdoor life. Rye Town Park is a popular spot for picnics and walks, while also hosting community events. In the summer, many enjoy the Friday Night Fireworks at Playland Park.

How can I find free things to do in Rye?

Many of Rye's community gatherings are free to attend. The Summer Concert Series at the Recreation Park Amphitheater offers free performances. Exploring Rye Town Park or visiting the downtown area are also great free activities.

What are some good date night ideas in Rye, NY?

Downtown Rye around Purchase Street is ideal for a date night. Couples can have dinner at a spot on 'Restaurant Row' or enjoy public dining at the historic Whitby Castle. For a unique experience, a major concert at The Capitol Theatre is nearby.

What's the scene like on Purchase Street in downtown Rye?

Purchase Street is the walkable, social heart of Rye's downtown. It’s lined with boutiques, cafes, and a 'Restaurant Row' with varied dining. The area is the go-to destination for an evening out, especially on weekends when the dining scene is most active.