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.

autocomplete

Popular in Rye

Explore more events

Rye Arts Center - Live StandUp Comedy

Today • 8:00 PM

The Rye Arts Center

Check ticket price on event

The Quest for Enough: Interfaith Reflections on Ambition & Contentment

Monday • 7:00 PM

Rye Free Reading Room

Check ticket price on event

Speed Dating Westchester Men ages 56-70, Women 50-66.

Wednesday • 7:00 PM

Whitby Castle

Check ticket price on event

Spooktacular Oktoberfest at Edith G. Read Wildlife Sanctuary

Sat, Oct 17 • 1:00 PM + 1 more

Edith G. Read Wildlife Sanctuary

Check ticket price on event

Summit Health NY- Rye Meeting (10/19/26 at 12:00PM)

Mon, Oct 19 • 12:00 PM

Rye- First Floor Conference Room

Check ticket price on event

Westchester Comedy Club @ Rye: Thursday Night Laughs - October 2026

Thu, Oct 22 • 7:00 PM

Rye Grill & Bar

Check ticket price on event

Reclaiming Health from the Inside Out

Thu, Oct 29 • 6:30 PM

The DRIPBaR Rye

Check ticket price on event

GRATITUDE Sound Bath & Tarot Reading Night at The DRIPBaR Rye

Thu, Nov 5 • 6:30 PM

The DRIPBaR Rye

Check ticket price on event

Rye Arts Center - Live StandUp Comedy

Today • 8:00 PM

The Rye Arts Center

Check ticket price on event

The Quest for Enough: Interfaith Reflections on Ambition & Contentment

Monday • 7:00 PM

Rye Free Reading Room

Check ticket price on event

Speed Dating Westchester Men ages 56-70, Women 50-66.

Wednesday • 7:00 PM

Whitby Castle

Check ticket price on event

Spooktacular Oktoberfest at Edith G. Read Wildlife Sanctuary

Sat, Oct 17 • 1:00 PM + 1 more

Edith G. Read Wildlife Sanctuary

Check ticket price on event

Summit Health NY- Rye Meeting (10/19/26 at 12:00PM)

Mon, Oct 19 • 12:00 PM

Rye- First Floor Conference Room

Check ticket price on event

Westchester Comedy Club @ Rye: Thursday Night Laughs - October 2026

Thu, Oct 22 • 7:00 PM

Rye Grill & Bar

Check ticket price on event

Reclaiming Health from the Inside Out

Thu, Oct 29 • 6:30 PM

The DRIPBaR Rye

Check ticket price on event

GRATITUDE Sound Bath & Tarot Reading Night at The DRIPBaR Rye

Thu, Nov 5 • 6:30 PM

The DRIPBaR Rye

Check ticket price on event

Explore more events

Online Events

Explore more events

HBR Book Webinar: Resilient Optimism

Thursday • 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

Biodiversity Law and Governance Day 2026

Sat, Oct 24 • 11:30 AM GMT+4

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

Witch hunts and real lives

Fri, Oct 30 • 2:00 PM GMT

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

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

Check ticket price on event

HBR Book Webinar: Resilient Optimism

Thursday • 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

Biodiversity Law and Governance Day 2026

Sat, Oct 24 • 11:30 AM GMT+4

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

Witch hunts and real lives

Fri, Oct 30 • 2:00 PM GMT

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

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

Check ticket price on event

Explore more events

Health & Wellness events

Summit Health NY- Rye Meeting (10/19/26 at 3:00PM)

Mon, Oct 19 • 3:00 PM

Rye- First Floor Conference Room

Check ticket price on event

Reclaiming Health from the Inside Out

Thu, Oct 29 • 6:30 PM

The DRIPBaR Rye

Check ticket price on event

Rye, NY Wellness Networking Breakfast for Heart-led Entrepreneurs

Thu, Oct 29 • 8:30 AM

Le Pain Quotidien

Check ticket price on event

GRATITUDE Sound Bath & Tarot Reading Night at The DRIPBaR Rye

Thu, Nov 5 • 6:30 PM

The DRIPBaR Rye

Check ticket price on event

Summit Health NY- Rye Meeting (10/19/26 at 3:00PM)

Mon, Oct 19 • 3:00 PM

Rye- First Floor Conference Room

Check ticket price on event

Reclaiming Health from the Inside Out

Thu, Oct 29 • 6:30 PM

The DRIPBaR Rye

Check ticket price on event

Rye, NY Wellness Networking Breakfast for Heart-led Entrepreneurs

Thu, Oct 29 • 8:30 AM

Le Pain Quotidien

Check ticket price on event

GRATITUDE Sound Bath & Tarot Reading Night at The DRIPBaR Rye

Thu, Nov 5 • 6:30 PM

The DRIPBaR Rye

Check ticket price on event

Free events

Rye Arts Center - Live StandUp Comedy

Today • 8:00 PM

The Rye Arts Center

Check ticket price on event

The Quest for Enough: Interfaith Reflections on Ambition & Contentment

Monday • 7:00 PM

Rye Free Reading Room

Check ticket price on event

Summit Health NY- Rye Meeting (10/19/26 at 3:00PM)

Mon, Oct 19 • 3:00 PM

Rye- First Floor Conference Room

Check ticket price on event

Rye, NY Wellness Networking Breakfast for Heart-led Entrepreneurs

Thu, Oct 29 • 8:30 AM

Le Pain Quotidien

Check ticket price on event

Rye Arts Center - Live StandUp Comedy

Today • 8:00 PM

The Rye Arts Center

Check ticket price on event

The Quest for Enough: Interfaith Reflections on Ambition & Contentment

Monday • 7:00 PM

Rye Free Reading Room

Check ticket price on event

Summit Health NY- Rye Meeting (10/19/26 at 3:00PM)

Mon, Oct 19 • 3:00 PM

Rye- First Floor Conference Room

Check ticket price on event

Rye, NY Wellness Networking Breakfast for Heart-led Entrepreneurs

Thu, Oct 29 • 8:30 AM

Le Pain Quotidien

Check ticket price on event

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.