Best events in
Brewster

With a rhythm blending small-town charm and commuter energy, there are many events and things to do in Brewster, NY. The local scene is rooted in community gatherings on Main Street, from annual festivals to weekly creative meetups. Entertainment ranges from live music and comedy at rustic venues like Tilly's Table to family-friendly recreation at the local ice arena.

Wander down historic Main Street, where the lively Hispanic influence is felt in local shops and restaurants, and community arts events take place at Studio Around the Corner.
Enjoy a mix of entertainment at Tilly's Table, a rustic farm venue known for concerts, stand-up comedy, and its annual Oktoberfest celebration.
Find year-round recreation with public skating sessions at the Brewster Ice Arena or by shopping for local goods at the Hudson Valley Regional Farmers Market.

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Events near Brewster

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Speed Dating Ages 21-30 in Newton, CT at Perfusion Bar

Today • 7:00 PM

Perfusion Bar

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A Journey Through Time: Geology Hike

Saturday • 10:00 AM

Westchester Wilderness Walk/Zofnass Family Preserve

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Married, Single and a Baby Comedy Show at The Funny Farm at Tilly's Table

Fri, Oct 16 • 6:30 PM

Tilly's Table

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2026 Fall Elementary Music Education Workshop

Sat, Oct 17 • 9:00 AM

WCSU Westside Campus WS218

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3rd Annual Designer Handbag Bingo | Bags • Bingo • Big Fun!

Thu, Oct 22 • 7:00 PM

Edmond Town Hall

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Beyond Weight Loss: The Metabolic Revolution in Medicine- 5.75 IPCE credits

Fri, Oct 23 • 8:00 AM

Northern Westchester Hospital

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PLANT-FORWARD MASTERCLASS: COOKING WITH CHAD SARNO

Sun, Oct 25 • 11:00 AM

Mast Market Prep Kitchen

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Alice in Wonderland Jr

Fri, Nov 6 • 7:00 PM

Saxe Middle School

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Speed Dating Ages 21-30 in Newton, CT at Perfusion Bar

Today • 7:00 PM

Perfusion Bar

Check ticket price on event

A Journey Through Time: Geology Hike

Saturday • 10:00 AM

Westchester Wilderness Walk/Zofnass Family Preserve

Check ticket price on event

Married, Single and a Baby Comedy Show at The Funny Farm at Tilly's Table

Fri, Oct 16 • 6:30 PM

Tilly's Table

Check ticket price on event

2026 Fall Elementary Music Education Workshop

Sat, Oct 17 • 9:00 AM

WCSU Westside Campus WS218

Check ticket price on event

3rd Annual Designer Handbag Bingo | Bags • Bingo • Big Fun!

Thu, Oct 22 • 7:00 PM

Edmond Town Hall

Check ticket price on event

Beyond Weight Loss: The Metabolic Revolution in Medicine- 5.75 IPCE credits

Fri, Oct 23 • 8:00 AM

Northern Westchester Hospital

Check ticket price on event

PLANT-FORWARD MASTERCLASS: COOKING WITH CHAD SARNO

Sun, Oct 25 • 11:00 AM

Mast Market Prep Kitchen

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Alice in Wonderland Jr

Fri, Nov 6 • 7:00 PM

Saxe Middle School

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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 Brewster

Where are the best spots for live music events in Brewster?

Tilly's Table is a primary destination for concerts in a rustic barn setting. The venue hosts a variety of musical acts, and Rye Republic on Main Street also occasionally features live performances. For a more casual experience, the Brewster Summer Music Series offers free outdoor concerts.

What are some family-friendly things to do in Brewster, NY?

The Brewster Ice Arena offers public skating for all ages and hosts hockey events. Families can also enjoy the annual Brewster Fall Festival on Main Street or shop for local produce and goods at the weekly Hudson Valley Regional Farmers Market.

Are there free events to attend in Brewster?

The Brewster Summer Music Series provides free outdoor concerts at Veteran's Park. Many community events on Main Street, like the annual Brewster Fall Festival, are also free to attend, offering a great way to experience local culture without an admission fee.

Where can I find comedy shows in Brewster?

Tilly's Table at Tilly Foster Farm regularly hosts stand-up comedy nights. For those interested in new talent, the Cultural Arts Coalition holds a weekly Comedy Open Mic Night at the Studio Around the Corner, providing a space for local comedians.

Do you have any date night ideas for Brewster?

A great date night could involve seeing a concert or comedy show at Tilly's Table. For a more casual evening, Rye Republic offers a classic American bar atmosphere for drinks or watching a game. Main Street also has several cozy restaurants perfect for dinner.

What kind of art and culture events happen in Brewster?

Studio Around the Corner is a central hub for the arts community. This Main Street venue hosts a weekly Writers Round, a monthly Community Drum Circle, and other literary and performance art events. The Southeast Museum also offers exhibits on local history.

What is there to do around Main Street in Brewster?

Brewster's Main Street is a walkable district with shops, restaurants, and cultural venues. Visitors can browse local stores, attend an event at the Studio Around the Corner, or visit the Southeast Museum. The area's Hispanic influence is also visible in its many bodegas and eateries.

Which food and drink events are popular in Brewster?

The Hudson Valley Regional Farmers Market is a weekly staple for local food. It runs year-round and features fresh produce, meats, and baked goods. For a festive experience, Tilly's Table hosts an annual Oktoberfest celebration with food, drinks, and entertainment.

Events near Brewster

Speed Dating Ages 21-30 in Newton, CT at Perfusion Bar

A Journey Through Time: Geology Hike

Married, Single and a Baby Comedy Show at The Funny Farm at Tilly's Table

2026 Fall Elementary Music Education Workshop

3rd Annual Designer Handbag Bingo | Bags • Bingo • Big Fun!

Beyond Weight Loss: The Metabolic Revolution in Medicine- 5.75 IPCE credits

PLANT-FORWARD MASTERCLASS: COOKING WITH CHAD SARNO

Alice in Wonderland Jr

Speed Dating Ages 21-30 in Newton, CT at Perfusion Bar

A Journey Through Time: Geology Hike

Married, Single and a Baby Comedy Show at The Funny Farm at Tilly's Table

2026 Fall Elementary Music Education Workshop

3rd Annual Designer Handbag Bingo | Bags • Bingo • Big Fun!

Beyond Weight Loss: The Metabolic Revolution in Medicine- 5.75 IPCE credits

PLANT-FORWARD MASTERCLASS: COOKING WITH CHAD SARNO

Alice in Wonderland Jr

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Nearby cities

New York

New Haven

Stamford

Bridgeport

Danbury

Norwalk

Yonkers

Hoboken

Pompton Lakes

Northport

Bristol

Kingston

Englewood

River Edge

Beacon

White Plains

Tarrytown

Westport

Rutherford

Westbury

New Rochelle

Mount Vernon

Poughkeepsie

Port Jefferson

Huntington

Hackensack

Merritt Park

Melville

Roslyn Heights

Waterbury

New York

New Haven

Stamford

Bridgeport

Danbury

Norwalk

Yonkers

Hoboken

Pompton Lakes

Northport

Bristol

Kingston

Englewood

River Edge

Beacon

White Plains

Tarrytown

Westport

Rutherford