Westchester County
Upcoming Events
Westchester County is where memories are made
and there’s always something happening.
This is your updated weekly guide to Westchester County events: street fairs, summer concerts, harvest festivals, holiday markets, fire department parades, and more. Whether you’re a longtime resident or new here, explore what’s on this week and this weekend in Westchester and discover the traditions that make life here vibrant.
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Last updated: March 27, 2026
📅 Upcoming Events in Westchester County
February – October 2026Weekday Events in Westchester (March 23rd–March 27th, 2026)
Wednesday, March 25
Tides & Tastings: Meet the Maker Dinner with Hiatus Tequila
· Tarrytown🍷 Food & Drink
Author Talk: David Pogue @ Bedford Playhouse
· Bedford💙 Community
Thursday, March 26
Westchester Comedy Club
· Rye😂 Comedy
Friday, March 27
Don't Tell Comedy
· Port Chester😂 Comedy
Frozen
· Yorktown🎭 Theater
Katonah Museum of Art Gala and Auction
· Tarrytown🎨 Arts
Live Music: Wildside - A Tribute to Motley Crue
· Yonkers🎵 Music
Glow in the Dark Easter Egg Hunt
· Scarsdale👨👩👧 Family
Weekend Events in Westchester (March 28th–March 29th, 2026)
Saturday, March 28
Frozen
· Yorktown🎭 TheaterBotanical Beverages
· Tarrytown🍷 Food & Drink
Storytime with Mochi the Therapy Dog
· Rye👨👩👧 Family
Annual Chess Tournament
· Mount Vernon🥂 Social
Hudson River Potters Spring Show & Sale
· Ossining🛍️ Market / Festival
A Very Blue Easter Egg Hunt
· Scarsdale👨👩👧 Family
Bedford Village Spring Egg Hunt
· Bedford👨👩👧 Family
Sunday, March 29
Springfest
· Rye👨👩👧 Family
Wedding and Bridal Expo (Rescheduled)
· White Plains💙 Community
Hudson River Potters Spring Show & Sale
· Ossining🛍️ Market / Festival
Weekday Events in Westchester (March 30th–March 31st, 2026)
Monday, March 30
Springfest
· Rye👨👩👧 Family
Tuesday, March 31
Author Talk: Lilian Ajayi Ore
· Bedford💙 Community
Flashlight Egg Hunt
· Bedford👨👩👧 Family
Weekend Events in Westchester (April 4th–April 5th, 2026)
Saturday, April 4
Easter Egg Hunt
· Mount Kisco👨👩👧 Family
Easter Egg Hunt
· Rye👨👩👧 Family
Eggstravaganza
· Rye👨👩👧 Family
Sunday, April 5
Easter at Lake Isle - A Gigante & Mulino's Grand Buffet
· Eastchester🍷 Food & Drink
Weekday Events in Westchester (April 6th–April 10th, 2026)
Monday, April 6
Conversation & Cocktails: Christina & Willie Geist
· Bedford💙 Community
Wednesday, April 8
Walk & Talk Book Club
· Bedford💙 Community
Thursday, April 9
Offer With Her Head
· Ossining🎭 Theater
Author Talk: Grant Ginder
· Bedford💙 Community
Food Truck Thurs: Cousins Main Lobster
· Rye🍷 Food & Drink
Friday, April 10
Offer With Her Head
· Ossining🎭 Theater
Weekend Events in Westchester (April 11th–April 12th, 2026)
Saturday, April 11
Crybaby! The Janis Joplin Experience
· Mamaroneck🎵 Music
Live Music: Dead Letter Office: A Tribute to REM
· Yonkers🎵 Music
Offer With Her Head
· Ossining🎭 Theater
Don't Tell Comedy
· Peekskill😂 Comedy
Playland Job Fair
· White Plains💼 Business
Swing Dance Soirée Event
· Tarrytown🥂 Social
Swing Dance Soirée Event
· Tarrytown🥂 Social
Sunday, April 12
An Evening with Yale Whiffenpoofs
· Tarrytown🎵 Music
Cat Kid Comic Club: The Musical
· Mamaroneck👨👩👧 Family
Live Music: Junction Trio
· Katonah🎵 Music
Offer With Her Head
· Ossining🎭 Theater
New York Metro Reptile Expo
· White Plains🛍️ Market / Festival
Math Skills & Money Sense
· Rye👨👩👧 Family
Westchester Children's Museum 10th Anniversary Bash
· Rye👨👩👧 Family
Weekday Events in Westchester (April 13th–April 17th, 2026)
Monday, April 13
From Idea to Book: What Publishers Look For
· Bedford💙 Community
Tuesday, April 14
Live Music: The Warped Band
· Yonkers🎵 Music
Westchester Comedy Club
· Rye😂 Comedy
Wednesday, April 15
Author Talk: Mark Oppenheimer
· Bedford💙 Community
Thursday, April 16
Live Music: Shotguns N' Roses: A Tribute to GNR
· Yonkers🎵 MusicAn Evening in Good Taste
· White Plains🤲 Benefit / Fundraiser
Books & Bourbon
· Bedford💙 Community
Food Truck Thurs: Melt Mobile
· Rye🍷 Food & Drink
Friday, April 17
★ Wish Ball
· Rye🤲 Benefit / FundraiserVolunteer New York! Spirit Awards
· Tarrytown🤲 Benefit / FundraiserWish Ball
· Rye🤲 Benefit / Fundraiser
Katonah Chili Cook-Off
· Katonah🍷 Food & Drink
Weekend Events in Westchester (April 18th–April 19th, 2026)
Saturday, April 18
Don't Tell Comedy
· White Plains😂 Comedy
Lyndhurst Flower House
· Tarrytown🛍️ Market / Festival
Live Music: Nirvani: A Tribute to Nirvana
· Yonkers🎵 Music
Westchester Comedy Club
· White Plains😂 Comedy
Petals and Prosecco Party
· Tarrytown🥂 Social
Katonah Art Walk
· Katonah🎨 Arts
Sunday, April 19
Cardboard Explosion: A Paper Heart Puppet Show and Workshop
· Tarrytown👨👩👧 Family
Lyndhurst Flower House
· Tarrytown🛍️ Market / Festival
Live Music: Steven Isserlis & Connie Shih
· Katonah🎵 Music
Weekday Events in Westchester (April 21st–April 24th, 2026)
Tuesday, April 21
Nonprofit Leadership Summit
· Purchase💙 Community
Thursday, April 23
Westchester Comedy Club
· Rye😂 Comedy
Food Truck Thurs: Scotty's Eggrolls
· Rye🍷 Food & Drink
Friday, April 24
Live Music: Ann Hampton Callaway
· Mamaroneck🎵 Music
Clint Holmes: Let's Go! Up on the Roof
· Yorktown🎵 Music
West Side Story Dinner Theater
· Mount Vernon🎭 Theater
Weekend Events in Westchester (April 25th–April 26th, 2026)
Saturday, April 25
Deconstructing The Music: The Beatles' Revolver
· Tarrytown🎵 Music
Gary Gulman: Grandiloquent
· Mamaroneck😂 Comedy
Health is Wealth
· White Plains💙 Community
West Side Story Dinner Theater
· Mount Vernon🎭 Theater
Sunday, April 26
Blue Notes & Brunch
· Tarrytown🎵 Music
The Westchester Record and CD Show
· Tarrytown🛍️ Market / FestivalToast 250! Tavern Nights
· Yorktown🍷 Food & Drink
Toast 250! Tavern Nights
· Yorktown🍷 Food & Drink
Westchester Children's Museum 10th Anniversary Bash
· Rye👨👩👧 Family
West Side Story Dinner Theater
· Mount Vernon🎭 Theater
Weekday Events in Westchester (April 29th–May 1st, 2026)
Wednesday, April 29
A Matter of Taste
· New Rochelle🤲 Benefit / Fundraiser
Thursday, April 30
Stars of Late Night Comedy
· Bedford😂 Comedy
Food Truck Thurs
· Rye🍷 Food & Drink
Friday, May 1
Live Music: Anat Cohen Quartetinho
· Katonah🎵 Music
Spring Crafts at Lyndhurst
· Tarrytown🛍️ Market / FestivalSt. Jude Give to Live Gala
· Rye🤲 Benefit / Fundraiser
Rye Rocks Spring Concert: Ready or Not
· Rye🎵 Music
Weekend Events in Westchester (May 2nd–May 3rd, 2026)
Saturday, May 2
An Evening with Brett Dennen - Art is Life
· Mamaroneck🎵 Music
The Pout-Pout Fish
· Mamaroneck👨👩👧 Family
Spring Crafts at Lyndhurst
· Tarrytown🛍️ Market / Festival
Sunday, May 3
Live Music: Poiesis Quartet
· Katonah🎵 Music
Spring Crafts at Lyndhurst
· Tarrytown🛍️ Market / Festival
Star Wars Day
· Rye👨👩👧 Family
Weekday Events in Westchester (May 8th, 2026)
Thursday, May 7
Food Truck Thurs: Latusion
· Rye🍷 Food & Drink
Friday, May 8
Live Music: Solomon Hicks
· Katonah🎵 MusicToast 250! Tavern Nights
· Eastchester🍷 Food & Drink
Toast 250! Tavern Nights
· Eastchester🍷 Food & Drink
Spring Benefit: Bedford Playhouse
· Bedford🤲 Benefit / Fundraiser
Weekend Events in Westchester (May 9th, 2026)
Saturday, May 9
New York City Gay Men's Chorus Presents: TONEWALL
· Tarrytown🎵 Music
Weekday Events in Westchester (May 12th–May 15th, 2026)
Tuesday, May 12
Sunset Yoga in the Sunken Garden
· Katonah🌿 Exercise
Thursday, May 14
Food Truck Thurs: Stuf'd Food Truck
· Rye🍷 Food & Drink
Friends of Chappaqua Library Annual Book Sale
· Chappaqua🤲 Benefit / Fundraiser
Friday, May 15
Beetlejuice Jr.
· Yorktown🎭 Theater
Flying Ivories Dueling Pianos
· Tarrytown🎵 Music
Rye Rocks Spring Concert: FDR Drive Band
· Rye🎵 Music
Weekend Events in Westchester (May 16th, 2026)
Saturday, May 16
Beetlejuice Jr.
· Yorktown🎭 Theater
Westchester Comedy Club
· White Plains😂 Comedy
Suds on the Sound
· Rye🍷 Food & Drink
Katonah Art Walk
· Katonah🎨 Arts
Weekday Events in Westchester (May 19th–May 20th, 2026)
Tuesday, May 19
Sunset Yoga in the Sunken Garden
· Katonah🌿 Exercise
Wednesday, May 20
Little Artists at Caramoor
· Katonah🎨 Arts
Rosen House Studio Nights: Art and Aperitifs
· Katonah🎨 Arts
Weekday Events in Westchester (May 26th–May 29th, 2026)
Thursday, May 21
Food Truck Thurs: Arthur Ave Pizza
· Rye🍷 Food & Drink
Tuesday, May 26
Sunset Yoga in the Sunken Garden
· Katonah🌿 Exercise
Thursday, May 28
Food Truck Thurs
· Rye🍷 Food & Drink
Friday, May 29
Ladies of Laughter Featuring Carmen Lynch
· Mamaroneck😂 Comedy
Rye Rocks Spring Concert: Seeing Red
· Rye🎵 Music
Weekend Events in Westchester (May 30th–May 31st, 2026)
Saturday, May 30
Magic Rocks! Illusionist Leon Etienne
· Mamaroneck👨👩👧 Family
Sunday, May 31
Math Skills & Money Sense
· Rye👨👩👧 Family
Weekend Events in Westchester (June 6th, 2026)
Thursday, June 4
Food Truck Thurs: El Patio
· Rye🍷 Food & Drink
Saturday, June 6
Live Music: Mingus Big Band
· Mamaroneck🎵 MusicHope on the Hudson Annual Benefit
· Ossining🤲 Benefit / Fundraiser
White Plains Outdoor Arts Festival
· White Plains🛍️ Market / Festival
Weekday Events in Westchester (June 8th, 2026)
Sunday, June 7
White Plains Outdoor Arts Festival
· White Plains🛍️ Market / Festival
Tarrytown Street Fair
· Tarrytown🛍️ Market / Festival
Monday, June 8
Swing for the Arts: Golf Outing
· Scarsdale🤲 Benefit / Fundraiser
Weekend Events in Westchester (June 13th, 2026)
Tuesday, June 9
Perfect Pairings With Kevin Zraly & Peter Kelly
· Briarcliff Manor🍷 Food & Drink
Wednesday, June 10
Party on the Pier at Playland
· Rye🍷 Food & Drink
Thursday, June 11
Burgers, Beer, & Barrels
· Valhalla🍷 Food & Drink
Food Truck Thurs: Neil's on Wheels
· Rye🍷 Food & Drink
Friday, June 12
Rye Rocks Spring Concert: Might and the Weevils
· Rye🎵 Music
Wine Collector's Dinner
· Chappaqua🍷 Food & Drink
Saturday, June 13
Completely Unchained - The #1 Van Halen Tribute Band
· Mamaroneck🎵 Music
Rosé in Rye
· Rye🍷 Food & Drink
Grand Tasting Village
· Valhalla🍷 Food & Drink
Weekday Events in Westchester (June 18th, 2026)
Sunday, June 14
The Last Taste: A Sunday Soirée
· Yonkers🍷 Food & Drink
Thursday, June 18
Westchester Comedy Club
· Rye😂 Comedy
Food Truck Thurs: Walters
· Rye🍷 Food & Drink
Weekend Events in Westchester (June 20th, 2026)
Friday, June 19
Father's Day Cornhole Tournament
· Rye🍷 Food & Drink
Saturday, June 20
Westchester Comedy Club
· White Plains😂 Comedy
Weekend Events in Westchester (June 27th, 2026)
Saturday, June 27
Live Music: The Broken Hearts (Tom Petty Tribute)
· Yonkers🎵 Music
Weekend Events in Westchester (September 19th, 2026)
Saturday, July 4
July 4th Beach Party
· Rye🍷 Food & Drink
Friday, July 17
Katonah Sidewalk Sale Days
· Katonah🛍️ Market / Festival
Saturday, July 18
Katonah Sidewalk Sale Days
· Katonah🛍️ Market / Festival
Sunday, August 16
Raggae Rum Punch Party
· Rye🍷 Food & Drink
Monday, September 14
Sip Sound Savor
· Rye🍷 Food & Drink
Saturday, September 19
The Capitol Theatre 100th Anniversary Celebration
· Port Chester🎵 Music
Magic & Movies Under the Stars
· Rye👨👩👧 Family
Katonah Art Walk
· Katonah🎨 Arts
Weekend Events in Westchester (September 26th–September 27th, 2026)
Saturday, September 26
Northeast TCG Show 2026
· White Plains🛍️ Market / Festival
Sunday, September 27
Northeast TCG Show 2026
· White Plains🛍️ Market / Festival
Weekday Events in Westchester (September 28th–October 2nd, 2026)
Monday, September 28
Golfing for Kids
· Elmsford🤲 Benefit / Fundraiser
Wednesday, September 30
Toasting to a Healthy Westchester
· Tarrytown🤲 Benefit / Fundraiser
Friday, October 2
Halloween Opening Season Party
· Tarrytown🥂 Social
Weekday Events in Westchester (October 22nd–October 23rd, 2026)
Sunday, October 18
Halloween Window Painting
· Rye👨👩👧 Family
Thursday, October 22
Glass Pumpkin Patch hosted by Gregory Tomb Glassblowing Studio
· Sleepy Hollow🛍️ Market / Festival
Friday, October 23
Glass Pumpkin Patch hosted by Gregory Tomb Glassblowing Studio
· Sleepy Hollow🛍️ Market / Festival
Weekend Events in Westchester (October 24th–October 25th, 2026)
Saturday, October 24
Glass Pumpkin Patch hosted by Gregory Tomb Glassblowing Studio
· Sleepy Hollow🛍️ Market / Festival
Katonah Art Walk
· Katonah🎨 Arts
Sunday, October 25
20th Annual Walk for Wishes
· Sleepy Hollow🛍️ Market / Festival
Glass Pumpkin Patch hosted by Gregory Tomb Glassblowing Studio
· Sleepy Hollow🛍️ Market / Festival
Saturday, November 28
Turkey Run
· Rye🌿 Excercise
⏳ Past Events
Looking for a past event?
We keep a full archive of past Westchester events — concerts, festivals, comedy nights, food & drink, and more — dating back to 2025.
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