🎵 Pleasantville Music Festival Turns 20, and "The Treadmill Guys" Are Headlining

🌺 9th Annual Tiki Party at Harbor Island Park
Fri., Jul. 10 | Harbor Island Park, Mamaroneck | 6p-10p | Free
 
Yacht rock from New Yacht City, a fire dancer, a foam party, family mini golf, Lilo & Stitch on the big outdoor screen, and food trucks including Cousins Maine Lobster, Taqueria Del Valle, and Walter's on the waterfront. Free parking after 6p.
Kids get Lilo & Stitch on the big screen. Parents get yacht rock and Cousins Maine Lobster. Everyone wins →

⚽ White Plains Soccer Fest: July 11 Block Party
Sat., Jul. 11 | Mamaroneck Ave., White Plains | 4p-11p | Free
 
Two FIFA World Cup quarterfinals on the jumbo screen, soccer darts, human foosball, a kick speed challenge, and outdoor dining from a full block of restaurants. The World Cup quarterfinal stage only comes around every four years, and White Plains is putting it on right in the middle of downtown.
Two World Cup quarterfinals on the jumbo screen, soccer darts, human foosball, and a full block of Mamaroneck Avenue closed for the party →

🎵 20th Annual Pleasantville Music Festival
Sat., Jul. 11 | Parkway Field, Pleasantville | Gates 11:30a, Music from 12:30p | $50+, children under 12 free with a ticket-carrying adult
 
The Pleasantville Music Festival is back for its 20th year. Fourteen acts on three stages, including OK Go, Old 97's, The Fixx, Yola, and more, plus food, drinks and fun activities to keep the kids happy. It's New York's Backyard Jam in the heart of Westchester County!
OK Go, Old 97's, The Fixx, Yola, and 10 more acts across three stages. New York's Backyard Jam turns 20 this Saturday →

Hey, everybody. This is Bec. Before Loving Westchester, I spent 20 years helping businesses, brands, and community organizations build visibility and find their audience. If you're a local business owner who knows you should be showing up more online but can't find the time between running the business and everything else, that's exactly what WingWoman is for. Business and communications strategy, social content, partnerships, launches. Just the right person in your corner connecting the dots and helping you get things done.
 
Let's talk →

⚽ Meet a Westchester Soccer Club Player
Tue., Jul. 7 | White Plains Library, Galaxy Hall | 6:30p-7:30p | Free
 
A professional USL League One player from Westchester SC reads a story to families and talks about life as an athlete. All ages welcome, no registration required.

⚽ World Cup Crafts and Sticker Exchange at WCM
Wed., Jul. 8 | Westchester Children's Museum, Rye | 3p-5p | Included with admission
 
Kids create soccer-themed keepsakes, trade World Cup stickers, and watch match clips from the tournament. Bring your own stickers to swap.
 
🍦 Sundaes in the Park
Wed., Jul. 8 | Kensico Dam Plaza, Valhalla | 4:30p-7:30p | $5
 
Live music from Ryan Townsend starting at 5p, $5 cones, shakes, and sundaes near the children's playground. Bring blankets or chairs. Continues every Wednesday through August.
 
🦎 Firefly Festival at Trailside Nature Museum
Fri., Jul. 10 | Trailside Nature Museum, Cross River | 6p-9:30p | $15 (under 2 free)
 
Catch and release fireflies in the meadow with a live owl photo opp, face painting, music, and a talk by a UConn professor who studies firefly communication. Food from Captain Lawrence Brewery, American Swirl, and Stonefire Pizza on site.

🎨 Underwater Themed Kids Paint and Sip
Thu., Jul. 9 | Stew Leonard's, Yonkers | 12p-2p | $23
 
Kids create an ocean-themed canvas with washable paints alongside Wow! the Cow, who hosts a game of bingo during the session. Cookies and juice served. Ages 13 and under.
 
🦎 New York Metro Reptile Expo
Sun., Jul. 12 | Westchester County Center, White Plains | 9a-4p | $12 adults / $6 ages 7-12 / under 6 free
 
Over 250 vendor tables of reptiles, amphibians, invertebrates, and supplies at the County Center. Tickets at the door.
 
🛍️ Biggest Pop-Up: Vintage, Games, Comics and Toys at Charles Point
Sun., Jul. 12 | River Outpost Brewing, Peekskill | 1p-5p | Free admission
 
Vintage clothing, retro video games, Pokémon cards, comics, toys, anime merch, vinyl, and handmade goods along the Hudson waterfront at River Outpost Brewing. Craft beer and food on site.

🥃 Cigar Night at The Briarcliff Manor
Wed., Jul. 8 | The Briarcliff Manor, Briarcliff Manor | 6:30p-10:30p | $110 pre-paid / $125 at door (ladies $60/$70)
 
Cigars from Cigar Republic plus a buffet dinner, appetizers, dessert, coffee, and a first-hour open bar with top-shelf liquor sampling at the Briarcliff Manor estate grounds.
 
🎙️ An Evening with Mo Rocca
Wed., Jul. 8 | Shames JCC on the Hudson, Tarrytown | 7p-9p | $40+
 
CBS Sunday Morning correspondent, NPR's Wait Wait...Don't Tell Me! regular, and New York Times bestselling author Mo Rocca in conversation with podcaster Gideon Evans about the peculiar moments and people behind his broadcasting career.
 
🌿 Monthly Meditation at Hilltop Hanover Farm
Wed., Jul. 8 | Hilltop Hanover Farm, Yorktown Heights | 5:30p | Free (donation optional)
 
Guided nature-based meditation sessions in the fields and woodlands of Hilltop Hanover Farm led by mindfulness teacher Liz Slade. Includes seated meditation, mindful walking, and shared reflection. Open to all experience levels.
 
😂 Joselito the Puppet Stand-Up Comedy Show
Thu., Jul. 9 | Ava Ava RBL Latin Fusion Restaurant, New Rochelle | 8:30p | $25-$30

Bilingual English and Spanish stand-up comedy featuring Joselito the Puppet, the ventriloquist alter ego of comedian Jose Dionicio.
 
👗 Flea Near Me: White Plains $50 and Under Thrift Market
Sat., Jul. 11 | 107 Mamaroneck Ave., White Plains | Early bird 11a-2p ($5) / Free 2p-4p | $5
 
Indoor thrift and vintage market with 40-plus vendors selling streetwear, Y2K, designer pieces, accessories, and art, all priced at $50 or under.

Game nights are having a moment in Westchester, and if you've ever wanted to host a poker or casino night without the stress of figuring out the rules or rounding up chips, QueenBPoker is the answer. They come to your home, venue, office, and handle everything you may need from teaching the table to running the night. Casual, corporate, charity. No experience needed, just people who want a good time.
 
Plan your game night →

🌸 Flower Power at the New York Botanical Garden
Now through Oct. 18 | New York Botanical Garden, Bronx | Garden hours | Included with admission
 
A 1960s-themed flower show spread across the Haupt Conservatory grounds, with psychedelic botanical displays, classic VW buses for photos, Andy Warhol's Flowers (1964) and art by Corita Kent and Milton Glaser in the gallery.
 
🎬 Make Local Work Benefit at Arrowood Farms
Thu., Jul. 9 | Arrowood Farms, Accord | 6p-9p | Ticket prices vary
 
Stockade Works raises funds for its scholarship program opening Hudson Valley film and TV careers to underserved communities. Live acoustic Cajun music from Lapin Coquin, food from Phoenicia Diner, Aloha Tacos, and Eat Church, plus lawn games. Honorary hosts include Paul Rudd, Amanda Seyfried, and Vera Farmiga.
 
🎬 Movies Under the Walkway: Lilo and Stitch
Sat., Jul. 11 | Upper Landing Park, Poughkeepsie | Doors 7:30p, Film at sundown (~8:30p) | Free
 
The 2025 live action Lilo and Stitch on a big screen beneath the Walkway Over the Hudson. Bring blankets and chairs. Free parking at the Mid-Hudson Discovery Museum. Sunshine only.

🔦 Community Spotlight

Local events, announcements, and opportunities submitted by your Westchester neighbors
 

LMC Media's Video Vault series brings Top Gun back to the big screen at Mamaroneck Cinemas on Tuesday, July 7th at 7p. A collaboration between LMC Media and A-Sides with Jon Chattman, with proceeds supporting the Larchmont-Mamaroneck nonprofit media center. Tickets at Mamaroneck Cinemas.
 
A-Sides Beach Ball brings two nights of live music to Yonkers Brewing Company on August 1 and 2. Saturday features Brian Vander Ark of The Verve Pipe; Sunday brings Labiahead, an all-female Radiohead tribute fronted by Lena Hall and Charlene Kaye. Weekend passes from $35. www.yonkersbrewing.com/event-details-registration/a-sides-beach-ball-two-day-festival
 
Hops on the Hudson's Brews and Cruise II sets sail on September 12 from Peekskill's Charles Point Pier for a three-hour Hudson River cruise with unlimited samplings from 20-plus taps across seven NY craft breweries, food, and live music from Sundad. 21+. www.hopsonthehudson.com/event-details/brews-cruise-ii