We have rounded up some of the May Events taking place in Westchester County (and the surrounding area). There is a LOT to do and this is is our biggest post yet! Plan some family fun or a date night out this month!
Comedy:
Levity Live (Palisade Center – West Nyack) Enjoy a comedy show at Levity Live in May. Upcoming shows include Chris Porter (May 4-6), Michael Blackson (May 11-12), Greg Stone (May 13), Jackie Fabulous (May 18), Cipha Sounds (May 19-21) and American Misfits: Pre-Apocalypse Comedy Tour (May 26-27). *Check the site for the full lineup
Yonkers Comedy Club (Yonkers) Enjoy a comedy show at the Yonkers Comedy Club. May shows include Flame Monroe (May 5-6), Dean Edwards (May 11-13) Dan St. Germain (May 18-20), and Angel Salazar “Chi Chi” (May 25-27).
May 6 (Peekskill) Colin Mochrie (of Whose Line is It Anyway?) Presents ‘HYPROV” at Paramount Hudson Valley. 8 PM.Tickets: $37.50-$57.50. From the brilliant minds of Improv and Comedy Legend Colin Mochrie and Master Hypnotist Asad Mecci comes a brand new, mind-blowing, jaw-dropping, side-splitting show! Hypnosis and Improv — two art forms that have mystified and entertained fans, skeptics and everyone in between for decades worldwide – come together as two masters of their crafts unite for a totally unique comedy experience — HYPROV: Improv Under Hypnosis.
May 27 (Larchmont) Comedy from Scratch at The Idea Kitchen. Comedy From Scratch is where you go in Westchester County to hear top comics from TV and NYC’s major clubs performing long sets on an intimate stage. Past performers include comedians from HBO, Netlfix, Colbert, SNL, the Daily Show, Letterman, the Tonight Show, Comedy Central, and more. Every month, Ben Asher’s presents comedy that reaches up into your brain with the force of a fist through the nose. Seating at 7 PM, show begins at 8 PM. $20 admission. Bring your own food and drink. The May 27th line-up features: Matt Koff and Eman El-Husseini.
Date Night/Girls Night Out:
May 17 (Rye) Paint the Masters: Impressionism at the Rye Arts Center. 6:30 PM – 9 PM. This is a BYOB event. Create your very own masterpiece inspired by Edward Hopper. In this workshop, you will learn about how Hopper used compostion, colors and brushstrokes to express his feelings and emotions. Choose to replicate one of his famous paintings or follow your inspiration to create your own interpretation. No experience necessary. All supplies provided. $65/person (members receive a discount)
Fairs and Festivals:
May 4-14 (West Nyack) Palisades Center Spring Carnival.
Monday-Wednesday: 5pm-10pm
Saturday-Sunday: 12pm-5pm
Admission $5 per person – Free Admission Monday & Tuesday, Free Admission every day for kids 36” & shorter
*Unlimited Rides Armband at the 2023 Palisades Center Spring Carnival for just $40.00 per person per day when you purchase online before MAY 3 at MIDNIGHT (armbands are available for $45.00 at the event).
May 5-7 (Tarrytown) Spring Crafts at Lyndhurst
Friday 10-5, Saturday 10-6, Sunday 10-5
The Spring Craft Show by Artrider at Lyndhurst returns from May 5th through May 7th with 200 craftspeople and makers! Shop for one-of-a-kind gifts for Mother’s Day, Father’s Day, graduations, weddings, or just for yourself! Visitors can spend the day with family and friends shopping for original fashions, accessories, jewelry, home décor, furniture, photography, and fine art; as well as functional and sculptural works in ceramics, glass, metal, wood, mixed media, and more! Plus enjoy gourmet specialties, tastings from local distilleries, craft demos, and family activities!
May 12-13 (Ossining) Teatown Plantfest
Friday, May 12 3pm – 7pm: “First Pick”
Music by Rip and the Sleepy Hollow Boys, wine, hard cider, local craft beer, and food to enjoy while you shop! Special items will be available in our silent auction – make sure you bid on experiences like a private tour of Wildflower Island or a Teatown treasure to take home.
Saturday, May 13 9am – 2pm
Free Admission
Music by Highway 53, delicious food options from Wrappers Delight and Three Little Pigs BBQ, dozens of local vendors selling pottery, jewelry, home goods, and more!
May 17-21 (Bedford) St. Patrick’s Carnival The Ferris Wheel, Bumper Cars, Cotton Candy, Sausage and Peppers, everyone’s favorite rides and fun foods are scheduled to return to the St. Patrick’s Parish Carnival!
Hours:
Wednesday, May 17 from 6:30 -10 pm
Thursday, May 18 from 6:30 -10 pm
Friday, May 19 from 6:30 -11 pm
Saturday, May 20 from 2:00 -10:30 pm
Sunday, May 21 from 1:00 – 5 pm
May 20 (Peekskill) Historic Peekskill Waterfront Arts & Music Festival. 12 PM – 8 PM. Peekskill Brewery is collaborating with Waterfront Businesses to bring the first ever Historic Peekskill Waterfront Art & Music Festival to Peekskill! This event will be a celebration of the talent in our community through live music, live artwork, entertainment, food, beer, and small businesses in Peekskill and the Hudson Valley across three zones of entertainment on South Water Street, North Water Street & Railroad Ave. Our community will enjoy a fun-filled day while raising funds for CHHOP’s Fred’s Pantry, alongside a Waterfront food collection leading up to the event.
May 21 (Briarcliff Manor) Picks and Pickleball at Chilmark Park. Moved to rain date. 12 PM – 5 PM. $10/Briarcliff residents, $15/non-residents, Free/kids 12 and under
The event is presented by the Village of Briarcliff Manor, River Towns Music Group and Corcoran Legends. Cross Court Pickleball is running the pickleball tournament and clinics. Picks and Pickleball will feature beer and wine from Captain Lawrence, a selection of food trucks, a robust vendor village, and a bevy of kids’ activities and entertainment. Live music from the folk/Americana genre will highlight talent from the region. The pickleball portion will include a friendly tournament and instructional clinics for kids and adults. This is a ticketed event. You must either buy an event ticket or register for the pickleball tournament to enter. Tickets may be purchased directly here: https://www.eventbrite.com/e/548047273147
Click here for pickleball registration information: https://www.picksandpickleball.com/pickleball
May 20-21 (Ossining and Croton-on-Hudson) Westchester Craft Crawl. 10 AM – 5 PM both days. Rain or shine. A free artist-organized outdoor studio tour featuring 52 professional craft artists
over 4 tour stops in Ossining & Croton-on-Hudson. Start your crawl at any tour stop! Use our Google Tour map or the addresses below to navigate to each tour stop and visit our sponsors.
Eat & Drink:
Taste of Westchester Cooking Demo Classes: (restaurants throughout Westchester County) Enjoy cooking demos from local chefs and then sample their creations. There are many May classes including: Zuppa Restaurant and Lounge (May 1), Meraki Taverna (May 2), Sambal Thai & Malay (May 3), Northwell Health – Northern Westchester Hospital Cafe (May 6), Hudson Valley Beta Kitchen (May 11), Saltaire Oyster Bar (May 16), DeCicco & Sons (May 17) and Maria Restaurant (May 20).
May 5 (West Point) Tequila Pairing Dinner at The Thayer Hotel. 6 PM – 9 PM. Enjoy a 5-course pairing dinner presented by 1800 Tequila! MacArthur’s Riverview Restaurant is offering a special Tequila Pairing Dinner with tastings from 1800 Tequila including Blanco, Anejo, Cristalino, and Reposado. Call 845.446.4731 ext. to make your reservations today! $115++ per person
May 6 (Peekskill) Cherry Blossom Bar Crawl at Peekskill Brewery. 5 PM. Peekskill Rotary’s Cherry Blossom Festival is back! Experience the cherry blossoms along the riverfront, then join us and nearby bars for a Bar Crawl. We’ll be tapping a special “Cherry Cask” in honor of the event and hosting a Cherry Pie Eating Contest with Homestyle Bakery! Schedule coming soon.
May 7 (Harrison) Taste of Harrison. 12 PM – 3 PM. Benefits the Harrison Public Library. Enjoy samples from dozens of Harrison’s restaurants and shops. Advance tickets: $30/adult, $10/children (ages 5-12), Day of Tickets: $35/adult, $15/children (ages 5-12)
May 13 (Bethel Woods) Catskill Cuisine at Bethel Woods Center. 11 AM – 6 PM. Between 2,000-3,000 people from the New York metropolitan area and Sullivan County are expected to attend the inaugural Catskill Cuisine event that will bring together the best in the culinary landscape and connect visitors with local makers in the beer, wine, cider, spirit and food industries. $25/children general admission, $76/adult general admission,
May 13 (Rye) Suds on the Sound at Rye Town Beach. 2 PM – 6 PM. Come kick off National Craft Beer Week early, and join us for Westchester’s largest craft beer festival. We will be pouring over 100 different craft beers from over 50 different breweries. Food trucks, live music, carnival games and over 50 different vendors to shop from. Limited premium VIP tickets available. Group rate tickets, buy 5 get the 6th free. Tickets: $25/Designated Driver, $55/General Admission
May 14 (Wappingers Falls) K104’s Cupcake Festival at Heritage Financial Park. 11 AM – 4 PM. VIP Entry at 10 AM. Free Admission. This is a rain or shine event. VIP Parking at Heritage Financial Park will be $20.00. There will be FREE offsite parking available with shuttles, location TBA! Enjoy cupcakes and sweets from local bakeries and bakers all over the Hudson Valley! Shop Local Vendors. Enjoy Fun Family Activities!
May 14 (Mahopac) Mother’s Day Brunch at Putnam County Golf Course. Seatings at 10:00 AM and 12:30 PM (1 1/2 hour seatings). Brunch includes an Omelet Station, deliciously prepared foods served buffet style, fresh bread, muffins, danish, coffee, tea, and soft Drinks and bottomless mimosas. Adults – $51 plus sales tax (includes gratuity), Children 5-13 years old – $32 plus sales tax (includes gratuity), Free/children 4 and under
May 14 (West Point) Mother’s Day Brunch at The Thayer Hotel.
The Thayer Hotel is delighted to offer a very special Mother’s Day Brunch to our valued guests. Celebrate Mom with gorgeous views of the Hudson River and a delicious meal with the family!
Seatings: 10:30AM, 11:00AM, 11:30 AM, 1:30PM, 2:00PM, & 2:30PM
$65/person (plus tax and gratuities), $32.50/kids (ages 6-12), Free/kids 5 and under
May 24 (White Plains) Wölffer Rosé Cocktail Party at Sam’s of Gedney Way. Sam’s of Gedney Way’s Executive Chef Robb Garceau will Be Preparing Seasonal + Signature bites that will highlight the wines by Wölffer Estate. 6 PM -9 PM. Tickets: $34.10/person
May 25 (New Rochelle) Intoxikate Cocktail Party at Town House. 6:30 PM. $65/person includes two cocktails and light bites. Two cocktail demonstrations from Mixologist Julio Enriquez. Tickets must be purchased by May 21st.
May 28 (Tarrytown) DoughNation and Goosefeather Memorial Day Weekend Cookout. 1 PM – 4 PM on the Front Lawn. Enjoy all-you-can-eat wood fired pizza and Goosefeather Korean-inspired dishes as well as unlimited Run & Hide Brewery beers and Goosefeather soju punches. There will be a DJ and lawn games. A portion of ticket proceeds will benefit the Dobbs Ferry Food Pantry. Tickets: $150/person, $75/person food only ticket, children under 12 are free.
Classes & Workshops:
May 6 (Rye) Jumpstart Your Creativity Workshop with Judith Weber at Rye Arts Center. 1 PM-3:30 PM. Come, explore and activate the creative process through a series of playful exercises. Tap into their innate creative potential using a variety of techniques and mediums including mark-making, tinting, stamping, layering, and collage. Using familiar household items, garden discoveries and just plain “junk”. in addition to your usual brushes, pens, and markers, you will discover how chance and spontaneity strengthen your compositions in a fun and relaxed way while supporting the development of your own distinctive work. $35/members, $45/nonmembers
May 7 (Katonah) Morning Farm Chores: For Adults at Muscoot Farm. 8:30 AM – 11 AM. Become a farmer for a day and join our staff as you feed, clean, and care for our animals! Pre-registration is required; $25 for a group of two; available to everyone ages 15+. Participants will meet at Muscoot’s Reception Center with sturdy, closed-toe footwear.
May 28 (Ossining) Wildflower Island Curator Chat at Teatown. 10-11 AM. Get ready for spring ephemerals! Join Wildflower Island Curator Mathew McDowell for a talk before our first Open Gate Day of the season. He will highlight what’s in bloom, share botanical information, and touch on the history of this unique plant refuge. $3/members, $8/non-members
Fitness:
May 3, 10, 17, 24, 31 (Yonkers) Yoga On the Hill at Ridge Hill. Take your yoga routine outdoors and enjoy a complimentary, weekly session on the Town Square lawn. Experience yoga every Wednesday from May to September.
Event Information:
- No reservations and/or ticketing required
- Guests must provide their own yoga mat
- Check-in starts 15 minutes prior to the event start
- This event is subject to cancellation due to weather. Cancellation notices will be posted on our social media (@shopridgehill) and website.
Loyalty Program:
Don’t forget to receive a stamp at each class. Attend 5 classes to complete your loyalty card and redeem for a Ridge Hill swag item.
Family Fun:
May 2 and May 6-May 9 (Tarrytown) Matilda Jr. presented by the Helen Hayes Youth Theatre at the Tarrytown Music Hall. Times vary by date. Based on Roald Dahl’s beloved book, Matilda comes to life in this spirited musical production. Matilda has astonishing wit, intelligence… and special powers! She’s unloved by her cruel parents but impresses her schoolteacher, the highly loveable Miss Honey. Matilda’s school life isn’t completely smooth sailing, however – the school’s mean headmistress, Miss Trunchbull, hates children and just loves thinking up new punishments for those who don’t abide by her rules. But Matilda has courage and cleverness in equal amounts, and could be the school pupils’ saving grace!. Tickets: $15/each
May 6 (Katonah) Morning Farm Chores at Muscoot Farm. 8:30 AM – 11 AM. Become a farmer for a day and join our staff as you feed, clean, and care for our animals! Pre-registration is required; $25 for a group of two; available to children ages 6 – 14. Participants will meet at Muscoot’s Reception Center with sturdy, closed-toe footwear.
May 7 (Katonah) Family Day at the Katonah Museum of Art. 12 PM – 4 PM. Free. You are invited to celebrate a very special occasion as we honor the 25th anniversary of the Pollack Family Learning Center! Our ‘Let’s Create’ birthday celebration promises to be a fun-filled day with a variety of exciting activities and crafts scattered across the KMA’s scenic grounds. Our community partners, including Caramoor, Retake-Remake: Art Thriftshop, Pocantico Center, Katonah Connect, and the ArtsWestchester ArtsMobile will offer engaging, creative activities. In addition, we’ll have garden games, dynamic beats and rhythms provided by DJ Slinger, food trucks offering delicious fare, and a birthday presentation featuring special guests and cupcakes at 1:30 PM. Best of all? Admission is free! Don’t miss out on this joyful and memorable birthday celebration. Registration required.
May 13 (Katonah) Animal Encounters at Muscoot Farm. 10-11 AM. Enter one of Muscoot Farm’s enclosures where you will see, touch, and learn more about an animal of the farmer’s choice! Pre-registration is required; tickets are $25 per person; for ages 8+. Please meet at the Reception Center upon arrival with sturdy, closed-toe footwear.
May 14 (Katonah) Muscoot Farm’s Annual Sheep Shearing 10 AM – 3 PM, This all-day event will feature live sheep shearing, activities, vendors, and more! The event is free and is held rain or shine.
May 20 (Katonah) Bon Appé-Treat at Muscoot Farm. 1 PM -2 PM. Fasten your aprons! In this class, participants will be making and feeding a treat for one of our animals to enjoy while learning about the diets of our farm animals. Pre-registration is required; everyone ages 6 and up welcome. Participants will meet at Muscoot’s Activity Building.
May 23 (Yonkers) Ridge Kids at Ridge Hill. Parents, mark your calendars for this monthly playdate experience designed to help kids expand their imaginations while engaging in themed games & more! Ridge Kids will take place the last Tuesday of each month from May to September and tickets will be required for each event.
Events take place 10 AM -12 PM.
Schedule and ticket information:
May 23rd: Rockin’ Jump | Tickets on sale starting May 2nd
Kick off Ridge Kids with multiple trampolines, basketball, challenging climbs and have a rockin’ time.
June 20th: Muse Paintbar
Show us your artistic skills with a guided painting class.
July 25th: Monster Mini Golf
Enjoy a retro arcade and mini golf party.
August 22nd: LEGOLAND Discovery Center
Entertainment that will feature displays, LEGO building, a new 4D film and more!
September 26th: HAPIK
Enjoy Ridge Kids with 2 hours of rock climbing, an indoor aerial course and more!
May 25 (Yonkers) Movie Night at Ridge Hill. Kick back, relax and enjoy a movie night in the Town Square lawn! Film classics will be shown on our jumbo screen starting at sunset on the last Thursdays of the month from May to September.
Movie Schedule:
- May 25th: Monsters, Inc.
- June 29th: Encanto
- July 27th: Sonic the Hedgehog 2
- August 31st: Thor: Love and Thunder
- September 28th: Ghostbusters: Afterlife
Event Information:
- Seating is first come, first serve. Lawn chairs are prohibited on the Town Square grass area but attendees are encouraged to bring additional blankets for seating.
- This event is subject to cancellation due to weather. Cancellation notices will be posted on our social media (@shopridgehill) and website.
Live Music & Performances:
The Capitol Theatre: (Port Chester) May’s lineup includes: Jessie’s Girl (May 5), Lotus (May 6), Styx (May 11) and Dark Star Orchestra (May 19 & 20). *Check the site for the full lineup.
Emelin Theatre: (Mamaroneck) This month’s lineup includes Isaac Mizrahi (May 4), Parsons Dance (May 6), Nellie McKay (May 13), The Queen Meets The Kings (May 25). *Check the site for the full lineup
Paramount Hudson Valley: (Peekskill) May’s lineup includes: The Selena Experience (May 5), OZ On Stage – Frank and the Women of Oz (May 7) and Gypsy: Celebrating the Music of Fleetwood Mac & Stevie Nicks (May 13). *Check the site for the full lineup
Tarrytown Music Hall: (Tarrytown) May’s lineup includes: An Evening with Cowboy Junkies (May 4), Morgan Wade (May 5), the Lone Bellow Trio (May 12), Westchester Symphonic Winds (May 13), Blues Traveler (May 16), Master of the Telecaster: Jim Weider, G.E. Smith & Larry Campbell (May 18). *Check the site for the full lineup
April 14 – May 7 (White Plains) Miss Saigon at the White Plains Performing Arts Center – From the creators of Les Miserables, comes a musical of passion and beauty that is the most stunning theatrical spectacles of all time. Nominated for an incredible number of Olivier, Tony and Drama Desk Awards, Miss Saigon is one of Broadway’s biggest hits! Adapted from Puccini’s iconic opera Madam Butterfly, the musical charts the star-crossed romance between an American GI and the young Vietnamese woman who falls in love with him, a romance that plays out against the uncertainty of the Vietnam War.
PLEASE NOTE: The show contains strong language that may be unsuitable for young children.
Performances at 2 PM and 8 PM, depending on the day. Tickets $42-$65/person.
May 5, 12, 19, 26 (Yonkers) Music on the Hill at Ridge Hill. Start your weekends unwinding with live musical performances in the Fountain Plaza every Friday from May to September.
May Schedule:
May 5th: The Live Experience
May 12th: Seeing Red
May 19th: The Westchester Center For Jazz
May 26th: Lulada Club All Female Salsa Band
Event Information:
- Seating is first come, first served. Guests are encouraged to bring additional chairs.
- This event is subject to cancellation due to weather. Cancellation notices will be posted on our social media (@shopridgehill) and website.
May 5 (Bedford) First Fridays: Willin’ at the Bedford Playhouse. Free Event. Take 70s rock and roll, a little soul, and few handfuls of the great female singers of our time and you’ve got yourself Willin’–A satisfying rock group playing hours of music you already like. Featuring Robin Reitzes (Lead Singer), Mitch Kalmus (Lead Guitar and Vocals), Jonny Reitzes (Rhythm Guitar and Vocals), Kenny Kaufman (Bass Guitar and Vocals), Jamie Baker (Drums & Percussion).
May 19 (Mahopac) The Flying Ivories Dueling Pianos at Putnam Golf Course. 6:30 PM – 11:00 PM. The Flying Ivories belt out an all-request dueling piano show that’s part music, part comedy, and all fun. Why? The audience controls the set list! No two shows are ever the same, and every show features a rotating roster of the most sought-after performers in the country, hailing from Broadway to Vegas. Whether you like Billy Joel or Beyoncé, Johnny Cash or Katy Perry, Sinatra or Metallica, they’ve got it covered. To make it even more exciting, Putnam County Golf Course added drums to the mix! Ticket includes buffet dinner and the show. Doors open at 6:30 PM. Dinner is served until 8 PM. Show takes place 8-11:00 PM. Intermission will have cookies/coffee & cash bar available throughout the evening. Tickets: $42.26.
May 19 (Bedford) Live Music: Guard Hill at Bedford Playhouse. Free Event. Join us at Bedford Playhouse’s Cafe for an evening of live music with Westchester’s hottest new band, Guard Hill.Guard Hill mixes current with classic, rock with pop, and will have you up and out of your seat dancing along to their eclectic and upbeat tunes. Get ready to be blown away by these five Fox Lane students-turned bandmates. Introducing Ava Smith on vocals, Madden Osherow on guitar, Jasper Sizer on guitar, Owen O’Reilly on bass/guitar, and Hank Hearon on drums.
May 26 (Mahopac) Shilelagh Law at Putnam Golf Course. Our Summer BBQ Series Kick-Off starts on Friday, May 26th with Shilelagh Law!!! It is also FIRST RESPONDERS NIGHT! First responders, please purchase a “First Responders Ticket” at checkout to receive a discounted price for the show. A valid ID must be presented at the door to get in, with no exceptions. Admission includes our famous all-you-can-eat BBQ Buffet and the Show. A Cash Bar will be available throughout the evening. Be sure to bring chairs and blankets! No Tailgating. No Outside Food or Drinks. We Rock Rain or Shine.
Doors open at 6:30 PM. Dinner is served until 8 PM. Showtime is 8:00 PM. Tickets: $34/online, $40/at the door (cash only).
SHOP:
May 7, 14, 21, 28 (Katonah) Muscoot Farm’s Farmers Market – 9:30 AM -2:30 PM Muscoot’s weekly Farmers Market supports farmers and sustainable efforts in our area, featuring over 20 local vendors each week. Every Sunday until November 19th.
