Best Things to Do in the Hamptons This Weekend: Dec. 18–22, 2025 | SPARK Top Picks

Music, comedy, concertos, an antique toy exhibit, and ugly sweater parties — here are our Spark Hamptons Event Picks to brighten your holiday weekend.

Ugly Sweater Party Toy Drive — Sagaponack

Thursday, Dec. 17, 7–8 p.m. Tickets start at $74
Wölffer Estate Vineyard, 139 Sagg Road, Sagaponack, NY. Tickets: wolffer.com

Get that jingle-bell sweater out and head to Wölffer for a good cause: the third annual Ugly Sweater Holiday Party. Enjoy music, hors d’oeuvres, Wölffer wine and a special prize for the ugliest sweater. Guests are encouraged to bring a new, unwrapped toy to benefit the Bridgehampton Child Care & Recreation Center, which serves marginalized East End children and families. Tickets include hors d’oeuvres and a glass of wine. Advance ticket purchase is highly recommended.

Christmas Concertos: The Sounds and Spirit of the Season – East Hampton

Thursday, Dec. 18, 6 p.m.
Springs Community Presbyterian Church, 5 Old Stone Highway, Springs, NY
Featuring Tony-nominated actor Paul Hecht
Tickets: thehamptonsfestivalofmusic.com

Friday, Dec. 19, 6 p.m.
St. Luke’s Episcopal Church, 18 James Lane, East Hampton, NY
Featuring renowned designer Marshall Watson — Sold out

Experience a magical holiday evening of Baroque masterworks beloved for centuries in the heart of the Hamptons. Presented by the Hamptons Festival of Music, each concert features readings of poetry and prose woven throughout the performance.

Comedian Olga Namer Headlines Holiday Show – Southampton

Friday, Dec. 19, 8 p.m. (Doors open at 7:30 p.m.) Tickets start at $35
Sticks and Stones Comedy Club, Southampton Cultural Arts Center
25 Pond Lane, Southampton, NY
sticksandstonescomedyclub.com

Abby Russell’s year-round comedy club continues to pull in top talent, and Olga Namer brings the laughs for its big holiday show. Born in Brooklyn and raised in an Orthodox Jewish home, Namer was married by 17 and divorced by 20 — need we say more? Featuring Michele Fox, Rob White and the Sticks and Stones all-star comedy lineup.

Antique Holiday Toy Exhibition – Westhampton Beach

Saturdays and Sundays through Jan. 4, 2026, noon–3 p.m. Free
Greater Westhampton Historical Museum, Level 1
101 Mill Road, Westhampton Beach, NY
whbhistorical.org

Visitors of all ages will love this nostalgic collection of toys spanning more than 100 years. Get the kids off their devices so they can explore games, dolls, trains and gadgets from holidays past — a playful history lesson filled with wonder and a little magic.

Small Works: Breathe Deeply Art Exhibition – Cutchogue

Through Jan. 19, 2026
Alex Ferrone Gallery | Hours: Fridays and Sundays, noon–5 p.m.; Saturdays, noon–7 p.m. (Art Before Dinner), or by appointment
2545 Main Road, Cutchogue, NY
alexferronegallery.com

We all need to breathe deeply. This exhibition of small works at one of the East End’s most reliable galleries for fine local art offers a collective exhale, promising to soothe your day. Art can do that.

Book Signing: Light, Sand, and Sea — East Hampton

Saturday, Dec. 20, 5–8 p.m.
The Baker House 1650
181 Main St., East Hampton, NY
bakerhouse1650.com

A book signing celebrating the East End’s creative spirit. Light, Sand, and Sea: Artists and Their Studios (Vendome Press, May 2025) offers an intimate look inside the studios of 50 working artists. Featured artist, co-author and photographer Jaime Lopez will be on hand to sign copies. Hosted at the impeccably styled Baker House 1650. (*Note: Their weekly Sunset Aperitivo cocktail hours on Saturdays — and sometimes Sundays — is a great way to unwind, honor the sky, and meet new East End spark makers.)

Ugly Sweater Party — Westhampton Beach

Saturday, Dec. 20, 6 p.m. – close.
The Sunset Theater, 2 Brook Rd., Westhampton Beach, NY
sunset-theater.com

Holiday sweaters are in this time of year. Whacky, silly, and yes, sometimes downright ugly. At the Sunset Lounge upstairs from the beautifully renovated movie theater, the uglier the sweater, the better. Create Instagram-worthy memories that you’ll regret someday! Get tacky and laugh, toast and win raffle prizes and a date night grand prize.

The Lords of 52nd Street — Riverhead

Saturday, Dec. 20, 8–10 p.m. $35–$75
The Suffolk, 118 E. Main St., Riverhead, NY
thesuffolk.org

The musicians who recorded Billy Joel’s classic albums Turnstiles, The Stranger and 52nd Street take the stage to perform the hits the way they were meant to be heard. This isn’t a cover band — it’s the real deal. Featuring drummer Liberty DeVitto, saxophonist Richie Cannata and guitarist Russell Javors, who recorded and toured with Joel for over a decade. Expect favorites like “Just the Way You Are” and “Only the Good Die Young.”

Eitan Levine: Comedian, Writer, Mensch – East Hampton

Sunday, Dec. 21, 5:30 p.m. $25
Guild Hall, 158 Main St., East Hampton, NY
guildhall.org

Looking for smart, high-energy comedy and sharp observational humor? Check out Eitan Levine, described as a “writer and comedian/human theme park.” His appearances include Jimmy Kimmel Live, Late Night With Stephen Colbert and The Daily Show. Arrive early to catch Guild Hall’s Student Art Festival (galleries open noon–5 p.m.), plus a special Pop-Up Chanukah presented by Rabbi Josh Franklin, Cantor Debra Stein and the Jewish Center of the Hamptons at 5 p.m. in the Boots Lamb Education Center.

Nancy Atlas & Inda Eaton Holiday Pop-Up Show – Amagansett

Monday, Dec. 22, 8 p.m. $30
The Stephen Talkhouse, 161 Main St., Amagansett, NY
stephentalkhouse.com

When Nancy Atlas and Inda Eaton take the stage together, it’s double the talent and double the fun. Join them and their kick-ass musicians for a night of holiday merriment at the Talkhouse. You’ll leave energized — even if you haven’t started your holiday shopping.