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Hamptons.com
November 26, 2014

Hamptons Holiday Happenings: Christmas Parades, Santa Sightings, Tree Lightings And More

Elsie Boskampby Elsie Boskamp
in Community
Home Community

Don’t miss out on this year’s most anticipated holiday happenings in the Hamptons! Celebrate all through December with Christmas parades, Santa sightings, tree lightings, glamorous gingerbread and more. Here are the top nine family holiday activities and events going on in the Hamptons.

1. For a day that’s perfect for snapping that coveted family holiday picture, head to Southampton on Saturday, November 29, 2014, for the annual Parade of Lights and Christmas Tree Lighting (631-283-0402, www.southamptonchamber.com). The Decorated Fire Truck Parade is set to begin at 4:45 p.m., and will wrap around the Village and culminate at Agawam Park, where caroling and Christmas fun will complete the annual tree lighting. Directly following the Parade of Lights and the tree lighting, the Southampton Cultural Center (25 Pond Lane, Southampton, 631-287-4377, www.scc-arts.org) will host a holiday reception where Santa’s scheduled to stop by.

Once December hits, start the season off right with a parade full of festive Christmas floats and decorations. (Stock Photo)


2. Montauk Point and the beautiful Hamptons beaches go hand and hand, so this holiday season, instead of lighting a traditional tree, thousands of white lights will adorn the Montauk Lighthouse (2000 Montauk Highway, Montauk, 631-668-2428, www.montaukchamber.com) during the annual Lighthouse Lighting. The event is scheduled for Saturday, November 29th at 4:30 p.m., and will include Christmas caroling and a special visit from Santa himself.

3. Once December hits, start the season off right with a parade full of festive Christmas floats and decorations. Grab the family and head over to East Hampton Village on Saturday, December 6th at 10 a.m. for the annual East Hampton Chamber Santa Parade (631-324-0362, easthamptonchamber.com). Starting on Main Street, Santa and Mrs. Claus will ride their sleigh through Newtown Lane, and stop just before they reach the railroad tracks.

Kick off the holiday season with the Southampton Village Parade of Lights and Christmas Tree Lighting. (Photo: Nicole Barylski)


4. For fun holiday happenings from day till night, check out the Holiday Winterfest in the Village of Westhampton Beach (631-288-3337, www.westhamptonchamber.com ) on Saturday, December 6th. Starting at 10:30 a.m., families can enjoy holiday movies at the Hampton Arts Twin Cinema (2 Brook Road), which will be followed by craft sessions, kids’ activities, holiday treats and discounts throughout Main Street stores and restaurants. To add to the Christmas cheer, Santa will be visiting the Village Gazebo, and Mrs. Claus will be hosting story time at the Westhampton Library (7 Library Avenue, Westhampton Beach, 631-288-3335, westhamptonlibrary.net) at 3 p.m. The day will culminate with the Christmas Tree and Menorah Lighting at 6:30 p.m.

5. Impress all your friends this holiday season with an original home-made gingerbread house from the Beach Bakery (112 Main Street, Westhampton Beach, 631-288-6552, www.beachbakerycafe.com). On Thursday, December 11th at 5 p.m. and 7 p.m., the Westhampton Library (7 Library Avenue, Westhampton Beach, 631-288-3335, westhamptonlibrary.net) is hosting “Gingerbread House at the Beach Bakery.” For the price of $20, families can register to participate in this fun-filled event complete with delicious gingerbread and decorations. You’ll be sure to leave with a box of edible art!

Create beautiful seasonal treats during one of the Hamptons baking workshops. (Photo: Kristin Kraszewski)


6. For more in crafty cooking fun, check out the Holiday Cupcake Decorating event at the Hampton Bays Public Library (52 Ponquogue Avenue, Hampton Bays, 631-728-6241, hamptonbayslibrary.org) from 6:30 to 8 p.m. on Thursday, December 11th. Get into the holiday spirit and bring the whole family down to decorate that perfect Christmas treat.

7. Making ornaments is always fun, but have your little ones ever made a snow globe? At 10 a.m. on Saturday, December 20th, bring the kids, ages 2 to 6, down to the Children’s Museum of the East End (376 Bridgehampton/Sag Harbor Turnpike, Bridgehampton, 631-537-8250, www.cmee.org) for an interactive reading of Wong Herbert Yee’s “Tracks In The Snow,” and a workshop on how to make an original snow globe. All materials will be provided in order for the kids to make a winter wonderland that they can forever cherish. Reservations are required, and the class costs $15 for members and $20 for non-members.

The East Hampton Food Pantry is holding a food drive during The Maidstone’s Tree Lighting. (Courtesy Photo)


8. After children finish playing with all their new toys, take them down to Parrish Art Museum (279 Montauk Highway, Water Mill, 631-283-2118, parrishart.org) from Monday, December 29th through Wednesday, December 31st for a special Holiday Art Workshops. With painting, sculpture and collage classes, children are sure to have a blast while creating their holiday craft. Each day is separated into two classes, one from 10 a.m. to 12 p.m. for children ages 4 to 6, and a second from 1 to 3 p.m. for children ages 7 and up. Space is limited, and the class is $30 for members and $40 for non-members.

9. From 4 to 6 p.m. on Sunday, December 7th, join The Maidstone & The Living Room (207 Main Street, East Hampton, 631-324-5006, cohotels.maidstone) for their annual tree lighting. Featuring holiday music from the East Hampton High School choir, cookie decorating, and visits with Santa, this family friendly holiday happening is the perfect way to celebrate the Yuletide season. Throughout the evening, the East Hampton Food Pantry will collect non-perishable food and Toys for Tots will also hold a toy drive.

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East Hampton Historical Society Kicks Off Holiday Season With Annual East Hampton House & Garden Tour Benefit

East Hampton Historical Society Kicks Off Holiday Season With Annual East Hampton House & Garden Tour Benefit

  • Sag Harbor resident, actor, writer, and teacher Josh Pais has spent decades exploring what it means to be fully present—on screen and in life. Known for his roles in Joker, Ray Donovan, the original Teenage Mutant Ninja Turtles, and many others, he has more than 150 film and television credits to his name. He has now turned his focus inward with his new memoir, Lose Your Mind: The Path to Creative Invincibility, which was released on September 30, 2025.⁠
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Drawing on his years of experience as founder of the Committed Impulse training method, Josh offers readers a bold invitation to release self-judgment, lean into all feelings, and connect with the spontaneous energy that fuels authentic creativity. His message—both playful and profound—challenges the myth of “good” and “bad” emotions and instead celebrates the full spectrum of human experience.⁠
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Josh will visit Sag Harbor for a reading and book signing this Sunday, October 12th from 4:00–5:30 p.m. at Grenning Gallery (26 Main Street, Sag Harbor). ⁠
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📸: Commune Media⁠
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Read the full interview at Hamptons.com (Link in Bio)⁠
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#hamptons #joshpais #book #sagharbor #author #actor
  • @linamxn at the Sag Harbor Music Festival! @sagharbormusic 

The four day festival kept the music going over 4 days at various stages in Sag Harbor. 

#sagharbormusicfestival #sagharbor #hamptons #livemusic #linamaxine #local
  • Grab your furry friend and take a stroll to Main Beach with ARF!

Check out the Top Hamptons Events This Weekend!

🐾 ARF’s Stroll to the Sea Dog Walk
📅 When: Saturday, October 11, 2025 | 9AM–12PM
📍 Where: Mulford Farm, 10 James Lane, East Hampton, NY

Enjoy vendors, contests, and giveaways before strolling to Main Beach.

🥣 Chowdah Chowdown
📅 When: Saturday, October 11, 2025 | 12PM–3PM
📍 Where: Springs Tavern and Grill, 15 Fort Pond Blvd, East Hampton, NY

All-you-can-eat chowder and soup from 20 local chefs, plus live music and a mocktail bar — all to benefit the Springs Food Pantry!

🍺 SagtoberFest
📅 When: Sat, Oct 11 – Sun, Oct 12, 2025 | 12PM–8PM
📍 Where: Kidd Squid, 11 Spring St, Sag Harbor, NY

Celebrate Oktoberfest Sag Harbor–style! Enjoy bratwurst, pretzels, oysters, pumpkin stew, and live music by Jon Divello, Woody Boley, Greg McMullen & Jake Lear.

🎬 33rd Hamptons International Film Festival
📅 When: Thurs, Oct 9 – Mon, Oct 13, 2025 | 9AM–10PM
📍 Where: Various Locations

The 33rd edition of HIFF brings a world-class lineup of narrative and documentary films, features, and shorts from around the globe. 

🍪 Levain Bakery: Book Talk & Signing
📅 When: Saturday, October 11, 2025 | 12PM–1PM
📍 Where: BookHampton, 41 Main Street, East Hampton, NY

Meet Levain Bakery cofounders Pam Weekes & Connie McDonald and grab their new book.

🌿 26th Annual Long Pond Greenbelt Celebration
📅 When: Saturday, October 11, 2025 | 10AM–1PM
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🎉 CMEE’s Big Birthday Bash!
📅 When: Saturday, October 11, 2025 | 10AM–12PM
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📅 When: Friday, October 10, 2025 | 6PM–9PM
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  • The 33rd Hamptons International Film Festival kicked off last Friday with the U.S. premiere of A24’s Eternity starring Elizabeth Olsen, Miles Teller, and Callum Turner.⁠
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Elizabeth Olsen attended the premiere on Friday, and on Saturday sat down with IndieWire’s Editorial Director Kate Erbland at the Sag Harbor Cinema as a part of the festival’s “A Conversation With” series. Later that day, the second “A Conversation With” took place as Ethan Hawke and moderator Alison Stewart talked about Blue Moon, as well as Hawke’s filmography. ⁠
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Sydney Sweeney received the festival’s Achievement in Acting Award following the U.S. premiere of her film Christy in East Hampton. ⁠
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Notable Guests included: Alessandro Nivola, Alec Baldwin, Amanda Peet, Tonatiuh, Miriam Shor, Lois Smith, Tim Blake Nelson, Mareille Enos, Bob Balaban, E. Jean Carroll, Roberta Kaplan, Ellen Barkin, Bernie Telsie, Bill Condon.⁠
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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  • When: Fri, Oct 3rd – Sun, Oct 5th, 2025
8am – 5pm

Where: Levain Bakery, 354 Montauk Hwy, Wainscott, NY

Levain Bakery is introducing a new cookie for a limited time: Peanut Butter Dark Chocolate Chip – a decadent mix of creamy and chunky peanut butter with rich dark chocolate chunks. Originally created to celebrate the opening of Levain’s Beverly Hills Bakery, this indulgent new flavor will now be available for just three days only, October 3–5, at all retail bakery locations.

To make the weekend even sweeter, guests who purchase a cookie will receive a Levain Bakery mini tote (while supplies last), a fan-favorite collectible sure to go quickly.

#levain #levainbakery #cookie #minitote #tote #hamptons
  • From world premieres at the Hamptons International Film Festival to SouthamptonFest! ⁠
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Check out the Top Hamptons Events This Weekend!⁠
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🎬 33rd Hamptons International Film Festival⁠
📅 Oct 3 – 13, 2025 | 9AM – 10PM⁠
📍 Various Locations⁠
A global lineup of films, shorts & documentaries.⁠
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🍪 Levain Bakery⁠
📅 Oct 3 – 5, 2025 | 8AM – 5PM⁠
📍 354 Montauk Hwy, Wainscott⁠
Try the Peanut Butter Dark Chocolate Chip cookie + snag a mini tote (while supplies last).⁠
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🎉 13th Annual SouthamptonFest⁠
📅 Oct 3 – 5, 2025 | 10AM – 7PM⁠
📍 Southampton Village⁠
Arts, culture, food & family fun all weekend long!⁠
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🎶 SpringsFest⁠
📅 Oct 4, 2025⁠
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Live music, raffles, crafts, blacksmith demos & more.⁠
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💃 Salsa Social @ The Clubhouse Hamptons⁠
📅 Oct 4, 2025 | 9PM – 11:30PM⁠
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✨ Which event are you most excited for?⁠
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Check out more events at Hamptons.com (Link in Bio)⁠
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#hamptons #hamptonsinternationalfilfestival #hiff #jazz #fullmoon #hike #film #levainbakery #community
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