2019 Holiday Calendar


Already In Progress/Ongoing

Riverhead Light Show

The Riverhead Holiday Light Show & Santa’s Village features dozens of new larger-than-life displays. Attendees can expect to take about 20 to 25 minutes to drive through the show in its entirety. This year, organizers BOLD Media introduced photos with Santa at Hotel Indigo. Attendees are able to buy packaged tickets for the Light Show and photos with Santa. Open select dates through December 29. A full schedule for the show is available online at www.RiverheadLightShow.com.

Holiday Shoppes At East End Arts

Get some of your holiday shopping done at The Holiday Shoppes At East End Arts, located at the East End Arts Main Gallery, Fresh Pond School House, EEA Carriage House at 133 East Main Street, Riverhead. Also at Peconic Crossing Gallery, 11 West Main Street, Riverhead. Through December 22. Visit www.eastendarts.org to find out more.

Wednesday, December 4

East End Women’s Network

The East End Women’s Network Holiday Dinner, Gala, and Auction will be held at Stonewalls Restaurant, 967 Reeves Ave, Riverhead, from 5:30 to 8 PM. Cost: $45/members and $50/non-members. Tickets available through Eventbrite.

Thursday, December 5

Feast By The Fireplace

Tutto il Giorno x Urban Zen x The SHED Workspace host a fundraiser for Keep Sag Harbor Warm at Tutto il Giorno in Sag Harbor for Festa Al Camino, or “Feast by the Fireplace.” Sitting down together over a three-course, family-style dinner with wine, the focus of the evening will be around building community, increasing awareness, and raising money. Currently, the Sag Harbor Food Pantry assists around 75 families that reside within the Sag Harbor School District. Once winter comes, many of these same families have difficulty affording the cost of heating oil.

All proceeds generated from Festa Al Camino, held from 6 to 9 PM, will continue funding a community-led initiative called Keep Sag Harbor Warm, which the Sag Harbor Food Pantry helps oversee. Tickets available on Eventbrite.

Friday, December 6

Baron’s Cove Tree Lighting

Eat, drink and be merry with a traditional tree lighting and festive celebration with live music at Baron’s Cove in Sag Harbor. Enjoy holiday favorites paired with a specialty seasonal cocktail from 3 to 9 PM. In the spirit of giving, Baron’s Cove asks that you to bring a donation of a warm hat, gloves, scarves, or socks which will be collected and donated to Maureen’s Haven Homeless Outreach Program on the East End.

WHBPAC Holiday Spectacular

Westhampton Beach Performing Arts Center’s Nancy & Frederick DeMatteis Arts Academy and Our Fabulous Variety Show have collaborated to perform the Holiday Spectacular on Friday at 7 PM and Saturday, December 7, at 2 and 7 PM. Starring more than 50 student and professional performers from Montauk to Manorville, this seasonal variety show highlights holiday classics and carols alongside new twists on favorite holiday stories.

Intermission will feature a visit from Santa and full-service concessions with cookies, cocoa, goodie bags, merchandise, and holiday raffles. Tickets can be purchased at www.whbpac.org.

The Nutcracker’ At Guild Hall

The Hampton Ballet Theatre School presents its 11th annual production of Tchaikovsky’s “Nutcracker” on Friday at 7 PM, Saturday, December 7, at 1 and 7 PM, and Sunday, December 8, at 2 PM at Guild Hall’s John Drew Theater, 158 Main Street, East Hampton. To reserve tickets in advance, call 888-933-4287 or go to www.hamptonballettheatreschool.com.

Saturday, December 7

Designer Tree Auction

Join in this for a festive evening at the Rogers Mansion built during Southampton’s Gilded Age. There will be food, drinks, music, and a designer tree auction. All the trees will be expertly crafted and donated by professional interior designers and artisans to raise funds for the Southampton History Museum.

The 20-room Rogers Mansion was developed by Samuel L. Parrish between 1899 and 1933. Ten period rooms, including a dining room set for dinner, parlors for entertaining, and cozy bed chambers with fireplaces are furnished to reflect a home during the Jazz Age. 5:30-7:30 PM.

For more information and to purchase tickets, visit www.southamptonhistory.org/hearthside.

Christmas Bazaar And Luncheon

Lots of Christmas and food items to brighten the season with the Southampton Presbyterian Women’s Association. First Presbyterian Church, 2 South Main St., Southampton, from 9 AM to 2 PM.

For luncheon tickets, call 631-898-6252. Luncheon: 11:30 AM to 1 PM; $15 adults, $10 children.

Southold Holiday Fair

The Southold Historical Society Holiday Fair will feature great variety of vendors and local artisans on hand with unique holiday gifts from 9 AM to 4 PM. The holiday auction will feature gift baskets for all ages. There will be a bake sale and café for snacks as well as a crafts room and face painting for children. Santa will greet children from 11 AM to 2 PM. Photos with Santa and admission to the event are free. It will be held at the Southold Town Recreation Center, 970 Peconic Lane, Peconic.

St. Mary’s Christmas Fair

St. Mary’s Christmas Fair will feature the famous cookie walk, handmade holiday items and gifts, ornaments, fresh wreaths and greens, holiday décor, jams, pickles, soups, home-baked goods, jewelry, and more. Christmas Storytime at 10:30 AM in the Children’s Play Room; Santa Claus arrives at 11 AM. Special Christmas Fair Raffle: Win an Apple iPad Pro. Tickets are $10 each or three for $25. It will be held from 9:30 AM to 2 PM at St. Mary’s Episcopal Church, 165 Ponquogue Ave., Hampton Bays. For more info, call 631-728-0776 or visit www.stmaryshb.org.

Old Steeple Greenery Sale

Old Steeple Community Church in Aquebogue is having its Chinese auction, holiday greenery sale, and luncheon. The Chinese auction drawing is at 1:30 PM. The sale, held from 9:30 AM to 2 PM, will include boxed homemade cookies, kitchen knives and tools, baked goods, wreaths, swags, poinsettias, about 80 baskets valued at over $50 each, and a raffle for a homemade quilt, plus a luncheon of salads, sandwiches, soup, hot dogs, and beverages. Visit www.oldsteeplecommunitychurch.org.

Lyzon Holiday Fair

Join the Hampton Bays Historical Society at its annual Holiday Fair from 10 AM to 3 PM at the Lyzon Hat Shop Museum. As you enjoy hot cider and cookies, explore the museum. Learn about milliner Walter King, view Lyzon hats, and hear about the mural reproduction that was completed this year.

Holiday shop from a select group of craftspeople who will have their unique and handmade gifts available for purchase. In addition, Brian Heinz, a children’s author/illustrator of 18 books will personalize your book selection. This year, the Historical Society’s gift shop features the 2019 ornament of the Canoe Place Chapel and newly curated historic prints of Hampton Bays.

Wooden Wonderland

See the historic building and galleries of the Suffolk County Historical Society Museum in Riverhead come to life in a display of holiday arts and crafts. Dozens of vendors will offer ornaments, home decor, wreaths, soaps and candles, rustic Santas and gnomes, wood carvings, hats & scarves, clothing, stained glass, pottery, and other one-of-a-kind, locally made, hand-crafted gifts. Plus, experience live woodcarving and woodworking demonstrations inside the historic galleries and outside on the Great Lawn. Free admission, at 300 W. Main St., Riverhead, from 10 AM to 4:30 PM. Log onto www.suffolkcountyhistoricalsociety.org.

Homegrown For The Holidays

Hayground School in Bridgehampton will hold its eighth annual artisanal food and craft bazaar, featuring the work of more than 50 local artists, food purveyors, and vendors. More details can be found on the Hayground School Homegrown for the Holidays Facebook and Instagram pages. The event, held from 10 AM to 4 PM at the school is free to the public, and features kids crafts, raffles for specialty items, holiday music, and an eco-friendly gift-wrapping station. Proceeds from the event directly support local artists and business owners.

Friends Bazaar

Shop for art and fine handmade crafts: ceramics, photography, jewelry, paintings, fiber arts, felted wool, textiles, knits for babies and kids, wood-ware, home decor, bags, scarves, scrimshaw, ornaments, fine soaps and skin products, and more. Handmade items of quality, large and small, in every price range. Find all at Ashawagh Hall, corner of Springs-Fireplace Road and Old Stone Highway, Springs, from 10 AM to 5 PM. Admission is free.

Cutchogue Holiday House Tour

Spread joy and cheer with friends and family by wining and dining your way through four stunning homes and the Old House from 11 AM to 3:30 PM. Self-guided tour. Walk through festive houses. Tickets are $79 plus tax. A portion of the ticket proceeds will go towards stocking the shelves of Community Action for Southold Town and supporting the Cutchogue-New Suffolk Historical Council.

Visit www.cutchogueholidayhousetour.com.

Christmas On The Farm

Santa visits, and more will happen at 1760 Homestead Farm, 5412 Sound Avenue, Riverhead, beginning at 11 AM, several days. Check Facebook “Christmas on the Farm” to find out more.

Holiday Open Houses At Greenport

Visit the Railroad Museum of Long Island free of charge, decorated for the holidays. Santa will arrive both Saturday and Sunday, December 8, at 11 AM on the LIRR Greenport Scoot. Refreshments, gifts for good girls and boys, gift shop open, LIONEL Polar Express trainset raffle. It happens from 10:30 AM to 2 PM each day at the Railroad Museum of Long Island, 440 Fourth Street, Greenport. Check online for other locations and times: www.rmli.org.

Santa In Southampton

Welcome Santa’s arrival to the Southampton Chamber of Commerce by horse-drawn buggy complete with complimentary cookies and hot chocolate. Horse and Buggy rides: 1 to 4 PM. Santa’s Visit: 1:30 till 3:30 PM. See www.southamptonchamber.com.

The Spur Holiday Market

The popular holiday market is back for 2019. The Spur in Southampton has pulled together some of the best local crafts and artisan-made goods. Saturday and Sunday, Dec 8, 1 to 7 PM, at the Spur South, 280 Elm Street, Southampton. Visit www.thespur.com for details.

Christmas Bazaar and Tea

A Christmas Bazaar and Tea will be held from 1 to 3:30 PM at the Westhampton Presbyterian Church. Enjoy silver tea and shop for decorated wreaths, handmade ornaments, gift items, baked goods, and jewelry. Walk the cookie walk. The church is located at 90 Meeting House Road, Westhampton Beach. Call 631-288-2576 or log on to www.westhamptonpresbyterian.org.

Caroline Doctorow Holiday Show

Caroline and the Ballad Makers will perform at the East Hampton Library, 1 PM. Register at www.easthamptonlibrary.org.

EH Village Santa Parade

Beginning on Main Street, this year’s East Hampton Village Santa Parade will start at 2 PM and conclude at 3:30 PM at the Hook Mill at 34 N. Main Street, where Santa Claus will be in attendance to meet with children.

Maidstone Tree Lighting

An annual tradition at The Maidstone Restaurant & Hotel, across from Town Pond, East Hampton will happen at 4 PM.

Light UP Amagansett!

Join in a hamlet-wide holiday event in Amagansett. Meet Santa at the Amagansett Fire House at 4 PM, followed by the tree lighting and caroling. Pick up a copy of the Family Treasure Hunt and then head down Main Street where local shops will have special holiday deals and plenty of treats and surprises. This is a free, family-friendly event, hosted by the Amagansett Village Improvement Society, Amagansett Chamber of Commerce, Amagansett Fire Department, Scoville Hall, and the Amagansett Library. For more information, visit www.amagansettchamber.org.

Cutchogue Tree Lighting

On the Village Green, hear live holiday music with a string quartet, visit Santa in the Old School House, and more, from 4:30 to 6 PM. For details: www.cutchoguenewsuffolkhistory.org.

Greenport’s Parade Of Lights

Greenport Village will hold its holiday parade from 5 to 7 PM.

Ornament Design Workshop

Artist Caroline Chriss will give an ornament design workshop at Serena & Lily Hamptons Design Shop from 5 to 7 PM. Ornaments will be packed in nice packaging to take away. Painting and wine night theme. RSVP at Eventbrite.

Maureen’s Haven Benefit

Join at Seasons of Southampton and show your support for Maureen’s Haven Homeless Outreach. The second annual Winter Benefit, beginning at 6 PM, offers a fun-filled night of music, dancing, drinks, and appetizers. Each guest will be treated to one complimentary glass of wine or beer. There will also be a silent auction and a chance to take home items donated from local East End businesses. For the skinny, see www.maureenshaven.com/winter-benefit.

Celtic Contra Dance

Traditional New England contra dances will be taught by the caller Ted Crane with live Celtic music by the LITMA Orchestra. Family friendly, beginners welcome, no partner necessary. Dance at The Water Mill Community House, 743 Montauk Highway, Water Mill, from 7:45 to 10:30 PM. Get more info at www.LITMA.org or by calling 631-283-0554.

EH Village Night Market

The East Hampton Holiday Night Market will be held from 4 to 8:30 PM on Newtown Lane and Main Street. During the same times, visit Eileen Fisher for a “Santa’s Village Experience.” Come get photos with Santa, send a card from Santa Station, have bites and sips, and see Santa’s “Equine” Reindeer Exhibit provided by Spirit’s Promise Rescue Petting Zoo.

Sunday, December 8

Hamptons Holiday Cabaret

Celebrate the holidays with Valerie diLorenzo and Amanda Borsack Jones as they present seasonal favorites from the screen and stage, stories, and selections from the Great American Songbook at Hampton Bays Public Library at 2 PM. Visit www.hamptonbayslibrary.org.

Tuesday, December 10

Miracle On 34th Street’ Lecture

Join lecturer Sal St. George for the backstory of the beloved 1947 motion picture classic that has touched the hearts of generations of moviegoers, “Miracle on 34th Street.” The winner of three Oscars, this film stars Maureen O’Hara, John Payne, Natalie Wood, and Edmund Gwenn. Clips from the movie will be shown. Join in at the Hampton Bays Public Library from 7 to 8:30 PM. For more info, see www.hamptonbayslibrary.org.

Friday, December 13

Sag Harbor Stroll

The Sag Harbor Stroll will happen beginning at 5 PM. Shoppers will discover deals as they navigate their way through participating boutiques, spas, and salons while toasting to the season with celebratory lite bites and warm drinks at each location. The toast will begin at near.main (11B Washington Street) at 5 PM, where several guides will lead shoppers to 25 participating businesses. The stroll will end at 7 PM at near main.

Harmony For The Holidays

Art of Song presents Harmony for the Holidays with Duchess, a vocal trio in the tradition of the Boswell Sisters. Vocalists Amy Cervini, Hilary Gardner, and Melissa Stylianou join forces and voices; also featuring Jane Hastay and Peter Martin Weiss. Hear the music at First Presbyterian Church Session House, 120 Main Street, East Hampton, from 7:30 to 10 PM.

Saturday, December 14

Polar Bear Plunge

Take a cold dip in the ocean for Heart of the Hamptons at Coopers Beach in Southampton at 10 AM.

Mashomack Holiday Open House

Join friends and neighbors for refreshments, caroling, and holiday cheer. Tour Mashomack’s 19th-Century Victorian mansion, decked out in her holiday greens. Nature craft activities for kids. Mashomack Preserve, Shelter Island, 2 to 5 PM.

Pop-Up Holiday Market

A pop-up holiday market for last-minute gifts (we won’t tell!), featuring goods from brands like Senlis and Joey Wölffer Jewelry Bar will be held at Serena & Lily Hamptons Design Shop, 332 Montauk Highway, in Wainscott from 10 AM to 6 PM.

Southampton Village Fun

Horse-and-buggy rides, noon to 3 PM, Southampton Village Hall. Santa visit, Rogers Memorial Library, 2 to 4 PM.

Riverhead’s Holiday Parade And Bonfire

Frosty temps are no match for Downtown Riverhead’s 20th annual Holiday Parade and Bonfire along the Peconic Riverfront. The parade along Main Street starts at 3 PM. Bonfire on Peconic Riverfront, 4 PM.

EHTPS Holiday Dinner Party

Join your fellow EHTPS members at its winter holiday party, returning this year to South Fork Country Club on Old Stone Highway in Amagansett at 6 PM. Cost is $63/person. Reserve by December 6. Contact Eva Moore, 631-238-5134 for more information. Visit www.ehtps.org.

A Christmas Carol’

Dickens’s classic story of Ebenezer Scrooge, as he undergoes a redemptive transformation with the help of three spirits, is brought to life for this one-person show by Stuart Whalen. During the 90 minutes spent alone on stage with just a chair, a trunk, and some varied lighting, the actor will step into and out of more than 20 roles, adopting different voices and mannerisms for each. Shows are at 8 PM and Sunday, December 15, at 2:30 PM. There will be a pre-show reception at the Sunday performance beginning at 1:30 PM. See it at North Fork Community Theatre, 12700 Old Sound Avenue, Mattituck. Visit www.nfct.com.

Talkhouse Christmas Show

A collection of little-known gems of Christmas songs — rock, country, blues, gospel — will be performed by Sarah Conway and The Playful Souls, plus special guests. It all starts at the Stephen Talkhouse in Amagansett at 8 PM. See www.stephentalkhouse.com.

Saturday, December 21

Holiday Shopping And Lionel Layout

Another chance to shop and see the cool Lionel Polar Express train at the Railroad Museum of Long Island will be from 10 AM to 4 PM. Visit www.rmli.org.

Holiday Caroling

Caroling On Love Lane in Mattituck with members of the North Fork Community Theatre will happen from noon to 1:30 PM. All are welcome to join in!

Southampton Village Fun

Horse-and-buggy rides, noon to 3 PM, Southampton Village Hall.

The Preacher’s Wife’ Live Tribute Concert

Featuring Felicia Moss and the Genesis Ensemble. Hamptons United Methodist Church, 160 Main Street, Southampton at 7 PM. Free will offering. 7 PM. Visit Facebook page for more information.

Holiday Concert

Enjoy the festive season with a concert that feature holidays and popular music by Shostakovich, Bartok, Beethoven, and Cui. Feel the warmth and joy of the holidays with your friends and family at Castello di Borghese Vineyards. The concert includes one glass of wine, chocolate, and pastries during the intermission. Festivities are from 5 to 7 PM. Visit www.castellodiborghese.com.

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