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2nd Annual Southold WinterFest

Southold WinterFest will include exhibits and displays of local businesses and organizations as well as entertainment, free food and beverages, activites for adults and children, special events and prizes, such as:

  • DJ Music
  • A Caricature Artist
  • Face Painting
  • Ice Sculpting
  • Jugglers
  • Rob Europe Band

And much more!

HarborFrost in Sag Harbor

All Day
Expedition Documentaries
Sag Harbor Cinema

The Sag Harbor Cinema will play a medley of documentary footage, captured during famous expeditions to the Poles and Terra Nova, on the building’s street vitrines and third-floor staircase — such as Roald Admusen’s trips to the South Pole in 1910-12 and in 1925. Also, Ernest Shackleton and “The Endurance Expedition” (1914) and “The Great White Silence” (1924), a film on Robert Falcon Scott’s attempt to reach the South Pole.

10 a.m.
StoryWalk Trail Hike
Mashashimuet Park and Long Pond Greenbelt

As part of the annual HarborFrost activities, join the Friends of the Long Pond Greenbelt for a fun walk for kids of all ages along the StoryWalk Trail in Sag Harbor (approx. 30 minutes). The more adventurous can continue on for another half hour to see Long Pond and learn about the amazing Long Pond Greenbelt. Meet at 10 a.m. at the bleachers at Mashashimuet Park on the corner of Main Street and Jermain Avenue in Sag Harbor. Leader: Dai Dayton, 631-745-0689.

Noon to 4 p.m.
Culinary Stroll
Starting at Il Capuccino

Sample some of Sag Harbor’s finest foods on this casual stroll through the village sponsored by the Sag Harbor Hysterical Society. The tour starts at Il Capuccino at noon with stops along the way at Lulu Kitchen & Bar, Page at 63 Main and K Pasa. $50 includes dining specialties at each stop. Cash bar. The tour ends with plenty of time for guests to make their way to Long Wharf for the fireworks. Prizes for the best decorated chef’s hat. Space is limited so contact Charlie Canavan at 631-379-2169 in advance.

Noon to 2 p.m.
Valentine’s Craft
The Wharf Shop

Stop into The Wharf Shop at 69 Main Street for a Valentine’s card-making craft with the little ones.

2 to 4 p.m.
Frosty Face Bling
Stella & Ruby

Bring the little ones to Stella and Ruby, 144 Main Street, and get out of the cold for some frosty face bling before the fireworks.

2 p.m. (1 p.m. skipper’s meeting)
Ice Breaker Sailing Regatta
Breakwater Yacht Club

Hosted by Breakwater Yacht Club and Community Sailing Center, with lasers racing off Long Wharf starting around 2 p.m. For more information (or if you are looking for a boat) contact Sailing Director Sean Elliot at sean.elliott@breakwater.org.

2-30 p.m.
Ice Carving by Ice Melodies
Long Wharf

The Long-Island based ice carving company Ice Melodies returns to HarborFrost to carve beautiful ice sculptures on Long Wharf. Master carver Richard Daly is a national award-winning ice carving artist and creates a unique and personal experience. With over 200 ice carving competition titles won, including five Gold Medals at the U.S. National Ice Carving Championships, Ice Melodies strives for perfection with every sculpture. This year organizers are embracing a nautical theme. In addition, look for smaller ice sculptures throughout the business district which carry through the same theme.

5:30 to 7:30 p.m.
Hot Soups and Live Music
Old Whalers’ Church

Come in from the cold for a warm whalers’ welcome! Hot soups and live music at Old Whalers’ Church, 44 Union Street. $10 soup, bread, beverage and dessert. Take out available.

5:15 p.m.
Fire Dancing by Keith Leaf and His Flaming Friends
Long Wharf

As the sun begins to set, Keith Leaf and His Flaming Friends will perform their sizzling and electrifying show at Windmill Beach near Long Wharf. Each year they bring heat to HarborFrost, always offering and awe-inspiring and unforgettable show.

5:45 p.m.
World-Famous Fireworks by Grucci
Long Wharf

Fireworks by Grucci – Saturday, February 4 at 5:45 p.m. from Long Wharf – co-sponsored by Propane Depot and The Sag Harbor Chamber of Commerce

6 to 7 p.m.
Return to A Place By the Sea
The Church

Join The Chuch for an opening reception of its new exhibition, Return to A Place By the Sea, which features the work of Nanette Carter, Gregory Coates, Al Loving, and Frank Wimberley — four African-American abstract painters who have all lived in Sag Harbor at some point

8 p.m.
All Star Comedy Show
Bay Street Theater

New York comedian Joseph Vecsey returns with a brand new season of All Star Comedy, featuring comedians Nick Whitmer, Ben DeMarco, and Mike Sicoli. Since it began, the series has been headlined by stand-up veterans and fresh faces alike, growing to become the East End’s premiere live comedy series. Visit baystreet.org for tickets and information.

The Cultural Landscape Walking Tour- West Side

3 mile walk. Cultural/human history of this park is long, varied and interesting in Hallockville State Park. See historic hedgerows, find where the old Camp Carey was located, and stand on land that witnessed a Long Island battle during the War of 1812!

Seal Walk at Montauk State Park

The New York State Office of Parks, Recreation and Historic Preservation is pleased to announce that Montauk Point State Park will host a series of hikes to observe wintering seals. Beginning in November 2022 and continuing through April 2023, a State Park naturalist will lead visitors on a scenic beach walk to an area where up to five species of seals can be observed. Along the hike, there will be opportunities to see many winter birds and to explore marine geology. If you’d like, bring binoculars!

Hikers will meet at the Office/Restroom building in the lower parking lot.

$4 per person upon arrival; Children under 3 are FREE (children must be accompanied by a guardian)! There is an $8 parking fee starting April 1st.

Reservations are required. Space is limited. If you are unable to keep your reservation, please cancel so others may have the opportunity to attend. Please try to arrive 10 minutes before the start time. Wear clothing appropriate for the weather and comfortable shoes for hiking. We will be outdoors for approximately 2 hours and the hike is approximately 3-miles long. Strollers are not recommended. No dogs allowed.

Call 631-668-5000 (ext. 0) for more information.

Winemaker’s Walk and Tour

A guided tour of the winery and production facility and wine tasting at Castello di Borghese Vineyard & Winery. $30 per person. Please call at least 24 hours in advance to make reservations (631) 734-5111

Bird and Seal Viewing Cruise

This program is for adults, teens, and children ages 10 and older.

Program Leader: Frank Quevedo, SOFO Executive Director

Join us on this delightful winter cruise aboard the R/V Peconic, Stony Brook’s School of Marine and Atmospheric Sciences (SoMAS) research vessel. On the cruise, with Frank as your guide,  you can expect to see common loons, bufflehead ducks, long-tail ducks, red-breasted mergansers, and other winter waterfowl, as well as harbor seals. Be prepared for winter weather. Dress warmly and don’t forget hats, gloves, warm shoes, and, of course, your camera and binoculars.

There is a $15 fee for Adults and $10 fee for children for this program. This program fee will also provide non-members with free admission to the museum on a day of their choice. Members are free.

Advanced reservations are required for all events. To register for this program, please contact us at info@sofo.org or call 631-537-9735. 

Full “Snow Moon” Hike

Hike Leader: Jean McDermott, Friends of the Long Pond Greenbelt

The Farmer’s Almanac tells us that since the heaviest snow usually falls during this month, native tribes of the North and East most often called February’s full moon the Full Snow Moon. Join us on this leisurely paced, one-hour hike through Vineyard Field’s open-field trails, behind SOFO, and stay afterwards for light refreshments and convivial conversation.

Hikes are limited to 25 participants. To register please email: greenbeltnews@aol.com. For any questions on the day of the hike call hike leader Jean McDermott at 631-599-2391.

This is a free program.

Advanced reservations are required for all events. To register for this program, please contact us at info@sofo.org or call 631-537-9735. 

Polar Bear Plunge

IF YOU’VE ALWAYS WANTED TO PLUNGE, NOW’S YOUR CHANCE TO JUMP IN WITH THE NORTH FORK POLAR BEARS TO BENEFIT CAST!

Warm drinks, beach fires, community spirit, and prizes for individuals and groups who raise the most money!

HOW TO PARTICIPATE

Plunge with the North Fork Polar Bears! Come one, come all! We’re seeking 150 plungers!

There is no fee to participate.

DONATIONS ARE STRONGLY ENCOURAGED AND GREATLY APPRECIATED.

Fundraise or donate $25 or more
Receive a North Fork Polar Bears X CAST plunge T-shirt, along with a coupon for a draft beer at Greenport Harbor Brewing Co

Fundraise or donate $50 or more
Receive a t-shirt and beer coupon, a coupon for a hot chocolate or coffee from Aldo’s, and a North Fork Polar Bears beanie.

Participants or Fundraisers raising $125 or more
Receive all of the aforementioned plus a North Fork Polar Bears sweatshirt.

HOW TO DONATE

Online donations in support of those plunging in support of CAST are most welcome. Participants, including groups, companies, and individuals, can fundraise using their personal networks or make direct donations.

SPONSORSHIP

Sponsorship opportunities are also available. Sponsors will be recognized and acknowledged with paid advertising, logo branding on social media, CAST’s website, e-newsletter, event t-shirt, signage, and more. To inquire about sponsorship, please get in touch with cdemerato@castnorthfork.org.

What is a Groundhog? Will he see his shadow? 

Program Presenter: Emily Zabusky, SOFO Environmental Educator

Join Emily in celebrating Groundhog Day by learning all about groundhogs. Groundhogs have several names, among them woodchucks and whistle-pigs. The name “whistle-pig” is due to the high-pitched whistles they emit as a warning to other groundhogs when they feel threatened. Groundhogs are members of the squirrel family, Sciuridae and belong to the group of large ground squirrels known as Marmots. Thus their scientific name is Marmota monax. As these animals are active in the daytime, you may see them along the roadside, up out of their burrows, foraging for food.

There is a $15 fee for Adults and $10 fee for children for this program. This program fee will also provide non-members with free admission to the museum on a day of their choice. Members are free.

Nature Walk from SOFO to Poxabogue County Park with Dai Dayton

This free program is for adults, teens, and children ages 10 and older.

Walk Leader: Dai Dayton, President, Friends of the Long Pond Greenbelt

Join Dai on this 2.5-mile winter nature walk as you go from the old field habitat of Vineyard field, behind SOFO, to Suffolk County’s Poxabogue Park, one of the first open space protection acquisitions in the Long Pond Greenbelt. The name Poxabogue is derived from the Native American paugasa-baug meaning “a pond that opens out or widens.” True to its name, the surface size of the pond changes when there are periods of heavy rainfall or drought. Poxabogue Pond is one of the 13 coastal plain ponds in the Long Pond Greenbelt. Enjoy grasslands, pond shore, and oak/hickory/pitch pine forest while you explore this remarkable landscape with Dai.

This is a free program.

Advanced reservations are required for all events. To register for this program, please contact us at info@sofo.org or call 631-537-9735. 

Light the Night Winter Trail Walk

Join us for this magical winter evening walk.  Come to the Refuge for a self-guided, peaceful stroll through the gently lit forest trails.  A program for adults and families.  $15.00 per person, $10.00 for kids 12 and under.  Bring a reusable mug and enjoy a warm beverage.

Flashlights are not permitted during the walk. Please note that this is a quiet walk, and parents must accompany and encourage their children to enjoy the trail quietly. You can walk the trail as many times as you’d like.

This event is for adults and families. $15.00 per person, $10.00 for kids 12 and under. 

Outdoor Winter Activities on the East End

Winter on the East End of Long Island is filled with many couples and family friendly activities from ice skating and seal watching to igloo dining and touring the East End wineries. Below we highlight some of the best outdoor activities to indulge in this January and February on the North and South Forks of Long Island. 

Cross-Country Skiing

When snow falls on the east end, typically beginning in mid to late January and through the first week of March, grab your skis and head to several points across the North and South Forks that are ideal for cross-country skiing ventures. Once snow falls, destinations for cross-country skiing across the east end of Long Island include Cedar Point County Park, Indian Island Golf Course (around the perimeter), Montauk County Park, and Wildwood State Park in Wading River. 

Exploring the State Parks and Nature Preserves

The Hamptons and North Fork have an abundance of nature preserves to explore year round. Starting at the very eastern tip of the South Fork, Montauk has a wide range of beautiful parks and nature preserves. Montauk Point State Park is at the easternmost tip of the South Fork and offers beautiful views of the ocean and Montauk Point Lighthouse. In addition, visitors can take part in several outdoor activities including fishing, photography and stargazing. Hither Hills and Shadmoor State Park in Montauk are also beautiful for exploring in the winter. 

Note that it can be quite windy in January and February especially as you get closer to the shoreline, so be sure to layer up and wear a hat and face covering. 

On the North Fork, Hallock State Park Preserve is a 225-acre state park and nature preserve with nearly one mile of pristine beachfront on the North Shore of Long Island. Hallock State Park Preserve winter activities include hiking, bird watching, and nature hikes. Please note that no pets are allowed. Orient Beach State Park and Sound Avenue Nature Preserve near Reeves Beach in Baiting Hollow are other great parks to explore during the wintertime on the east end. 

Get to Know the East End’s Diverse Wildlife Population

While you are exploring the many nature reserves, be ready to see the diverse wildlife population that inhabits the east end. One of the best places to see the diverse wildlife on the east end of Long Island is the Elizabeth Alexandra Morton National Wildlife Refuge off of Noyack Road in the town of Southampton. Along with the many animals you can see including turkey, deer, and fox, visitors can see bird species including Piping Plovers, Terns, and Osprey. 

Quogue Wildlife Refuge off of Old County Road in Quogue offers activities throughout the year to give visitors an opportunity to meet the animals and get to know the region’s wildlife population. The refuge is also a nature preserve with over seven miles of trails. Note that dogs and bicycles are not permitted. 

Winter is a great time to witness the bald eagles across the east end. Sylvester Manor on Shelter Island, for example, has over 225 acres of gardens, fields and wooded trails and is the perfect destination for exploring the natural surroundings of Shelter Island. You may even witness some bald eagles flying by, so keep those binoculars handy! This historical farm features paths and trails through farm fields and to the marshy area of Gardiners Creek (all walking trails are closed to the public November – January due to participation in the Town-wide deer hunting program).

Hiking the East End’s Vast Trails

If you enjoy hiking with your dog, there are a number of nature trails across the east end that are dog friendly. Some of these trails include the Northwest Woods Trails and Northwest Settlement Ghost Town Hike in East Hampton, Red Creek Park in Hampton Bays, and Pine Neck Sanctuary in East Quogue that is also a nature preserve.

Trails on the North Fork include Cranberry Bog in Riverhead, Downs Farm Preserve in Cutchogue that encompasses Fort Corchaug, a Native American archaeological site; Sound View Dunes Park that has two main trails, and Inlet Pond County Park in Greenport near the North Fork Audubon Society

Shelter Island also has some dog friendly trails and nature parks including Turkem’s Rest Trail off of Midway Road, Coecles Harbor Marine Trail off of Hudson Avenue, Bunker City County Park off of Menhaden Lane, Sachem’s Woods in the middle of Shelter Island, and Ram Island. 

For hiking groups and clubs on the east end of Long Island that operate year round, look to Friends of the Longpond Greenbelt and the East Hampton Trails Preservation Society

Ice Skating

The east end is home to some fun ice skating rinks that offer ice skating lessons, events, ice hockey, and more. In Southampton off of Montauk Highway, there is the Southampton Ice Rink. Southampton Ice Rink offers public ice skating, lessons, youth hockey, adult hockey, and more. 

In East Hampton, there is Buckskill Winter Club that transforms its tennis center into an ice skating rink. Visit for ice hockey tournaments, ice skating lessons, free skating and more. Buckskill Winter Club also has a cozy club house with an open fire. Hot Chocolate, soup, and more are available for purchase. 

In Riverhead, there is an outdoor ice hockey rink at Hockey Rink at Stotzky Memorial Park.

Igloo Dining

The Baker House 1650 in East Hampton off of Montauk Highway offers igloo sessions this winter. RSVP up to 6 people for a 2 hour session. Light bites and a wine list are available, along with daily specials. 

Southampton Ice Rink also has igloos available for rent. Their heated igloos include a bluetooth speaker, board games and seating for up to 6 people. Grab a burger and a beer and relax and warm up in between ice skating sessions.  

Flora in Westhampton Beach offers igloo dining experiences for guests during the winter. Flora’s Winter Garden has heated igloos that seat up to 7 guests per igloo. Igloos can be reserved for lunch for 90 minutes and for brunch and dinner for two hours. Their full dining menu is available.

Windamere on the North Fork also offers heated igloos which can accommodate up to 8 guests. Guests can order food and drinks from Windamere’s menu and reserve the igloo in advance for up to three hours. 

Seal Watching

Montauk is perhaps the best destination on the east end of Long Island for seal watching along the beach. Montauk Point State Park in particular is one of the best places to see the seals. Seals are typically spotted on any of the tips of the beaches within the state park. When walking near the Montauk Lighthouse, watch for little black blobs bobbing in the water, or take a short hike to the Montauk Seal Haulout where seals may be sprawled out on the rocks. Orient Beach State Park and County Park on the North Fork is another destination for potential seal spotting.

Looking for a day adventure? Guests can hop aboard the 125-foot Viking Superstar for a ride to Plum Island, Great Gull Island, and Little Gull Island for breathtaking views of Harbor Seals, Grey Seals, and perhaps Harp and Hooded seals as well. Each voyage is narrated by a professional naturalist.

Touring the East End Wineries

The east end of Long Island has a vast selection of wineries and vineyards that are open year round and offer activities and experiences for everyone of all ages. In addition to wine, many of these local vineyards offer non-alcoholic beverages and light snacks including some delectable cheese boards. 

Wineries on the North Fork open in the winter include Bedell Cedars, Macari Vineyards, Peconic Bay Vineyards, Jamesport Vineyards and Pindar Vineyards. Vineyards open on the South Fork include Duck Walk Vineyard in Southampton, Channing Daughters Winery, and Wolffer Estate in Sagaponack. 

Winter Walk Series: Paul Stoutenburgh Preserve

Join Peconic Baykeeper and the Peconic Estuary Partnership as we hit the trails this season to explore some of the beautiful locations on the east End. this is a great chance to learn more about the Peconic estuary and surrounding coastal ecosystems! Walks are open to all ages but please sign up in advance so we can contact you in case of cancellations. Each walk will be approximately one hour and participants are asked to dress appropriately for the day’s weather. Scan the QR code to register.

Contact info: alexa@peconicbaykeeper.org or valerie.virgona@stonybrook.edu

March 10th 2023: Paul Stoutenburgh Preserve, Southold Hamlet 10:00am RSVP By March 9th

Winter Walk Series: Morton Wildlife Refuge

Join Peconic Baykeeper and the Peconic Estuary Partnership as we hit the trails this season to explore some of the beautiful locations on the east End. this is a great chance to learn more about the Peconic estuary and surrounding coastal ecosystems! Walks are open to all ages but please sign up in advance so we can contact you in case of cancellations. Each walk will be approximately one hour and participants are asked to dress appropriately for the day’s weather. Scan the QR code to register.

Contact info: alexa@peconicbaykeeper.org or valerie.virgona@stonybrook.edu

February 10th 2023: Morton Wildlife Refuge, Sag Harbor 10:00am RSVP by Feb 9th

Save the Date!

March 10th 2023: Paul Stoutenburgh Preserve 10:00am RSVP By March 9th

Winter Walk Series: Indian Island

Join Peconic Baykeeper and the Peconic Estuary Partnership as we hit the trails this season to explore some of the beautiful locations on the east End. this is a great chance to learn more about the Peconic estuary and surrounding coastal ecosystems! Walks are open to all ages but please sign up in advance so we can contact you in case of cancellations. Each walk will be approximately one hour and participants are asked to dress appropriately for the day’s weather. Scan the QR code to register.

Contact info: alexa@peconicbaykeeper.org or valerie.virgona@stonybrook.edu

January 13th 2023: Indian Island County Park, Riverhead – 10:00am RSVP By Jan 12th

Save the Date!

February 10th 2023: Morton Wildlife Refuge 10:00am RSVP by feb 9th

March 10th 2023: Paul Stoutenburgh Preserve 10:00am RSVP By March 9th