Main Roots
Destinations
While Southold sometimes gets overlooked in favor of its neighbor to the east, the Village of Greenport, or points west that are closer to home for many visitors to this region, it remains a prime destination for people looking to escape New York City and plant new roots in the country. You barely even need to step on land to experience all the hamlet has to offer. The still waters of Southold Bay and Jockey Creek become open highways for boaters and office spaces for fishermen. And Long Island Sound in Southold is home to Horton Point Lighthouse, a landmark worth checking out for both its history and its serene setting.
Parking permit required at the end of Manhanset Avenue, Greenport, on the bay overlooking Shelter Island. Playground and lifeguards in season. Boat-launching ramp, parking by town permit only.
53930 Main Rd., Southold
Hosts live semiannual opera events.
631-407-8001 • southoldopera.org
Southold
Open to Suffolk County Green Key holders, it’s at 3690 Cedar Beach Road, Southold, facing Shelter Island Sound. Boat-launching ramp and no fees. Shoreline maintained by Cornell Cooperative Extension. Gates close at sundown.
631-765-1800 • southoldtownny.gov
Southold
Parking permit required, it’s at the end of Mill Road, Peconic, on L.I. Sound, along west side of Goldsmith Inlet, opposite county park. Swimming; no lifeguard.
631-765-1800 • southoldtownny.gov
Southold
Parking permit required off North Bayview Road, Southold, on Southold Bay. Swimming, playground, restrooms; lifeguard in season.
631-765-1800 • southoldtownny.gov
Southold
Parking permit required on Kenney’s Road, Southold, on L.I. Sound. Swimming, restrooms, lifeguard in season.
631-765-1800 • southoldtownny.gov
Southold
Parking permit required on North Sea Drive, Southold, on L.I. Sound. Swimming, restrooms, lifeguard in season.
631-765-1800 • southoldtownny.gov
Southold
Parking permit required at the end of Manhanset Avenue, Greenport, on the bay overlooking Shelter Island. Playground and lifeguards in season. Boat-launching ramp, parking by town permit only.
631-765-1800 • southoldtownny.gov
Southold
Parking permit required on Route 48 (North Road), Southold, on L.I. Sound. Swimming, playground, picnic area, restrooms. Handicapped-accessible, with wheelchairs available in season. Lifeguards and attendants in season.
631-765-1800 • southoldtownny.gov
62300 Main Road,, Southold
876-5300 • alurenorthfork.com
56275 NY-25, Southold
631-629-4123 • https://blueduckbakerycafe.com/
46520 Route 48, Southold
765-5999 • caihongsouthold.com
55765 Main Rd, Southold
631-765-6766 • https://countrycornersouthold.com/
55765 Main Road,, Southold
765-6766 • countrycornersouthold.com
46519 Route 48, Southold
765-1642
50 North Sea Dr., Southold
765-1203 • elboweast.com
43715 Route 48, Southold
765-6264 • eriksinsouthold.com
55500 Main Road, Southold
765-3100 • founderstavern.com
55750 Main Rd., Southold
876-5521 • graceandgritevents.com
55700 Main Road, Southold
765-6408 • gratefuldeliny.com
46455 Route 48, Southold
765-8708 • cascadaonline.com
53345 Main Rd., Southold
407-5600 • latinfuzionrestaurant.com
54195 Main Rd., Southold
757-4500 • maronicuisine.com
53345 Main Road, Southold
765-0300
55795 Main Road, Southold
876-5450 • northforkroastingco.com
41150 County Rt. 48, Southold
876-5566 • thenorthforkshack.com
57225 Main Rd, Southold
765-0177 • northforktableandinn.com
46520 Route 48, Southold
765-4110
44780 Route 48, Southold
765-2111 • omallyssouthold.com
46455 Route 48, Southold
765-3400 • paganosli.com
46520 Middle Rd., Southold
765-9655
730 Main Bayview Rd., Southold
765-5700
64755 Main Road, Southold
765-3200
56215 Main Road, Southold
765-6670 • givingroom.net
400 Old Main Road,, Southold
765-6373 • waypointrestaurant.com
55575 Main Road, Southold
765-3575 • southoldwaysidemarket.com
53345 Route 25, Southold
876-5251 • wednesdays-table.com
4395 Hortons Ln., Southold
631-599-6459 • bhavanaberries.com
57995 Main Road, Southold
631-903-1335
57685 Main Road, Southold
631-745-7928
45375 County Road 48, Southold
59945 Main Road, Southold
631-765-2075 • kkthefarm.com
46975 Main Road, Southold
surreylanevineyard.com
3005 Youngs Ave., Southold
631-416-0075 • farmbeyond.com
3575 Lighthouse Road, Southold
This Southold landmark was commissioned in 1790 by George Washington — though it wasn’t constructed until 1857 — and is listed on both the national and state registers of historic places. Explore the nautical museum and visit the 58-foot tall tower for a panoramic view of the Long Island Sound and the surrounding park. Outside...
631-765-5500 • southoldhistoricalsociety.org
1115 Main Bayview Road, Southold
The institute is the oldest public observatory on Long Island. Every Saturday from dusk until midnight the volunteer staff gives guided tours of the facilities and the night sky with the help of its powerful telescopes. There are also frequent lectures, classes, concerts, art exhibits and other special events throughout the year. 1115 Main Bayview...
631-765-2626 • custerobservatory.org
55200 Route 25, Southold
The Maple Lane complex is home to 11 historic buildings maintained by the Southold Historical Society. Walk the grounds to discover highlights such as The Thomas Moore House and the Ann Currie-Bell House, which is listed on the state and national registers of historic places.
(631) 765-5500 • southoldhistoricalsociety.org
53940 North Road, Southold
631-765-9896
53705 Main Road,, Southold
631-765-2077 • southoldlibrary.org
9680 N. Bayview Road, Southold
631-765-9197 • walkinthewoodsbnb.com
62300 Main Road, Southold
631-765-5121 • https://www.heronsuites.com/
57225 Main Road, Southold
631-765-0177 • nofoti.com
54300 Route 48, Southold
631-765-1570 • shorecrestbedandbreakfast.com
565 South Harbor Road, Southold
646-552-5047 • southharborinn.com
53250 North Road, Southold
631-765-2233 • southoldbeachmotel.com
47100 Route 25, Southold
631-620-9253 • vineandsand.com
1100 Youngs Ave., Southold
wickham-prince.com
48850 Main Road, Southold
631-765-1575
61205 Main Road, Southold
765-3232 • albertsonmarine.com
1760 Sage Blvd., Southold
631-477-0830 • brickcove.com
64150 Main Road,, Southold
631-765-1600 • goldsmithboatshop.com
64300 Main Road, Southold
631-407-5197 • peconicbaymarinebasin.com
62300 Main Road, Southold
765-2445 • poemarine.com
Main Road, Southold
Shoreline frontage on Arshamomaque Pond (Mill Creek), tidal salt marsh meadows, woodlands, vernal freshwater ponds and wetlands. Hiking year round, dawn to dusk.
631-765-1800 • southoldtownny.gov
54127 Main Rd, Southold
718-483-6054 • https://arnipaperie.square.site/
53345 Main Rd, Southold
631-876-5666
41965 Main Rd, Peconic
631-605-9439 • https://www.intheattictoonofo.com/
53345 Main Rd, Southold
516-586-2894 • https://www.oneforallgifts.com/
Feather Hill Village 53345 Main Rd, Southold
516-695-0638 • http://satnickjewelers.com/
54796 NY-25, Southold
631-779-2676 • https://www.acehardware.com/store-details/14777
53740 Main Rd, Southold
631-765-8455 • https://www.touchgoods.com/
64355 Main Rd, southold
53995 Main Rd, Southold
631-765-2353 • https://www.theshopkeepers.com/white-flower-farmhouse-north-fork/
53850 Main Rd, Southold
53155 NY-25, Southold
(631) 407-5700 • mainrootssalon.com
53800 Main Rd, Southold
(929) 290-9524
53345 Main Rd, Southold
(631) 407-5511 • http://naturalshinebeauty.net
56475 Main Rd Building B, Southold
(631) 765-6363 • salonedeicapelli.com
Southold
Let Captain Mark Melnick take you and your guests for a leisurely private three-hour tour that circumnavigates scenic Shelter Island aboard the Emily Rose, a semi-custom Judge Yachts 27 Chesapeake. There is also a plan-your-own option for a customized excursion, from a family sightseeing tour of the North Fork to a bachelorette party. Reservations are...
631-204-8150 • fishnorthfork.com
1450 South Harbor Road, Southold
Croteaux Vineyards, located in Southold, New York, is the only vineyard in the United States that is exclusively dedicated to growing vinifera grapes for producing Provence-style rosé wines. Planted in 2003, our vineyards and tasting garden are set against the backdrop of two historic farms that have been in continuous agricultural production since the 1700s....
croteaux.com
44535 Route 25, Southold
This vineyard’s Southold location, with its spacious, vaulted tasting room, accommodates large groups and celebrations. It’s also a dream ambiance for a wine country wedding, providing the perfect setting for your special day. Conveniently located near fine dining in Southold and Greenport, Duck Walk North features wine accompaniments and offers local craft beer on tap....
631-726-7555 • duckwalk.com
46005 Main Road, Southold
Visit this Southold winery for an intimate and educational tasting experience through a combination of excellent wines, beautiful surroundings and delicious finger foods. From the vegetable and fig gardens — as well as the plethora of roses and hydrangea herb gardens — nature is incorporated into every element at Mattebella Vineyards. The certified sustainable farm...
631-655-9554 • mattebellavineyards.com
5195 Old North Road, Southold
Those seeking an intimate winery experience away from all the crowds should visit this tiny, rustic tasting room in Southold. One Woman Wines & Vineyards is a quintessential North Fork tasting room that’s less than 160 square feet and doesn’t allow large groups or limos during business hours. Despite the tasting room’s size, customers experience...
631-765-1200 • onewomanwines.com
39750 Route 48, Southold
The vision of vintners Cynthia and Tom Rosicki, Sparkling Pointe encompasses 40 acres of sustainably grown vineyard planted with the classic Champagne grape varietals — pinot noir, pinot meunier and chardonnay. Using strictly the traditional Methode Champenoise process, Sparkling Pointe is the only winery on the North Fork to produce exclusively sparkling wines. The wines...
631-765-0200 • sparklingpointe.com
59600 Main Road, Southold
Sip on handcrafted wines while enjoying the view of 1850s buildings and wonderful, old shade trees at this Main Road winery. The Old Field Vineyards in Southold features a tasting bar with a laid-back atmosphere and doesn’t permit buses or groups over 10 people. Five family members run the micro-operation to create premium red, white,...
631-765-0004 • theoldfield.com
59600 Main Road, Southold
Varieties: merlot, cabernet franc, pinot noir, sauvignon blanc, chardonnay Sip on handcrafted wines while enjoying the view of 1850s buildings and wonderful, old shade trees at this Main Road winery. The Old Field Vineyards in Southold features a tasting bar with a laid-back atmosphere and doesn’t permit buses or groups over 10 people. Five family...
631-765-0004 • theoldfield.com
45470 Route 25, Southold
The Tap Room at Corey Creek is a new way to experience the best wines Bedell has to offer. The Southold establishment serves limited runs of small-batch, hand-crafted and sustainable wines on tap and also offers wines by the bottle and in growlers. Winemaker Richard Olsen-Harbich was among the first on the East Coast to...
631-765-4168 • bedellcellars.com