The Top 16 Attractions around Southold
There are plenty of places to see and visit around Southold. Whether you love hiking or cycling, Southold is a region where 16
hidden gems are waiting to be explored and visited. Check the top places to visit in the region and plan your next adventure today.
hidden gems are waiting to be explored and visited. Check the top places to visit in the region and plan your next adventure today.
Last updated: October 7, 2025
Explore the Shelter Island Heights Historic District, lined with preserved Victorian houses and offering a glimpse into the island's past.
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Sag Harbor is a picturesque village on the East End of Long Island, New York. It boasts a rich maritime history dating back to the 18th and 19th centuries and …
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Custer Institute and Observatory, established in 1927, opens exclusively on Saturdays from 7 p.m. to 12 a.m. for Saturday Night Observing. Long Island's oldest public observatory offers tours led by …
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Enjoy stunning vistas of the Long Island Sound from the park's waterfront promenade. Breathe in the fresh sea air and let the gentle waves soothe your soul. Observe the colorful …
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Nestled on Shelter Island, Mashomack Preserve is a 2,039-acre natural wonderland. It features diverse ecosystems from woodlands to tidal creeks, offering picturesque trails for hikers. Rich in biodiversity, it's a …
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Most popular routes around Southold
Most popular attractions around Southold
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Still not found the Highlight you’re looking for? See guides of the top attractions in other regions:
MelvilleCold Spring HarborLloyd HarborMontaukHuntingtonDix HillsAmityvilleHuntington StationWest HillsWest BabylonCenterportEast FarmingdaleGilgoIslipBay ShoreSouth HuntingtonHuntington BayHalesiteBrightwatersWest Bay ShoreDeer ParkBrentwoodNorth Bay ShoreFishers IslandCopiagueEatons NeckAsharokenFire IslandShelter Island HeightsShelter IslandLindenhurstSpringsNorth AmityvilleNorth LindenhurstGreenlawnWyandanchWheatley HeightsStony Brook UniversityCentereachStony BrookNoyackNorth HavenNorthwest HarborGreenport WestEast MarionVillage of GreenportDering HarborOrientWest IslipSaint JamesNissequogueHead Of The HarborSag HarborLake RonkonkomaRonkonkomaElwoodEast NorthportBridgehamptonAmagansettGreat RiverEast IslipNorth SeaPeconicFort SalongaMiddle IslandWainscottNorthportCommackEast Hampton NorthHampton BaysTuckahoeSagaponackSouthamptonShinnecock HillsNorthamptonManorvilleCalvertonEastportWater MillSaltaireVillage of IslandiaNesconsetCentral IslipOld FieldSetauketEast SetauketHauppaugeSmithtownMount SinaiFlandersOak BeachLake GroveBayportSayvilleBabylonCaptreeCenter MorichesEast MorichesRocky PointVillage Of The BranchSeldenTerryvillePort Jefferson StationPoquottPort JeffersonBelle TerreWading RiverKings ParkMontauk Point State ParkWesthamptonEast HamptonBaywoodCutchogueOakdaleRidgeWest SayvilleBaiting HollowBohemiaHolbrookIslip TerraceNorth Great RiverNorth BabylonEast QuogueMiller PlaceMorichesRiversideRiverheadYaphankCoramVillage of ShorehamShirleyMasticRemsenburg-SpeonkEast ShorehamCamp Hero State ParkBlue PointNapeagueSound BeachFire Island National SeashoreQuogueWesthampton BeachFarmingvilleHoltsvilleGordon HeightsHither Hills State ParkNorth Patchogue
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