4 days in Southampton & Jackson Itinerary

4 days in Southampton & Jackson Itinerary

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Route & dates

4 days in Southampton & Jackson Itinerary

Start: Newark
Drive:  2​h
Hampton Bays
— 1 night
Drive:  2​h 45​min
— 2 nights
Drive:  1​h 15​min
End: Newark

Hampton Bays

Hampton Bays ©
Hampton Bays is a hamlet and census-designated place (CDP) in Suffolk County, New York, United States. On the 6th (Sun), get engrossed in the history at The Thomas Halsey Homestead, tour the pleasant surroundings at Cooper's Beach, and then explore the world behind art at Southampton Arts Center. On the 7th (Mon), you'll have a packed day of sightseeing: look for gifts at Hildreth's, then admire the masterpieces at Parrish Art Museum, then learn about winemaking at Duck Walk Vineyard, and finally stroll through Ponquogue Beach.

To see where to stay, maps, other places to visit, and more tourist information, read our Hampton Bays day trip planner .

Newark to Hampton Bays is an approximately 2-hour car ride. Expect little chillier evenings in Hampton Bays when traveling from Newark in October, with lows around 45°F. Wrap up your sightseeing on the 7th (Mon) to allow time to travel to Jackson.

Things to do in Hampton Bays

Parks Outdoors Beaches

Side Trips

Southampton, Water Mill
Find places to stay Oct 6 — 7:
Highlights from your plan
Cooper's Beach ©
Cooper's Beach
Ponquogue Beach ©
Ponquogue Beach
Parrish Art Museum ©
Parrish Art Museum


Jackson ©
On the 8th (Tue), get in on the family fun at Six Flags Great Adventure, then identify plant and animal life at Six Flags Safari, and then learn about winemaking at Cream Ridge Winery. Keep things going the next day: experience rural life at Howling Woods Farm, do a tasting at Laurita Winery, and then experience rural life at Emery's Berry Farm.

Plan my day in Jackson using traveler tips and tourist information provided by Inspirock.

Getting from Hampton Bays to Jackson by car takes about 3 hours. Traveling from Hampton Bays in October, expect nights in Jackson to be about the same, around 47°F, while days are a bit cooler, around 52°F. Finish your sightseeing early on the 9th (Wed) so you can drive back home.

Things to do in Jackson

Wineries Theme Parks Wildlife

Side Trips

New Egypt, Cream Ridge Winery
Find places to stay Oct 7 — 9:
Highlights from your plan
Laurita Winery ©
Laurita Winery
Six Flags Great Adventure ©
Six Flags Great Adventure
Howling Woods Farm ©
Howling Woods Farm