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Your Cutchogue Vacation
With plenty of highlights as well as some hidden gems, this city is best explored with a Cutchogue vacation package. Find a place to stay in Village of Southampton, which is good for history, coastal beaches and culture. If taking in sights is part of the plan during your trip to Cutchogue, swing by leading attractions like Macari Vineyards, Raphael Winery and Pindar Vineyards. That dream Cutchogue vacation is just a few clicks away. Search accommodations, flights and more on Expedia for an adventure that's tailored just for you.
The Latest Cutchogue vacation packages

The Inn At Fox Hollow Hotel
Reviewed on Aug 12, 2025

Harpoon House
Reviewed on Aug 19, 2025

1 Hotel Brooklyn Bridge
Reviewed on Aug 19, 2025

Sound View Greenport
Reviewed on Aug 18, 2025

Windrose On Hudson
Reviewed on Aug 12, 2025
Discover the most popular places to visit in Cutchogue
Bedell Cellars
You can enjoy a tasting or tour at Bedell Cellars during your travels to Cutchogue. While you're in the area, stroll along the beautiful beaches.
Peconic Bay Winery
You can enjoy a tasting or tour at Peconic Bay Winery during your travels to Cutchogue. While you're in the area, stroll along the beautiful beaches.
Pellegrini Vineyards
You can enjoy a tasting or tour at Pellegrini Vineyards during your travels to Cutchogue. While you're in the area, stroll along the beautiful beaches.
What to do in Cutchogue

Long Island Wine and Food Day Trip with Sommelier host from NYC

Hamptons Private Day Trip from New York City

Long Island Wine Tour North Fork Sights, Bites & Flights Full-Day
Cutchogue Hotel Deals

Greenview Inn Riverhead
Reviewed on Aug 17, 2025

The Atlantic Hotel
Reviewed on Aug 18, 2025

Sound View Greenport
Reviewed on Aug 18, 2025
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- Hotels near Pugliese Vineyards
- Hotels near Castello di Borghese / Hargrave Vineyard
- Hotels near Peconic Bay Winery
- Hotels near Pellegrini Vineyards
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- Pugliese Vineyards
- Castello di Borghese / Hargrave Vineyard
- Peconic Bay Winery
- Pellegrini Vineyards
- McCall Wines
- 8 Hands Farm
- New Suffolk Vacations
- Waters Crest Winery
- Bedell Cellars
- Pindar Vineyards
- Visit New Suffolk
- Lenz Winery
- Raphael Winery
- Shinn Estate Vineyards
- Sannino's Bella Vita Vineyard
- Peconic Vacations
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- Mattebella Vineyards
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- Southold Vacations