Southold Travel Guide
Tourist Guide
Visit Southold
The Shoals Suites and Slips
Very helpful staff. Room was very roomy (no pun intented) and appeared to be recently upgraded. Chit provided for continental breakfast at a local coffee shop that was very good. Definitely recommend.
Reviewed on 5 May 2026
Vine & Sand
Location was perfect for visiting the wineries… breakfast was to die for!
Reviewed on 22 Mar 2026
The Bentley Hotel Southampton
My stay was excellent from start to finish. Everything exceeded expectations — the staff was professional and welcoming, the room was clean and comfortable, and the overall atmosphere made the experience even better. Great service, smooth check-in, and attention to detail throughout. I would definitely ...
Reviewed on 10 May 2026
North Fork Cottages & RV Resort
Great stay & great staff!
Reviewed on 7 May 2026
Cliffside Resort Condominiums
This is my third time at the Cliffside, and as always it was a lovely space that was great value for money. The only reason I didn’t give it five stars was that the heat was wildly inconsistent: in the small bedroom it was very hot, and the kitchen/living room, cool, and in the master bedroom, frigid. ...
Reviewed on 21 Apr 2026
Windward Shores Ocean Resort
We always stay at the Windward Shores when we go to Montauk. It is a beautiful, clean and comfortable place, and the price is great!
Reviewed on 6 May 2026
Popular places to visit
Sparkling Pointe
You can enjoy a tasting or tour at Sparkling Pointe during your travels to Southold. Discover the sunsets and wineries in this family-friendly area.
Mattebella Vineyards
You can enjoy a tasting or tour at Mattebella Vineyards during your travels to Southold. Wander the beautiful beaches in this family-friendly area.
Croteaux Vineyards
You can enjoy a tasting or tour at Croteaux Vineyards during your travels to Southold. Wander the beautiful beaches in this family-friendly area.
Osprey's Dominion
You can enjoy a tasting or tour at Osprey's Dominion during your travels to Southold. Wander the beautiful beaches in this family-friendly area.
The Old Field Vineyards
You can enjoy a tasting or tour at The Old Field Vineyards during your travels to Southold. Stroll along the beaches or discover the sunsets in this family-friendly area.
Corey Creek Winery
You can enjoy a tasting or tour at Corey Creek Winery during your travels to Southold. Wander the beautiful beaches in this family-friendly area.
Activities
