Hotels with pools in Town of Southold Town

If you're looking for a hotel with a swimming pool in Town of Southold Town, we've got you covered. We can help you find the right hotel for you so you can spend more time thinking about how you'll enjoy Town of Southold Town and beyond. Do you want to see the attractions around town before heading back to your hotel to swim or lounge? Consider trading your flippers for walking shoes, then head to local sights like Kontokosta Winery and 67 Steps Beach.

What are some of the best hotels with pools in Town of Southold Town?

Check out our customers' favourite Town of Southold Town hotels with pools:

The Blue Inn At North Fork

Within easy reach of Kontokosta Winery
• • Seasonal outdoor pool • Bar • Garden • Free WiFi • Central location



Townsend Manor Inn

3-star inn
• • Seasonal outdoor pool • Kids' pool • Poolside bar • Terrace • Restaurant



Heron Suites

Comfortable condo with kitchen, near The Old Field Vineyards
• • Seasonal outdoor pool • Beach sunloungers • 24-hour front desk • Cafe • Spacious rooms



Cliffside Resort Condominiums

Comfortable Greenport condo with kitchenette, balcony
• • Seasonal outdoor pool • Terrace • Free WiFi • Free parking • Spacious rooms



Sound View Greenport

3-star beach hotel with restaurant, near East End Seaport Maritime Museum
• • Seasonal outdoor pool • Poolside bar • Private beach • Beach sunloungers • Central location

What are the best things to see and do in Town of Southold Town?

Here are some things to see and do in Town of Southold Town when you venture away from your pool hotel:

Parks
• • Orient Beach State Park
• • Orient Point County Park
• • Norman E. Klipp Marine Park

Beaches
• • 67 Steps Beach
• • Truman's Beach

Sights & landmarks
• • Kontokosta Winery
• • Sparkling Pointe
• • Corey Creek Winery

Food & drink
• • North Fork Table & Inn
• • Red Rooster Bistro
• • Hellenic Snack Bar & Restaurant