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Most frequently booked Southold hotels

The Shoals Suites and Slips
61600 Main Rd, Southold, NY
2.28 km from city centre
Stay at this 3.5-star hotel in Southold. Enjoy free WiFi, free bicycles on site, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions The Old Field Vineyards and Crescent Beach are located nearby.
Free WiFi
Restaurant

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Free cancellation
Reserve now, pay when you stay
24.68 km from city centre
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chalker Beach and Crystal Lake Town Park are located nearby.
Pet-friendly
Parking included

Water's Edge Resort & Spa
1525 Boston Post Road, Westbrook, CT
Free cancellation
Reserve now, pay when you stay
24.1 km from city centre
Stay at this 3.5-star beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Tanger Outlets and Westbrook Town Beach are located nearby.
On private beach
Pool

Baron's Cove
31 West Water Street, Sag Harbor, NY
12.69 km from city centre
Stay at this 4-star hotel in Sag Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions The Hamptons Beaches and Sag Harbor Whaling and Historical Museum are located nearby.
Pool
Spa

The Atlantic Hotel
1655 County Road 39, Southampton, NY
18.98 km from city centre
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Cooper's Beach and Shinnecock Hills Golf Course are located nearby.
Pool
Pet-friendly

Greenview Inn Riverhead
1433 W Main St, Riverhead, NY
Free cancellation
Reserve now, pay when you stay
28.31 km from city centre
Stay at this motel in Riverhead. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Splish Splash Water Park and Riverhead Raceway are located nearby.
Parking included
Free WiFi

Greenporter Hotel
326 Front St, Greenport, NY
6.62 km from city centre
Stay at this hotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Railroad Museum of Long Island and East End Seaport Maritime Museum are located nearby.
Pool
Hot tub

Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
Free cancellation
Reserve now, pay when you stay
25.08 km from city centre
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Fort Saybrook Monument Park and General William Hart House are located nearby.
Pool
Hot tub

Sag Harbor Inn
45 West Water Street, Sag Harbor, NY
12.64 km from city centre
Stay at this 3.5-star business-friendly hotel in Sag Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions The Hamptons Beaches and Sag Harbor Whaling and Historical Museum are located nearby.
Pool
Breakfast included
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels in Southold with star rating
Check Southold hotel room prices by star rating

5 Star Hotels
2 properties
Top hotels in Southold for Extended Stay

Cliffside Resort Condominiums
61475 Route 48 (North Road), Greenport, NY
8.8/10 Excellent! (218 reviews)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Southold hotels essential information
Accommodation | 4,350 hotels |
---|---|
Lowest Price | |
Highest Price | |
Popular hotels | The Shoals Suites and Slips, Pier Blue Inn Old Saybrook - Essex, Water's Edge Resort & Spa, Baron's Cove, The Atlantic Hotel, Greenview Inn Riverhead, Greenporter Hotel, Saybrook Point Resort & Marina, Sag Harbor Inn |
Frequently asked questions
Recent Southold hotel reviews by fellow wanderers

Water's Edge Resort & Spa
5 out of 5
Posted 4 days ago
Travelocity Verified Review
"We were greeted so beautifully by Cassandra and the young man she was training at the guest registration. She is a gem! Loved sitting out on the patio and admiring the magnificence of the water and the grounds. The buildings were immaculate 24/7 and our room was pristine! We will definitely be returning! Thank you!"
A verified traveller stayed at Water's Edge Resort & Spa
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