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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

Vine & Sand
47100 New York 25, Southold, NY
2.12 km from city centre
Stay at this 3-star business-friendly B&B in Southold. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Croteaux Vineyards and Corey Creek Winery are located nearby.
Pool
Breakfast included

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
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

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 BookHampton are located nearby.
Pool
Spa

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

Sound View Greenport
58775 County Rd 48, Greenport, NY
4.24 km from city centre
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Railroad Museum of Long Island and The Old Field Vineyards are located nearby.
On private beach
Pool

Hyatt Place Long Island East End
451 East Main Street, Riverhead, NY
Free cancellation
Reserve now, pay when you stay
25.22 km from city centre
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free WiFi, free parking, and a marina. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Splish Splash Water Park and Suffolk Theater are located nearby.
Pool
Pet-friendly

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

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
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! (220 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 | 4,395 hotels |
---|---|
Lowest Price | |
Highest Price | |
Popular hotels | The Shoals Suites and Slips, Vine & Sand, Pier Blue Inn Old Saybrook - Essex, Baron's Cove, Saybrook Point Resort & Marina, Sound View Greenport, Hyatt Place Long Island East End, Sag Harbor Inn, Greenporter Hotel |
Frequently asked questions
Recent Southold hotel reviews by fellow wanderers

Greenview Inn Riverhead
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"It was great ."
A verified traveller stayed at Greenview Inn Riverhead
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