Book Cheap Hotels in Southold
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check hotel availability in Southold
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

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

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

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

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

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

The Bentley Hotel Southampton
161 Hills Station Rd, Southampton, NY
Free cancellation
Reserve now, pay when you stay
19.23 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 and the clean rooms in our reviews. Popular attractions Cooper's Beach and Sebonack Golf Course are located nearby.
Pool
Pet-friendly
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 | 4,319 hotels |
---|---|
Lowest Price | |
Highest Price | |
Popular hotels | The Shoals Suites and Slips, Pier Blue Inn Old Saybrook - Essex, Baron's Cove, Saybrook Point Resort & Marina, Hyatt Place Long Island East End, Greenporter Hotel, Greenview Inn Riverhead, The Atlantic Hotel, The Bentley Hotel Southampton |
Frequently asked questions
Recent Southold hotel reviews by fellow wanderers

Baron's Cove
5 out of 5
Posted 7 hours ago
Travelocity Verified Review
"My husband and i travel from Az to celebrate our 25th anniversary! Hotel was absolutely beautiful, clean comfortable and staff was super friendly. Would definitely recommend and will be staying again!"
A verified traveller stayed at Baron's Cove
Types of hotels
Hotels near…
Hotels by star rating
Areas of Southold
Most popular
Hotels
Ellicottville Golf Resorts & HotelsPlattsburgh Waterpark Hotels and ResortsPlattsburgh Spa Resorts & HotelsCheap Hotels in ParksvillePlattsburgh All Inclusive Resorts & HotelsCheap Hotels in HiltonPlattsburgh Kid Friendly HotelsSyracuse Hotels with Hot TubsCheap Hotels in Lake PlacidCheap Hotels in PlattsburghEllicottville Spa Resorts & HotelsCheap Hotels in WatertownCheap Hotels in Orchard ParkCheap Hotels in AlbanyEllicottville Ski Resorts and HotelsSyracuse Romantic Getaways & HotelsSyracuse Spa Resorts & HotelsLake Placid Ski Resorts and HotelsCheap Hotels in Lake GeorgeCheap Hotels in Niagara FallsCheap Hotels in SyracuseWatertown Spa Resorts & HotelsWatertown Hotels with Hot TubsSyracuse Kid Friendly Hotels
Activities