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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
The price is CA $261 per night
CA $261
CA $333 total
includes taxes & fees
Apr 14 - Apr 15
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

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
The price is CA $271 per night
CA $271
CA $336 total
includes taxes & fees
Apr 20 - Apr 21
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

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
The price is CA $110 per night
CA $110
CA $126 total
includes taxes & fees
Apr 14 - Apr 15
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

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
The price is CA $186 per night
CA $186
CA $212 total
includes taxes & fees
Apr 20 - Apr 21
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 Suffolk Theater and All Star Bowling are located nearby.
Pool
Pet-friendly

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

Residence Inn by Marriott New York Long Island East End
2012 Old Country Road, Riverhead, NY
Free cancellation
Reserve now, pay when you stay
28.93 km from city centre
The price is CA $164 per night
CA $164
CA $187 total
includes taxes & fees
Apr 28 - Apr 29
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Tanger Outlet Center and Riverhead Raceway are located nearby.
Pool
Hot tub

The Harbor Front Inn
209 Front St, Greenport, NY
6.74 km from city centre
The price is CA $229 per night
CA $229
CA $293 total
includes taxes & fees
Apr 21 - Apr 22
Stay at this 3.5-star business-friendly hotel in Greenport. Enjoy free breakfast, an outdoor pool, and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenport Carousel and Camera Obscura are located nearby.
Pool
Breakfast included

Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
Free cancellation
Reserve now, pay when you stay
25.08 km from city centre
The price is CA $386 per night
CA $386
CA $472 total
includes taxes & fees
Apr 28 - Apr 29
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 General William Hart House and Katharine Hepburn Cultural Arts Center are located nearby.
Pool
Hot tub

Sound View Greenport
58775 County Rd 48, Greenport, NY
4.24 km from city centre
The price is CA $312 per night
CA $312
CA $399 total
includes taxes & fees
Apr 21 - Apr 22
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
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
The price is CA $200 per night from Apr. 30 to May 1
CA $200
CA $289 total
includes taxes & fees
Apr 30 - May 1
8.8/10 Excellent! (207 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 | 4,269 hotels |
---|---|
Lowest Price | CA $110 |
Highest Price | CA $409 |
Popular hotels | The Shoals Suites and Slips, Water's Edge Resort & Spa, Pier Blue Inn Old Saybrook - Essex, Hyatt Place Long Island East End, Baron's Cove, Residence Inn by Marriott New York Long Island East End, The Harbor Front Inn, Saybrook Point Resort & Marina, Sound View Greenport |
Frequently asked questions
Recent Southold hotel reviews by fellow wanderers

Hyatt Place Long Island East End
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Very nice hotel, friendly and helpful staff. The room was spacious. "
A verified traveller stayed at Hyatt Place Long Island East End
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