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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 $243 per night
CA $243
CA $313 total
includes taxes & fees
6 Apr - 7 Apr
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

North Fork 7 Bedroom Farmhouse Escape
2.17 km from city centre
Stay at this vacation home in Southold. Enjoy free WiFi, a water park, and a garden. Popular attractions The Old Field Vineyards and Horton Point Park are located nearby.

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 $263 per night
CA $263
CA $328 total
includes taxes & fees
30 Mar - 31 Mar
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

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 $182 per night
CA $182
CA $208 total
includes taxes & fees
3 Apr - 4 Apr
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

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 $99 per night
CA $99
CA $114 total
includes taxes & fees
24 Mar - 25 Mar
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
The price is CA $280 per night
CA $280
CA $352 total
includes taxes & fees
24 Mar - 25 Mar
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

Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
Free cancellation
Reserve now, pay when you stay
28.79 km from city centre
The price is CA $110 per night
CA $110
CA $126 total
includes taxes & fees
6 Apr - 7 Apr
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ferry Landing State Park and Essex Saybrook Antique Village Shopping Center are located nearby.

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 $170 per night
CA $170
CA $194 total
includes taxes & fees
26 Mar - 27 Mar
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

Hilton Garden Inn Riverhead
2038 Old Country Rd, Riverhead, NY
Free cancellation
Reserve now, pay when you stay
29 km from city centre
The price is CA $163 per night
CA $163
CA $187 total
includes taxes & fees
30 Mar - 31 Mar
Stay at this 3-star hotel in Riverhead. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanger Outlet Center and Riverhead Raceway are located nearby.
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 $249 per night from Apr. 6 to Apr. 7
CA $249
CA $346 total
includes taxes & fees
6 Apr - 7 Apr
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 $99 |
Highest Price | CA $357 |
Popular hotels | The Shoals Suites and Slips, North Fork 7 Bedroom Farmhouse Escape, Water's Edge Resort & Spa, Hyatt Place Long Island East End, Pier Blue Inn Old Saybrook - Essex, Baron's Cove, Quality Inn Old Saybrook - Westbrook, Residence Inn by Marriott New York Long Island East End, Hilton Garden Inn Riverhead |
Frequently asked questions
Recent Southold hotel reviews by fellow wanderers

Saybrook Point Resort & Marina
5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"We love the saybrook inn. My husband and I spent this weekend together and will be back soon
"
A verified traveller stayed at Saybrook Point Resort & Marina
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