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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 $232 per night
CA $232
CA $301 total
Nov 25 - Nov 26
includes taxes & fees
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
Air conditioning

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

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 $142 per night
CA $142
CA $163 total
Nov 30 - Dec 1
includes taxes & fees
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.
Pool
Breakfast included

Sound View Greenport
58775 County Rd 48, Greenport, NY
4.24 km from city centre
The price is CA $273 per night
CA $273
CA $380 total
Dec 16 - Dec 17
includes taxes & fees
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

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 $340 per night
CA $340
CA $425 total
Nov 30 - Dec 1
includes taxes & fees
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

The Bentley Hotel Southampton
161 Hills Station Rd, Southampton, NY
Free cancellation
Reserve now, pay when you stay
19.23 km from city centre
The price is CA $162 per night
CA $162
CA $186 total
Nov 19 - Nov 20
includes taxes & fees
Book a stay at this business-friendly 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

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 Sebonack Golf Course are located nearby.
Pool
Pet-friendly

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 $289 per night
CA $289
CA $357 total
Nov 23 - Nov 24
includes taxes & fees
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Tanger Outlets and Westbrook Town Beach are located nearby.
On private beach
Pool

Spark by Hilton Guilford
300 Boston Post Rd Guilford CT
Free cancellation
Reserve now, pay when you stay
31.44 km from city centre
The price is CA $120 per night
CA $120
CA $138 total
Dec 7 - Dec 8
includes taxes & fees
Book a stay at this business-friendly hotel in Guilford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hyland House Museum and Henry Whitfield State Museum are located nearby.
Breakfast included
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
Southold hotels essential information
Accommodation | 4,294 hotels |
|---|---|
Lowest Price | CA $138 |
Highest Price | CA $425 |
Popular hotels | The Shoals Suites and Slips, Pier Blue Inn Old Saybrook - Essex, Quality Inn Old Saybrook - Westbrook, Sound View Greenport, Saybrook Point Resort & Marina, The Bentley Hotel Southampton, The Atlantic Hotel, Water's Edge Resort & Spa, Spark by Hilton Guilford |
Frequently asked questions
Recent Southold hotel reviews by fellow wanderers

Saybrook Point Resort & Marina
5 out of 5
Posted 3 hours ago
Travelocity Verified Review
"Everything was perfect and relaxing. The food and view at fresh salt never disappoints. The spa and pools were also great. Looking forward to the next time."
A verified traveller stayed at Saybrook Point Resort & Marina
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