Book Cheap Hotels in Southold
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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 $512 per night
CA $512
CA $619 total
Aug 10 - Aug 11
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
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

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

Sound View Greenport
58775 County Rd 48, Greenport, NY
4.24 km from city centre
The price is CA $385 per night
CA $385
CA $507 total
Sep 9 - Sep 10
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 $484 per night
CA $484
CA $584 total
Aug 26 - Aug 27
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 Atlantic Hotel
1655 County Road 39, Southampton, NY
18.98 km from city centre
Book a stay at this business-friendly hotel in Southampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Cooper's Beach and Shinnecock Hills Golf Course are located nearby.
Pool
Breakfast included

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 $283 per night
CA $283
CA $363 total
Sep 3 - Sep 4
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

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 $152 per night
CA $152
CA $175 total
Aug 17 - Aug 18
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

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 $127 total
Aug 18 - Aug 19
includes taxes & fees
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
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 $509 per night from Sep 1 to Sep 2
CA $509
CA $642 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (233 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 | 4,338 hotels |
---|---|
Lowest Price | CA $110 |
Highest Price | CA $512 |
Popular hotels | The Shoals Suites and Slips, Vine & Sand, Greenview Inn Riverhead, Sound View Greenport, Saybrook Point Resort & Marina, The Atlantic Hotel, The Bentley Hotel Southampton, Quality Inn Old Saybrook - Westbrook, Pier Blue Inn Old Saybrook - Essex |
Frequently asked questions
Recent Southold hotel reviews by fellow wanderers

The Shoals Suites and Slips
5 out of 5
Posted 11 hours ago
Travelocity Verified Review
"The hotel was lovely"
A verified traveller stayed at The Shoals Suites and Slips
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