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Cheap Southold Hotels

The Shoals Suites and Slips
61600 Main Rd Southold NY
$213 nightly
The price is $240 total per night
$240 total
Apr 26 - Apr 27
Total with taxes and fees
1.41 mi from city center
When you stay at The Shoals Suites and Slips in Southold, you'll be near the bay, within a 5-minute drive of The Old Field Vineyards and Mattebella Vineyards.
Free WiFi
Air conditioning

Vine & Sand
47100 New York 25 Southold NY
$361 nightly
The price is $412 total per night
$412 total
Apr 26 - Apr 27
Total with taxes and fees
1.32 mi from city center
With a stay at Vine & Sand in Southold, you'll be a 2-minute walk from Mattebella Vineyards and 8 minutes by foot from Corey Creek Winery.
Pool
Breakfast included

Sound View Greenport
58775 County Rd 48 Greenport NY
$252 nightly
The price is $288 total per night
$288 total
May 3 - May 4
Total with taxes and fees
2.63 mi from city center
When you stay at Sound View Greenport in Greenport, you'll be by the ocean, within a 5-minute drive of Kontokosta Winery and 67 Steps Beach.
On private beach
Pool

The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
$160 nightly
The price is $183 total per night
$183 total
Apr 26 - Apr 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.94 mi from city center
When you stay at The Bentley Hotel Southampton in Southampton, you'll be near the airport, within a 5-minute drive of The Hamptons Beaches and Meschutt Beach.
Pool
Pet friendly

Sag Harbor Inn
45 West Water Street Sag Harbor NY
$225 nightly
The price is $257 total per night
$257 total
Apr 29 - Apr 30
Total with taxes and fees
7.85 mi from city center
When you stay at Sag Harbor Inn in Sag Harbor, you'll be near the beach, just steps from The Hamptons Beaches and 9 minutes by foot from Bay Street Theatre.

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
$264 nightly
The price is $304 total per night
$304 total
May 20 - May 21
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.97 mi from city center
With a stay at Water's Edge Resort & Spa in Westbrook (Westbrook Center), you'll be a 4-minute drive from Tanger Outlets and 8 minutes from Clinton Crossing Premium Outlets.
On private beach
Pool

The Harbor Front Inn
209 Front St Greenport NY
$223 nightly
The price is $255 total per night
$255 total
Apr 26 - Apr 27
Total with taxes and fees
4.19 mi from city center
When you stay at The Harbor Front Inn in Greenport, you'll be near the bay, just steps from Camera Obscura and Greenport Carousel.

Hyatt Place Long Island East End
451 East Main Street Riverhead NY
$147 nightly
The price is $168 total per night
$168 total
May 6 - May 7
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
15.66 mi from city center
With a stay at Hyatt Place Long Island East End in Riverhead, you'll be on a river, within a 10-minute drive of Splish Splash Water Park and Suffolk Theater.
Pool
Pet friendly

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
$91 nightly
The price is $104 total per night
$104 total
May 3 - May 4
Total with taxes and fees
Free Cancellation
15.32 mi from city center
With a stay at Pier Blue Inn Old Saybrook - Essex in Old Saybrook (Saybrook Manor), you'll be within a 15-minute drive of Hammonasset Beach State Park and Chalker Beach.

Hilton Garden Inn Riverhead
2038 Old Country Rd Riverhead NY
$130 nightly
The price is $149 total per night
$149 total
May 10 - May 11
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.01 mi from city center
With a stay at Hilton Garden Inn Riverhead, you'll be centrally located in Riverhead, within a 5-minute drive of Splish Splash Water Park and Out East Family Fun.
Pool
Hot Tub

Residence Inn by Marriott New York Long Island East End
2012 Old Country Road Riverhead NY
$144 nightly
The price is $164 total per night
$164 total
Apr 27 - Apr 28
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
17.97 mi from city center
With a stay at Residence Inn by Marriott New York Long Island East End in Riverhead, you'll be within a 5-minute drive of Splish Splash Water Park and Out East Family Fun.
Pool
Hot Tub

Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
$113 nightly
The price is $130 total per night
$130 total
Apr 27 - Apr 28
Total with taxes and fees
Free Cancellation
17.86 mi from city center
A stay at Quality Inn Old Saybrook - Westbrook places you in the heart of Old Saybrook, within a 10-minute drive of Essex Steam Train and Essex Library.
Pool
Breakfast 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.
Southold hotels essential information
Accommodation | 4,424 hotels |
|---|---|
Lowest Price | $104 |
Highest Price | $412 |
Popular hotels | The Shoals Suites and Slips, Vine & Sand, Sound View Greenport, The Bentley Hotel Southampton, Sag Harbor Inn, Water's Edge Resort & Spa, The Harbor Front Inn, Hyatt Place Long Island East End, Pier Blue Inn Old Saybrook - Essex, Hilton Garden Inn Riverhead, Residence Inn by Marriott New York Long Island East End, Quality Inn Old Saybrook - Westbrook |
Most Recent Southold Hotel Reviews

Water's Edge Resort & Spa
5 out of 5
Posted 2 hours ago
CheapTickets Verified Review
"Was very nice used hotels.com saved alot for both rooms. Enkoyed the pool and spa hot tub was great. Pricy but worth it the view was beautiful "
A verified traveler stayed at Water's Edge Resort & Spa
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