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Cheap Southold Hotels

The Shoals Suites and Slips
61600 Main Rd Southold NY
$194 nightly
The price is $218 total per night
$218 total
May 3 - May 4
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 20 - Apr 21
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

The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
$140 nightly
The price is $160 total per night
$160 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

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
$294 nightly
The price is $338 total per night
$338 total
Apr 19 - Apr 20
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

Sound View Greenport
58775 County Rd 48 Greenport NY
$244 nightly
The price is $279 total per night
$279 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

Residence Inn by Marriott New York Long Island East End
2012 Old Country Road Riverhead NY
$143 nightly
The price is $163 total per night
$163 total
May 7 - May 8
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

Hyatt Place Long Island East End
451 East Main Street Riverhead NY
$135 nightly
The price is $154 total per night
$154 total
Apr 29 - Apr 30
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
Apr 26 - Apr 27
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.
Pet friendly
Parking included

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.
Pool
Breakfast included

Hilton Garden Inn Riverhead
2038 Old Country Rd Riverhead NY
$130 nightly
The price is $149 total per night
$149 total
May 7 - May 8
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

Sag Harbor Inn
45 West Water Street Sag Harbor NY
$225 nightly
The price is $257 total per night
$257 total
Apr 19 - Apr 20
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.
Pool
Breakfast included

Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
$101 nightly
The price is $116 total per night
$116 total
Apr 27 - Apr 28
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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 | 4,386 hotels |
|---|---|
Lowest Price | $104 |
Highest Price | $412 |
Popular hotels | The Shoals Suites and Slips, Vine & Sand, The Bentley Hotel Southampton, Water's Edge Resort & Spa, Sound View Greenport, Residence Inn by Marriott New York Long Island East End, Hyatt Place Long Island East End, Pier Blue Inn Old Saybrook - Essex, The Harbor Front Inn, Hilton Garden Inn Riverhead, Sag Harbor Inn, Quality Inn Old Saybrook - Westbrook |
Most Recent Southold Hotel Reviews

Sound View Greenport
2 out of 5
Posted 3 hours ago
CheapTickets Verified Review
"View is stunning but rooms feel dated. Bathroom is extremely tiny and terrace had uncomfortable furniture."
A verified traveler stayed at Sound View Greenport
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