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Cheap Southold Hotels

The Shoals Suites and Slips
61600 Main Rd Southold NY
$169 nightly
The price is $193 total per night
$193 total
Mar 12 - Mar 13
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
$432 nightly
The price is $494 total per night
$494 total
Mar 14 - Mar 15
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

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
$184 nightly
The price is $212 total per night
$212 total
Apr 1 - Apr 2
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

Residence Inn by Marriott New York Long Island East End
2012 Old Country Road Riverhead NY
$118 nightly
The price is $135 total per night
$135 total
Mar 16 - Mar 17
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 15-minute walk of Tanger Outlet Center and Riverhead Raceway.
Pool
Hot Tub

Sound View Greenport
58775 County Rd 48 Greenport NY
$178 nightly
The price is $203 total per night
$203 total
Mar 25 - Mar 26
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
$134 nightly
The price is $153 total per night
$153 total
Mar 19 - Mar 20
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

Hilton Garden Inn Riverhead
2038 Old Country Rd Riverhead NY
$118 nightly
The price is $135 total per night
$135 total
Mar 18 - Mar 19
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.01 mi from city center
A stay at Hilton Garden Inn Riverhead places you in the heart of Riverhead, steps from Tanger Outlet Center and a 5-minute drive from Splish Splash Water Park.
Pool
Hot Tub

Hyatt Place Long Island East End
451 East Main Street Riverhead NY
$110 nightly
The price is $125 total per night
$125 total
Mar 22 - Mar 23
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, just a 5-minute walk from Suffolk Theater and 6 minutes by foot from All Star Bowling.
Pool
Pet friendly

The Harbor Front Inn
209 Front St Greenport NY
$165 nightly
The price is $188 total per night
$188 total
Mar 25 - Mar 26
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

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
$92 nightly
The price is $105 total per night
$105 total
Mar 22 - Mar 23
Total with taxes and fees
Free Cancellation
15.32 mi from city center
Located in Old Saybrook (Saybrook Manor), Pier Blue Inn Old Saybrook - Essex is within a 5-minute drive of Chalker Beach and Crystal Lake Town Park.
Pet friendly
Parking included

Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
$321 nightly
The price is $369 total per night
$369 total
Mar 23 - Mar 24
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
15.61 mi from city center
With a stay at Saybrook Point Resort & Marina in Old Saybrook (Old Saybrook Center), you'll be steps from Fort Saybrook Monument Park and a 2-minute drive from General William Hart House.
Pool
Hot Tub

Holiday Inn Express Hotel & Suites Long Island-East End by IHG
1707 Old Country Rd Riverhead NY
$103 nightly
The price is $118 total per night
$118 total
Mar 22 - Mar 23
Total with taxes and fees
Free Cancellation
17.31 mi from city center
A stay at Holiday Inn Express Hotel & Suites Long Island-East End by IHG places you in the heart of Riverhead, steps from Out East Family Fun and 9 minutes by foot from Riverhead Raceway.
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 | 4,342 hotels |
|---|---|
Lowest Price | $105 |
Highest Price | $494 |
Popular hotels | The Shoals Suites and Slips, Vine & Sand, Water's Edge Resort & Spa, Residence Inn by Marriott New York Long Island East End, Sound View Greenport, The Bentley Hotel Southampton, Hilton Garden Inn Riverhead, Hyatt Place Long Island East End, The Harbor Front Inn, Pier Blue Inn Old Saybrook - Essex, Saybrook Point Resort & Marina, Holiday Inn Express Hotel & Suites Long Island-East End by IHG |
Most Recent Southold Hotel Reviews

The Bentley Hotel Southampton
5 out of 5
Posted 21 hours ago
CheapTickets Verified Review
"Clean room. The man at the office was very friendly."
A verified traveler stayed at The Bentley Hotel Southampton
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