Book Southold hotels

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Southold

Cheap Southold hotels

The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd, Southold, NY
The price is AU$302 per night from 9 Mar to 10 Mar
AU$302
includes taxes & fees
9 Mar - 10 Mar
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 ...
The Shoals Suites and Slips
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road, Westbrook, CT
Fully refundableReserve now, pay when you stay
The price is AU$332 per night from 9 Mar to 10 Mar
AU$332
includes taxes & fees
9 Mar - 10 Mar
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 ...
Water's Edge Resort & Spa
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is AU$124 per night from 23 Feb to 24 Feb
AU$124
includes taxes & fees
23 Feb - 24 Feb
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.
Pier Blue Inn Old Saybrook - Essex
Save an average of 15% on thousands of hotels when you're signed in
Hyatt Place Long Island East End

Hyatt Place Long Island East End

3 out of 5
451 East Main Street, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is AU$198 per night from 24 Mar to 25 Mar
AU$198
includes taxes & fees
24 Mar - 25 Mar
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 ...
Hyatt Place Long Island East End
Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End

3 out of 5
2012 Old Country Road, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is AU$233 per night from 24 Feb to 25 Feb
AU$233
includes taxes & fees
24 Feb - 25 Feb
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 ...
Residence Inn by Marriott New York Long Island East End
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is AU$515 per night from 10 Mar to 11 Mar
AU$515
includes taxes & fees
10 Mar - 11 Mar
With a stay at Saybrook Point Resort & Marina in Old Saybrook (Old Saybrook Center), you'll be a 4-minute walk from Connecticut River and within a 5-minute drive ...
Saybrook Point Resort & Marina
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

3 out of 5
2038 Old Country Rd, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is AU$203 per night from 3 Mar to 4 Mar
AU$203
includes taxes & fees
3 Mar - 4 Mar
A stay at Hilton Garden Inn Riverhead places you in the heart of Riverhead, within a 5-minute drive of Splish Splash Water Park and Out East Family Fun.
Hilton Garden Inn Riverhead
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is AU$357 per night from 24 Feb to 25 Feb
AU$357
includes taxes & fees
24 Feb - 25 Feb
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.
Sound View Greenport
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is AU$154 per night from 3 Mar to 4 Mar
AU$154
includes taxes & fees
3 Mar - 4 Mar
A stay at Quality Inn Old Saybrook - Westbrook places you in the heart of Old Saybrook, a 5-minute drive from Essex Steam Train and 5 minutes from Essex ...
Quality Inn Old Saybrook - Westbrook
Don't see what you're looking for?
See all available properties in Southold
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.

Southold hotels essential information

Accommodation
4,243 hotels
Lowest Price
AU$124
Highest Price
AU$515
Popular hotels
The Shoals Suites and Slips, Water's Edge Resort & Spa, Pier Blue Inn Old Saybrook - Essex, Hyatt Place Long Island East End, Residence Inn by Marriott New York Long Island East End, Saybrook Point Resort & Marina, Hilton Garden Inn Riverhead, Sound View Greenport, Quality Inn Old Saybrook - Westbrook

Most recent Southold hotel reviews

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.