Compare Cheap Hotels in Southold

Name: The Harbor Front Inn
Price range: $181

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Cheap Southold Hotels

The Shoals Suites and Slips

61600 Main Rd, Southold, NY

$215

includes taxes & fees

$188 per night

Dec 19 - Dec 20

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.

Quality Inn Old Saybrook - Westbrook

100 Essex Rd, Old Saybrook, CT

$97

includes taxes & fees

$84 per night

Dec 31 - Jan 1, 2025

Free Cancellation

Reserve now, pay when you stay

17.88 mi from city center

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 Library.

Residence Inn by Marriott New York Long Island East End

2012 Old Country Road, Riverhead, NY

$135

includes taxes & fees

$118 per night

Jan 2 - Jan 3, 2025

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

Hilton Garden Inn Riverhead

2038 Old Country Rd, Riverhead, NY

$125

includes taxes & fees

$110 per night

Dec 29 - Dec 30

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, 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

$126

includes taxes & fees

$110 per night

Jan 5 - Jan 6, 2025

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.

Saybrook Point Resort & Marina

2 Bridge St, Old Saybrook, CT

$361

includes taxes & fees

$316 per night

Dec 22 - Dec 23

Free Cancellation

Reserve now, pay when you stay

15.58 mi from city center

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 of General William Hart House.

Water's Edge Resort & Spa

1525 Boston Post Road, Westbrook, CT

$228

includes taxes & fees

$198 per night

Jan 9 - Jan 10, 2025

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.

Sound View Greenport

58775 County Rd 48, Greenport, NY

$205

includes taxes & fees

$180 per night

Dec 23 - Dec 24

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.

Holiday Inn Express Hotel & Suites Long Island-East End, an IHG Hotel

1707 Old Country Rd, Riverhead, NY

$140

includes taxes & fees

$123 per night

Dec 24 - Dec 25

Free Cancellation

17.31 mi from city center

With a stay at Holiday Inn Express Hotel & Suites Long Island-East End, an IHG Hotel, you'll be centrally located in Riverhead, just a 3-minute walk from Out East Family Fun and 9 minutes by foot from Riverhead Raceway.

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd, Old Saybrook, CT

$79

includes taxes & fees

$69 per night

Dec 26 - Dec 27

Free Cancellation

Reserve now, pay when you stay

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 Saybrook Country Barn.

Hotel Indigo East End, an IHG Hotel

1830 W Main St, Riverhead, NY

$159

includes taxes & fees

$139 per night

Dec 19 - Dec 20

Free Cancellation

18.38 mi from city center

Located in Riverhead, Hotel Indigo East End, an IHG Hotel is connected to a shopping center, within a 5-minute drive of Out East Family Fun and Riverhead Raceway.

The Harbor Front Inn

209 Front St, Greenport, NY

$181

includes taxes & fees

$158 per night

Dec 23 - Dec 24

4.19 mi from city center

When you a stay at The Harbor Front Inn in Greenport, you'll be near the bay, just steps from Camera Obscura and Greenport Carousel.

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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.

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Southold hotels essential information

Accommodation	4,252 hotels
Lowest Price	$79
Highest Price	$361
Popular hotels	The Shoals Suites and Slips, Quality Inn Old Saybrook - Westbrook, Residence Inn by Marriott New York Long Island East End, Hilton Garden Inn Riverhead, Hyatt Place Long Island East End, Saybrook Point Resort & Marina, Water's Edge Resort & Spa, Sound View Greenport, Holiday Inn Express Hotel & Suites Long Island-East End, an IHG Hotel, Pier Blue Inn Old Saybrook - Essex, Hotel Indigo East End, an IHG Hotel, The Harbor Front Inn