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Name: The Harbor Front Inn
Price range: $194

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Cheap Southold Hotels

The Shoals Suites and Slips

61600 Main Rd, Southold, NY

$215

includes taxes & fees

$188 per night

Jan 1 - Jan 2, 2025

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

Restaurant

Residence Inn by Marriott New York Long Island East End

2012 Old Country Road, Riverhead, NY

$140

includes taxes & fees

$122 per night

Jan 16 - Jan 17, 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.

Hyatt Place Long Island East End

451 East Main Street, Riverhead, NY

$118

includes taxes & fees

$103 per night

Jan 12 - Jan 13, 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.

Hilton Garden Inn Riverhead

2038 Old Country Rd, Riverhead, NY

$135

includes taxes & fees

$118 per night

Jan 9 - Jan 10, 2025

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.

Saybrook Point Resort & Marina

2 Bridge St, Old Saybrook, CT

$332

includes taxes & fees

$291 per night

Jan 23 - Jan 24, 2025

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.

Quality Inn Old Saybrook - Westbrook

100 Essex Rd, Old Saybrook, CT

$93

includes taxes & fees

$81 per night

Jan 9 - Jan 10, 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.

Pool

Breakfast included

Water's Edge Resort & Spa

1525 Boston Post Road, Westbrook, CT

$210

includes taxes & fees

$182 per night

Jan 1 - Jan 2, 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.

Hotel Indigo East End, an IHG Hotel

1830 W Main St, Riverhead, NY

$162

includes taxes & fees

$142 per night

Jan 2 - Jan 3, 2025

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.

Sound View Greenport

58775 County Rd 48, Greenport, NY

$205

includes taxes & fees

$180 per night

Jan 20 - Jan 21, 2025

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.

Budget Host East End Hotel in Riverhead

30 Lake Avenue, Riverhead, NY

$112

includes taxes & fees

$98 per night

Jan 5 - Jan 6, 2025

Free Cancellation

Reserve now, pay when you stay

16.16 mi from city center

A stay at Budget Host East End Hotel in Riverhead places you in the heart of Riverhead, within a 10-minute walk of All Star Bowling and Suffolk Theater.

Pool

Parking included

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

Jan 4 - Jan 5, 2025

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.

The Harbor Front Inn

209 Front St, Greenport, NY

$194

includes taxes & fees

$170 per night

Jan 13 - Jan 14, 2025

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	4,247 hotels
Lowest Price	$93
Highest Price	$332
Popular hotels	The Shoals Suites and Slips, Residence Inn by Marriott New York Long Island East End, Hyatt Place Long Island East End, Hilton Garden Inn Riverhead, Saybrook Point Resort & Marina, Quality Inn Old Saybrook - Westbrook, Water's Edge Resort & Spa, Hotel Indigo East End, an IHG Hotel, Sound View Greenport, Budget Host East End Hotel in Riverhead, Holiday Inn Express Hotel & Suites Long Island-East End, an IHG Hotel, The Harbor Front Inn