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Find Cheap Hotels in Southold, NY

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Check availability on Southold Cheap Hotels

Tonight
Dec 8 - Dec 9
Tomorrow
Dec 9 - Dec 10
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Top Southold Cheap Hotels

Garden Suite King | Premium bedding, down comforters, individually decorated
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 star property
Southold
9.6 out of 10, Exceptional, (226)
"Food!"
United States
Ryan
The price is NT$5,795
NT$6,620 total
includes taxes & fees
Dec 9 - Dec 10
The Shoals Suites and Slips
Interior entrance
Vine & Sand

Vine & Sand

3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand
Reception
Spark by Hilton Guilford

Spark by Hilton Guilford

2.5 star property
Guilford
8.8 out of 10, Excellent, (64)
"Good clean property with great staff "
United States
David
The price is NT$3,075
NT$3,536 total
includes taxes & fees
Jan 3 - 2026/1/4
Spark by Hilton Guilford
Property grounds
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2.0 star property
Saybrook Manor
8.0 out of 10, Very Good, (1001)
"A welcoming place with some nice touches."
United States
Leslie
Pier Blue Inn Old Saybrook - Essex
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
Old Saybrook
7.2 out of 10, Good, (460)
"🙂"
United States
Jared
The price is NT$2,094
NT$2,408 total
includes taxes & fees
Jan 4 - 2026/1/5
Econo Lodge Inn & Suites Old Saybrook Westbrook
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
Greenport
8.8 out of 10, Excellent, (544)
"Awesome stay!!! Great Location "
United States
Bryan
The price is NT$4,096
NT$6,209 total
includes taxes & fees
Dec 29 - Dec 30
The Harbor Front Inn
Property grounds
Clinton Motel

Clinton Motel

2.5 star property
Clinton
8.6 out of 10, Excellent, (296)
"Great staff and clean rooms"
United States
Tyler
The price is NT$2,437
NT$2,802 total
includes taxes & fees
Dec 9 - Dec 10
Clinton Motel
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (391)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is NT$3,671
NT$4,226 total
includes taxes & fees
Dec 11 - Dec 12
The Bentley Hotel Southampton
Terrace/patio
Shorewood Inn

Shorewood Inn

2.5 star property
Riverhead
8.4 out of 10, Very Good, (708)
"Bed was very comfortable.. staff was very friendly.. loud traffic in AM.. good water pressure.. would stay here again. "
United States
Shelly
Shorewood Inn
Exterior
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

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

2.5 star property
Riverhead
8.6 out of 10, Excellent, (1002)
"It was a nice hotel and it was clean "
United States
Shaquan
The price is NT$2,843
NT$3,248 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
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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Top Southold Hotel Reviews

Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead

10/10 Excellent
"Everything was good "
Monica 1-night trip
Posted 1 day ago
Budget Host East End Hotel in Riverhead

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Frequently asked questions

What is Southold like for travelers on a budget?
Discover discount places to stay in Southold on Expedia.com and book a trip that matches your budget. You can browse a wide range of accommodations with Member Prices to find great deals. Guided by our site's helpful page filters, you can limit results by your price range, or by amenities that customers often look for like free breakfast and free airport transportation. If you're interested in affordable options near specific attractions, such as The Old Field Vineyards or Sparkling Pointe, try filtering by location to refine your search. While you browse, use the heart button to keep track of your favorites so that you can find them later when you're ready to book. Interested in a flight or a rental car too? Choose from the travel packages offered under Bundle and Save and discover huge discounts by reserving transportation at the same time.
When is the best time for a budget trip to Southold?
Weather will likely play an important role when you plan your trip to Southold, and keep in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Southold is 57 inches.
What is there to see and do in Southold?
You won't need to spend a fortune to take advantage of things to see and do in Southold. You can budget for the top local attractions on your list, and then make time for sights and activities that are easy on the wallet. If you're looking to enjoy the area's natural beauty, you can get outdoors at Horton Lane Beach, McCabe's Beach, or Horton Point Park.
How can I get to Southold and get around on a budget?
Checking out these ways to get around Southold is a smart way to keep your trip affordable. The nearest airport is 11.8 mi (18.9 km) away from the center in East Hampton, NY (HTO). If that doesn't suit your budget, you can book a flight to Westhampton, NY (FOK-Francis S. Gabreski), located 19 mi (30.6 km) away. To venture out into the surrounding area, ride aboard one of the trains from Southold Station.