The Best Cheap Hotels in Southold, NY from NT$3,648 in 2026

A calm lake with a forest in the background during sunset.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Southold Cheap Hotels

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Southold cheap hotels

Patio King | Premium bedding, down comforters, laptop workspace

1. The Shoals Suites and Slips

Southold

Connor

NT$9,394

NT$11,540 total

includes taxes & fees

Sep 1 - Sep 2

Private beach, sun loungers, beach umbrellas, beach towels

2. Sound View Greenport

Greenport

Yveline

NT$9,079

NT$13,141 total

includes taxes & fees

Sep 10 - Sep 11

Private Suite, 1 King Bed, Non Smoking (Private Suite - Adults Only) | Premium bedding, minibar, soundproofing, iron/ironing board (on request)

Garden Suite, Wheelchair Accessible, Ground Floor, 2 Queen Beds, Non-Smoking | Premium bedding, minibar, soundproofing, iron/ironing board (on request)

3. Zey Hotel

Greenport

Alex

NT$7,850

NT$8,968 total

includes taxes & fees

Aug 25 - Aug 26

Condo | 2 bedrooms, iron/ironing board, WiFi (free), individually decorated

4. Cliffside Resort Condominiums

Greenport

Christine

NT$9,901

NT$14,192 total

includes taxes & fees

Sep 9 - Sep 10

Suite, 1 Bedroom, Terrace, Harbor View | Terrace/patio

Studio (Suite, King) | Frette Italian sheets, premium bedding, down comforters, pillowtop beds

Frette Italian sheets, premium bedding, down comforters, pillowtop beds

Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers

5. The Harbor Front Inn

Greenport

David

NT$8,924

NT$11,856 total

includes taxes & fees

Sep 8 - Sep 9

Seasonal outdoor pool, pool umbrellas, sun loungers

6. The Pridwin Hotel

Shelter Island Heights

Anna

NT$18,210

NT$22,885 total

includes taxes & fees

Sep 8 - Sep 9

A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.

7. House on Chase Creek

The Heights

Jeanine

NT$7,937

NT$9,068 total

includes taxes & fees

Sep 9 - Sep 10

Cottage, 2 Bedrooms, Patio | Living room | Flat-screen TV

8. North Fork Resort

Greenport

Lisa

NT$10,379

NT$11,858 total

includes taxes & fees

Sep 10 - Sep 11

View all properties

Top Southold Hotel Reviews

The Atlantic Hotel

10/10 Excellent

"Great location, nice pool,"

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 Croteaux 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 McCabe's Beach, Horton Lane Beach, or Hashamomuck Pond.

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.

Explore a world of travel with Expedia

Book Cheap Hotels in Southold on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Southold Cheap Hotels

Our top choices for Southold cheap hotels

1. The Shoals Suites and Slips

2. Sound View Greenport

3. Zey Hotel

4. Cliffside Resort Condominiums

5. The Harbor Front Inn

6. The Pridwin Hotel

7. House on Chase Creek

8. North Fork Resort

9. The Chequit

10. Pier Blue Inn Old Saybrook - Essex

Top Southold Hotel Reviews

The Atlantic Hotel

Frequently asked questions

Explore a world of travel with Expedia

Find Cheap Hotels in Southold, NY

Change your mind

Treat yourself

Be picky

Check availability on Southold Cheap Hotels

Our top choices for Southold cheap hotels

1. The Shoals Suites and Slips

2. Sound View Greenport

3. Zey Hotel

4. Cliffside Resort Condominiums

5. The Harbor Front Inn

6. The Pridwin Hotel

7. House on Chase Creek

8. North Fork Resort

9. The Chequit

10. Pier Blue Inn Old Saybrook - Essex

Top Southold Hotel Reviews

The Atlantic Hotel

Frequently asked questions

Explore a world of travel with Expedia