Southold Hotels

Search for Hotels in Southold

How much will you save?

Want even bigger discounts? Save up to 60% by searching Express Deals.

DEALS FOR EVERY BUDGET

Incredible deals on hotels, flights, cars, and packages worldwide.

BILLIONS SAVED

We’ve already saved travelers billions!

BEST PRICE GUARANTEED

Find a lower price? We’ll refund you 100% of the difference.

HELP 24/7

Need help? We’re here for you 24 hours a day, 7 days a week.

Hotels in Southold, NY

We have great deals on most of our 4 hotels in Southold.

Here we provide access to some quick listings based on popularity with our customers and up to date prices.

Map
Map
Show Map View

A Walk in the Woods Bed and Breakfast

Linens, towels and laundry washed in accordance with local authority guidelines, All plates, cutlery, glasses and other tableware have been sanitized, Physical/social distancing guidelines
9.0

Guest Rating

from
$
265
Choose

Wickham-Prince Bed and Breakfast

Air conditioning, Wind surfing, Car rental available
9.6

Guest Rating

from
$
210
Choose

Historic White Blossom House

Sun deck, Horseback riding, Golf course
8.7

Guest Rating

from
$
205
Choose

Shorecrest Bed and Breakfast

Allergy-free rooms available, Free face masks, Process in place to check health of guests
8.7

Guest Rating

from
$
193
Choose

Nearby Hotels

The Pridwin Hotel

2.7 miles away from Southold
Linens, towels and laundry washed in accordance with local authority guidelines, Sun deck, All plates, cutlery, glasses and other tableware have been sanitized
8.0

Guest Rating

from
$
175
Choose

Sound View Greenport

2.74 miles away from Southold
Sun deck, Parking available, Golf course
7.7

Guest Rating

from
$
152
Choose

The Cliffside Resort Condominiums

3.13 miles away from Southold
Linens, towels and laundry washed in accordance with local authority guidelines, Vending machine, Physical/social distancing guidelines
8.8

Guest Rating

from
$
229
Choose
0

Fig and Olive Inn

3.26 miles away from Southold
Air conditioning, Shared lounge/TV area, On-site parking
9.6

Guest Rating

Show Prices

Shelter Island House

3.49 miles away from Southold
Linens, towels and laundry washed in accordance with local authority guidelines, Sun deck, All plates, cutlery, glasses and other tableware have been sanitized
9.2

Guest Rating

from
$
175
Choose

Seven - a boutique B&B on Shelter Island

3.5 miles away from Southold
Sun deck, Golf course, Mini golf
9.7

Guest Rating

from
$
191
Choose

The Chequit

3.94 miles away from Southold
Air conditioning, Sun deck, Concierge services
8.6

Guest Rating

from
$
195
Choose

House on Chase Creek

3.99 miles away from Southold
Air conditioning, 24-hour front desk, Golf course
9.1

Guest Rating

from
$
94
Choose
0

Harbor Knoll Bed and Breakfast

4.05 miles away from Southold
Free face masks, Linens, towels and laundry washed in accordance with local authority guidelines, Sun deck
9.6

Guest Rating

from
$
625
Choose

The Harbor Front Inn

4.22 miles away from Southold
Linens, towels and laundry washed in accordance with local authority guidelines, Sun deck, All plates, cutlery, glasses and other tableware have been sanitized
9.2

Guest Rating

from
$
219
Choose

Get deals at Southold's best hotels online! Search our directory of hotels in Southold, NY and find the lowest rates. Our booking guide lists everything from the top 10 luxury hotels to budget/cheap hotels in Southold, NY