Book a Bed and Breakfast in Town of Southold Town, NY

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top cities with B&B to explore in Town of Southold Town

Beautiful spot on the #longisland sound surfing

Greenport

B&B
Greenport

Top B&B in Town of Southold Town

Harbor Knoll Bed & Breakfast

Harbor Knoll Bed & Breakfast

3 out of 5
424 4th Street Greenport NY
Get rates
This bed & breakfast features a seasonal outdoor pool and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a library are also on offer.
Pool
Parking included
Stirling House Bed & Breakfast

Stirling House Bed & Breakfast

3 out of 5
104 Bay Avenue Greenport NY
Get rates
A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden, a snack bar/deli, and a lobby fireplace are also on offer.
Breakfast included
Parking included
Arbor View House B&B

Arbor View House B&B

3.5 out of 5
8900 Main Road East Marion NY
Get rates
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free self parking, and a free bus station shuttle. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and train station pick-up service. A terrace, limo/town car service, and a garden are also on offer.
Hot Tub
Breakfast included
Vine & Sand

Vine & Sand

3 out of 5
47100 New York 25 Southold NY
$366 nightly
The price is $419 total per night
$419 total
Feb 24 - Feb 25
Total with taxes and fees
A seasonal outdoor pool is featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.
Pool
Breakfast included
The Farmhouse Bed and Breakfast

The Farmhouse Bed and Breakfast

4 out of 5
1855 Depot Lane Cutchogue NY
Get rates
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A terrace, a garden, and a picnic area are also on offer.
Breakfast included
Parking included
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Southold NY
$353 nightly
The price is $403 total per night
$403 total
Feb 18 - Feb 19
Total with taxes and fees
A hot tub is featured at this bed & breakfast, along with a garden.
Pool
Hot Tub
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

Southold NY
$392 nightly
The price is $448 total per night
$448 total
Feb 19 - Feb 20
Total with taxes and fees
This bed & breakfast features an outdoor pool and a hot tub. A garden is also provided.
Pool
Hot Tub
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower

Southold NY
$388 nightly
The price is $444 total per night
$444 total
Feb 18 - Feb 19
Total with taxes and fees
A hot tub is featured at this bed & breakfast, along with a garden.
Pool
Hot Tub
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

Southold NY
$353 nightly
The price is $403 total per night
$403 total
Feb 18 - Feb 19
Total with taxes and fees
A hot tub is featured at this bed & breakfast, along with a garden.
Pool
Hot Tub
Fordham House

Fordham House

3 out of 5
817 Main Street Greenport NY
Get rates
This bed & breakfast features free WiFi in public areas, free newspapers, and free self parking. Free full breakfast is served. A picnic area is also provided.
Breakfast included
Parking included
North Fork Guest House

North Fork Guest House

3.5 out of 5
35995 Main Road Cutchogue NY
Get rates
A restaurant, free self parking, and a terrace are among this bed & breakfast's amenities. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden, luggage storage, and concierge services are also on offer.
Breakfast included
Parking included
Don't see what you're looking for?
See all available properties in Town of Southold Town
View all properties
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.

Town of Southold Town B&B essential information

Accommodation
11 B&B
Lowest Price
$403
Highest Price
$448
Popular accommodation
Harbor Knoll Bed & Breakfast, Stirling House Bed & Breakfast, Arbor View House B&B, Vine & Sand, The Farmhouse Bed and Breakfast, Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower, Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub, Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower, Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower, Fordham House, North Fork Guest House

Explore More Ways to Travel with Travelocity