Photo by Benny Goh

Book Town of Southold Town Hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Top Cities in Town of Southold Town

HotelsHotels

Greenport

Greenport

Check prices for these dates

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Town of Southold Town hotels

Seasonal outdoor pool, pool umbrellas, pool loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (602)
"Great view but a gas station has a better breakfast. "
United States
Michael
The price is AU$309
includes taxes & fees
1 Jan - 2 Jan 2026
Sound View Greenport
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (555)
"Room and staff were amazing. "
United States
Manuel
The price is AU$276
includes taxes & fees
13 Jan - 14 Jan 2026
The Harbor Front Inn
Garden Suite King
The Shoals Suites and Slips

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (232)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is AU$278
includes taxes & fees
8 Jan - 9 Jan 2026
The Shoals Suites and Slips
Beach bar
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (142)
"Great get away "
United States
Charles
Silver Sands Motel & Beach Bungalows
Exterior
Zey Hotel

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (292)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel
Property entrance
The Menhaden

The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (172)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is AU$519
includes taxes & fees
8 Jan - 9 Jan 2026
The Menhaden
Luxury Tent
North Fork Cottages & RV Resort

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (10)
"great place to stay, clean and quiet....loved it"
United States
Darlin
North Fork Cottages & RV Resort
Property grounds
Greenporter Hotel

Greenporter Hotel

Greenporter Hotel
2.0 star property
Greenport
9.2 out of 10, Wonderful, (283)
"Comfy bed hot shower big room"
United States
Kai
Greenporter Hotel
Exterior
American Beech Hotel

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (195)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is AU$485
includes taxes & fees
2 Jan - 3 Jan 2026
American Beech Hotel
Interior entrance
Vine & Sand

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
Exterior
Arbor View House B&B

Arbor View House B&B

Arbor View House B&B
3.5 star property
East Marion
9.2 out of 10, Wonderful, (15)
"Two mid age couples just had a good and relaxing time with great hospitality. "
United States
Michail
Arbor View House B&B
Terrace/patio
American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.0 out of 10, Wonderful, (4)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is AU$451
includes taxes & fees
1 Jan - 2 Jan 2026
American Beech in Greenport - Petite King Room 7
Sun-loungers, beach towels
Aqua Vista

Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (23)
"Great location and perfect for two couples. We loved staying here."
United States
laura d.
Aqua Vista
Terrace/patio
The SandPiper

The SandPiper

The SandPiper
Pipes Cove
9.8 out of 10, Exceptional, (30)
"Property management was great, responsive and helpful recommendations. The property was immaculate and perfectly located for everything from the beach to ferry, restaurants, Main Street and wineries. Plenty of parking on site. Kitchen was well stocked with everything to make a meal or to cook out. Wonderful place!"
United States
Laurie G.
The SandPiper
Beach
Harbor Heights

Harbor Heights

Harbor Heights
Pipes Cove
9.8 out of 10, Exceptional, (14)
"This was a perfect location and such a cute place! The apartment was spotless and well appointed. "
United States
Pamela
Harbor Heights
Terrace/patio
Beautifully farmhouse

Beautifully farmhouse

Beautifully farmhouse
Southold
10.0 out of 10, Exceptional, (3)
"good experience"
United States
Anonymous traveller
The price is AU$1,773
includes taxes & fees
6 Jan - 7 Jan 2026
Beautifully farmhouse
Microwave
Surrounded by nature, come stay in this 1 bedroom private, serene location

Surrounded by nature, come stay in this 1 bedroom private, serene location

Surrounded by nature, come stay in this 1 bedroom private, serene location
Southold
10.0 out of 10, Exceptional, (3)
"We enjoyed our stay here. Great host, easy check in. Clean, comfortable and centrally located. Would definitely stay again. "
United States
Cheryl H.
Surrounded by nature, come stay in this 1 bedroom private, serene location
1 bedroom, iron/ironing board, Internet
American Beech in Greenport NY - King Suite 1

American Beech in Greenport NY - King Suite 1

American Beech in Greenport NY - King Suite 1
Greenport
10.0 out of 10, Exceptional, (5)
"Perfect Great place"
United States
Dean J.
The price is AU$514
includes taxes & fees
1 Jan - 2 Jan 2026
American Beech in Greenport NY - King Suite 1
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas
Hotel Moraine

Hotel Moraine

Hotel Moraine
2.0 star property
Greenport
9.8 out of 10, Exceptional, (22)
"Our 3rd stay - we love the beauty of the property and the luxurious serenity of this boutique hotel. Great views of the water; fantastic large pool and lounging areas."
United States
Amy
Hotel Moraine
Living area
Harbor Knoll Bed & Breakfast

Harbor Knoll Bed & Breakfast

Harbor Knoll Bed & Breakfast
3.0 star property
Pipes Cove
9.2 out of 10, Wonderful, (12)
"It was very pleasant. We would stay again someday. Very convenient to restaurants in town and ferry. "
United States
Andrea
Harbor Knoll Bed & Breakfast
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.
View all properties

Great weekend hotel deals in Town of Southold Town, NY

Showing deals for:9 Jan - 11 Jan

Image gallery for Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

Beach nearby, sun-loungers, beach towels

Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

Cutchogue
10/10Exceptional (28 reviews)
6% off
Price is AU$1,381
for 2 nights, 1 cottage
AU$691 per night
includes taxes & fees
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Town of Southold Town Hotel Reviews

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Great check in experience. Very nice room"
Christopher 2-night trip
Posted 5 days ago
The Harbor Front Inn

Explore a world of travel with Expedia