Photo by gavvykins

Find the best 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

Town of Southold Town Accommodation: Most Popular Cities to Stay

HotelsHotels

Greenport

Greenport

Check prices for these dates

Tonight
17 Nov - 18 Nov
Tomorrow
18 Nov - 19 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Filter by

Guest rating
Guest rating
Star rating

Top Hotels Town of Southold Town

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

Sound View Greenport

4.0 star property
Greenport
8.6 out of 10, Excellent, (592)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is ฿5,523
฿7,898 total
includes taxes & fees
30 Nov - 1 Dec
Sound View Greenport
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, (533)
"Awesome stay!!! Great Location "
United States
Bryan
The price is ฿4,384
฿6,596 total
includes taxes & fees
17 Dec - 18 Dec
The Harbor Front Inn
Garden Suite King | Premium bedding, down duvets, individually decorated
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 star property
Southold
9.6 out of 10, Exceptional, (221)
"Great quick stay"
United States
Jasmine T
The price is ฿6,016
฿7,685 total
includes taxes & fees
18 Nov - 19 Nov
The Shoals Suites and Slips
Exterior
Zey Hotel

Zey Hotel

3.5 star property
Greenport
9.2 out of 10, Wonderful, (288)
"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 grounds
Greenporter Hotel

Greenporter Hotel

2.0 star property
Greenport
9.2 out of 10, Wonderful, (279)
"Great stay! Lovely people! Great area!"
United States
tanisha
Greenporter Hotel
Beach bar
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

4.0 star property
Greenport
9.8 out of 10, Exceptional, (138)
"amazing stay, very quaint and relaxing "
United States
rebecca
Silver Sands Motel & Beach Bungalows
Property entrance
The Menhaden

The Menhaden

3.5 star property
Greenport
9.6 out of 10, Exceptional, (170)
"Loved the vineyards that a were a couple of miles away "
United States
Gary
The price is ฿9,698
฿12,378 total
includes taxes & fees
1 Dec - 2 Dec
The Menhaden
Exterior
American Beech Hotel

American Beech Hotel

3.5 star property
Greenport
8.8 out of 10, Excellent, (194)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is ฿7,745
฿10,147 total
includes taxes & fees
19 Nov - 20 Nov
American Beech Hotel
Free WiFi, bed sheets
North Fork Cottages & RV Resort

North Fork Cottages & RV Resort

3.0 star property
Greenport
9.4 out of 10, Exceptional, (6)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is ฿6,325
฿7,226 total
includes taxes & fees
18 Nov - 19 Nov
North Fork Cottages & RV Resort
Interior entrance
Vine & Sand

Vine & Sand

3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"My husband and I escaped to Long Island for a beautiful fall weekend and thoroughly enjoyed our stay at Vine + Sand. The hosts were very friendly and helpful with restaurant reservations and offered great tips for local activities. The accommodations were eco-friendly, modern and super comfortable and the breakfast in the morning offered delicious pastries and other homemade foods from local bakeries and markets which were a great touch. The location was private yet close enough to get to town...
United States
Heather
Vine & Sand
Exterior
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
Beach/ocean view
Stirling House Bed & Breakfast

Stirling House Bed & Breakfast

3.0 star property
Greenport
9.8 out of 10, Exceptional, (24)
"Our stay was only 2 nights but felt like 5. Well rested 3 days. Would return in a Heart Beat. Clay was awesome and the breakfasts were over the top !"
United States
Adam
Stirling House Bed & Breakfast
Living area
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
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas
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
The Farmhouse Bed and Breakfast

The Farmhouse Bed and Breakfast

4.0 star property
Cutchogue
10.0 out of 10, Exceptional, (13)
"Beautiful farm with chickens and Alpacas! The breakfast is outstanding!"
United States
Jane
The Farmhouse Bed and Breakfast
Property grounds
The Blue Inn At North Fork

The Blue Inn At North Fork

2.5 star property
East Marion
8.6 out of 10, Excellent, (139)
"Sehr nett ausgestattetes Hotel, sehr dicht am wunderbaren Strand."
Germany
Andrea
The Blue Inn At North Fork
Apartment (1 Bedroom) | Interior
Quaint DT Greenport Apt - 2 Mi to Shelter Island!

Quaint DT Greenport Apt - 2 Mi to Shelter Island!

3.0 star property
Greenport
10.0 out of 10, Exceptional, (1)
"This was the perfect, in town place to stay for the two of us. Located on a quiet street of well-maintained homes, and with parking right outside, it was a short 1-1/2 block walk to all the shops, restaurants, ferry, docks, etc. The apt is small, but clean and tidy, sun-filled and air-conditioned. We loved staying here and will again in the future."
United States
Lisa
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
Apartment (1 Bedroom) | Interior
Bright Apartment - 1/2 Mi to Greenport Harbor!

Bright Apartment - 1/2 Mi to Greenport Harbor!

3.0 star property
Greenport
10.0 out of 10, Exceptional, (1)
"John communicated well with clear directions. His book of local suggestions were helpful and we loved the location - walking/biking distance to all the action! Loved Greenport!"
United States
Maura
Bright Apartment - 1/2 Mi to Greenport Harbor!
Exterior
North Fork Guest House

North Fork Guest House

3.5 star property
Cutchogue
9.8 out of 10, Exceptional, (10)
"This is a lovely inn with even lovelier hosts! Absolutely exceeded my expectations."
United States
Sarah
North Fork Guest House
Exterior
Fordham House

Fordham House

3.0 star property
Greenport
10.0 out of 10, Exceptional, (16)
"Fantastic couple runs this B&B. Very nice, helpful and accommodating!!!!!!! Beautiful House, Great Breakfast, Nice Area & Wonderful Hosts!"
United States
John
Fordham House
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:28 Nov - 30 Nov

Image gallery for Arbor View House B&B

Exterior

Arbor View House B&B

3.5 star property
East Marion
9.2/10Wonderful (15 reviews)
10% off
Price is ฿12,845
฿30,261 total
includes taxes & fees
Arbor View House B&B
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

Vine & Sand

Vine & Sand

10/10 Excellent
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
Sandra 3-night trip
Posted 1 month ago
Vine & Sand

Explore a world of travel with Expedia