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Compare 556 hotels in Town of Southold Town with room rates, reviews, and availability. Most hotels are fully refundable.

Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (257)
"Staff was amazing and this hotel is in the perfect location "
The price is ₩225,995
₩258,200 total
includes taxes & fees
Oct 6 - Oct 7
Greenporter Hotel
Sound View Greenport
Seasonal outdoor pool, pool umbrellas, sun loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very Good, (574)
"Loved everything about my stay at the Sound view !! "
The price is ₩348,138
₩466,410 total
includes taxes & fees
Oct 27 - Oct 28
Sound View Greenport
The Harbor Front Inn
One Bedroom Harbor View Terrace Suite | View from room

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (521)
"Great location ,beautiful hotel,nice staff"
The price is ₩231,704
₩333,375 total
includes taxes & fees
Nov 2 - Nov 3
The Harbor Front Inn
Zey Hotel
Exterior

Zey Hotel

3.5 star property
9.2 out of 10, Wonderful, (275)
"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."
The price is ₩369,292
₩421,926 total
includes taxes & fees
Oct 5 - Oct 6
Zey Hotel
The Shoals Suites and Slips
Garden Suite King | Premium bedding, down comforters, individually decorated

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (209)
"Great quick stay"
The price is ₩339,749
₩423,235 total
includes taxes & fees
Oct 5 - Oct 6
The Shoals Suites and Slips
Silver Sands Motel & Beach Bungalows
Beach bar

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (132)
"Beautiful beach all was great, loved breakfast At on site diner Nookies!"
The price is ₩366,136
₩418,321 total
includes taxes & fees
Oct 6 - Oct 7
Silver Sands Motel & Beach Bungalows
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (241)
"Great view of the water and nice amenities with the beach and pool."
The price is ₩314,049
₩419,752 total
includes taxes & fees
Nov 2 - Nov 3
Cliffside Resort Condominiums
The Menhaden
Property entrance

The Menhaden

3.5 star property
9.6 out of 10, Exceptional, (165)
"Loved the vineyards that a were a couple of miles away "
The price is ₩489,584
₩615,473 total
includes taxes & fees
Nov 2 - Nov 3
The Menhaden
American Beech Hotel
Exterior

American Beech Hotel

3.5 star property
9.0 out of 10, Wonderful, (193)
"The property was clean beautiful and pleasant. Loved the trendy decor."
The price is ₩351,827
₩458,063 total
includes taxes & fees
Oct 7 - Oct 8
American Beech Hotel
Vine & Sand
Interior entrance

Vine & Sand

3.0 star property
10.0 out of 10, Exceptional, (11)
"We enjoyed an amazing wine weekend at Vine and Sand. Beautiful home and relaxing, enjoyable stay. Great location for visiting vineyards as well as the villages of Southold and Greenport. "
Vine & Sand
Hotel Moraine
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas

Hotel Moraine

2.0 star property
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."
Hotel Moraine
Stirling House Bed & Breakfast
Beach/ocean view

Stirling House Bed & Breakfast

3.0 star property
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 !"
Stirling House Bed & Breakfast
Arbor View House B&B
Exterior

Arbor View House B&B

3.5 star property
9.2 out of 10, Wonderful, (15)
"Two mid age couples just had a good and relaxing time with great hospitality. "
Arbor View House B&B
Harbor Knoll Bed & Breakfast
Living area

Harbor Knoll Bed & Breakfast

3.0 star property
9.2 out of 10, Wonderful, (11)
"It was very pleasant. We would stay again someday. Very convenient to restaurants in town and ferry. "
Harbor Knoll Bed & Breakfast
White Blossom House Inn
Property grounds

White Blossom House Inn

2.5 star property
10.0 out of 10, Exceptional, (6)
"Mark and Mona were great hosts. The house and grounds were beautiful. Southold is a great town to explore and the house is close to the beach and the town. We loved the use of the bicycles which made our trip much more fun. We could ride to the beach, the town, and the wineries. Mona even pumped my bike tires before we went to explore. Thanks for a great time and we hope to be back again next year !"
White Blossom House Inn
The Farmhouse Bed and Breakfast
Living area

The Farmhouse Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (13)
"very comfortable stay. "
The Farmhouse Bed and Breakfast
The Blue Inn At North Fork
Property grounds

The Blue Inn At North Fork

2.5 star property
8.6 out of 10, Excellent, (139)
The Blue Inn At North Fork
Bright Apartment - 1/2 Mi to Greenport Harbor!
Apartment (1 Bedroom) | Interior

Bright Apartment - 1/2 Mi to Greenport Harbor!

3.0 star property
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!"
Bright Apartment - 1/2 Mi to Greenport Harbor!
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
Apartment (1 Bedroom) | Interior

Quaint DT Greenport Apt - 2 Mi to Shelter Island!

3.0 star property
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."
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
Charming Greenport Gem 1, 1 Mile to Ferry!
Apartment (2 Bedrooms) | Interior

Charming Greenport Gem 1, 1 Mile to Ferry!

3.0 star property
10.0 out of 10, Exceptional, (1)
"extra clean brand new rooms. bathroom door did lock by itself and the small hole on the plate outside did unlock it when depressed otherwise perfect. we had 2 under 3 kids and the way it was set up was safe and fun"
Charming Greenport Gem 1, 1 Mile to Ferry!
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.
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Top Town of Southold Town Hotel Reviews

Vine & Sand

Vine & Sand

10/10 Excellent
"Amazing hospitality, high end linens, conveniently stocked fridge / pantry. Peaceful and relaxing for an anniversary weekend. Rooms are beautiful, location is central to wineries and a gorgeous bay beach. Highly recommend!"
Kenneth 2-night trip
Posted 3 weeks ago
Vine & Sand

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