Search Town of Southold Town Hotels

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Top Cities in Town of Southold Town

HotelsHotels

Greenport

Greenport

Find properties with these dates

Tonight
May 12 - May 13
Tomorrow
May 13 - May 14
Next weekend
May 17 - May 19

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top Hotels in Town of Southold Town

The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, (20)
"Very elegant "
The price is CA $409
CA $513 total
includes taxes & fees
May 13 - May 14
The Pridwin Hotel
Hotel Moraine
Seasonal outdoor pool
Hotel Moraine
2.0 star property
10.0 out of 10, Exceptional, (12)
"Beautiful hotel, great location. Wish someone was at the front desk all night though."
The price is CA $391
CA $513 total
includes taxes & fees
May 13 - May 14
Hotel Moraine
Canoe Place Inn and Cottages
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (26)
"Absolutely the nicest hotel in the area. "
The price is CA $684
CA $819 total
includes taxes & fees
May 23 - May 24
Canoe Place Inn and Cottages
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Aqua by American Beech - Superior King
Property grounds
Aqua by American Beech - Superior King
10.0 out of 10, Exceptional, (2)
"I was so pleasantly surprised how wonderfully adorable this place is. Location is amazing too. Initially difficult to communicate with the "owner" via VRBO just to get an address, but got it finally. Made me a little nervous. It's like a bunch of cabanas attached but very private, kitchenette with plenty of room, nice views (I wasnt on the bay, but could see it and spotless clean. Rachel, at the front desk was absolutely amazing. If only other hotels etc could clone her, they'd be very...
The price is CA $354
CA $506 total
includes taxes & fees
May 14 - May 15
Aqua by American Beech - Superior King
The Preston House & Hotel
Front of property
The Preston House & Hotel
3.5 star property
9.8 out of 10, Exceptional, (280)
"I had a great stay and the woman at the front desk really was amazing and pleasurable. "
The price is CA $310
CA $354 total
includes taxes & fees
May 28 - May 29
The Preston House & Hotel
The Roundtree, Amagansett
Beach nearby, white sand, sun loungers, beach umbrellas
The Roundtree, Amagansett
4.5 star property
9.8 out of 10, Exceptional, (75)
"The best hotel in the Hamptons! Luxury hospitality without pretension. Quiet, simple and the only one worth the price tag. You will pay the same if not more at any other local hotel and receive the worst service. It would be so easy for Roundtree to just rely on the high summer months to make money and rob you because they can, but they don't. The whole team works with an integrity uncommon to the area. Easy walk to everything in town and while they don't have a restaurant or bar they make up...
The price is CA $813
CA $975 total
includes taxes & fees
May 13 - May 14
The Roundtree, Amagansett
Silver Sands
Private beach, sun loungers, beach umbrellas, beach towels
Silver Sands
2.5 star property
9.8 out of 10, Exceptional, (41)
"We absolutely loved our stay at Silver Sands. The vibe was amazing! The retro styling and overall ambience sets the tone for a relaxing and unforgettable get away. The staff was professional and incredible friendly. The attention to detail was phenomenal. I highly recommended having breakfast at their dinner as well. Trust me you can't go wrong if you stay at Silver Sands."
The price is CA $472
CA $538 total
includes taxes & fees
May 14 - May 15
Silver Sands
Stirling House Bed & Breakfast
Dock
Stirling House Bed & Breakfast
3.0 star property
9.8 out of 10, Exceptional, (21)
"This was a great place to stay with old word charm. If you are looking for a quiet getaway with a beautiful view of the ocean this is it. The breakfast that we had were much better that what you could get in town. My wife and I can't wait to go back."
Stirling House Bed & Breakfast
Harbor Knoll Bed & Breakfast
Living area
Harbor Knoll Bed & Breakfast
3.0 star property
9.8 out of 10, Exceptional, (6)
"Beautiful, private oceanfront property right next to all the restaurants in town. "
The price is CA $451
CA $515 total
includes taxes & fees
May 13 - May 14
Harbor Knoll Bed & Breakfast
Jedediah Hawkins Inn
Food and drink
Jedediah Hawkins Inn
4.0 star property
9.8 out of 10, Exceptional, (18)
"We had a wonderful stay. The accommodations and services was outstanding and the property was absolutely beautiful. I have already recommended the hotel to my coworkers and family and will definitely be visiting again! "
Jedediah Hawkins Inn
Colonial Shores Resort
Aerial view
Colonial Shores Resort
2.5 star property
9.4 out of 10, Exceptional, (81)
"This is our second 8 day stay. Here for work (Hanging Wallpaper) we really enjoyed our time here. Around the corner from everything. "
The price is CA $342
CA $390 total
includes taxes & fees
May 13 - May 14
Colonial Shores Resort
House on Chase Creek
View from property
House on Chase Creek
2.5 star property
9.4 out of 10, Exceptional, (63)
"543y"
The price is CA $378
CA $431 total
includes taxes & fees
May 13 - May 14
House on Chase Creek
Southampton Village Motel
Property entrance
Southampton Village Motel
2.5 star property
9.2 out of 10, Wonderful, (42)
"My room was unacceptable, there was mold and the shower was flooding the bathroom all the time, the wifi did not work very well and the owner/manager was not helpful. I had to call every time we needed more towels and she was not welcoming or friendly at all. When we told her about the shower she did not show any remorse"
The price is CA $546
CA $623 total
includes taxes & fees
May 13 - May 14
Southampton Village Motel
Hyatt Place Long Island East End
Indoor pool, outdoor pool
Hyatt Place Long Island East End
3.0 star property
9.0 out of 10, Wonderful, (1002)
"."
The price is CA $208
CA $237 total
includes taxes & fees
May 19 - May 20
Hyatt Place Long Island East End
Hampton's Vacation Inn
Children's activities
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (234)
"The bathroom was very clean with nice plush towels. The room was also very clean with a comfortable bed. I would definitely recommend this Inn to my friends and relatives. Great location as well!"
The price is CA $173
CA $197 total
includes taxes & fees
May 28 - May 29
Hampton's Vacation Inn
Cliffside Resort Condominiums
Beach nearby
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (180)
"Always a very nice time staying at this property. The sunset on the beach was amazing. Convenient to all area restaurants, wineries, breweries and Matchbook Distilling. "
The price is CA $336
CA $443 total
includes taxes & fees
May 13 - May 14
Cliffside Resort Condominiums
American Beech Hotel
Reception
American Beech Hotel
3.5 star property
9.0 out of 10, Wonderful, (152)
"A beautiful and very relaxing place to stay. Really appreciated the little touches like a breakfast basket delivered to your doorstep in the morning! Very friendly and helpful staff too. Perfect place for a Long Island getaway! "
The price is CA $313
CA $398 total
includes taxes & fees
May 13 - May 14
American Beech Hotel
Sag Harbor Suite by the Beach
1 bedroom, WiFi, bed sheets
Sag Harbor Suite by the Beach
9.0 out of 10, Wonderful, (8)
"We were in town to celebrate thanksgiving. Nice cozy 1 bedroom apartment. 5 minute drive to town."
Sag Harbor Suite by the Beach
The Drake Inn
Outdoor spa tub
The Drake Inn
2.0 star property
9.0 out of 10, Wonderful, (77)
"The hotel was very clean and the location was very good. It was close to restaurants and beach."
The Drake Inn
East Hampton House Resort
Deluxe Studio | Living area
East Hampton House Resort
3.0 star property
8.8 out of 10, Excellent, (227)
"Very convenient with own entrance and back deck and parking right in front!! Can walk to dining and breakfast options or make in your own kitchen nook!! "
The price is CA $430
CA $521 total
includes taxes & fees
May 14 - May 15
East Hampton House Resort
Don't see what you're looking for?
See all available properties in Town of Southold Town
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.

Recent Reviews in Town of Southold Town
Expedia verified reviews

Silver Sands

Silver Sands

5/5 Excellent
"We absolutely loved our stay at Silver Sands. The vibe was amazing! The retro styling and overall ambience sets the tone for a relaxing and unforgettable get away. The staff was professional and incredible friendly. The attention to detail was phenomenal. I highly recommended having breakfast at their dinner as well. Trust me you can't go wrong if you stay at Silver Sands."
A verified traveller stayed at Silver Sands
Posted 5 days ago
Silver Sands