Search Chalets in Southold from CA $109

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Recommended hotels in Southold

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (269 reviews)
"Great rooms!"
United States
Susan
The price is CA $298
CA $375 total
includes taxes & fees
May 26 - May 27
The Shoals Suites and Slips

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful stay"
United States
Judy
The price is CA $522
CA $597 total
includes taxes & fees
May 18 - May 19
Vine & Sand

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
The price is CA $438
CA $569 total
includes taxes & fees
May 13 - May 14
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 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
10.0 out of 10, Exceptional, (1 review)
"Must like historical houses and little sausage-shaped dogs. A seamless blend of old and mod. Room is meticulously shiny clean. Substantial bedding designed for a good night’s sleep. High-end details (furnishings, footed tub with heat lamp and fluffy robes), culture (gallery), included breakfast is simple perfection due to high-quality ingredients/sourcing (fresh pastries, eggs, butter, fruit). Pool and hot tub divine. Our hosts are upbeat and fun and really went beyond for us. There are great...
United States
Jessica P.
The price is CA $477
CA $620 total
includes taxes & fees
May 13 - May 14
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--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
10.0 out of 10, Exceptional, (1 review)
"Great experience. Wonderful hosts. "
United States
Mark L.
The price is CA $438
CA $569 total
includes taxes & fees
May 13 - May 14
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 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
The price is CA $477
CA $620 total
includes taxes & fees
May 13 - May 14
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (309 reviews)
"Just all around great place"
United States
Stanley
The price is CA $104
CA $120 total
includes taxes & fees
May 13 - May 14
Clinton Motel

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (123 reviews)
"Newly built hotel with kind staff and a great free breakfast, thank you!"
United States
Leah
The price is CA $167
CA $192 total
includes taxes & fees
May 26 - May 27
Spark by Hilton Guilford

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (748 reviews)
"Very reliable staff, clean property, and reliable wifi and amenities. Perfect for a weekend getaway or family trip perfect location to do many things."
United States
Jarrell
The price is CA $128
CA $146 total
includes taxes & fees
May 20 - May 21
Shorewood Inn

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.8 out of 10, Excellent, (13 reviews)
"Great stay & great staff!"
United States
James
The price is CA $252
CA $287 total
includes taxes & fees
May 13 - May 14
North Fork Cottages & RV Resort

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (159 reviews)
"Great place."
United States
Joshua
The price is CA $259
CA $298 total
includes taxes & fees
May 13 - May 14
The Niantic Inn

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1,008 reviews)
"Good location"
United States
Ashley
The price is CA $108
CA $125 total
includes taxes & fees
May 20 - May 21
Pier Blue Inn Old Saybrook - Essex

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (41 reviews)
"We had such a wonderful one night stay at Shalom Cottage! The place was absolutely beautiful—so cozy, clean, and thoughtfully decorated. Raj, the host was truly amazing! He was kind, responsive, and made sure we had everything we needed from start to finish. We felt so welcomed and comfortable the entire time. We would definitely love to stay here again and highly recommend it to anyone! "
United States
Alexis F.
The price is CA $142
CA $286 total
includes taxes & fees
May 14 - May 15
1-bedroom cottage with Grove Beach 🏖️ access.

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (304 reviews)
"amazing stay! "
United States
Lauren
The price is CA $277
CA $316 total
includes taxes & fees
May 26 - May 27
Zey Hotel

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
Guilford
7.4 out of 10, Good, (243 reviews)
"It was great. Easy check in and check out. Love that the chexk out qas at 11 and noe wicked early. If i go to a event in the area again i would definitely stay here again."
United States
Christina
The price is CA $122
CA $141 total
includes taxes & fees
May 13 - May 14
Tower Inn And Suites Of Guilford - Madison

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (77 reviews)
"The hotel was very clean and the location was very good. It was close to restaurants and beach."
United States
Anonymous traveller
The price is CA $368
CA $421 total
includes taxes & fees
May 19 - May 20
The Penny Lane

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (473 reviews)
"The room was clean and comfortable. The Ac unit worked well. I was able to get a good nights sleep. Although I didn't need to use them, there were plenty of shops nearby."
United States
Robert
The price is CA $110
CA $127 total
includes taxes & fees
May 18 - May 19
Econo Lodge Inn & Suites Old Saybrook Westbrook

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (233 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is CA $94
CA $109 total
includes taxes & fees
May 13 - May 14
Lamplighter Motel - Clinton, Connecticut

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (647 reviews)
"This hotel is nearly on 95. Super busy traffic noise all night. I would not stay here again."
United States
Lisa
The price is CA $122
CA $140 total
includes taxes & fees
May 13 - May 14
Liberty Inn

Freeboard at Soundview · Beach+Ocean+Sunrise

Freeboard at Soundview · Beach+Ocean+Sunrise
Old Lyme
9.2 out of 10, Wonderful, (9 reviews)
"Great location and a nice room!"
United States
Angela M.
The price is CA $173
CA $354 total
includes taxes & fees
May 13 - May 14
Freeboard at Soundview · Beach+Ocean+Sunrise
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Top Southold Hotel Reviews

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Southold Chalets information

Number of reviews
4,674
Accommodation
1 Chalets
Lowest Price
CA $109
Highest Price
CA $620

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