Southold Chalets

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  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19
No exact matches found, but these alternatives could be just right

Recommended hotels in Southold

Front of property

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (249 reviews)
"Great stay, will definitely go again"
United States
ANTONIO J
$177 nightly
The price is $199
Apr 5 - Apr 6
Total with taxes and fees
The Shoals Suites and Slips
Exterior

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful stay"
United States
Judy
$345 nightly
The price is $395
Mar 24 - Mar 25
Total with taxes and fees
Vine & Sand
Exterior

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
$353 nightly
The price is $403
Mar 24 - Mar 25
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Exterior

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.
$387 nightly
The price is $443
Mar 24 - Mar 25
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Exterior

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.
$353 nightly
The price is $403
Mar 24 - Mar 25
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
Exterior

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
$387 nightly
The price is $443
Mar 24 - Mar 25
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
Free self parking

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (304 reviews)
"I enjoyed my stay at the Clinton Motel. The room had everything I needed for my one night stay. The front desk personnel were helpful and courteous. "
United States
william
$78 nightly
The price is $90
Mar 24 - Mar 25
Total with taxes and fees
Clinton Motel
Front of property

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (106 reviews)
"Great room in a great location"
United States
John
$110 nightly
The price is $126
Mar 30 - Mar 31
Total with taxes and fees
Spark by Hilton Guilford
Exterior

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (148 reviews)
"The Inn is in a great location, walking distance to all the restaurants and the boardwalk. The room was very clean and had a lot of space. Would definitely stay again."
United States
Maureen
$124 nightly
The price is $143
Mar 24 - Mar 25
Total with taxes and fees
The Niantic Inn
Exterior

The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
10.0 out of 10, Exceptional, (3 reviews)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The Stern at Soundview · Beach+Ocean+Sunrise
Exterior

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (729 reviews)
"We really love the place. It was walking distance from some of the best steaks in Long Island. The staff was so friendly our room could possibly need a new coat of paint rather than that the room was in very good condition."
United States
Thomas
$92 nightly
The price is $105
Mar 24 - Mar 25
Total with taxes and fees
Shorewood Inn
Exterior

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,002 reviews)
"nice area and quiet...eat and drink in the same place"
United States
michael
$98 nightly
The price is $113
Mar 29 - Mar 30
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook
Cottage, 2 Bedrooms, Patio | Free WiFi, bed sheets

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
$175 nightly
The price is $200
Apr 8 - Apr 9
Total with taxes and fees
North Fork Cottages & RV Resort
Exterior

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, (241 reviews)
"The room was clean, the place could use some updates, the 1 chair next to the table had some nasty stains on the fabric "
United States
Andrew
$89 nightly
The price is $103
Mar 24 - Mar 25
Total with taxes and fees
Tower Inn And Suites Of Guilford - Madison
Exterior

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, (1,002 reviews)
"Very welcoming staff. Average accommodations but comfortable and convenient to supermarket. "
United States
Joseph
$80 nightly
The price is $92
Mar 30 - Mar 31
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
Golf

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (462 reviews)
"Great place. Beautiful property. Friendly staff"
United States
Amie
$137 nightly
The price is $154
Mar 25 - Mar 26
Total with taxes and fees
Hamlet Inn
Exterior detail

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (208 reviews)
"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
$131 nightly
The price is $149
Mar 24 - Mar 25
Total with taxes and fees
Southampton Long Island Hotel
Interior detail

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (149 reviews)
"Great spot!"
United States
Keith
$170 nightly
The price is $194
Mar 24 - Mar 25
Total with taxes and fees
Harpoon House
Exterior detail

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (38 reviews)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
$177 nightly
The price is $201
Mar 26 - Mar 27
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (915 reviews)
"Excellent "
United States
David
$71 nightly
The price is $82
Apr 1 - Apr 2
Total with taxes and fees
Super 8 by Wyndham Old Saybrook
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 Southold Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Had a great time. Staff wonderful "
Jeanne 1-night trip
Posted 1 hour ago
Water's Edge Resort & Spa

Find out more about Southold

Southold Chalets information

Number of reviews
5,365
Accommodation
1 Chalets
Lowest Price
$82
Highest Price
$443

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