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
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17
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
9.4 out of 10, Exceptional, (238 reviews)
"Great stay, will definitely go again"
United States
ANTONIO J
$157 nightly
The price is $180
Jan 25 - Jan 26
Total with taxes and fees
The Shoals Suites and Slips
Exterior

Bed & Breakfast in Southold

Vine & Sand
3.0 star property
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful stay"
United States
Judy
$324 nightly
The price is $371
Feb 5 - Feb 6
Total with taxes and fees
Vine & Sand
Exterior

Bed & Breakfast in Southold

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
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.
$381 nightly
The price is $435
Jan 25 - Jan 26
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Exterior

Vacation Home in Southold

Beautifully farmhouse
10.0 out of 10, Exceptional, (3 reviews)
"good experience"
United States
Anonymous traveler
$1,024 nightly
The price is $1,170
Jan 26 - Jan 27
Total with taxes and fees
Beautifully farmhouse
Exterior

Bed & Breakfast in Southold

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
10.0 out of 10, Exceptional, (1 review)
"Great experience. Wonderful hosts. "
United States
Mark L.
$349 nightly
The price is $399
Jan 27 - Jan 28
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

Bed & Breakfast in Southold

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
$357 nightly
The price is $408
Jan 25 - Jan 26
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Exterior

Bed & Breakfast in Southold

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
$381 nightly
The price is $435
Jan 25 - Jan 26
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
Front of property

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
9.0 out of 10, Wonderful, (84 reviews)
"The front desk staff were excellent, clean and comfortable stay."
United States
JUstine
$108 nightly
The price is $124
Jan 31 - Feb 1
Total with taxes and fees
Spark by Hilton Guilford
Golf

Motel in Southampton

Hamlet Inn
2.0 star property
8.6 out of 10, Excellent, (448 reviews)
"Room was in good condition however I found the shower to be extremely small despite having great water pressure and extremely nice temperature."
United States
gail
$112 nightly
The price is $125
Jan 25 - Jan 26
Total with taxes and fees
Hamlet Inn
Exterior

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
8.0 out of 10, Very Good, (1,002 reviews)
"A welcoming place with some nice touches."
United States
Leslie
$79 nightly
The price is $91
Jan 25 - Jan 26
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
One Bedroom Harbor View Terrace Suite | View from room

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
8.8 out of 10, Excellent, (562 reviews)
"Everything was Great Immaculate hotel very good location sraff was great"
United States
latoya
$142 nightly
The price is $162
Jan 27 - Jan 28
Total with taxes and fees
The Harbor Front Inn
Lunch, dinner, brunch served; American cuisine, beach views

Sound View Greenport

Sound View Greenport
4.0 star property
8.4 out of 10, Very Good, (607 reviews)
"Nice place"
United States
Mateusz
$151 nightly
The price is $173
Feb 9 - Feb 10
Total with taxes and fees
Sound View Greenport
Free self parking

Motel in Clinton

Clinton Motel
2.5 star property
8.6 out of 10, Excellent, (301 reviews)
"The room was comfortable and clean. A good value for the money."
United States
Michael
$76 nightly
The price is $87
Jan 26 - Jan 27
Total with taxes and fees
Clinton Motel
Exterior

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
7.8 out of 10, Good, (1,001 reviews)
"Was a clean room and the pool was warm and kids had fun. Breakfast was good and plenty of choices "
United States
pieter
$97 nightly
The price is $111
Feb 15 - Feb 16
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook

Guesthouse in The Heights

House on Chase Creek
2.5 star property
9.4 out of 10, Exceptional, (79 reviews)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
$104 nightly
The price is $119
Jan 26 - Jan 27
Total with taxes and fees
House on Chase Creek
Exterior detail

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
8.6 out of 10, Excellent, (206 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
$110 nightly
The price is $125
Jan 25 - Jan 26
Total with taxes and fees
Southampton Long Island Hotel
Exterior

Motel in Riverhead

Shorewood Inn
2.5 star property
8.4 out of 10, Very Good, (718 reviews)
"ROOM WAS CLEAN, WARM, GOOD PARKING"
United States
JOSEPH
$92 nightly
The price is $105
Jan 25 - Jan 26
Total with taxes and fees
Shorewood Inn
Terrace/patio

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
9.6 out of 10, Exceptional, (431 reviews)
"Adorable boutique hotel with charming unique touches. "
United States
Mary
$110 nightly
The price is $126
Feb 1 - Feb 2
Total with taxes and fees
The Bentley Hotel Southampton
Exterior

Apartment in Old Lyme

The Stern at Soundview · Beach+Ocean+Sunrise
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
$189 nightly
The price is $212
Jan 26 - Jan 27
Total with taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise
BBQ/picnic area

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
9.2 out of 10, Wonderful, (1,004 reviews)
"Clean and quiet. "
United States
Jeffrey
$118 nightly
The price is $135
Feb 4 - Feb 5
Total with taxes and fees
Hyatt Place Long Island East End
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

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Nice"
Valerie 1-night trip
Posted 3 days ago
The Bentley Hotel Southampton

Find out more about Southold

Southold Chalets information

Number of reviews
6,697
Accommodation
1 Chalets
Lowest Price
$87
Highest Price
$1,170

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