Book Hotels in Southold, NY
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Top Southold hotels

Vine & Sand
47100 New York 25 Southold NY
$377 nightly
The price is $431 total per night from Apr 16 to Apr 17
$431 total
Apr 16 - Apr 17
Total with taxes and fees
A seasonal outdoor pool is featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like buffet breakfast and WiFi in ...
Location was perfect for visiting the wineries… breakfast was to die for!
Reviewed on Mar 22, 2026

The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $160 total per night from Apr 5 to Apr 6
$160 total
Apr 5 - Apr 6
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. If you want to take your pet along, this pet-friendly property ...
Spacious suite. Wish our stay was longer. Very clean, lots of special touches. Great staff.
Reviewed on Apr 2, 2026

The Shoals Suites and Slips
61600 Main Rd Southold NY
$181 nightly
The price is $203 total per night from Apr 15 to Apr 16
$203 total
Apr 15 - Apr 16
Total with taxes and fees
This hotel features a bar/lounge, a coffee shop, and a communal living room. A business center, a picnic area, and express check-out are also on offer.
Simply delightful!
Reviewed on Mar 30, 2026

Hyatt Place Long Island East End
451 East Main Street Riverhead NY
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $163 total per night from Apr 19 to Apr 20
$163 total
Apr 19 - Apr 20
Total with taxes and fees
A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and ...
Did not use
Reviewed on Mar 27, 2026

Residence Inn by Marriott New York Long Island East End
2012 Old Country Road Riverhead NY
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $163 total per night from Apr 26 to Apr 27
$163 total
Apr 26 - Apr 27
Total with taxes and fees
2 hot tubs, an indoor pool, and a 24-hour gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center ...
Loved it
Reviewed on Mar 28, 2026

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
$264 nightly
The price is $304 total per night from Apr 4 to Apr 5
$304 total
Apr 4 - Apr 5
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink ...
Enjoyable stay.
Reviewed on Mar 28, 2026

Hilton Garden Inn Riverhead
2038 Old Country Rd Riverhead NY
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $154 total per night from Apr 12 to Apr 13
$154 total
Apr 12 - Apr 13
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the indoor pool and perks like free self parking and free WiFi. Enjoy the gym and ...
This hotel is such a wonderful place to stay… the manager JC is very nice, all the staff including Victoria… we love going there.. and the food in the hotel restaurant is delicious. my husband and I will be back.
Reviewed on Mar 30, 2026

Sound View Greenport
58775 County Rd 48 Greenport NY
$244 nightly
The price is $279 total per night from May 3 to May 4
$279 total
May 3 - May 4
Total with taxes and fees
A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with ...
Really enjoyed our stay at the soundview. You are able to easily hear neighbors so just an FYI. Love being so close to the water and hearing the water and waves at night. Overnight oats at breakfast were my favorite.
Reviewed on Apr 2, 2026

The Harbor Front Inn
209 Front St Greenport NY
$183 nightly
The price is $209 total per night from Apr 16 to Apr 17
$209 total
Apr 16 - Apr 17
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free continental ...
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.
Frequently asked questions
Recent Southold hotel reviews by fellow wanderers

Pier Blue Inn Old Saybrook - Essex
3 out of 5
Posted 9 hours ago
Travelocity Verified Review
"Parking was easy and secure. Heat worked perfectly."
A verified traveler stayed at Pier Blue Inn Old Saybrook - Essex
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