Book Hotels in Southold, NY
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Top Southold hotels

Vine & Sand
47100 New York 25 Southold NY
$393 nightly
The price is $448 total per night from Mar 23 to Mar 24
$448 total
Mar 23 - Mar 24
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 ...
Vine + Sand was wonderful. The hosts were so friendly and it was close to many wineries.
Reviewed on Jan 19, 2026

The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $154 total per night from Mar 19 to Mar 20
$154 total
Mar 19 - Mar 20
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 ...
Clean room. The man at the office was very friendly.
Reviewed on Mar 10, 2026

The Shoals Suites and Slips
61600 Main Rd Southold NY
$151 nightly
The price is $173 total per night from Mar 24 to Mar 25
$173 total
Mar 24 - Mar 25
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.
Very friendly
Reviewed on Mar 6, 2026

Hyatt Place Long Island East End
451 East Main Street Riverhead NY
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $125 total per night from Mar 22 to Mar 23
$125 total
Mar 22 - Mar 23
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 ...
Good hotel....could update the gym and provide microwave oven.....
Reviewed on Mar 2, 2026

Residence Inn by Marriott New York Long Island East End
2012 Old Country Road Riverhead NY
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $135 total per night from Mar 16 to Mar 17
$135 total
Mar 16 - Mar 17
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 ...
Staff were very helpful and friendly
Reviewed on Mar 9, 2026

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $212 total per night from Apr 1 to Apr 2
$212 total
Apr 1 - Apr 2
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 ...
This was my first time at Water’s Edge and will definitely not be my last. Our stay was wonderful. Becky at the front desk was
Reviewed on Mar 7, 2026

The Harbor Front Inn
209 Front St Greenport NY
$165 nightly
The price is $188 total per night from Mar 24 to Mar 25
$188 total
Mar 24 - Mar 25
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 ...
Room was clean, climate control worked well kept room comfortable, bathroom was nice. Only thing I would suggest would be a complementary bottle of water for each guest.
Reviewed on Mar 10, 2026

Hilton Garden Inn Riverhead
2038 Old Country Rd Riverhead NY
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $135 total per night from Mar 18 to Mar 19
$135 total
Mar 18 - Mar 19
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 ...
The room was very nice
Reviewed on Mar 8, 2026

Sound View Greenport
58775 County Rd 48 Greenport NY
$178 nightly
The price is $203 total per night from Mar 25 to Mar 26
$203 total
Mar 25 - Mar 26
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 ...
Staff was over the top helpful, nice!!!! If you needed help or anything they were right on it for you Thank you do very much for making a sad trip for a loved ones memorial into something grateful!!
Reviewed on Mar 1, 2026
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

The Bentley Hotel Southampton
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Clean room. The man at the office was very friendly."
A verified traveler stayed at The Bentley Hotel Southampton
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