Book Hotels in Southold, NY
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Top Southold hotels

Vine & Sand
47100 New York 25 Southold NY
$378 nightly
The price is $432 total per night from Apr 9 to Apr 10
$432 total
Apr 9 - Apr 10
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
$136 nightly
The price is $155 total per night from Apr 19 to Apr 20
$155 total
Apr 19 - Apr 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 ...
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
$179 nightly
The price is $201 total per night from Apr 20 to Apr 21
$201 total
Apr 20 - Apr 21
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.
Beautiful property near a picturesque town. I would definitely recommend. I’d love to return soon!
Reviewed on Apr 5, 2026

Hyatt Place Long Island East End
451 East Main Street Riverhead NY
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $162 total per night from Apr 19 to Apr 20
$162 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 ...
Yes
Reviewed on Apr 6, 2026

Residence Inn by Marriott New York Long Island East End
2012 Old Country Road Riverhead NY
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $158 total per night from Apr 26 to Apr 27
$158 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 ...
Love this place. We come here on the kids school vacations for a little getaway. We live a half hour away. Great location, indoor pool and hot tub. The suites are spacious and equipped with kitchenette area. The complimentary breakfast is amazing, plenty of options. It’s very convenient. I highly ...
Reviewed on Apr 7, 2026

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
$274 nightly
The price is $315 total per night from Apr 9 to Apr 10
$315 total
Apr 9 - Apr 10
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 ...
Yes, we found everything we needed.
Reviewed on Apr 7, 2026

The Harbor Front Inn
209 Front St Greenport NY
$199 nightly
The price is $227 total per night from Apr 22 to Apr 23
$227 total
Apr 22 - Apr 23
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 excellent and the beds were very comfortable. We went just prior to the season start so things were very calm. If i was to take issue with one thing; it would have been the shower was cool and never got hot. Not cold...but could have been warmer.
Reviewed on Apr 3, 2026

Hilton Garden Inn Riverhead
2038 Old Country Rd Riverhead NY
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $151 total per night from May 7 to May 8
$151 total
May 7 - May 8
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 ...
Nice hotel, good location.
Reviewed on Apr 4, 2026

Sound View Greenport
58775 County Rd 48 Greenport NY
$250 nightly
The price is $286 total per night from May 3 to May 4
$286 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 ...
Bathroom very clean. Staff is super friendly. Ate at the restaurant and it was delicious.
Reviewed on Apr 6, 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

Residence Inn by Marriott New York Long Island East End
5 out of 5
Posted 19 hours ago
Travelocity Verified Review
"Love this place. We come here on the kids school vacations for a little getaway. We live a half hour away.
Great location, indoor pool and hot tub.
The suites are spacious and equipped with kitchenette area.
The complimentary breakfast is amazing, plenty of options. It’s very convenient.
I highly recommend this hotel."
A verified traveler stayed at Residence Inn by Marriott New York Long Island East End
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