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Top Southold hotels

The Shoals Suites and Slips
61600 Main Rd, Southold, NY
1.41 mi from city center
$206 nightly
The price is $232 total per night
$232 total
May 18 - May 19
Total includes taxes and fees
A restaurant and a bar/lounge are featured at this hotel. A business center, a coffee shop, and a communal living room are also on offer.
Free WiFi
Restaurant

Residence Inn by Marriott New York Long Island East End
2012 Old Country Road, Riverhead, NY
17.97 mi from city center
$161 nightly
The price is $184 total per night
$184 total
May 18 - May 19
Total includes taxes and fees
2 hot tubs, an outdoor pool, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like continental breakfast and free self parking.
Pool
Hot Tub

Water's Edge Resort & Spa
1525 Boston Post Road, Westbrook, CT
14.97 mi from city center
$244 nightly
The price is $281 total per night
$281 total
May 26 - May 27
Total includes 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 at the beachside bar. Enjoy the 2 outdoor tennis courts and perks like free valet parking and free WiFi.
On private beach
Pool

Baron's Cove
31 West Water Street, Sag Harbor, NY
7.88 mi from city center
$351 nightly
The price is $401 total per night
$401 total
Jun 2 - Jun 3
Total includes taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and perks like free valet parking and free WiFi. Free self parking, a business center, and a coffee shop are also offered.
Pool
Spa

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
15.32 mi from city center
$87 nightly
The price is $100 total per night
$100 total
May 15 - May 16
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area and barbecue grills are also provided.

Sag Harbor Inn
45 West Water Street, Sag Harbor, NY
7.85 mi from city center
$245 nightly
The price is $280 total per night
$280 total
May 15 - May 16
Total includes taxes and fees
An outdoor pool is featured at this hotel, along with free self parking. Enjoy the free continental breakfast each morning. A fireplace in the lobby and luggage storage are also provided.
Pool
Breakfast included

Hyatt Place Long Island East End
451 East Main Street, Riverhead, NY
15.66 mi from city center
$179 nightly
The price is $205 total per night
$205 total
May 15 - May 16
Total includes 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 free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.

Greenview Inn Riverhead
1433 W Main St, Riverhead, NY
Free Cancellation
Reserve now, pay when you stay
17.58 mi from city center
$144 nightly
The price is $165 total per night
$165 total
May 15 - May 16
Total includes taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is provided and the front desk is staffed around-the-clock.

The Bentley Hotel Southampton
161 Hills Station Rd, Southampton, NY
Free Cancellation
Reserve now, pay when you stay
11.94 mi from city center
$159 nightly
The price is $182 total per night
$182 total
May 15 - May 16
Total includes taxes and fees
This hotel features a seasonal outdoor pool and a beach bar. Free self parking and a garden are also offered on site.
Pool
Pet friendly
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.
Hotels in Southold with star-rating
Check Southold hotel room prices by star rating

5 Star Hotels
2 properties
Top hotels in Southold for Extended Stay

Cliffside Resort Condominiums
61475 Route 48 (North Road), Greenport, NY
$271 nightly
The price is $309 total per night from May 26 to May 27
$309 total
May 26 - May 27
Total includes taxes and fees
8.8/10 Excellent! (215 reviews)
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.
Southold hotels essential information
Accommodation | 4,336 hotels |
---|---|
Lowest Price | $100 total |
Highest Price | $714 total |
Popular hotels | The Shoals Suites and Slips, Residence Inn by Marriott New York Long Island East End, Water's Edge Resort & Spa, Baron's Cove, Pier Blue Inn Old Saybrook - Essex, Sag Harbor Inn, Hyatt Place Long Island East End, Greenview Inn Riverhead, The Bentley Hotel Southampton |
Frequently asked questions
Recent Southold hotel reviews by fellow wanderers

Saybrook Point Resort & Marina
5 out of 5
Posted 2 days ago
Travelocity Verified Review
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A verified traveler stayed at Saybrook Point Resort & Marina
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