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Hotels in Southold

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Choose from 4306 Southold Hotel Deals

Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
  • 41 min drive from Croteaux Vineyards
The price is $78 per night from May 10 to May 11
$78
per night
May 10 - May 11
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (768 reviews)
"Pleasant place clean"

Reviewed on Apr 15, 2024

Pier Blue Inn Old Saybrook - Essex
The Shoals Suites and Slips
The Shoals Suites and Slips
3.5 out of 5
61600 Main Rd, Southold, NY
  • 8 min drive from Croteaux Vineyards
The price is $259 per night from Apr 28 to Apr 29
$259
per night
Apr 28 - Apr 29
Stay at this 3.5-star hotel in Southold. Enjoy free breakfast, free WiFi, and free bicycles on site. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (71 reviews)
"Wonderful stay, clean, spacious room. Lobby area is lovely."

Reviewed on Apr 18, 2024

The Shoals Suites and Slips
Hilton Garden Inn Riverhead
Hilton Garden Inn Riverhead
3 out of 5
2038 Old Country Rd, Riverhead, NY
  • 50 min drive from Croteaux Vineyards
The price is $118 per night from May 1 to May 2
$118
per night
May 1 - May 2
Stay at this 3-star hotel in Riverhead. Enjoy free WiFi, free parking, and breakfast. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Hilton Garden Inn Riverhead
Residence Inn by Marriott New York Long Island East End
Residence Inn by Marriott New York Long Island East End
3 out of 5
2012 Old Country Road, Riverhead, NY
  • 50 min drive from Croteaux Vineyards
The price is $134 per night from Apr 28 to Apr 29
$134
per night
Apr 28 - Apr 29
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (756 reviews)
"We enjoyed our stay at the property."

Reviewed on Apr 10, 2024

Residence Inn by Marriott New York Long Island East End
Hyatt Place Long Island East End
Hyatt Place Long Island East End
3 out of 5
451 East Main Street, Riverhead, NY
  • 42 min drive from Croteaux Vineyards
The price is $149 per night from Apr 28 to Apr 29
$149
per night
Apr 28 - Apr 29
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free WiFi, free parking, and a marina. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (998 reviews)
"Great view of the water, friendly staff. Nice room"

Reviewed on Apr 23, 2024

Hyatt Place Long Island East End
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 out of 5
2 Bridge St, Old Saybrook, CT
  • 42 min drive from Croteaux Vineyards
The price is $278 per night from Apr 28 to Apr 29
$278
per night
Apr 28 - Apr 29
Stay at this spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the restaurant in our reviews. Popular ...
9.4/10 Exceptional! (1,000 reviews)
"Great spot on the water. Fresh Salt dinner was terrific. Friendly staff"

Reviewed on Apr 21, 2024

Saybrook Point Resort & Marina
Sag Harbor Inn
Sag Harbor Inn
3.5 out of 5
45 West Water Street, Sag Harbor, NY
  • 24 min drive from Croteaux Vineyards
The price is $209 per night from Apr 28 to Apr 29
$209
per night
Apr 28 - Apr 29
Stay at this 3.5-star business-friendly hotel in Sag Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (406 reviews)
"The rooms are beautiful and clean, the staff is amazing, and it’s such a perfect location!"

Reviewed on Apr 21, 2024

Sag Harbor Inn
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 out of 5
100 Essex Rd, Old Saybrook, CT
  • 47 min drive from Croteaux Vineyards
The price is $84 per night from May 1 to May 2
$84
per night
May 1 - May 2
Stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
7.4/10 Good! (950 reviews)
"Liked the indoor pool, Gym, and the Breakfast Very Clean.. very nice Friendly customer service"

Reviewed on Apr 8, 2024

Quality Inn Old Saybrook - Westbrook
Sound View Greenport
Sound View Greenport
4 out of 5
58775 County Rd 48, Greenport, NY
  • 11 min drive from Croteaux Vineyards
The price is $220 per night from Apr 28 to Apr 29
$220
per night
Apr 28 - Apr 29
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the restaurant in our ...
8.4/10 Very Good! (424 reviews)
"beautiful location"

Reviewed on Apr 22, 2024

Sound View Greenport
Greenporter Hotel
Greenporter Hotel
2 out of 5
326 Front St, Greenport, NY
  • 16 min drive from Croteaux Vineyards
The price is $133 per night from Apr 29 to Apr 30
$133
per night
Apr 29 - Apr 30
Stay at this hotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and East End Seaport ...
9.2/10 Wonderful! (44 reviews)
Awesome stay!
"Staff was amazing! So helpful and accommodating! Great location, clean room! Will definitely be staying there again!"

Reviewed on Apr 14, 2024

Greenporter Hotel
Holiday Inn Express Hotel & Suites Long Island-East End, an IHG Hotel
Holiday Inn Express Hotel & Suites Long Island-East End, an IHG Hotel
2.5 out of 5
1707 Old Country Rd, Riverhead, NY
  • 48 min drive from Croteaux Vineyards
The price is $145 per night from May 1 to May 2
$145
per night
May 1 - May 2
Stay at this business-friendly hotel in Riverhead. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
8.4/10 Very Good! (924 reviews)
"Breakfast is always appreciated. Smell of bacon on the elevator ride down. Best hotel in Riverhead"

Reviewed on Apr 20, 2024

Holiday Inn Express Hotel & Suites Long Island-East End, an IHG Hotel
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 out of 5
1525 Boston Post Road, Westbrook, CT
  • 39 min drive from Croteaux Vineyards
The price is $211 per night from Apr 28 to Apr 29
$211
per night
Apr 28 - Apr 29
Stay at this 3.5-star beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
Water's Edge Resort & Spa
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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Southold

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Southold.

Choosing the right hotel in New York has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Southold’s 4,306 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $78. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Southold hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Southold. No matter your reason for visiting Southold, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Southold hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Southold for as low as $78.

How many hotels are there in Southold?

With over 4,306 hotels in Southold, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $78.

How to find cheap car rentals in Southold?

Finding a cheap car rental deal in Southold is as easy as scoring cheap hotels in Southold. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Southold now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Southold right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.