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Hotels in Southold

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Choose from 4415 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 $79 per night from Jun 26 to Jun 27
$79
per night
Jun 26 - Jun 27
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! (803 reviews)
"Very nice hotel and service"

Reviewed on Jun 24, 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 $382 per night from Jun 26 to Jun 27
$382
per night
Jun 26 - Jun 27
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! (83 reviews)
"Lovely spot. Beautiful rooms and helpful staff. We will come again"

Reviewed on May 31, 2024

The Shoals Suites and Slips
Greenview Inn Riverhead
Greenview Inn Riverhead
2 out of 5
1433 W Main St, Riverhead, NY
  • 48 min drive from Croteaux Vineyards
The price is $115 per night from Jun 26 to Jun 27
$115
per night
Jun 26 - Jun 27
Stay at this motel in Riverhead. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Splish Splash Water Park and Riverhead Raceway ...
6/10 (378 reviews)
Great Stay
"I spent one evening and my stay was seamless. Simple and clean room , very comfortable and convenient for my stay. Staff was very helpful and there were no issues."

Reviewed on Jun 21, 2024

Greenview Inn Riverhead
The Bentley Hotel Southampton
The Bentley Hotel Southampton
2 out of 5
161 Hills Station Rd, Southampton, NY
  • 26 min drive from Croteaux Vineyards
The price is $238 per night from Jul 15 to Jul 16
$238
per night
Jul 15 - Jul 16
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the clean rooms in our reviews. Popular ...
9.2/10 Wonderful! (96 reviews)
"Amazing hotel."

Reviewed on Jun 19, 2024

The Bentley Hotel Southampton
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 $421 per night from Jun 27 to Jun 28
$421
per night
Jun 27 - Jun 28
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! (440 reviews)
"We didn't have a table and chairs outside. We called the front desk and asked for them. They never came. We got our beach chairs out of our car to use."

Reviewed on May 29, 2024

Sound View Greenport
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 $179 per night from Jun 26 to Jun 27
$179
per night
Jun 26 - Jun 27
Stay at this 3-star hotel in Riverhead. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our ...
8.4/10 Very Good! (1,004 reviews)
"Nice staff"

Reviewed on Jun 21, 2024

Hilton Garden Inn Riverhead
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 $399 per night from Jul 1 to Jul 2
$399
per night
Jul 1 - Jul 2
Book a 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. ...
9.4/10 Exceptional! (1,004 reviews)
Delightful stay
"Delightful in every way. Particularly impressed by the service—reception, work crew (who rescued my locket from the drain!), and wait staff—all very helpful, efficient, and kind. We enjoyed the heated indoor pool, lovely view, and tasteful decor in our room. Would love to stay again"

Reviewed on Jun 19, 2024

Saybrook Point Resort & Marina
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 $206 per night from Jun 30 to Jul 1
$206
per night
Jun 30 - Jul 1
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! (792 reviews)
"Amazing experience. Staff was so kind helpful and friendly. The kids loved all the pools and hot tubs they had a blast hanging out. Beautiful outdoor patio areas for lounging can bbq hang by the fire. The breakfast in the morning is the best. It’s like ordering out they have something for everybody ..."

Reviewed on Jun 19, 2024

Residence Inn by Marriott New York Long Island East End
The Atlantic Hotel
The Atlantic Hotel
2.5 out of 5
1655 County Road 39, Southampton, NY
  • 25 min drive from Croteaux Vineyards
The price is $312 per night from Jun 26 to Jun 27
$312
per night
Jun 26 - Jun 27
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7/10 Good! (782 reviews)
"Clean room"

Reviewed on Jun 19, 2024

The Atlantic Hotel
Budget Host East End Hotel in Riverhead
Budget Host East End Hotel in Riverhead
2 out of 5
30 Lake Avenue, Riverhead, NY
  • 43 min drive from Croteaux Vineyards
The price is $115 per night from Jun 26 to Jun 27
$115
per night
Jun 26 - Jun 27
Stay at this motel in Riverhead. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6/10 (568 reviews)
"This was a great location for my weekend of activities. The room was clean and had all amenities I needed."

Reviewed on Jun 14, 2024

Budget Host East End Hotel in Riverhead
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 $98 per night from Jun 27 to Jun 28
$98
per night
Jun 27 - Jun 28
Book a 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 ...
7.4/10 Good! (973 reviews)
"The restaurant was not open but buffet breakfast was good."

Reviewed on Jun 24, 2024

Quality Inn Old Saybrook - Westbrook
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 $409 per night from Jun 26 to Jun 27
$409
per night
Jun 26 - Jun 27
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! (441 reviews)
"Beautiful, clean, spacious with excellent staff! Highly recommend."

Reviewed on Jun 21, 2024

Sag Harbor Inn
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 4,415 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 $79. 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 $79.

How many hotels are there in Southold?

With over 4,415 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 $79.

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.