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Hotels in Southold

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Choose from 4259 Southold Hotel Deals

The Shoals Suites and Slips
The Shoals Suites and Slips
3.5 out of 5
61600 Main Rd, Southold, NY
  • 10 min drive from Sannino's Bella Vita Vineyard
The price is $240 per night from Nov 24 to Nov 25
$240
includes taxes & fees
Nov 24 - Nov 25
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 in our reviews. Popular ...
9.4/10 Exceptional! (130 reviews)
"Our room was close to the road and very noisy. Also we found ants in the kitchenette in the middle of the night."

Reviewed on Nov 15, 2024

The Shoals Suites and Slips
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 out of 5
100 Essex Rd, Old Saybrook, CT
  • 49 min drive from Sannino's Bella Vita Vineyard
The price is $87 per night from Dec 8 to Dec 9
$87
includes taxes & fees
Dec 8 - Dec 9
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 helpful ...
7.4/10 Good! (1,000 reviews)
"Kind staffs!"

Reviewed on Nov 12, 2024

Quality Inn Old Saybrook - Westbrook
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 Sannino's Bella Vita Vineyard
The price is $79 per night from Nov 24 to Nov 25
$79
includes taxes & fees
Nov 24 - Nov 25
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! (892 reviews)
"Everything was satisfactory"

Reviewed on Nov 15, 2024

Pier Blue Inn Old Saybrook - Essex
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
  • 47 min drive from Sannino's Bella Vita Vineyard
The price is $135 per night from Dec 9 to Dec 10
$135
includes taxes & fees
Dec 9 - Dec 10
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
9/10 Wonderful! (851 reviews)
"All the staff was very nice and helpful Very clean hotel. Price was great"

Reviewed on Nov 18, 2024

Residence Inn by Marriott New York Long Island East End
Hilton Garden Inn Riverhead
Hilton Garden Inn Riverhead
3 out of 5
2038 Old Country Rd, Riverhead, NY
  • 47 min drive from Sannino's Bella Vita Vineyard
The price is $127 per night from Dec 19 to Dec 20
$127
includes taxes & fees
Dec 19 - Dec 20
Stay at this 3-star hotel in Riverhead. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
8.4/10 Very Good! (1,001 reviews)
"I love everything"

Reviewed on Nov 19, 2024

Hilton Garden Inn Riverhead
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 out of 5
2 Bridge St, Old Saybrook, CT
  • 43 min drive from Sannino's Bella Vita Vineyard
The price is $352 per night from Nov 24 to Nov 25
$352
includes taxes & fees
Nov 24 - Nov 25
Book a stay at this spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
9.4/10 Exceptional! (1,000 reviews)
"Great place to stay"

Reviewed on Nov 15, 2024

Saybrook Point Resort & Marina
The Bentley Hotel Southampton
The Bentley Hotel Southampton
2 out of 5
161 Hills Station Rd, Southampton, NY
  • 25 min drive from Sannino's Bella Vita Vineyard
The price is $191 per night from Dec 1 to Dec 2
$191
includes taxes & fees
Dec 1 - Dec 2
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. ...
9.4/10 Exceptional! (206 reviews)
"If you ever planing on staying in a hotel Southampton area don’t look any farther. You will be blown away beyond your expectations. I felt like at home away from home. It’s a hidden gem. Experience it yourself"

Reviewed on Nov 18, 2024

The Bentley Hotel Southampton
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 out of 5
1525 Boston Post Road, Westbrook, CT
  • 40 min drive from Sannino's Bella Vita Vineyard
The price is $246 per night from Nov 25 to Nov 26
$246
includes taxes & fees
Nov 25 - Nov 26
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 property condition ...
8.6/10 Excellent! (1,003 reviews)
"The property is great but the older part could really use an update/redresh! Smart TVs would be nice!"

Reviewed on Nov 22, 2024

Water's Edge Resort & Spa
Budget Host East End Hotel in Riverhead
Budget Host East End Hotel in Riverhead
2 out of 5
30 Lake Avenue, Riverhead, NY
  • 40 min drive from Sannino's Bella Vita Vineyard
The price is $131 per night from Nov 24 to Nov 25
$131
includes taxes & fees
Nov 24 - Nov 25
Stay at this motel in Riverhead. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition in our reviews. ...
6.4/10 (660 reviews)
"Exelente"

Reviewed on Nov 15, 2024

Budget Host East End Hotel in Riverhead
The Harbor Front Inn
The Harbor Front Inn
3.5 out of 5
209 Front St, Greenport, NY
  • 18 min drive from Sannino's Bella Vita Vineyard
The price is $162 per night from Nov 25 to Nov 26
$162
includes taxes & fees
Nov 25 - Nov 26
Stay at this 3.5-star business-friendly hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (416 reviews)
"Great location.Excellant breakfast.However somewhat worn down,such as rug stains.Service was more than adequate."

Reviewed on Nov 15, 2024

The Harbor Front Inn
Sound View Greenport
Sound View Greenport
4 out of 5
58775 County Rd 48, Greenport, NY
  • 13 min drive from Sannino's Bella Vita Vineyard
The price is $162 per night from Dec 8 to Dec 9
$162
includes taxes & fees
Dec 8 - Dec 9
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (487 reviews)
"Restaurant was horrible, other wise not an bad experience"

Reviewed on Nov 11, 2024

Sound View Greenport
The Atlantic Hotel
The Atlantic Hotel
2.5 out of 5
1655 County Road 39, Southampton, NY
  • 25 min drive from Sannino's Bella Vita Vineyard
The price is $136 per night from Nov 24 to Nov 25
$136
includes taxes & fees
Nov 24 - Nov 25
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (822 reviews)
"Was great property for the cost. Our room was not serviced so we ran out of towels and toilet paper. Would have been better if people in the room next to us hadn't been smoking excessively and seeping into our suite."

Reviewed on Oct 20, 2024

The Atlantic Hotel
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.

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 4,259 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 4,259 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.