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Southold hotels

Tue 18/6
Wed 19/6

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Best Southold hotels

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Most recommended Southold hotels

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The Shoals Suites & Slips - Southold - Living room
The Shoals Suites & Slips
9.2 Wonderful
R13 486+
R13 486+
Parking
Free Wi-Fi
Air conditioning
Sound View Greenport - Greenport - Bedroom
Sound View Greenport
8.2 Very Good
R12 599+
R12 599+
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Hotel Moraine
9.7 Wonderful
R17 504+
R17 504+
Parking
Free Wi-Fi
Pool
Pet-friendly
The Menhaden
9.3 Wonderful
R12 761+
R12 761+
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
Greenporter Hotel
8.1 Very Good
R8 179+
R8 179+
Parking
Free Wi-Fi
Pool
Air conditioning
The Chequit
9 Wonderful
R15 081+
R15 081+
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R3 100+
Parking
Free Wi-Fi
Air conditioning
R4 861+
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Sunset Beach
R11 377+
R11 377+
Free Wi-Fi
Pet-friendly
Air conditioning
R4 244+
Free Wi-Fi
Pool
Pet-friendly
Air conditioning

Top Southold hotels with parking

Show all
Zey Hotel - Greenport
Zey Hotel
8.7 Very Good
R10 400+
R10 400+
Parking
Free Wi-Fi
Shelter Island House - Shelter Island - Living room
Shelter Island House
4 Mediocre
R10 399+
R10 399+
Parking
Free Wi-Fi
The Pridwin Hotel
9 Wonderful
R18 550+
R18 550+
Parking
Free Wi-Fi

Good to know

Low season

January

High season

July

Average price (weeknight)

R6 106

Average price (weekend night)

R5 504
Cheapest month to stay with an average 55% drop in price.
Most expensive month to stay with an average 85% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a hotel in Southold

Price per night / 3-star hotel. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Southold hotel deals

  • If you’re looking for a cheap hotel in Southold, you should consider visiting during the low season. You'll find cheaper accommodations in Southold in January and April.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in Southold if you stay on a Sunday. The opposite is true for, Saturday, which is usually the most expensive day.
  • Hotels in Southold offer the best accommodation options for those here to explore the area’s attraction sites while on vacation. Those intending to visit soon should remember that there are various hotels near downtown Southold. Book a room at Southold Beach Motel to conveniently experience these landmarks.
  • If you’re visiting with your companion and want a perfect hideout to rekindle your dimming flame, you’ll have multiple spaces to choose from once you step out of your hotels in Southold. These facilities sit within reach of scenic spots such as Croteaux Vineyards, where you’re sure to taste your favorite brand of wine. Shorecrest Bed and Breakfast is a hotel that puts you near this winery.
  • Suppose you’re here on a weekend getaway with the little ones; remember that Southold features a wide range of fantastic attractions for the whole family to enjoy. For instance, an afternoon at Kenney's Beach where the little ones will relish every moment beachcombing or sunbathing. Reserve a room at the A Walk in the Woods Bed and Breakfast while touring this region.
  • The best time to exploit Southold’s vast outdoors is to stop here in the summer when the prevailing warm weather allows you to venture into the area’s activities comfortably. The Custer Institute Observatory is a good spot for star gazing. A room at the White Blossom House Inn puts you in a great position to get a glimpse of Saturn’s rings.
  • Business executives passing through Southold will be glad to know that the area has many hotels with ideal setups to conduct your business errands. Most of these facilities are a short distance from the city center where the corporate offices are located. Jake's 58 Hotel & Casino is one such hotel.

FAQs when booking a hotel in Southold

  • Where is the best place to stay in Southold, close to dining options?

    Southold’s food and dining scenes are a significant reason why visitors keep returning to this area. With most of the hotels close to the area’s famous restaurants, you’ll have numerous options when sampling the delectable dishes that define this area. Such eateries include Wednesday's Table, Michelangelo Southold, and Latin Fuzion Restaurant. Sleep at Hilton Garden Inn Islip/MacArthur Airport is a hotel around these diverse dishes.

  • What are the best hotels in Southold for hiking and cycling?

    Clarion Hotel & Conference Center is within reach of numerous trails worth considering if you’re a biking or hiking enthusiast. From Pine Meadow to Cascade Mountain and Mount Marcy, there’s every level for all ages and abilities. Step out of your hotel and trek the beaten paths amid beautiful views.

  • Which neighborhood in Southold is best for enjoying the city’s art scene?

    La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport or Hampton Inn Long Island-Brookhaven are two hotels adjacent to the museums and galleries that preserve Southold’s culture and traditions. Stroll through the Southold Historical Museum to learn more about the area’s rich heritage.

  • Which neighborhood in Southold has the best nightlife?

    Fun in Southold doesn’t stop when darkness sets in as the various entertainment joints such as clubs and lounges provide a mellow and indulging atmosphere. Hampton Inn Long Island-Islandia and Rodeway Inn MacArthur Airport are two hotels that let you enjoy the area’s vibrant scene.

  • How do I find a hotel in central Southold?

    After you launch a hotel search on KAYAK, you can refine your research by neighbourhood, which allows you to pick the central Southold districts. You can also do a search using the city map to choose a specific location, like Southold city centre

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

  • Are there Southold hotels with free parking?

    There are many hotels in Southold that offer both parking and free parking. Popular choices among KAYAK users include The Shoals Suites & Slips, Hotel Moraine and Holiday Inn Long Island - Islip Arpt East.

Where to stay in Southold?

Our map will help you find the perfect place to stay in Southold by showing you the exact location of each hotel.