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Most frequently booked hotels in Southold

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Southold Beach Motel

Southold Beach Motel

2.0 out of 5.0 53250 North Road, Southold, NY
Our customers tell us they can't get enough of Southold Beach Motel's great location. During your stay, you'll be close to Horton Point Park. Enjoy features like free WiFi in public areas and free self-parking. This 2-star motel has 15 rooms. Each room includes amenities such as free WiFi and a kitchenette.
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Shorecrest Bed and Breakfast

Shorecrest Bed and Breakfast

3.5 out of 5.0 54300 County Route 48, Southold, NY
Our customers tell us that they enjoy the free breakfast at Shorecrest Bed and Breakfast. During your stay, you'll be close to The Old Field Vineyards. Free WiFi in public areas, free self-parking and a round-trip airport shuttle (surcharge) are available. This 3.5-star bed & breakfast has 5 rooms. All rooms offer free WiFi and flat-screen TVs.
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Heron Suites

Heron Suites

3.0 out of 5.0 61600 Main Rd, Southold, NY
This condo resort's great beach location gets high marks from our customers. During your stay, you're just a quick walk from The Old Field Vineyards. Enjoy features like free WiFi in public areas and free self-parking, plus a coffee shop/café. This 3-star condominium resort has 17 condos. The condo offers free WiFi and a kitchen.
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White Blossom House Inn

White Blossom House Inn

2.5 out of 5.0 695 Pine Neck Rd, Southold, NY
During your stay at White Blossom House Inn, you'll be within walking distance of Mattebella Vineyards. You'll find features such as free WiFi in public areas and free self-parking, plus laundry facilities. This 2.5-star hotel has 4 rooms. Free WiFi and kitchens are available in all rooms.
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Walk to Train and Town

Walk to Train and Town

2055 Boisseau Ave, Southold, NY
During your stay at this holiday home, you'll be within walking distance of The Old Field Vineyards. A kitchen and 1.5 bathrooms are available in the holiday home.
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Quaint Cottage Close to LI Sound

Quaint Cottage Close to LI Sound

34800 County Road 48, Southold, NY
During your stay at this cottage, you'll be within walking distance of Goldsmith's Inlet Park. The cottage offers a kitchen and a TV.
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The Perfect North Fork Experience

The Perfect North Fork Experience

550 Sterling Woods ln, Southold, NY
During your stay at this holiday home, you'll be close to Croteaux Vineyards. Enjoy features like a fitness centre and an arcade/games room. Enjoy your stay with amenities like a private pool and a kitchen in the holiday home.
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Classic Arts and Crafts House on the North Fork

Classic Arts and Crafts House on the North Fork

500 Tuckers Ln, Southold, NY
During your stay at this holiday home, you'll be within walking distance of Sparkling Pointe. Enjoy your stay with amenities like a kitchen and a patio in the holiday home.
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Waterfront, New Construction North Fork Beach House

Waterfront, New Construction North Fork Beach House

1050 Oak Ave, Southold, NY
During your stay at this holiday home, you'll be close to Croteaux Vineyards. A kitchen and a washer/dryer are available in the holiday home.
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Nature Lover's Paradise on North Fork

Nature Lover's Paradise on North Fork

175 Soundview Ave Ext, Southold, NY
During your stay at this holiday home, you're just a quick walk from Horton Point Park. A kitchen and 2 bathrooms are available in the holiday home.
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Bayfront Vacation Home in Southold, 5 Bedrooms

Bayfront Vacation Home in Southold, 5 Bedrooms

1950 North Bayview Road, Southold, NY
During your stay at this holiday home, you'll be close to Croteaux Vineyards. Features include a fitness centre. Enjoy your stay with amenities like a kitchen and 3 bathrooms in the holiday home.
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Summer House near Greenport with a Dock, Kayaks & Bikes!

Summer House near Greenport with a Dock, Kayaks & Bikes!

2100 Glenn Rd, Southold, NY
During your stay at this holiday home, you'll be within walking distance of Croteaux Vineyards. Enjoy features like a water park. A kitchen and a fireplace are available in the holiday home.
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Quintessential North Fork With Heated Salt Water Pool

Quintessential North Fork With Heated Salt Water Pool

1560 Laurel Ave, Southold, NY
During your stay at this holiday home, you're just a quick walk from The Old Field Vineyards. The holiday home includes amenities such as a private pool and a kitchen.
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Quaint North Fork House, Close to Beaches and Vineyards

Quaint North Fork House, Close to Beaches and Vineyards

385 Hope Lane, Southold, NY
During your stay at this holiday home, you'll be within walking distance of Horton Lane Beach. Enjoy features like an outdoor pool. The holiday home offers a private pool and a kitchen.
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Lovely Waterview Cottage in the Heart of Long Island Wine Country

Lovely Waterview Cottage in the Heart of Long Island Wine Country

7617 Soundview Ave, Southold, NY
During your stay at this cottage, you'll be within walking distance of Horton Lane Beach. A fireplace and a balcony/patio are available in the cottage.

Finding Southold Hotels

So, you're considering travelling to Southold? If you want to find accommodation that's within a stone's throw of the sights, you can enter your holiday dates and then use the filters beside your hotel search results to find a hotel near the area's attractions. You can choose among 93 Southold hotels and accommodation options to find a place to stay.

Top Hotels and Other Accommodation Options in Southold

When you're deciding where you want to stay in Southold, you'll be able to quickly and easily search ebookers for hotels offering services such as high-speed Internet, free airport transport or a swimming pool. You can use the filters to narrow down your search for a hotel, so you get the services that are important to you, such as air conditioning or an in-room kitchen.

Guests recognise this Southold hotel for the free breakfast:

  • Shorecrest Bed and Breakfast

The following Southold hotel is popular with travellers for the pool:

  • Heron Suites

Exploring Southold

The city of Southold has some interesting things to see and do. Popular attractions in and around Southold include:

  • Sparkling Pointe
  • Mattebella Vineyards
  • The Old Field Vineyards
  • Croteaux Vineyards
  • Osprey's Dominion
  • Horton Lane Beach
  • Horton Point Park

When making plans for your trip to Southold, you can also use ebookers to look for a convenient flight into Islip, NY (ISP-MacArthur) Airport. You can narrow down your search by number of stops, airline or time of departure to find the one that'll meet your needs.

When is the Best Time to Explore Southold?

If you're wondering when is the best time of year to visit Southold, you might find this info about seasonal weather helpful when you are organising your getaway. The warmest months in Southold are typically July and August, whereas the coldest months are usually January and February. The months with the most rain are March and April, whereas February and December have the least.

Here's an overview on how much rain you can expect and what the temperatures are going to be like:

  • From January to March, the average daytime temperature is 11°C and at night it is -7°C. Seasonal average rainfall is 282 mm.
  • If you visit between April and June, you can expect an average temp of 26°C during the day and -1°C at night. Average rainfall during this season is 321 mm.
  • The daytime average temp from July to September is 27°C and the night-time average is 8°C. Average precipitation for this season is 293 mm.
  • Between October and December, the average temp during the day is 20°C and -6°C at night. Seasonal average rain is 295 mm.
  • The average annual rainfall in Southold is 1190 mm.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.