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Most frequently booked hotels in Town of Southold Town

£191
The Harborfront Inn

The Harborfront Inn

3.5 out of 5.0 209 Front St, Greenport, NY
During your stay at The Harborfront Inn , you're just a quick walk from Camera Obscura. Features include free breakfast and free WiFi in public areas, plus a 24-hour fitness centre. This 3.5-star hotel has 35 rooms. All rooms offer free WiFi and flat-screen TVs.
£171
The Gallery Hotel

The Gallery Hotel

3.5 out of 5.0 439 Main Street, Greenport, NY
The Gallery Hotel's great location gets high marks from our customers. During your stay, you're just a quick walk from Camera Obscura. Free WiFi in public areas, a restaurant and a bar are available. This 3.5-star hotel has 10 rooms. Enjoy your stay with amenities like cable TV channels and a minibar in each room.
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Sound View Greenport

Sound View Greenport

3.0 out of 5.0 58775 Route 48, Greenport, NY
Our customers tell us they enjoy Sound View Greenport's beach location. During your stay, you'll be close to East End Seaport Maritime Museum. You'll find features such as free breakfast, free WiFi in public areas and free self-parking. This 3-star hotel has 55 rooms over 2 floors. Enjoy your stay with amenities like free WiFi and a balcony/patio in each room.
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The Menhaden

The Menhaden

3.5 out of 5.0 207 Front St, Greenport, NY
During your stay at The Menhaden, you're just a quick walk from Camera Obscura. Features include free breakfast and free WiFi in public areas, plus 2 bars. This 3.5-star hotel has 16 rooms. Each room includes amenities such as free WiFi and a memory foam bed.
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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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American Beech Hotel

American Beech Hotel

3.5 out of 5.0 300 Main Street, Greenport, NY
Our customers tell us that they enjoy the comfortable beds at American Beech Hotel. During your stay, you're just a quick walk from Camera Obscura. Enjoy features like a restaurant, a bar and WiFi in public areas (surcharge). Built in 2015, this 3.5-star inn has 11 rooms over 2 floors. All rooms offer flat-screen TVs and fridges.
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Cliffside Resort Condominiums

Cliffside Resort Condominiums

3.0 out of 5.0 61475 Route 48 (North Road), Greenport, NY
Our customers tell us that they can't get enough of the spacious condos at Cliffside Resort Condominiums. During your stay, you'll be close to Railroad Museum of Long Island. Enjoy features like free WiFi in public areas and free self-parking, plus laundry facilities. This 3-star condo has 68 condos over 2 floors. Free WiFi and a kitchenette are available in each condo.
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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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Arbor View House Bed and Breakfast

Arbor View House Bed and Breakfast

3.5 out of 5.0 8900 Main Road, East Marion, NY
Our customers tell us that they enjoy the free breakfast at Arbor View House Bed and Breakfast. During your stay, you'll be within walking distance of Kontokosta Winery. Features include free WiFi in public areas and free self-parking, plus a business centre. Built in 1799, this 3.5-star bed & breakfast has 4 rooms. All rooms offer free WiFi and fireplaces.
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Orient Inn

Orient Inn

4.0 out of 5.0 25500 Main Road, Orient, NY
The free breakfast at Orient Inn gets good marks from our customers. During your stay, you'll be within walking distance of Oysterponds Historical Society. Free WiFi in public areas, free self-parking and a restaurant are available. This 4-star bed & breakfast has 6 rooms. Free WiFi and flat-screen TVs are available in all rooms.
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Stirling House Bed & Breakfast

Stirling House Bed & Breakfast

3.0 out of 5.0 104 Bay Avenue, Greenport, NY
During your stay at Stirling House Bed & Breakfast, you're just a quick walk from Camera Obscura. Features include free breakfast, free WiFi in public areas and free self-parking. Built in 1880, this 3-star bed & breakfast has 3 rooms over 2 floors. Enjoy your stay with amenities like free WiFi and a fireplace in each room.
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Shinn Estate Vineyards and Farmhouse

Shinn Estate Vineyards and Farmhouse

4.0 out of 5.0 2000 Oregon Road, Mattituck, NY
The free breakfast at Shinn Estate Vineyards and Farmhouse gets good marks from our customers. During your stay, you'll be close to Goldsmith's Inlet Park. Features include free WiFi in public areas and free self-parking, plus a winery. This 4-star bed & breakfast has 4 rooms over 2 floors. Free WiFi and TVs are available in all rooms.
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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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Harbor Knoll Bed & Breakfast

Harbor Knoll Bed & Breakfast

3.0 out of 5.0 424 4th Street, Greenport, NY
During your stay at Harbor Knoll Bed & Breakfast , you're just a quick walk from Railroad Museum of Long Island. Free breakfast, free WiFi in public areas and free self-parking are available. This 3-star bed & breakfast has 3 rooms. Each room includes amenities such as free WiFi and a fireplace.
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North Fork Guest House

North Fork Guest House

3.5 out of 5.0 35995 Main Road, Cutchogue, NY
North Fork Guest House's walkable location gets good marks from our customers. During your stay, you're just a quick walk from Bedell Cellars. Enjoy features like free breakfast, free WiFi in public areas and free self-parking. Built in 1921, this 3.5-star bed & breakfast has 3 rooms over 2 floors. Each room includes amenities such as free WiFi and a pillowtop bed.

Finding Town of Southold Town Hotels

So, you're thinking about travelling to Town of Southold Town? If you'd like to find accommodation that's located near the sights, you can enter your holiday dates and then use the filters beside your hotel search results to find somewhere to stay near the area's attractions. You can choose among 315 Town of Southold Town hotels and accommodation choices to find a place you'd like to stay.

Top Hotels and Other Accommodation Options in Town of Southold Town

When you're thinking about where you'd like to stay in Town of Southold Town, you can easily and quickly search ebookers for hotels offering services such as high-speed Internet, free airport transport or a swimming pool. You can take advantage of the filters to narrow down your hotel search, so you can get the services that are important to you, such as air conditioning or an in-room kitchen.

Guests like the following hotels in Town of Southold Town for the free breakfast:

  • Arbor View House Bed and Breakfast
  • Quintessentials Bed & Breakfast & Spa
  • Fordham House

The following Town of Southold Town hotels are popular with guests for their pool:

  • The Blue Inn At North Fork
  • Townsend Manor Inn
  • Heron Suites

Guests who stayed at this Town of Southold Town hotel appreciated the on-site-fitness centre:

  • Sound View Greenport

Exploring Town of Southold Town

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

  • Kontokosta Winery
  • 67 Steps Beach
  • Orient Beach State Park
  • Sparkling Pointe
  • Corey Creek Winery
  • Raphael Winery
  • Pindar Vineyards

When making plans for your holiday in Town of Southold Town, you can also use ebookers to find a convenient flight into New Haven, CT (HVN-Tweed - New Haven Regional) Airport. You can narrow down your search by number of stops, airline or time of departure to find the one that'll work best for you.

When is the Best Time to Explore Town of Southold Town?

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

Here's a rundown 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 12°C and at night it is -6°C. Seasonal average rainfall is 291 mm.
  • If you visit between April and June, you can expect an average temp of 29°C during the day and 2°C at night. Average rainfall during this season is 346 mm.
  • The daytime average temp from July to September is 30°C and the night-time average is 9°C. Average precipitation for this season is 307 mm.
  • Between October and December, the average temp during the day is 20°C and -6°C at night. Seasonal average rain is 356 mm.
  • The average annual rainfall in Town of Southold Town is 1300 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.