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Southold hotels and places to stay

Southold Beach Motel
2 out of 5
53250 North Road, Southold, NY
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2.04 mi from city center
4/5Very Good! (66 reviews)

"Staff was very helpful and friendly! Our room had no heat and the woman at the desk got it fixed very quickly!"…"

Reviewed on Oct 20, 2019

Southold Beach Motel
Shorecrest Bed and Breakfast
3.5 out of 5
54300 County Route 48, Southold, NY
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2.21 mi from city center
4.8/5Exceptional! (13 reviews)

"BEautiful place, with friendly and accomodating inn keeper, with extremely clean and comfortable accomodations."…"

Reviewed on Jul 23, 2019

Shorecrest Bed and Breakfast
Classic Arts and Crafts House on the North Fork
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0.54 mi from city center
4/5Very Good! (1 review)
Short Stay in Southold

"Clean house in nice neighborhood. Carl (owner) was very sweet. Check-in process was easy and everything was taken care of. Would stay again."…"

Reviewed on Jul 8, 2019

Classic Arts and Crafts House on the North Fork
Waterfront Colonial With Dock for Boat or Kayaks / Special for August 2019
No reviews
Waterfront home in ideal location for vineyards

"We flew in from FL for a long weekend to go to the vineyards. The Islip airport was only a 30-40 min drive to the house. The house looks just like it does in the photos. Our favorite feature was the outdoor tables. We cooked breakfast every morning and say outside to eat. We picked berries at the ..."…"

Reviewed on Jul 27, 2018

Waterfront Colonial With Dock for Boat or Kayaks / Special for August 2019
Founders Landing Saltwater Inground Heated Pool Walk to Beach, Town, Restaurants
No reviews
A beautiful home

"We have rented several homes over the years on the North Fork and this by far surpassed our expectations. Dealing with Joe was a pleasure. The house is pristine, yet comfortable. It is very well equipped - we did not need a thing. The new pool is just beautiful, as is the yard. I highly recommend ..."…"

Reviewed on Jul 19, 2019

Founders Landing Saltwater Inground Heated Pool Walk to Beach, Town, Restaurants
Cozy North Fork Beachside Cottage
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1.69 mi from city center
Cozy North Fork Beachside Cottage
Quaint North Fork House, Close to Beaches and Vineyards
Waterfront, New Construction North Fork Beach House
Bayfront Vacation Home in Southold, 4 Bedrooms
Fabulous Waterfront Property in the Heart of Wine Country
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2.42 mi from city center
4.9/5Exceptional! (68 reviews)
Wonderful

"An absolutely fantastic location and welcoming host."…"

Reviewed on May 13, 2020

Fabulous Waterfront Property in the Heart of Wine Country
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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.

Visiting Southold

Visitors can enjoy all that Southold has to offer including the wineries, beaches, and gardens. Tourists can also enjoy the city's football games and monuments.

  • There are 8 hotels and other accommodations in Southold
  • The closest major airport is in East Hampton, NY (HTO), 11.6 mi (18.6 km) from the city center
  • The next closest is in Westhampton, NY (FOK-Francis S. Gabreski), 18.8 mi (30.2 km) away

Sightseeing and Staying in Southold

Favorite places to visit in the city include Sparkling Pointe, Croteaux Vineyards, and Mattebella Vineyards. A couple of additional sights to add to your agenda are The Old Field Vineyards and Osprey's Dominion.

As you plan your holiday retreat, you'll find 8 hotels and other lodging options to pick from in Southold. Below are highly ranked ones based on our user reviews:

  • Heron Suites at Port of Egypt Marine - This 3-star condo resort features free WiFi, free parking, and a café. It's a favorite with Expedia travelers for its overall condition and location.
  • Southold Beach Motel - Our customers like the beach locale and clean, comfortable rooms at this motel. This 2-star motel features free WiFi, free parking, and a terrace.

Getting Around Southold

To see more of the larger area, hop aboard a train at Southold Station. Southold might not have very many public transit options so consider renting a car to explore more.

Dressing for Southold

  • Between January and March, daytime temperatures average 52°F, while nighttime temperatures stay around 19°F
  • From April to June, the average is 79°F during the day and 31°F at night
  • July through September sees average temperatures of 81°F during the day and 46°F at night
  • In October-December, you can expect 68°F as the daytime average and 21°F as the nighttime average
  • Southold gets about 46.85 inches of rain per year
  • July and August are usually the hottest months averaging 80°F, while January and February are usually the coldest with an average temperature of 20°F

Frequently asked questions

Where is the best place to stay in Southold?
Southold Beach Motel is one of the top choices for your stay based on our traveler data. This property offers free WiFi and free parking. Other good choices for your trip include White Blossom House Inn and Shorecrest Bed and Breakfast.
If I need to cancel my hotel reservation in Southold, will I receive a refund?
Yes, the majority of room reservations are refundable provided that you cancel prior to the hotel’s cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Enter dates in and click on “Search”, then you can use the “free cancellation” filter to view the best deals available in Southold.
Where can I learn more about changing or cancelling my trip to Southold?
To access more information about rescheduling or cancelling your trip to Southold, head over to our customer service page.
Where is the best hotel to stay near Sparkling Pointe?
Southold Beach Motel is one of the top choices for your stay based on our traveler data, and this property offers free WiFi and free parking. It’s located 2.4 mi (3.9 km) from Sparkling Pointe. Other good options within a few miles include Sound View Greenport and East End Farm House Retreat.
What about the best place to stay close to Mattebella Vineyards?
One of the top choices for your stay is Southold Beach Motel, located 3.1 mi (5 km) from Mattebella Vineyards, and this property offers free WiFi and free parking. Sound View Greenport and East End Farm House Retreat are two other good choices within a few miles.
What's the best accommodation to stay near the beach in Southold?
Southold Beach Motel is a top pick for your beach vacation. Head to Horton Lane Beach or Cooper’s Beach for some quality time by the water.
What are some accommodations with pools in Southold?
Heron Suites is a popular 3-star condo resort featuring a seasonal outdoor pool, free WiFi, and free parking.
What's the best place to stay near John F. Kennedy International Airport (JFK)?
Holiday Inn Express Kennedy Airport is a popular hotel, featuring free breakfast and free WiFi. It’s located a short 1.5 mi (2.5 km) from John F. Kennedy Intl. Airport. Other options near the airport are Fairfield Inn by Marriott JFK Airport and Radisson Hotel JFK Airport.
What's it like to stay in Southold?
Visitors can enjoy all that Southold has to offer including the wineries, beaches, and gardens. Tourists can also enjoy the city’s football games and monuments. A top sight in the area is Cooper’s Beach. In Southold, there are 35 hotels and other accommodations to choose from.
What should I see while I'm in Southold?
The picturesque setting of Horton Point Park and Horton Lane Beach exemplify the area’s natural beauty. Additionally, you’ll find Cooper’s Beach in the area.
How should I get around Southold?
To see more of the larger area, hop aboard a train at Southold Station. Southold might not have very many public transit options so consider a car rental to maximize your time.
What's the weather like in Southold?
The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 33°F. Average annual rainfall for Southold is 47 inches.

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