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Our top choices for Southold hotels

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (268 reviews)
"Great rooms!"
United States
Susan
The price is £221
includes taxes & fees
25 May - 26 May
The Shoals Suites and Slips

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful stay"
United States
Judy
The price is £269
includes taxes & fees
13 May - 14 May
Vine & Sand

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (123 reviews)
"Newly built hotel with kind staff and a great free breakfast, thank you!"
United States
Leah
The price is £103
includes taxes & fees
26 May - 27 May
Spark by Hilton Guilford

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (309 reviews)
"Just all around great place"
United States
Stanley
The price is £64
includes taxes & fees
12 May - 13 May
Clinton Motel

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (473 reviews)
"The room was clean and comfortable. The Ac unit worked well. I was able to get a good nights sleep. Although I didn't need to use them, there were plenty of shops nearby."
United States
Robert
The price is £68
includes taxes & fees
17 May - 18 May
Econo Lodge Inn & Suites Old Saybrook Westbrook

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (159 reviews)
"Great place."
United States
Joshua
The price is £160
includes taxes & fees
13 May - 14 May
The Niantic Inn

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1,007 reviews)
"Good location"
United States
Ashley
The price is £69
includes taxes & fees
17 May - 18 May
Pier Blue Inn Old Saybrook - Essex

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,007 reviews)
"Easy check-in. Good breakfast."
United States
peter
The price is £100
includes taxes & fees
2 Jun - 3 Jun
Quality Inn Old Saybrook - Westbrook

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.6 out of 10, Exceptional, (263 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is £190
includes taxes & fees
26 May - 27 May
The Captain Stannard

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (252 reviews)
"Convenient parking and proximity to all."
United States
Rosemaria
The price is £201
includes taxes & fees
31 May - 1 Jun
Cliffside Resort Condominiums

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (233 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is £58
includes taxes & fees
12 May - 13 May
Lamplighter Motel - Clinton, Connecticut

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (748 reviews)
"Very reliable staff, clean property, and reliable wifi and amenities. Perfect for a weekend getaway or family trip perfect location to do many things."
United States
Jarrell
The price is £71
includes taxes & fees
12 May - 13 May
Shorewood Inn

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
Guilford
7.4 out of 10, Good, (243 reviews)
"It was great. Easy check in and check out. Love that the chexk out qas at 11 and noe wicked early. If i go to a event in the area again i would definitely stay here again."
United States
Christina
The price is £75
includes taxes & fees
12 May - 13 May
Tower Inn And Suites Of Guilford - Madison

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (699 reviews)
"Great place to stay"
United States
Mitchell
The price is £148
includes taxes & fees
13 May - 14 May
The Hampton Maid

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (493 reviews)
"From check in check out , friendly staff, beautiful property & right in the middle of it all"
United States
Alexandra
The price is £133
includes taxes & fees
17 May - 18 May
The Bentley Hotel Southampton

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (191 reviews)
"Breakfast was amazing! Staff was so kind, and place was very clean. "
United States
Ashley
The price is £239
includes taxes & fees
26 May - 27 May
Westbrook Inn B&B

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (475 reviews)
"Cute property"
United States
sabrina
The price is £114
includes taxes & fees
14 May - 15 May
Hamlet Inn

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.8 out of 10, Excellent, (13 reviews)
"Great stay & great staff!"
United States
James
The price is £170
includes taxes & fees
17 May - 18 May
North Fork Cottages & RV Resort

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (302 reviews)
"amazing stay! "
United States
Lauren
The price is £170
includes taxes & fees
18 May - 19 May
Zey Hotel

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (646 reviews)
"This room was very clean, nice comfortable bed and sheets . Very clean bathroom and great towels "
United States
Greg
The price is £78
includes taxes & fees
17 May - 18 May
Liberty Inn
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Stay near popular Southold attractions

Learn more about Southold

Vineyards and farm stands dot the landscape of this North Fork gem, inviting visitors to sample local wines and fresh produce. Stroll along the pebble beaches, explore historic lighthouses, or take a ferry to nearby Shelter Island for a day trip.

Photo by Benny Goh
Open Photo by Benny Goh

Top Southold Hotel Reviews

More cheap stays in Southold

Find out more about Southold

Top reasons to visit Southold

  • Stunning Beaches: Southold boasts beautiful beaches with soft sands and crystal-clear waters, perfect for relaxation and recreation.
  • Wine Tours: Indulge in exquisite winery tours, sampling local vintages in the picturesque vineyards.
  • Historical Attractions: Explore the Southold Historical Museum, offering insights into the town's rich heritage.
  • Outdoor Activities: Enjoy a variety of outdoor adventures, including golf and scenic parks.
  • Charming Accommodations: Choose from a range of delightful lodgings, from agritourism to family-friendly options.

Find great hotels near Southold

Explore a variety of hotel accommodation options in Southold, New York, where you can find the ideal spot for your getaway. From charming agritourism properties to family-friendly hotels, Southold caters to every type of traveller. Whether you're seeking pet-friendly lodgings, adventure-filled experiences, or budget-friendly choices, this quaint coastal town offers some of the best hotels to ensure a memorable stay.

  • Sound View Greenport: Nestled only a short distance from Southold, Sound View Greenport is a 3.5-star hotel that boasts a guest rating of 8.4. This beachside retreat is perfect for families and pet owners alike, offering a hospitable atmosphere that encourages relaxation and play. With direct access to the beach, guests can indulge in sun-soaked days by the sea. The hotel is particularly family-friendly, providing amenities such as free cribs and window guards for children. Pet lovers will also appreciate the welcoming policy for dogs and cats, ensuring that no family member is left behind on holiday.
  • Sag Harbor Inn: Positioned 12.9km from Southold, the Sag Harbor Inn is a distinguished 3.5-star accommodation with an impressive guest rating of 9.4. Ideal for business travellers, this inn offers a serene environment conducive to both relaxation and productivity. Its strategic location allows easy access to local business hubs, while the refined amenities ensure a comfortable stay. Guests have praised the attentive service and elegant surroundings, making it a preferred choice for those seeking a blend of professionalism and comfort.
  • The Harbor Front Inn: Located just 6.4km from Southold, The Harbor Front Inn is another excellent 3.5-star option, featuring a commendable guest rating of 8.8. This hotel caters to both business travellers and those travelling with pets, offering suitable amenities for both groups. The charming waterfront location enhances the experience, while the pet policy allows dogs in guest rooms, making it an ideal choice for pet owners. Guests often highlight the warm hospitality and convenient access to local attractions, ensuring a memorable stay for all.

Where to stay near Southold

Southold, New York, offers an enchanting blend of outdoor adventures and romantic escapes, perfect for a family-friendly getaway. Explore the charming local scenery and indulge in leisurely excursions, from historical sites to luxurious experiences. Nearby areas enhance your visit with vibrant atmospheres and picturesque landscapes, making it an ideal destination for creating lasting memories. Discover the unique charm of Southold as you immerse yourself in its delightful offerings.

  • Hamptons: Located approximately 16.1km from Southold, the Hamptons are renowned for their stunning beaches and outdoor activities, making them a prime destination for holidaymakers. This affluent area attracts visitors mainly from June to August, offering a perfect romantic getaway or an adventurous family holiday. Here, you can indulge in golf at prestigious courses or enjoy winter sports at local ski fields. With beautiful beaches and serene lakes nearby, the Hamptons provide a picturesque backdrop for relaxation and exploration.
  • Greenport: Just 6.4km from Southold, Greenport is a charming town that offers a delightful mix of outdoor activities and romantic spots. Seasonal visitors flock here from June to August, eager to experience the local beaches and parks. The town is known for its lively atmosphere, featuring recreational areas and music concerts that bring the community together. A stroll along the waterfront or a visit to the family-friendly beach makes Greenport a wonderful place to unwind and enjoy the beauty of the North Fork.
  • Noyack: Located around 11.3km from Southold, Noyack is a quaint village that attracts visitors for its outdoor adventures and scenic beaches. With peak travel occurring from June to August, this destination is perfect for couples seeking a romantic escape or families eager to explore nature. Noyack offers excellent golfing opportunities and is in proximity to ski resorts for winter fun. With its beautiful beaches and tranquil lakes, the village serves as a serene retreat where you can relish the natural beauty of the area.

Things to do in Southold

Southold offers a delightful mix of outdoor and romantic activities, perfect for a memorable getaway. Enjoy a round of golf at local courses, explore scenic recreational areas, and indulge in exquisite winery tours. Don't miss the top sights and local attractions that reflect the charm of this picturesque town, making it an ideal destination for relaxation and entertainment.

Shopping

In Southold, you can explore charming local shops for unique gifts and souvenirs. If you're up for a drive, head to the nearby North Fork Table & Inn for artisanal goods, or visit the Tanger Outlets in Riverhead for a wider selection of brands.

Recreation

At the tranquil Serenity Spa, indulge in rejuvenating treatments and calming massages amid soothing surroundings. For an invigorating experience, visit the nearby Southold Yoga Studio, offering classes that connect mind and body through serene practices in a welcoming atmosphere.

Adventure

Explore the scenic Southold Bay by kayaking, where you can paddle through tranquil waters and enjoy stunning coastal views. For a thrill, try the nearby hiking trails, offering varied terrain and opportunities to spot local wildlife amidst picturesque landscapes.

Nightlife

In Southold, the nightlife is charming and relaxed. The Southold Fish Market offers a unique experience with fresh seafood and live music, while the local wineries, such as Corey Creek Tasting Room, provide a lovely atmosphere for wine tastings under the stars.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Southold

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Southold are January to March, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Southold is Tuesday. The most expensive day to stay in Southold is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, preferred destination, and additional criteria. You can organise your search results to display prices from lowest to highest, ensuring you see the most affordable hotels first. Furthermore, you have the option to refine your selections by hotel category. For instance, by selecting the Eco-certified filter, you can easily view sustainable and environmentally friendly hotels available for booking.
  • Consider bundling your trip: You can save money by combining your Southold hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Southold

Southold, New York, offers a delightful blend of outdoor adventures and romantic experiences, making it an ideal destination for a varied holiday. Visitors can enjoy the beautiful beaches, delve into local history at the Southold Historical Museum, and relax in picturesque urban parks. Whether you seek cultural enrichment or outdoor escapades, Southold's attractions, including Southold Bay, are sure to provide an enjoyable getaway for all types of travellers.

  • Orient Point County Park: This urban park offers a delightful escape with its family-friendly atmosphere and outdoor activities. Located 19.3km from Southold, it's perfect for picnics, walking trails, and enjoying the scenic views of the surrounding area.
  • Gardiner's Bay Country Club: Situated 8.0km from Southold, this exclusive golf course boasts beautifully maintained greens and stunning views of Gardiner's Bay. It's an ideal spot for golf enthusiasts looking to enjoy a day on the links.
  • Orient Beach State Park: Only 14.5km away, this picturesque beach is perfect for sunbathing and swimming. With its relaxing beach vibes, it's a great place to unwind and enjoy the natural beauty of the coastline.

Best time to go to Southold

The best time to visit Southold is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyModerately LowSlightly Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageSlightly Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageSlightly Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyModerately HighSlightly High
July73.0°F (22.8°C)Light RainMostly SunnyModerately HighSlightly High
August73.4°F (23.0°C)Light RainMostly SunnyModerately HighSlightly High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
November49.6°F (9.8°C)Light RainMostly SunnyModerately LowAverage
December42.1°F (5.6°C)Light RainMostly CloudyModerately LowAverage

The nearest major airports for your trip to Southold

Accessing Southold, New York, is convenient through three major airports. John F. Kennedy International Airport (JFK) is approximately 123.9km away, with nearby hotels such as Arlo Williamsburg, The William Vale, and The Boro Hotel, all roughly 17.7km from the airport. Newark Liberty International Airport (EWR) is about 152.9km from Southold, featuring excellent hotels like The Dominick, Four Seasons Hotel New York Downtown, and Conrad New York Downtown, each around 14.5km from EWR. Lastly, LaGuardia Airport (LGA) is situated 125.5km away, with luxurious options like The Plaza, The Pierre, and The Knickerbocker Hotel, all within 5 to 9.7km from the airport, offering various transportation services.

Frequently asked questions

What is the best area to stay in Southold?
The best area to stay in Southold is the village centre, particularly along Main Road (Route 25) and its immediate side streets.

This area is the heart of Southold, offering a blend of historic charm and modern conveniences. You'll find a selection of local shops, eateries, and a relaxed atmosphere. The village green and the historic Southold Presbyterian Church are central landmarks, and it's quite walkable for exploring the local businesses.

Couples looking for a relaxing escape will appreciate staying in the village centre. It offers easy access to local vineyards, farm stands, and beaches, allowing for leisurely days of wine tasting and coastal strolls. Many of the guesthouses and boutique hotels here provide a comfortable and private setting.

For families, staying near the village centre is also a good option due to its proximity to family-friendly activities. Beaches like Kenney's Beach are a short drive away, offering opportunities for swimming and picnicking.
What are the best hotels in Southold that travellers recommend?
Two of the best hotels in Southold that receive consistently high recommendations from travellers are The Shoals Suites and Slips and Vine & Sand.

The Shoals Suites and Slips is a 3.5-star hotel with an outstanding 9.6 rating. Guests frequently compliment the beautiful and clean rooms, the super comfortable beds, and the nice staff who make them feel welcome. The hotel also features a vineyard with a tasting room and offers private winery tours.

Another highly recommended option is the 3-star Vine & Sand, which also has a 9.6 rating. This hotel is praised for its lovely rooms, which include premium bedding, Egyptian cotton sheets, and rainfall showerheads. Guests can enjoy a free buffet breakfast. It is conveniently located near the Custer Institute and Observatory, just 0.6 km away.
What are the best family hotels in Southold?
For a highly-rated family hotel in Southold, consider The Shoals Suites and Slips.

This 3.5-star hotel, with an impressive 9.6 rating, is an excellent choice for families. Guests consistently praise its clean and new rooms, with the suites often described as beautiful and spacious, featuring super comfortable beds. The staff are noted for being particularly nice and welcoming, ensuring a pleasant stay for all. The hotel also offers cribs free of charge, which is a convenient amenity for those travelling with young children. For adults, there's the added benefit of a vineyard and a winery on-site, offering tasting room experiences, release events, and both private and public tours. The location itself is frequently described as beautiful and great, providing a lovely setting for a family holiday.
What hotels in Southold offer free breakfast?
For hotels in Southold that offer complimentary breakfast, Vine & Sand is an excellent choice.

The 3-star Vine & Sand, with an impressive 9.6 rating, offers a free buffet breakfast daily, which guests really appreciate. This hotel also provides complimentary Wi-Fi and free self-parking, adding to the convenience. Guests have described the rooms as lovely. It is also conveniently located near the Custer Institute and Observatory, just 0.6 kilometres away, and Sannino's Bella Vita Vineyard, which is 1.5 kilometres from the hotel.
What are the top pet-friendly hotels in Southold?
For a top pet-friendly hotel in Southold, consider the Cozy Long Island Escape.

This property, with an outstanding 9.6 rating, is superb for those travelling with their beloved canine companions, as it specifically permits dogs. It offers a well-equipped kitchen, a patio, and a secured yard, ensuring both comfort and safety for your pets. Guests also benefit from a deck or lanai, ideal for relaxing outdoors. The Cozy Long Island Escape is conveniently located near the Custer Institute and Observatory, just 1.4 km away, and Horton Lane Beach, a mere 1.7 km distant.
What are the best budget hotels in Southold?
For a highly-rated budget option in Southold, consider Vine & Sand.

The 3-star Vine & Sand, with an exceptional 9.6 rating, offers a fantastic stay with complimentary buffet breakfast and free WiFi. Guests describe the rooms as lovely. It is conveniently located near Custer Institute and Observatory, just 0.6 kilometres away, and Sannino's Bella Vita Vineyard, 1.5 kilometres away. Free self-parking is also available, along with bicycles for guest use.
What are the most romantic hotels in Southold for couples?
For couples seeking a romantic getaway in Southold, The Shoals Suites and Slips is an excellent choice.

The 3.5-star Shoals Suites and Slips boasts an impressive 9.6 review rating and offers amenities perfectly suited for couples, including couples dining options and a vineyard on site with a tasting room and private tours. Guests frequently praise its beautiful, clean, and new rooms, the super comfortable beds, and the welcoming staff. Its location is also highly praised, being just 0.7 kilometres from The Old Field Vineyards.
What are the best hotels in Southold near Custer Institute and Observatory?
For hotels in Southold near Custer Institute and Observatory, consider Vine & Sand, or Cozy Long Island Escape.

The 3-star Vine & Sand, rated 9.6, is an excellent choice, being just 0.6 km from the Custer Institute and Observatory. Guests particularly appreciate the lovely rooms and the convenience of free breakfast, including a free buffet breakfast. Free WiFi and free self-parking are also provided.

Another highly-rated option is Cozy Long Island Escape, with a 9.6 rating. This accommodation is 1.4 km from the Custer Institute and Observatory and provides a full kitchen, a patio, and a secured yard, making it ideal for a comfortable stay. It is also 1.7 km from Horton Lane Beach.
When is the best time to go to Southold?
The best time to go to Southold is during the late spring (May to early June) and early autumn (September to early October) when the weather is pleasant, and the area is less crowded.

Late spring offers comfortable temperatures, great for exploring the vineyards and enjoying outdoor activities before the peak summer rush. You'll find most businesses are open, and the roads are less busy, making for a more relaxed experience.

Early autumn is also ideal, with cooler temperatures, stunning foliage, and the grape harvest season in full swing. Many wineries host special events during this time.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Southold.
How can I save on a Southold hotel booking with Expedia?
Members always get our best prices. Find our best Southold hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Southold hotel?
Prices for hotels in Southold often vary, but you can find a great deal from £68 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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