A calm lake with a forest in the background during sunset.

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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, (291 reviews)
"We had such a wonderful time, and the staff was incredibly helpful and attentive. We definitely recommend staying at the Sholas—it's a fantastic place!"
United States
Vivien
The price is NZ$792
includes taxes & fees
6 July - 7 July
The Shoals Suites and Slips

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (151 reviews)
"It was in a great location for my trip."
United States
Terrance
The price is NZ$231
includes taxes & fees
26 July - 27 July
Spark by Hilton Guilford

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (320 reviews)
"Quiet , clean , comfy , Thanks"
United States
Bryan
The price is NZ$186
includes taxes & fees
6 July - 7 July
Clinton Motel

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (339 reviews)
"Loved the stay"
United States
Elena
The price is NZ$544
includes taxes & fees
20 July - 21 July
Zey Hotel

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, (1,001 reviews)
"It was in a good location and less expensive than area hotels."
United States
David
The price is NZ$186
includes taxes & fees
8 July - 9 July
Pier Blue Inn Old Saybrook - Essex

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (25 reviews)
The price is NZ$671
includes taxes & fees
6 July - 7 July
North Fork Resort

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (240 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is NZ$160
includes taxes & fees
5 July - 6 July
Lamplighter Motel - Clinton, Connecticut

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (89 reviews)
"Spent a night here for my girlfriends birthday and it was just what the Dr ordered. The room was cozy with a humongous bathroom, GREAT SHOWER PRESSURE,plenty of windows,oh and we had a few cool options on nearby places to eat. Definitely coming back in the summer."
United States
Steven
The price is NZ$303
includes taxes & fees
14 July - 15 July
Hampton Bays Hotel on Main

The Penny Lane

The Penny Lane
3.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (81 reviews)
"Very nice property"
United States
Steven
The price is NZ$566
includes taxes & fees
6 July - 7 July
The Penny Lane

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (657 reviews)
"Clean convenient place, reasonably priced"
United States
Irina
The price is NZ$163
includes taxes & fees
9 July - 10 July
Liberty Inn

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,000 reviews)
"Everyone was friendly, the rooms were clean and breakfast was great!"
United States
Pamela
The price is NZ$239
includes taxes & fees
26 July - 27 July
Quality Inn Old Saybrook - Westbrook

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, (248 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 NZ$218
includes taxes & fees
15 July - 16 July
Tower Inn And Suites Of Guilford - Madison

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, (481 reviews)
"Nice place , served it's purpose. Bed was very comfortable."
United States
Kenneth
The price is NZ$163
includes taxes & fees
8 July - 9 July
Econo Lodge Inn & Suites Old Saybrook Westbrook

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (180 reviews)
"Great staff."
United States
Grant
The price is NZ$532
includes taxes & fees
5 July - 6 July
The Niantic Inn

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (770 reviews)
"Easy to park Check-in out was smooth Free breakfast was plus. "
United States
Atsuko
The price is NZ$364
includes taxes & fees
16 July - 17 July
Shorewood Inn

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (268 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is NZ$424
includes taxes & fees
8 July - 9 July
The Captain Stannard

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (486 reviews)
"Perfectly perfect for a getaway"
United States
Christie
The price is NZ$510
includes taxes & fees
6 July - 7 July
Hamlet Inn

Hampton's Vacation Inn

Hampton's Vacation Inn
2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (340 reviews)
"Place was very quiet. Staff is helpful if you had any questions. I would suggest have more lighting around because when we would take a walk at night, it was very dark. Hope to stay there again sometime"
United States
Iris
The price is NZ$408
includes taxes & fees
6 July - 7 July
Hampton's Vacation Inn

Ocean View Terrace Inn

Ocean View Terrace Inn
2.0 star property
Hampton Bays
8.6 out of 10, Excellent, (123 reviews)
"This place was very nice and quiet. "
United States
Shelly Ann
The price is NZ$594
includes taxes & fees
27 July - 28 July
Ocean View Terrace Inn

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (167 reviews)
"Hotel staff were more than a accommodating, the rooms were unique ,warm and welcoming, Voss waters and expresso in the room . Bedding was marvelous and the bright walk-in glass showers were clean and spacious. The hotel is Steps away from delicious food options while youe neighborhood Starbucks and CVS around the corner. Definitely would stay again ! Amazing place. Full of charm you would expect from a 400 year old property."
United States
VINCENT M
The price is NZ$717
includes taxes & fees
5 July - 6 July
Harpoon House
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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.

A pebbled beach at sunset with the sun reflecting on the water.
Photo by Benny Goh
Open Photo by Benny Goh

Top Southold Hotel Reviews

Recent Reviews in Southold

More cheap accommodation in Southold

Find out more about Southold

Top reasons to visit Southold

  • Stunning Beaches: Southold boasts beautiful beaches perfect for relaxation and sunbathing, offering stunning views and a tranquil atmosphere.
  • Wine Tours: Experience delightful winery tours to sample the region's acclaimed wines, making for a unique and enjoyable outing.
  • Historical Sites: Explore the Southold Historical Museum and other local attractions that highlight the town's rich history and culture.
  • Outdoor Activities: Enjoy a range of outdoor adventures, from golf to hiking in picturesque parks, catering to all ages.
  • Diverse Accommodations: Find a variety of lodging options, from family-friendly hotels to charming inns, ensuring a comfortable stay.

Find great hotels near Southold

Discover the charm of Southold, New York, where a variety of hotel accommodations await to enhance your stay. From family-friendly options to pet-friendly lodgings, you're bound to find the perfect spot for a memorable vacation. Whether you're looking for a cozy hotel room or a spacious suite, Southold's diverse offerings ensure a delightful experience for all types of travellers seeking adventure and relaxation.

  • Sound View Greenport: Nestled only 4.8km from Southold, Sound View Greenport is a charming 3.5-star hotel offering a delightful beachside getaway. With a guest rating of 8.4 out of 10, this property is ideal for families and pet lovers, featuring direct beach access and amenities for children such as Window Guards and complimentary cribs. The hotel welcomes pets, allowing dogs and cats with specific policies in place. The laid-back ambiance and family-friendly services make it a great choice for those looking to unwind by the seaside.
  • Sag Harbor Inn: Located 12.9km from Southold, Sag Harbor Inn boasts a stellar guest rating of 9.4 out of 10. This 3.5-star lodging caters to business travellers seeking a comfortable and productive environment. The inn's professional atmosphere is complemented by modern amenities, making it an excellent option for those needing a tranquil space to work or recharge after a busy day. With its prime location and focus on convenience, it serves as a reliable base for both work and leisure.
  • The Harbor Front Inn: Just 6.4km from Southold, The Harbor Front Inn offers a welcoming retreat for both business and pet-friendly stays, maintaining an impressive guest rating of 8.8 out of 10. This 3.5-star property provides amenities suited for travelling with pets, including specific policies for dogs and service animals. The inn blends comfort with a professional vibe, making it suitable for guests who appreciate a blend of leisure and business facilities. Its location by the harbour adds to the appealing atmosphere.

Where to stay near Southold

Southold, New York, is a charming destination perfect for outdoor adventures and romantic getaways. With its sunny weather and family-friendly vibe, visitors can explore beautiful scenery, indulge in luxurious experiences, and delve into the area’s rich history. Nearby attractions offer a variety of excursions, making Southold an ideal base for discovering the captivating charm of Long Island’s North Fork region. Enjoy the perfect blend of relaxation and adventure during your stay in this delightful locale.

  • Hamptons: Situated 16.1km from Southold, the Hamptons are a quintessential summer getaway famous for their beautiful beaches and outdoor activities. This popular destination attracts a moderate flow of visitors, peaking from June to August, making it ideal for a romantic escape or a family outing. Enjoy golfing at renowned courses, unwind at stunning beaches, or explore local lakes. With charming villages and a vibrant nightlife, the Hamptons offer a perfect blend of relaxation and entertainment.
  • Greenport: Just 6.4km away from Southold, Greenport is a picturesque coastal town known for its maritime charm and outdoor experiences. The city sees a seasonal influx of tourists, with peak visitor numbers from June to August. Greenport is perfect for couples looking for a romantic getaway or families seeking beachfront fun. Enjoy leisurely strolls along the parks, visit local art galleries, or partake in music concerts. The nearby beaches and recreational areas offer a delightful setting for relaxation and adventure.
  • Sag Harbor: Located 12.9km from Southold, Sag Harbor is a historic whaling village that has transformed into a vibrant community. With moderate seasonal tourism, especially from June to August, it attracts visitors for its beautiful outdoor spaces and romantic atmosphere. Explore the local beaches, enjoy golfing, and take in the scenic lakeside views. Sag Harbor’s unique blend of history, culture, and natural beauty makes it a must-visit for tourists seeking both adventure and leisure.

Things to do near Southold

Shopping

In Southold, you'll find charming local shops offering unique gifts and souvenirs. If you're up for a drive, head to the Tanger Outlets in Riverhead, about 19.3km away, where a variety of brand-name stores await you.

Recreation

In Southold, explore the peaceful ambiance of the Sound View Greenport, where you can relax with rejuvenating spa treatments and stunning waterfront views. Visit the nearby Lavender Fields for a tranquil escape, offering yoga sessions amidst fragrant blooms, enhancing your sense of well-being and connection to nature.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, located 29.0km from Southold, where you can enjoy an adrenaline-pumping atmosphere. Alternatively, head to Waterford Speedbowl, 43.5km away, for more exciting racing events amidst a vibrant sports scene.

Nightlife

Visit the Southold Social for a relaxed atmosphere and enjoy their selection of local wines. For a lively evening, check out The Town Lounge, where you can unwind with friends and listen to a mix of tunes from local DJs.

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

Find the best attractions near Southold

Southold offers a delightful blend of outdoor and romantic experiences, perfect for a holiday getaway. Visitors can explore the beautiful beaches, lush urban parks, and engaging history museums. Key attractions include the Southold Historical Museum and the scenic Southold Bay, catering to those seeking culture and adventure. Whether you're keen on sunbathing or immersing yourself in local history, Southold has something for every traveller.

  • Norman E. Klipp Marine Park: Located 8.0km from Southold, this marine park offers a blend of adventure and family-friendly vibes. Explore its scenic trails, enjoy bird watching, or take part in water activities like kayaking, making it a delightful spot for outdoor enthusiasts.
  • Havens Beach: Situated 14.5km away, Havens Beach presents a relaxed atmosphere with picturesque views of the Long Island Sound. Ideal for sunbathing, swimming, or a leisurely stroll along the shore, it’s a lovely place to unwind and soak in the coastal charm.
  • North Main Street Historic District: Just 19.3km from Southold, this historic neighbourhood showcases charming architecture and local shops, reflecting the town's rich heritage. Wander through its streets to discover unique boutiques and cafes, all while enjoying the vibrant city vibes.

Best time to go to Southold

The best time to visit Southold can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Southold falls in August, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Southold falls in January, visitor numbers are moderately low and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Flying into Southold, New York, is convenient with several major airports nearby. John F. Kennedy International Airport (JFK) is approximately 123.9km away, with excellent hotel options like The William Vale and Arlo Williamsburg, both 17.7km from the airport. Newark Liberty International Airport (EWR) is around 152.9km distant, featuring high-end hotels such as The Dominick and Four Seasons Hotel New York Downtown, both 14.5km from EWR. LaGuardia Airport (LGA) is about 125.5km from Southold, with luxurious stays at Hilton Club The Quin New York and The Plaza, A Fairmont Hotel, both situated within 9.7km of the airport.

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, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 hotel booking in Southold with Expedia?
One Key™ – Expedia's free travel rewards programme – gives you instant access to perks and Member Prices on Southold hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Southold?
Prices for hotels in Southold often vary, but you can find a great deal from NZ$163 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 our cheapest rates.

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