Southold Hotels

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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, (257 reviews)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is P10,061
P12,980 total
includes taxes & fees
Apr 22 - Apr 23
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 P23,443
P26,784 total
includes taxes & fees
Apr 12 - Apr 13
Vine & Sand

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,003 reviews)
"nice area and quiet...eat and drink in the same place"
United States
michael
The price is P6,011
P6,913 total
includes taxes & fees
Apr 16 - Apr 17
Quality Inn Old Saybrook - Westbrook

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, (469 reviews)
"The only thing they serve for continental breakfast are waffles and orange juice and coffee very disappointed"
United States
Candise
The price is P4,251
P4,889 total
includes taxes & fees
Apr 16 - Apr 17
Econo Lodge Inn & Suites Old Saybrook Westbrook

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (306 reviews)
"I enjoyed my stay at the Clinton Motel. The room had everything I needed for my one night stay. The front desk personnel were helpful and courteous. "
United States
william
The price is P4,635
P5,331 total
includes taxes & fees
Apr 16 - Apr 17
Clinton Motel

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (110 reviews)
"It was a nice stay, clean and friendly staff!"
United States
Sherrill
The price is P5,263
P6,052 total
includes taxes & fees
Apr 16 - Apr 17
Spark by Hilton Guilford

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, (1,000 reviews)
"Very welcoming staff. Average accommodations but comfortable and convenient to supermarket. "
United States
Joseph
The price is P4,297
P4,942 total
includes taxes & fees
Apr 15 - Apr 16
Pier Blue Inn Old Saybrook - Essex

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,000 reviews)
"Enjoyable stay. "
United States
Marie
The price is P13,853
P16,956 total
includes taxes & fees
Apr 17 - Apr 18
Water's Edge Resort & Spa

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, (241 reviews)
"The room was clean, the place could use some updates, the 1 chair next to the table had some nasty stains on the fabric "
United States
Andrew
The price is P5,318
P6,116 total
includes taxes & fees
Apr 10 - Apr 11
Tower Inn And Suites Of Guilford - Madison

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (230 reviews)
"Would stay again. "
United States
pamela
The price is P4,101
P4,716 total
includes taxes & fees
Apr 15 - Apr 16
Lamplighter Motel - Clinton, Connecticut

Budget Host East End

Budget Host East End
2.0 star property
Riverhead
6.6 out of 10, (802 reviews)
"Very nice and convenient hotel"
United States
Gerard
The price is P5,824
P6,654 total
includes taxes & fees
Apr 14 - Apr 15
Budget Host East End

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (151 reviews)
"Clean rooms friendly staff"
United States
Crystal
The price is P8,451
P9,718 total
includes taxes & fees
Apr 20 - Apr 21
The Niantic Inn

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 P12,743
P14,144 total
includes taxes & fees
May 10 - May 11
The Captain Stannard

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (916 reviews)
"Excellent "
United States
David
The price is P4,233
P5,015 total
includes taxes & fees
Apr 12 - Apr 13
Super 8 by Wyndham Old Saybrook

The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (240 reviews)
"Great stay and will be back!"
United States
David
The price is P14,161
P15,718 total
includes taxes & fees
Apr 10 - Apr 11
The Scranton Seahorse Inn

Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End
3.0 star property
Riverhead
9.0 out of 10, Wonderful, (1,002 reviews)
"Sparklingly clean, lovely decor & outstanding staff."
United States
Richard
The price is P9,172
P10,479 total
includes taxes & fees
Apr 12 - Apr 13
Residence Inn by Marriott New York Long Island East End

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (457 reviews)
"We loved our stay!"
United States
Charlotte
The price is P8,382
P9,637 total
includes taxes & fees
Apr 20 - Apr 21
The Bentley Hotel Southampton

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (644 reviews)
"This room was very clean, nice comfortable bed and sheets . Very clean bathroom and great towels "
United States
Greg
The price is P4,824
P5,548 total
includes taxes & fees
Apr 14 - Apr 15
Liberty Inn

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (185 reviews)
"Delicious breakfast, wonderful service and beautiful accommodations."
United States
Beth
The price is P13,966
P15,503 total
includes taxes & fees
Apr 16 - Apr 17
Westbrook Inn B&B

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,002 reviews)
"Great hotel, clean, walkable area "
United States
Lawanne
The price is P8,563
P9,783 total
includes taxes & fees
Apr 19 - Apr 20
Hyatt Place Long Island East End
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.
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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 perfect for relaxation and enjoying scenic views.
  • Vineyard Tours: Explore charming vineyards and indulge in exquisite wine tastings, ideal for enthusiasts and casual drinkers.
  • Rich History: Discover fascinating history museums that reflect the region's unique heritage.
  • Outdoor Adventures: Enjoy a variety of outdoor activities, including skiing at local resorts.
  • Charming Accommodations: Stay in delightful bed and breakfasts or agritourism properties that cater to all travellers.

Find great hotels near Southold

Discover the charm of Southold, New York, with a range of accommodation options designed for every traveller. From agritourism properties to delightful bed and breakfasts, you'll find pet-friendly establishments that cater to families and adventure seekers alike. Whether you're searching for a Southold beach motel or exploring hotel reviews, your perfect getaway awaits in this picturesque coastal town.

  • Sound View Greenport: Embrace the coastal charm at Sound View Greenport, a delightful 3.5-star hotel located a mere 4.8km from Southold. This property is perfect for travellers seeking a pet-friendly beach getaway, offering direct access to the pristine shoreline. Guests appreciate the relaxed atmosphere alongside modern amenities, including facilities for business travellers. The hotel welcomes both dogs and cats, ensuring your furry companions can enjoy the holiday too. With its stunning views and convenient location, Sound View Greenport is an ideal choice for those looking to unwind by the sea.
  • The Harbor Front Inn: Set 6.4km from Southold, The Harbor Front Inn is a 3.5-star gem that combines business convenience with a pet-friendly environment. This charming inn is perfect for visitors who desire a touch of elegance while travelling for work or leisure. The property allows pets, catering specifically to dogs, making it a great option for dog owners. With its waterfront views and welcoming atmosphere, guests can enjoy a tranquil stay while still being close to local attractions. The Harbour Front Inn is an excellent choice for those looking to balance work and relaxation.
  • Sag Harbor Inn: Located 12.9km from Southold, the Sag Harbor Inn is a sophisticated 3.5-star accommodation designed for business travellers seeking a comfortable and productive stay. The inn boasts a serene environment, perfect for unwinding after a day of meetings or exploring the surrounding area. While it primarily caters to business guests, its inviting atmosphere and well-appointed facilities make it a lovely retreat for all. Experience the unique charm of Sag Harbour while enjoying the convenience of a well-equipped inn.

Where to stay near Southold

Southold, nestled in the picturesque North Fork of Long Island, offers a delightful escape for those seeking romance and outdoor adventures. Stroll through charming vineyards, savour fresh seafood at local eateries, or enjoy the serene beaches under sunny skies. Nearby, explore the rich history and scenic beauty of the surrounding towns, perfect for family-friendly excursions or luxurious retreats. Southold truly captures the essence of a relaxing yet vibrant holiday experience.

  • Hamptons: Situated approximately 16.1km from Southold, the Hamptons are a quintessential getaway known for their beautiful beaches and vibrant outdoor activities. This area sees a surge in visitors from June to August, drawn by its romantic atmosphere and variety of recreational opportunities. Whether you're enjoying a round of golf, attending a lively music concert, or simply soaking up the sun on the beach, the Hamptons offer a delightful experience for all. Local highlights include stunning family-friendly beaches and picturesque lakes, perfect for a relaxing day outdoors.
  • Greenport: Just 6.4km from Southold, Greenport is a charming city that combines coastal beauty with a friendly community vibe. Like the Hamptons, it experiences peak travel from June to August, attracting those seeking a romantic beach escape. Visitors can partake in numerous outdoor activities, including golf and concerts, while exploring the local parks and beaches that are ideal for family outings. Greenport's inviting atmosphere and scenic waterfront make it a must-visit destination for a leisurely day trip.
  • Sag Harbor: Located 12.9km from Southold, Sag Harbor is a picturesque city known for its rich maritime history and stunning coastal views. With a seasonal visitor pattern peaking in the summer months, it offers a perfect blend of outdoor adventures and romantic settings. Popular activities include golfing and visiting the iconic lighthouse, while the local beaches provide a serene escape for sunbathers and families alike. Sag Harbor’s charming streets, lined with quaint shops and eateries, invite exploration and make for a delightful day out.

Things to do near Southold

Southold is an ideal destination for a romantic getaway or outdoor adventure, offering an array of entertainment options. Visitors can enjoy skiing at local resorts, while the region is renowned for its exquisite wine tastings, perfect for connoisseurs and casual drinkers alike. Whether you're seeking thrilling activities or a relaxing experience, Southold promises a delightful escape with something for everyone.

Shopping

The Greenport Farmers' Market, located 6.4km away, offers a vibrant selection of local produce and artisanal goods, perfect for souvenirs. Love Lane and The Style Bar, both 12.9km from Southold, feature charming shops with a delightful mix of gifts and fashion. If you're up for a drive, explore more options in nearby towns.

Recreation

Goldsmith's Inlet Park offers a tranquil setting for relaxation, with scenic views and peaceful walking paths, perfect for unwinding in nature. Noyac Golf Club invites you to enjoy the outdoors with its challenging courses, while Shelter Island Whale's Tail provides a fun-filled mini-golf experience for families and adventurers alike.

Adventure

Experience exhilarating fun at Splish Splash Water Park, located 30.6km from Southold, with thrilling water rides and family-friendly attractions. For adrenaline-pumping motorsport, head to Riverhead Raceway, 29.0km away, where you can witness exciting races. Finally, explore the scenic Walking Dunes Trailhead, 33.8km from Southold, for an adventurous hike.

Nightlife

As the sun sets in Southold, consider a whimsical ride on the Greenport Carousel, just 6.4km away, perfect for families. For a more cultural experience, the Bay Street Theatre, 12.9km away, offers romantic performances, while the Regal UA Hampton Bays cinema, 16.4km away, ensures a delightful film night.

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

Booking tips and Expedia advantages for Southold

To save money on your trip to Southold, consider visiting between January and March when accommodation prices are lower, particularly on Tuesdays, the cheapest day to stay. Avoid Saturdays, which are the priciest. Use Expedia’s search tool to filter by budget and explore package deals that combine hotels, flights, and activities for greater savings. Don't forget to compare room rates and look for exclusive discounts. Additionally, take advantage of free activities and utilise public transport to keep costs down while exploring the area.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and type of accommodation you wish to stay in. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Southold hotel reservation with your flights and activities by opting for an Expedia package.

Find the best attractions in and around Southold

Southold offers a delightful escape for romantic getaways and outdoor enthusiasts alike. With its stunning beaches, inviting urban parks, and fascinating history museums, visitors can immerse themselves in a variety of experiences. Whether you're seeking relaxation by the shore, cultural exploration, or thrilling outdoor adventures, Southold provides an array of attractions that cater to every traveller's desires.

  • Custer Institute and Observatory: Explore the wonders of the universe at Custer Institute and Observatory, where you can engage in stargazing and learn about celestial phenomena. The institute offers educational programs and events, making it a fantastic destination for astronomy enthusiasts.
  • Safe Harbor Stirling: Located 8.0km from Southold, Safe Harbor Stirling is a picturesque harbour that boasts stunning beach scenery. Enjoy leisurely walks along the shore, take in the tranquil views, and experience the soothing vibes of this serene location.
  • McCabe's Beach: Situated within Southold, McCabe's Beach offers a classic beach experience. Relax on the sandy shores, swim in the refreshing waters, or simply unwind while soaking in the sun and enjoying the laid-back beach atmosphere.

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.

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

For your visit to Southold, New York, you have several airport options. Islip, NY (ISP-MacArthur) is situated 64.4km away, with nearby hotels such as the 3.5-star Hyatt Regency Long Island and Jake's 58 Casino Hotel, both 6.4km from the airport. East Hampton, NY (HTO) is closer at 19.3km, offering luxury at the 4.5-star Topping Rose House, 4.8km from the airport. Lastly, New Haven, CT (HVN-Tweed) is 45.1km away, featuring the Omni New Haven Hotel at Yale, just 4.8km from HVN. Each hotel provides convenient access to their respective airports, ensuring a smooth travel experience.

Frequently asked questions

Where is the best place to stay in Southold?
The Shoals Suites and Slips is one of the top choices for your stay based on our traveler data. This hotel offers private balconies and a bar. Vine & Sand is another good option for your visit. See all available top hotels, or vacation rentals in Southold.
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. Filter your search by fully refundable to find flexible hotel deals in Southold.
What's the best pet-friendly accommodation in Southold?
White Blossom House Inn is a top hotel for people traveling with their pets, and offers free use of bicycles and in-room kitchens for its human guests. See more pet-friendly hotel accommodations in Southold.
What are some accommodations with pools in Southold?
Vine & Sand: Offers buffet, a seasonal outdoor pool, and free self parking. Water's Edge Resort & Spa and Residence Inn by Marriott New York Long Island East End are a couple of other choices that feature an onsite pool. View all hotels with pools in Southold.
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. In Southold, there are 148 hotels and other accommodations to choose from. Find out more about Southold.
What should I see while I'm in Southold?
The picturesque setting of Horton Lane Beach and McCabe's Beach exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Croteaux Vineyards and Corey Creek Winery. Check out what more to see and do in Expedia's Southold guide.
How should I get around Southold?
To see more of the larger area, hop aboard a train at Southold Station. If you want to venture out around the area, you may want a rental car in Southold for your journey.
What's the weather like in Southold?
The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Southold is 57 inches.

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