Photo by Benny Goh

Southold Hotels

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

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, (234)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is P10,918
P12,474 total
includes taxes & fees
Jan 6 - Jan 7
The Shoals Suites and Slips

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (77)
"The front desk staff were excellent, clean and comfortable stay."
United States
JUstine
The price is P6,039
P6,944 total
includes taxes & fees
Jan 31 - Feb 1
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, (1002)
"Staff was courteous, and bed was comfortable. The room hasn't had decor updated for decades. Fine for an overnight if you are just traveling through area for the price. "
United States
sue
Pier Blue Inn Old Saybrook - Essex

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (713)
"ROOM WAS CLEAN, WARM, GOOD PARKING"
United States
JOSEPH
Shorewood Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (558)
"Room and staff were amazing. "
United States
Manuel
The price is P7,939
P10,752 total
includes taxes & fees
Feb 1 - Feb 2
The Harbor Front Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (445)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is P5,086
P6,573 total
includes taxes & fees
Jan 6 - Jan 7
Hamlet Inn

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (299)
"Is good"
United States
Miguel
The price is P4,474
P5,145 total
includes taxes & fees
Jan 6 - Jan 7
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, (465)
"All good it met our expectations as a budget hotel. Large clean room bed was comfortable although the pillows were past it. "
United States
Hilary
The price is P3,946
P4,537 total
includes taxes & fees
Jan 11 - Jan 12
Econo Lodge Inn & Suites Old Saybrook Westbrook

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1002)
"Loved this hotel. Rooms were spacious and clean and the area is very quaint!"
United States
Ryan
The price is P6,239
P7,128 total
includes taxes & fees
Jan 20 - Jan 21
Hyatt Place Long Island East End

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
The price is P6,129
P7,003 total
includes taxes & fees
Jan 7 - Jan 8
House on Chase Creek

Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
2.5 star property
Riverhead
9.4 out of 10, Exceptional, (312)
"Relaxing stay"
United States
Kristin
Aqua by American Beech - Adults Only

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (603)
"Nice place"
United States
Mateusz
The price is P9,957
P13,056 total
includes taxes & fees
Feb 4 - Feb 5
Sound View Greenport

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1003)
"The very friendly staff made this stay enjoyable from The beginning. The hotel was very clean and comfy. "
United States
Virginia
The price is P5,704
P6,559 total
includes taxes & fees
Jan 11 - Jan 12
Quality Inn Old Saybrook - Westbrook

Hotel Indigo Long Island - East End by IHG

Hotel Indigo Long Island - East End by IHG
3.5 star property
Riverhead
8.8 out of 10, Excellent, (1008)
"The places lovely good restaurant. Nice dinner excellent complimentary breakfast."
United States
Caroline
The price is P6,239
P7,128 total
includes taxes & fees
Feb 2 - Feb 3
Hotel Indigo Long Island - East End by IHG

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (133)
"Quiet and warm and clean. Nice touch from Housekeeping too! "
United States
Jessica
The price is P6,781
P7,798 total
includes taxes & fees
Jan 12 - Jan 13
The Niantic Inn

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (206)
"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
The price is P6,181
P7,370 total
includes taxes & fees
Jan 6 - Jan 7
Southampton Long Island Hotel

Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Holiday Inn Express Hotel & Suites Long Island-East End by IHG
2.5 star property
Riverhead
8.6 out of 10, Excellent, (1002)
"Quality hotel"
United States
Richard
The price is P6,298
P7,196 total
includes taxes & fees
Jan 19 - Jan 20
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (417)
"Adorable boutique hotel with charming unique touches. "
United States
Mary
The price is P7,012
P8,070 total
includes taxes & fees
Jan 11 - Jan 12
The Bentley Hotel Southampton

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
Southampton
7.8 out of 10, Good, (31)
"Great staff"
United States
Douglas
The price is P7,048
P9,018 total
includes taxes & fees
Jan 6 - Jan 7
Sea Haven Resort Motel
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.
Save an average of 15% on thousands of hotels when you're signed in

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.

Day trip to North Fork wineries. Stopped at this beach for a break before driving back to the city. #sunset #nature #wanderlust #waterlust #beach #colorful #citylife #NikonD7100 #Manfratto tripod.
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. Other good choices for your trip to the area are Water's Edge Resort & Spa and Pier Blue Inn Old Saybrook - Essex. 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?
Water's Edge Resort & Spa: Provides a seasonal outdoor pool, an indoor pool, and a private beach. The Bentley Hotel Southampton and Bayview Resort 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 147 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 Sparkling Pointe and The Old Field Vineyards. 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.

Explore a world of travel with Expedia