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Jan 29 - Jan 30
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Jan 30 - Jan 31
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Our top choices for Southold hotels

Exterior

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (238 reviews)
  • cleanliness
    Bayfront boutique getaway with complimentary bikes near vineyards and beaches.
"Great stay, will definitely go again"
United States
ANTONIO J
The price is ￥23,243
￥26,556 total
includes taxes & fees
Feb 18 - Feb 19
The Shoals Suites and Slips
Interior

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (15 reviews)
  • cleanliness
    Explore Southold's vineyards from this charming B&B with a seasonal pool.
"Wonderful stay"
United States
Judy
Vine & Sand
Property grounds

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)
  • cleanliness
    Restful retreat near train station with quick access to local beaches.
"A welcoming place with some nice touches."
United States
Leslie
Pier Blue Inn Old Saybrook - Essex
Exterior

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Serene harborside escape with full-service spa and scenic marina views.
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is ￥38,453
￥48,050 total
includes taxes & fees
Feb 9 - Feb 10
Saybrook Point Resort & Marina
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,001 reviews)
  • cleanliness
    Serene Connecticut stay with indoor pool, convenient to train station and attractions.
"Hotel was very clean, staff was wonderful and the pool was so relaxing. It was a quick visit but definitely would stay again if I was in that area. "
United States
Kathleen
The price is ￥14,781
￥16,998 total
includes taxes & fees
Feb 23 - Feb 24
Quality Inn Old Saybrook - Westbrook
Breakfast, lunch, dinner served; American cuisine, pool views

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, (1,000 reviews)
  • cleanliness
    Stylish Art Deco hotel near Splish Splash Water Park with 24-hour fitness center.
"The places lovely good restaurant. Nice dinner excellent complimentary breakfast."
United States
Caroline
The price is ￥16,017
￥18,300 total
includes taxes & fees
Feb 2 - Feb 3
Hotel Indigo Long Island - East End by IHG
BBQ/picnic area

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Experience riverside comfort with quick access to theater and bowling attractions.
"Tamara, who checked us in, made a great first impression. She was friendly, helpful, and very accommodating."
United States
Kameron
The price is ￥17,090
￥19,526 total
includes taxes & fees
Feb 11 - Feb 12
Hyatt Place Long Island East End
Terrace/patio

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead
3.0 star property
Riverhead
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Dive into comfort 5 minutes from Splish Splash Water Park with indoor and outdoor pools.
"The amenities were great! Staff was amazing! Overall a great stay. Will be back soon!"
United States
Candace
The price is ￥16,953
￥19,368 total
includes taxes & fees
Feb 4 - Feb 5
Hilton Garden Inn Riverhead
Property grounds

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (641 reviews)
  • cleanliness
    Serene waterside retreat near Essex Saybrook Antique Village with free WiFi and parking.
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is ￥13,576
￥15,613 total
includes taxes & fees
Jan 30 - Jan 31
Liberty Inn
Sport court

The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (980 reviews)
  • cleanliness
    Located near the Southampton coast, enjoy oceanfront convenience to popular golf courses.
"Clean hotel and conveniently located! "
United States
Maria
The Atlantic Hotel
Reception

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (432 reviews)
  • cleanliness
    Relaxing Southampton getaway with a seasonal pool and minutes from beaches.
"Adorable room"
United States
Martin
The price is ￥16,646
￥19,172 total
includes taxes & fees
Feb 8 - Feb 9
The Bentley Hotel Southampton
Premium Studio Suite | Desk, laptop workspace, blackout drapes, iron/ironing board

Greenview Inn Riverhead

Greenview Inn Riverhead
2.0 star property
Riverhead
7.4 out of 10, Good, (789 reviews)
"Nice staff Beautiful & Safe place "
United States
Cameron
Greenview Inn Riverhead
Individually decorated, individually furnished, desk, laptop workspace

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, (466 reviews)
  • cleanliness
    Convenient Old Saybrook location with free WiFi and parking near Tanger Outlets.
"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 ￥10,225
￥11,759 total
includes taxes & fees
Feb 5 - Feb 6
Econo Lodge Inn & Suites Old Saybrook Westbrook
Exterior

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, (1,002 reviews)
  • cleanliness
    Stay minutes from Long Island wine country with a seasonal outdoor pool and a 24-hour gym.
"Quality hotel"
United States
Richard
The price is ￥15,712
￥17,951 total
includes taxes & fees
Mar 1 - Mar 2
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
Breakfast, lunch, brunch served; local cuisine

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (556 reviews)
  • cleanliness
    Perfect beachside retreat in Southampton with poolside lounging and outdoor courts.
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is ￥30,508
￥37,340 total
includes taxes & fees
Feb 5 - Feb 6
Southampton Inn
Reception

The Preston House & Hotel

The Preston House & Hotel
3.5 star property
Riverhead
9.8 out of 10, Exceptional, (378 reviews)
  • cleanliness
    Modern boutique hotel in Riverhead with complimentary amenities and fitness options.
"Very comfortable, clean, well-appointed room with a modern yet cozy feel. We stayed one night for a wedding. Would highly recommend!"
United States
Marcia
The price is ￥22,594
￥25,812 total
includes taxes & fees
Feb 1 - Feb 2
The Preston House & Hotel
Restaurant

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (448 reviews)
  • cleanliness
    Quaint inn with a seasonal pool near The Hamptons Beaches and Cooper's Beach.
"Room was in good condition however I found the shower to be extremely small despite having great water pressure and extremely nice temperature."
United States
gail
The price is ￥13,179
￥17,034 total
includes taxes & fees
Feb 1 - Feb 2
Hamlet Inn
Property amenity

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, (1,000 reviews)
  • cleanliness
    Relax in upscale comfort at this Long Island retreat with indoor and outdoor pools.
"great place,I loved it"
United States
Ryan
The price is ￥16,726
￥19,110 total
includes taxes & fees
Feb 1 - Feb 2
Residence Inn by Marriott New York Long Island East End
Reception

Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead
2.0 star property
Riverhead
6.6 out of 10, (797 reviews)
  • cleanliness
    Splash into fun near water parks and beaches with a seasonal pool to enjoy.
"Easy check in/out. Room was clean. Nice quiet stay. "
United States
Joseph
The price is ￥14,278
￥16,313 total
includes taxes & fees
Jan 31 - Feb 1
Budget Host East End Hotel in Riverhead
Exterior

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very Good, (718 reviews)
  • cleanliness
    Unwind in serene Riverhead near top vineyards with complimentary amenities.
"ROOM WAS CLEAN, WARM, GOOD PARKING"
United States
JOSEPH
Shorewood Inn
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

Sparkling Pointe

4.5/5 (2 reviews)
Sparkling Pointe crafts exquisite sparkling wines using traditional Méthode Champenoise in their Southold vineyard. Savor their diverse bubblies in an elegant tasting room with vineyard views.
See properties

Horton Lane Beach

4.0/5 (1 review)
This rocky shoreline along Long Island Sound offers peaceful views beside the historic Horton Point Lighthouse. Explore maritime heritage at the adjacent Nautical Museum, open seasonally.
See properties

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.

See all hotels in Southold
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

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"All good. Peyton was very helpful, as well as all the other staff. Beautiful view - snowed in! Thanks. "
Peter 2-night trip
Posted 2 days ago
Saybrook Point Resort & Marina

More cheap stays in Southold

Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead

30 Lake Avenue Riverhead NY
The price is ￥14,278 per night from Jan 31 to Feb 1
￥14,278
￥16,313 total
Jan 31 - Feb 1
includes taxes & fees
6.6/10 (793 reviews)

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 Pier Blue Inn Old Saybrook - Essex and Sound View Greenport. See all available top hotels, or vacation rentals in Southold.
What's the top vacation rental in Southold?
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping: This vacation home rental outside of Southold offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all 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.
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.
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.
Where is the best hotel to stay near Sparkling Pointe?
White Blossom House Inn is one of the top choices for your stay based on our traveler data, and this hotel offers free parking and private patios. It's located just a short 0.9 mi (1.4 km) from Sparkling Pointe.
What about the best place to stay close to Mattebella Vineyards?
One of the top choices for your stay is White Blossom House Inn, located a short 0.7 mi (1.1 km) from Mattebella Vineyards, and this hotel offers free parking and private patios.
What are some accommodations with pools in Southold?
Sound View Greenport: Features a private beach, a seasonal outdoor pool, and 2 bars. Hilton Garden Inn Riverhead and Water's Edge Resort & Spa are a couple of other choices that feature an onsite pool. View all hotels with pools in Southold.
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. 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 Sparkling Pointe and Croteaux 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.

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