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Our top choices for Southold hotels

Garden Suite King
The Shoals Suites and Slips

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (233)
Discover coastal charm at this waterfront Southold retreat offering free bicycles for exploring nearby wineries. Unwind with drinks at the bar after a day visiting The Old Field Vineyards or relaxing at Crescent Beach, all while enjoying attentive service from the friendly staff.
"Great stay, will definitely go again"
United States
ANTONIO J
The price is NZ$322
includes taxes & fees
11 Jan - 12 Jan
The Shoals Suites and Slips
Interior entrance
Vine & Sand

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
Relax at this cosy retreat near Croteaux Vineyards and Corey Creek Winery. Enjoy complimentary breakfast, WiFi, and parking. Borrow free bicycles to explore local attractions, then unwind in the seasonal pool, garden, or terrace.
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand
Property grounds
Pier Blue Inn Old Saybrook - Essex

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)
Located in Old Saybrook, this hotel offers free parking and WiFi with hiking trails nearby. Guests praise the helpful staff, comfortable beds, and clean rooms. Himalaya Café and Chalker Beach are close to this peaceful spot.
"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
Exterior
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1008)
Immerse yourself in coastal tranquility at this Old Saybrook retreat, where 3 pools, marina access, and spa services create a peaceful haven. The waterfront Fresh Salt restaurant complements stunning views just minutes from the train station.
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is NZ$602
includes taxes & fees
1 Feb - 2 Feb
Saybrook Point Resort & Marina
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1001)
Escape to a peaceful retreat with an indoor pool and American cuisine at The Comfort Cafe. Just a short drive from Old Saybrook Station, this hotel offers easy access to Ferry Landing State Park. Guests praise the helpful staff and complimentary breakfast.
"The very friendly staff made this stay enjoyable from The beginning. The hotel was very clean and comfy. "
United States
Virginia
The price is NZ$192
includes taxes & fees
12 Jan - 13 Jan
Quality Inn Old Saybrook - Westbrook
Property grounds
Liberty Inn

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.4 out of 10, Good, (640)
Wake up to tranquility at this peaceful Old Saybrook hotel where highway noise won't disturb your rest. Explore nearby Ferry Landing State Park, shop at the antique village, or enjoy kayaking adventures. Free WiFi and convenient self parking enhance your Connecticut getaway.
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is NZ$159
includes taxes & fees
1 Feb - 2 Feb
Liberty Inn
Exterior
Econo Lodge Inn & Suites 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, (463)
Situated near a train station, this motel offers practical amenities like in-room refrigerators and microwaves. Enjoy the outdoor terrace and garden spaces while staying close to Chalker Beach and Tanger Outlets with complimentary parking and WiFi.
"We came in for a family wedding in the area and this hotel was a great location. The mexican restaurant that was down the street is fantastic, great margaritas ! Would definitely use this location again if we were out this way. Thank you for a wonderful stay !"
United States
Robert
The price is NZ$133
includes taxes & fees
1 Feb - 2 Feb
Econo Lodge Inn & Suites Old Saybrook Westbrook
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (415)
This welcoming hotel offers free WiFi and parking just 15 minutes from The Hamptons Beaches. Enjoy the seasonal outdoor pool after exploring nearby attractions like Sebonack and Shinnecock Hills golf courses, with water activities moments away.
"Adorable boutique hotel with charming unique touches. "
United States
Mary
The price is NZ$246
includes taxes & fees
22 Jan - 23 Jan
The Bentley Hotel Southampton
Indoor pool, outdoor pool
Hyatt Place Long Island East End

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1002)
Located in Riverhead, this hotel offers a marina, indoor and outdoor pools, plus 2 bars/lounges. Stay active in the 24-hour fitness centre while enjoying in-room conveniences like sofa beds and refrigerators. Just a 14-minute walk from the train station.
"Loved this hotel. Rooms were spacious and clean and the area is very quaint!"
United States
Ryan
The price is NZ$212
includes taxes & fees
19 Jan - 20 Jan
Hyatt Place Long Island East End
Lobby lounge
Hotel Indigo East End by IHG

Hotel Indigo East End by IHG

Hotel Indigo East End by IHG
3.5 star property
Riverhead
8.8 out of 10, Excellent, (1003)
Discover American cuisine at Bistro 72 while staying minutes from Tanger Outlet Centre in Riverhead. Enjoy complimentary bike rentals, free WiFi and parking, plus a welcoming bar and deli at this well-maintained hotel with attentive staff.
"The places lovely good restaurant. Nice dinner excellent complimentary breakfast."
United States
Caroline
The price is NZ$218
includes taxes & fees
5 Jan - 6 Jan
Hotel Indigo East End by IHG
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (975)
Situated by the ocean with outdoor tennis courts and a swimming pool, this Southampton hotel is close to food and shopping. Convenient to Sebonack and Shinnecock Hills Golf Course, with free WiFi and parking. Guests praise the helpful staff.
"Great hotel for a quick stay - very friendly staff"
United States
Dianne
The Atlantic Hotel
Property amenity
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (909)
Experience a peaceful getaway at this hotel with free WiFi, parking, and weekend breakfast. Located near Tanger Outlets and Crystal Lake Town Park, it offers easy access to Old Saybrook Station, just 4 minutes away by car.
"Lights went on and off. The outlets wouldnt all work. Front desk was brutally slow. Sent me to the wrong room. Then had housekeeping come and tell me I didnt book 2 nts and was supposed to be out Very bad experience"
United States
Todd
The price is NZ$163
includes taxes & fees
4 Jan - 5 Jan
Super 8 by Wyndham Old Saybrook
Terrace/patio
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead
3.0 star property
Riverhead
8.6 out of 10, Excellent, (1001)
Riverside relaxation awaits at this Riverhead hotel with both indoor and outdoor pools for year-round swimming. Just minutes from Splish Splash Water Park and Tanger Outlet Centre, guests enjoy free WiFi, parking, and clean, well-appointed rooms with refrigerators.
"Staff was courteous and the room was spotless. Food service is very good as well. "
United States
Efrem
The price is NZ$218
includes taxes & fees
12 Jan - 13 Jan
Hilton Garden Inn Riverhead
Aerial view
Southampton Inn

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (553)
Experience coastal charm at this Tudor-style inn with a seasonal pool and tennis court. Just 5 minutes from Hamptons beaches and walking distance to shops and restaurants. Claude's serves local cuisine while 3 bar options enhance the quiet, family-friendly atmosphere.
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is NZ$423
includes taxes & fees
1 Feb - 2 Feb
Southampton Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (445)
This charming Southampton motel offers a peaceful garden and terrace. Enjoy easy access to Shinnecock Hills Golf Course while rooms provide convenient refrigerators and microwaves. Hiking trails, kayaking, and free WiFi enhance your stay near scenic beaches.
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is NZ$195
includes taxes & fees
30 Jan - 31 Jan
Hamlet Inn
Deluxe Double Room
Greenview Inn Riverhead

Greenview Inn Riverhead

Greenview Inn Riverhead
2.0 star property
Riverhead
7.4 out of 10, Good, (785)
"Nice staff Beautiful & Safe place "
United States
Cameron
Greenview Inn Riverhead
Desk, free WiFi, bed sheets
Southampton Long Island Hotel

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (205)
This Southampton hotel offers a convenient home base with free WiFi and parking. Located within a 10-minute drive of Cooper's Beach, guests can enjoy the outdoor pool after exploring nearby attractions and the cultural museum.
"Nice hotel conveniently located "
United States
Tatyana
The price is NZ$207
includes taxes & fees
31 Jan - 1 Feb
Southampton Long Island Hotel
Exterior
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

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, (1001)
This Riverhead hotel offers comfortable accommodation with free breakfast, WiFi, and parking. Swim in the seasonal outdoor pool or exercise in the 24-hour fitness centre. Located near Out East Family Fun and Riverhead Raceway with convenient access to Riverhead Station.
"We enjoyed our stay. The breakfast, it was like a buffet so many choices. The coffee is made from fresh ground coffee beans really good."
United States
Eileen
The price is NZ$211
includes taxes & fees
31 Jan - 1 Feb
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
Front of property
The Preston House & Hotel

The Preston House & Hotel

The Preston House & Hotel
3.5 star property
Riverhead
9.8 out of 10, Exceptional, (373)
Sophisticated accommodation just minutes from Suffolk Theatre and All Star Bowling. Enjoy free breakfast, WiFi, and parking while staying active at the 24-hour fitness centre. After exploring, unwind with refreshing drinks at the beach bar.
"Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!"
United States
Nakia
The price is NZ$272
includes taxes & fees
11 Jan - 12 Jan
The Preston House & Hotel
Terrace/patio
Shorewood Inn

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (712)
Peaceful motel stay with thoughtful staff, clean accommodation, and free WiFi and parking. Explore nearby Sherwood House and Jamesport Vineyards, with convenient access to Mattituck Station just a short drive away.
"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. Savour their diverse bubblies in an elegant tasting room with vineyard views.
See properties

Croteaux Vineyards

America's only all-rosé vineyard offers a taste of Provence in New York's North Fork. Savour wine flights in the picturesque garden setting, complete with rustic barn and seaside charm.
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

The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"The room was much larger than expected, very clean. Perfect location, Melissa at the front desk was very helpful"
Charles 1-night trip
Posted 6 hours ago
The Shoals Suites and Slips

More cheap accommodation in Southold

Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead

30 Lake Avenue Riverhead NY
The price is NZ$173 per night from 2 Jan to 3 Jan
NZ$173
2 Jan - 3 Jan
includes taxes & fees
6.6/10 (785 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 traveller data. This hotel offers private balconies and a bar. Other good choices for your stay in 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.
What are some of the best holiday rentals that Southold has to offer?
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr: This holiday home rental outside of Southold offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. See all vacation rentals in Southold.
If I need to cancel my hotel reservation in Southold, will I receive a refund?
Yes, most hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and receive 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 dog-friendly accommodation option in Southold?
White Blossom House Inn is a top hotel for people travelling 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 accommodation options 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 offer an on-site 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 accommodation options to choose from. Find out more about Southold.
What should I do while I'm visiting 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 itinerary are Sparkling Pointe and The Old Field Vineyards. Take a look at what more there is to see and do in Expedia's Southold guide.
What's the best way to 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 temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Southold is 1452 mm.

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