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13 Oct - 14 Oct
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14 Oct - 15 Oct
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17 Oct - 19 Oct
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Top hotels and accommodation in Southold

The Shoals Suites and Slips
Garden Suite King

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (213)
"Great quick stay"
The price is AU$423
includes taxes & fees
13 Nov - 14 Nov
The Shoals Suites and Slips
Hampton Bays Hotel on Main
Deluxe Double Room, 1 King Bed, City View

Hampton Bays Hotel on Main

2.0 star property
7.0 out of 10, Good, (64)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
Hampton Bays Hotel on Main
Saybrook Point Resort & Marina
Exterior

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1010)
"Great place!! "
The price is AU$497
includes taxes & fees
9 Nov - 10 Nov
Saybrook Point Resort & Marina
The Atlantic Hotel
Outdoor pool

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (952)
"Love the area love the room size clean parking was perfect "
The Atlantic Hotel
Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1012)
"Staff was incredibly communicative, kind, and patient. Definitely recommend and we would stay again!"
The price is AU$142
includes taxes & fees
14 Oct - 15 Oct
Pier Blue Inn Old Saybrook - Essex
The Hampton Maid
Property grounds

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (669)
"Love this place "
The price is AU$500
includes taxes & fees
17 Oct - 18 Oct
The Hampton Maid
Ocean Vista Resort
View from property

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (196)
"Such a beautiful place to stay. Pam at the front was so nice and welcoming. The room was clean it was quiet and everyone was friendly. Love that it has a private beach! Would 10/10 recommend it and deff will be going back."
Ocean Vista Resort
Water's Edge Resort & Spa
Exterior

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1006)
"clean and quiet property, great views, amazing staff"
The price is AU$412
includes taxes & fees
19 Oct - 20 Oct
Water's Edge Resort & Spa
Zey Hotel
Exterior

Zey Hotel

3.5 star property
9.2 out of 10, Wonderful, (277)
"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."
Zey Hotel
Greenview Inn Riverhead
Deluxe Double Room

Greenview Inn Riverhead

2.0 star property
7.4 out of 10, Good, (748)
"Really clean and new!"
Greenview Inn Riverhead
The Harbor Front Inn
One Bedroom Harbor View Terrace Suite | View from room

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (522)
"Great location ,beautiful hotel,nice staff"
The price is AU$367
includes taxes & fees
2 Nov - 3 Nov
The Harbor Front Inn
Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1008)
"We have stayed there before so have been pleased with it."
The price is AU$166
includes taxes & fees
2 Nov - 3 Nov
Quality Inn Old Saybrook - Westbrook
Hampton's Vacation Inn
Apartment, 2 Bedrooms | Private kitchen

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (317)
"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."
The price is AU$222
includes taxes & fees
14 Oct - 15 Oct
Hampton's Vacation Inn
The Preston House & Hotel
Front of property

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (365)
"Everything about the Preston House was great the staff are amazing and they were so helpful throughout the booking and stay! "
The price is AU$368
includes taxes & fees
2 Nov - 3 Nov
The Preston House & Hotel
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (265)
"Staff was amazing and this hotel is in the perfect location "
Greenporter Hotel
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (322)
"the staff was exceptional and our dinner was very good"
The price is AU$538
includes taxes & fees
4 Nov - 5 Nov
Madison Beach Hotel
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
Exterior

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

2.5 star property
8.6 out of 10, Excellent, (1004)
"Excellent facility and staff. Room was spacious and extremely clean. Look forward to staying here every trip to Long Island!"
The price is AU$260
includes taxes & fees
27 Oct - 28 Oct
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
Hilton Garden Inn Riverhead
Terrace/patio

Hilton Garden Inn Riverhead

3.0 star property
8.6 out of 10, Excellent, (1003)
"Great atmosphere. Friendly service. Great room. A pleasure to stay here!"
The price is AU$274
includes taxes & fees
27 Oct - 28 Oct
Hilton Garden Inn Riverhead
Bayview Resort
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, free pool cabanas

Bayview Resort

2.5 star property
8.8 out of 10, Excellent, (452)
"Staff was fantastic, room was always clean and the area was perfect! "
The price is AU$288
includes taxes & fees
14 Oct - 15 Oct
Bayview Resort
Hamlet Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

2.0 star property
8.6 out of 10, Excellent, (427)
"Great Staff"
The price is AU$214
includes taxes & fees
2 Nov - 3 Nov
Hamlet 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)
You can enjoy a tasting or tour at Sparkling Pointe during your travels to Southold. Discover the sunsets and wineries in this family-friendly area.
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Sannino's Bella Vita Vineyard

You can enjoy a tasting or tour at Sannino's Bella Vita Vineyard during your travels to Southold. Wander the beaches or discover the sunsets in this family-friendly area.
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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

Top Southold Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Staff was incredibly communicative, kind, and patient. Definitely recommend and we would stay again!"
Laura 1-night trip
Posted 2 days ago
Pier Blue Inn Old Saybrook - Essex

More cheap accommodation in Southold

The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39, Southampton, NY
Get rates
7/10 Good! (948 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 a restaurant and private balconies. Other good choices for your stay in the area are Pier Blue Inn Old Saybrook - Essex and Quality Inn Old Saybrook - Westbrook. See all available top hotels, or vacation rentals in Southold.
What are some of the best holiday rentals that Southold has to offer?
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping: 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 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. 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?
Quality Inn Old Saybrook - Westbrook: Provides buffet, an indoor pool and free self parking. Sound View Greenport and The Atlantic Hotel 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 155 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 McCabe's Beach and Horton Lane Beach exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Sparkling Pointe and Croteaux 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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