Photo by Benny Goh

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26 Nov - 27 Nov
Tomorrow
27 Nov - 28 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

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Top hotels and accommodation in Southold

Garden Suite King
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 star property
Southold
9.6 out of 10, Exceptional, (223)
"Great quick stay"
United States
Jasmine T
The price is AU$288
includes taxes & fees
5 Dec - 6 Dec
The Shoals Suites and Slips
Interior entrance
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
Exterior
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 star property
Old Saybrook Center
9.4 out of 10, Exceptional, (1008)
"Beautiful property, we loved our room, friendly staff. "
United States
Natalie
The price is AU$443
includes taxes & fees
30 Nov - 1 Dec
Saybrook Point Resort & Marina
Deluxe Double Room, 1 King Bed, City View
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

2.0 star property
Hampton Bays
7.2 out of 10, Good, (68)
"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!"
United States
Olivia
Hampton Bays Hotel on Main
Exterior
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1007)
"We love the stay everything was perfect"
United States
angelica
The price is AU$309
includes taxes & fees
30 Nov - 1 Dec
Water's Edge Resort & Spa
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, (1002)
"Always a great stay at Pier Blue. Comfy bed and plenty of room."
United States
Patricia
Pier Blue Inn Old Saybrook - Essex
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
Southampton
7.2 out of 10, Good, (972)
"Love the area love the room size clean parking was perfect "
United States
Sherwood
The Atlantic Hotel
Front of property
The Preston House & Hotel

The Preston House & Hotel

3.5 star property
Riverhead
9.8 out of 10, Exceptional, (370)
"Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!"
United States
Nakia
The price is AU$291
includes taxes & fees
24 Dec - 25 Dec
The Preston House & Hotel
Exterior
Madison Beach Hotel

Madison Beach Hotel

4.0 star property
Madison Center
9.4 out of 10, Exceptional, (338)
"Staff and hotel are lovely "
United States
Steven
The price is AU$436
includes taxes & fees
7 Dec - 8 Dec
Madison Beach Hotel
Exterior
Zey Hotel

Zey Hotel

3.5 star property
Greenport
9.2 out of 10, Wonderful, (290)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
Greenport
8.8 out of 10, Excellent, (538)
"Amazing property, rooms, and staff. Book a room with a balcony for amazing views!"
United States
Matthew
The price is AU$272
includes taxes & fees
30 Nov - 1 Dec
The Harbor Front Inn
Property grounds
The Hampton Maid

The Hampton Maid

2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (685)
"Was so lovely would definitely come back again, very cute clean and safe "
United Kingdom
Maria
The Hampton Maid
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 star property
Old Saybrook
7.8 out of 10, Good, (1011)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is AU$180
includes taxes & fees
3 Dec - 4 Dec
Quality Inn Old Saybrook - Westbrook
Deluxe Double Room
Greenview Inn Riverhead

Greenview Inn Riverhead

2.0 star property
Riverhead
7.4 out of 10, Good, (777)
"Nice staff Beautiful & Safe place "
United States
Cameron
Greenview Inn Riverhead
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
9.2 out of 10, Wonderful, (1001)
"Great staff, very clean and modern facility, nicely appointed rooms, and a lot of things nearby to do."
United States
Mary J
The price is AU$216
includes taxes & fees
14 Dec - 15 Dec
Residence Inn by Marriott New York Long Island East End
Reception
Spark by Hilton Guilford

Spark by Hilton Guilford

2.5 star property
Guilford
8.8 out of 10, Excellent, (59)
"Good clean property with great staff "
United States
David
The price is AU$166
includes taxes & fees
12 Dec - 13 Dec
Spark by Hilton Guilford
Terrace/patio
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

3.0 star property
Riverhead
8.6 out of 10, Excellent, (1002)
"Checking in "
United States
Pangeline
The price is AU$182
includes taxes & fees
14 Dec - 15 Dec
Hilton Garden Inn Riverhead
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (438)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is AU$205
includes taxes & fees
30 Nov - 1 Dec
Hamlet Inn
Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (569)
"We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! "
United States
Lori
The price is AU$342
includes taxes & fees
30 Nov - 1 Dec
Sag Harbor Inn
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, (1002)
"It was a nice hotel and it was clean "
United States
Shaquan
The price is AU$168
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
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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Great weekend hotel deals in Southold, NY

Showing deals for:5 Dec - 7 Dec

Image gallery for Greenport Walk to beach & vineyard from this brand new home

Fridge, microwave, oven, stovetop

Greenport Walk to beach & vineyard from this brand new home

Southold
10/10Exceptional (6 reviews)
7% off
Price is AU$3,752
for 2 nights, 1 home
AU$1,876 per night
includes taxes & fees
Greenport Walk to beach & vineyard from this brand new home
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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.
See properties

The Old Field Vineyards

4.0/5 (1 review)
You can enjoy a tasting or tour at The Old Field Vineyards during your travels to Southold. Stroll along the beaches or discover the sunsets in this family-friendly area.
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

Recent Reviews in Southold

Hamlet Inn

Hamlet Inn

10/10 Excellent
"Everything is great"
Marco 1-night trip
Posted 6 days ago
Hamlet Inn

More cheap accommodation in Southold

More cheap accommodation in Southold

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
Get rates
7.8/10 Good! (1,000 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 Pier Blue Inn Old Saybrook - Essex and Quality Inn Old Saybrook - Westbrook. 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, 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 Saybrook Point Resort & Marina 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 152 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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