Photo by Benny Goh

Hotels in Southold

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Dec 9 - Dec 10
Tomorrow
Dec 10 - Dec 11
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Where to stay in Southold?

Garden Suite King | Premium bedding, down comforters, individually decorated
The Shoals Suites and Slips
The Shoals Suites and Slips
3.5 star property
9.6 out of 10, Exceptional, (227)
The price is CNY1,312
CNY1,499 total
includes taxes & fees
Dec 14 - Dec 15
The Shoals Suites and Slips
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.
See more propertiesforward arrow

When is the best time to visit Southold?

Our prices for hotels in Southold are cheapest in January
Price trends for hotels in Southold
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Southold
December
Low crowds
High 8°C / low 4°C. Cloudy most days.
View properties in December
8°
weather_cloudy
December, Low crowds, average high temperature 8 degrees Celsius, average low temperature 4 degrees Celsius. Cloudy most days.
4°
4°
weather_partly_sunny
January, Low crowds, average high temperature 4 degrees Celsius, average low temperature 0 degrees Celsius. Partly sunny.
0°
4°
weather_cloudy
February, Low crowds, average high temperature 4 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
0°
6°
weather_partly_sunny
March, Low crowds, average high temperature 6 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
10°
weather_sun
April, Moderate crowds, average high temperature 10 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
7°
15°
weather_sun
May, Moderate crowds, average high temperature 15 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
20°
weather_sun
June, High crowds, average high temperature 20 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
24°
weather_sun
July, High crowds, average high temperature 24 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
25°
weather_sun
August, High crowds, average high temperature 25 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
22°
22°
weather_sun
September, High crowds, average high temperature 22 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
17°
weather_sun
October, Moderate crowds, average high temperature 17 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
12°
weather_sun
November, Moderate crowds, average high temperature 12 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
Monthly weather averages (˚C)

Top landmarks in Southold

Sparkling Pointe

4.5/5 (2 reviews)
Travelers might want a tour of Sparkling Pointe, just one of the places to visit, and located 1 mi (1.6 km) from central Southold.
See properties

The Old Field Vineyards

4.0/5 (1 review)
Travelers might want a tour of The Old Field Vineyards, just one of the places to visit, and located 1 mi (1.6 km) from central Southold.
See properties

Learn more about Southold

Southold is well-known for its attractions such as The Old Field Vineyards and Sparkling Pointe. The city has something for everyone including sights like Croteaux Vineyards and Horton Lane Beach within a sunny setting.

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

Check out reviews of Southold hotels guests love

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Had a wonderful stay at The Bentley Hotel Southampton. The room was spacious, stylish, and spotless. I especially loved the record player — such a unique and thoughtful touch that made the stay feel personal and relaxing. The overall vibe of the room and the layout were perfect. Staff were friendly and the property felt well cared for. I’d definitely stay here again and highly recommend it."
David 1-night trip
Posted 2 days ago
The Bentley Hotel Southampton

Frequently asked questions

How much does a hotel room cost in Southold?
You can choose a great hotel in Southold from CNY814 with properties to suit all budgets and needs. If you're after an affordable hotel in Southold that meets all of your requirements, set your filters and then sort the results by "Price: low to high".
How can I find deals and earn rewards at Southold hotels?
Discover great deals on Southold hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Southold hotels.
Can I book Southold hotels with free cancellation?
To book a refundable Southold hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best hotels in Southold for couples?
Stay at a top-rated Southold romantic hotel and make the most of your couple's vacation. Our travelers love The Shoals Suites and Slips, a hotel with couples/private dining as well as in-room champagne service. Discover more hotels in Southold on Hotels.com for couples by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".
What are the top Southold hotels with a pool?
For some added luxury, discover the best Southold hotels with a pool. Vine & Sand is a great bed & breakfast with a seasonal outdoor pool and a guest rating of 9.6 out of 10. Plus, you can make the most of its free buffet breakfast and free bicycle rentals. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Southold with a pool.
What are some of the best Southold hotels with free parking?
If you're driving, a great Southold hotel with free parking is a bonus. Our travelers' favorites include:
What are some popular hotels in central Southold?
For hotels in central Southold, check out The Harbor Front Inn and Fordham House. Travelers love The Harbor Front Inn for its location, as well as the seasonal outdoor pool, free continental breakfast and 24-hour gym this hotel offers. Fordham House is another popular central bed & breakfast with a free full breakfast and free parking, plus down comforters in the guestrooms. Pipes Cove and Silver Beach are some of the most central neighborhoods for your Southold vacation.
What accommodations do travelers recommend in Southold?
The Shoals Suites and Slips is an accommodation that is popular with guests.
Can I book refundable accommodations in Southold?
If you want the flexibility to change your travel plans to Southold, most properties offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Southold if I want a vacation home instead of a traditional hotel?
If you want to find a good alternative to a hotel, browse our selection of 123 vacation homes. You can also consider one of the 5 apartments or 13 cottages.
What will the weather in Southold be like during my vacation?
The warmest months in Southold are usually August and July with an average temp of 70°F. January and February are the chilliest months when the average temp is 38°F. The rainiest months are October and December.
Why should I book my Southold accommodation with Hotels.com?
There are plenty of reasons to book your Southold travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Keep exploring