Find Historic Hotels in Southold, NY

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Check availability on Southold Historic Hotels

Top Southold Historic Hotels

The Reform Club

2.0 star property
10.0 out of 10, Exceptional, (2)
"Unique property; lots of attention from staff; close to town."
The Reform Club

The Huntting Inn

3.5 star property
8.8 out of 10, Excellent, (90)
"Best place to stay in East Haven! Location is perfect, attention can’t "
The price is SAR 2,169
SAR 2,515 total
includes taxes & fees
7 Jul - 8 Jul
The Huntting Inn

Perfect Mid-Century Private Waterfront East Hampton Retreat!

10.0 out of 10, Exceptional, (78)
"Very nice and relaxing stay in Springs! "
Perfect Mid-Century Private Waterfront East Hampton Retreat!

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (152)
"Nice, quiet & quaint bed and breakfast near all, friendly staff"
The price is SAR 2,157
SAR 2,949 total
includes taxes & fees
19 Jun - 20 Jun
The 1770 House Restaurant & Inn

6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

10.0 out of 10, Exceptional, (41)
"We stayed here to celebrate our daughter’s 30th birthday. The property was better than we imagined! The home and the property are spacious and well kept. Overall, it was very comfortable and memorable! "
The price is SAR 13,827
SAR 21,224 total
includes taxes & fees
20 Jun - 21 Jun
6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

9.2 out of 10, Wonderful, (9)
"Great location and comfortable home. Easy check in and check out."
The price is SAR 2,815
SAR 5,095 total
includes taxes & fees
23 Jun - 24 Jun
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Harpoon House

3.0 star property
8.2 out of 10, Very Good, (117)
"Great location"
The price is SAR 801
SAR 915 total
includes taxes & fees
23 Jun - 24 Jun
Harpoon House

American Beech in Greenport - Petite King Room 7

8.8 out of 10, Excellent, (3)
"We thoroughly enjoyed our stay!"
The price is SAR 784
SAR 1,179 total
includes taxes & fees
18 Jun - 19 Jun
American Beech in Greenport - Petite King Room 7

American Beech in Greenport NY - King Suite 1

10.0 out of 10, Exceptional, (5)
"Perfect Great place"
The price is SAR 1,234
SAR 1,783 total
includes taxes & fees
30 Jun - 1 Jul
American Beech in Greenport NY - King Suite 1
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.

Frequently asked questions

What should a history buff expect from a stay in Southold?
You're likely already making plans to see the historical sites during your trip to Southold. Also explore all there is to see and do such as the wineries and beaches
How many historical hotels are there in Southold?
In Southold, there are 159 hotels and other lodging options bookable on Expedia, including 2 historic hotels or hotels close to historic sites.
What are the must-see historical sites and other places to visit in Southold?
Southold is notable for landmarks like Horton Point Park. 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 agenda are Sparkling Pointe and Croteaux Vineyards.
What is a historic hotel like in Southold?
By booking a historic hotel, guests can enjoy a vacation someplace that has a national historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be transformed into a historic hotel as long as it's a place of special interest. Traditional architecture and period features are often found in the guestrooms or communal spaces of such hotels in Southold, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. but overall the terms are quite similar. The building and architecture of historic hotels tend to be the most significant aspect. For a heritage hotel, it's mainly the cultural value and how it inspired the community.
Do historic hotels in Southold have modern facilities?
Hotels include modern conveniences and safety features you expect to find, while every effort is made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the usual amenities found in any hotel should be available at a historic hotel. When you choose a historic hotel in Southold, don't worry that you'll find yourself staying at a place that is rundown or uncomfortable.