Historic Hotels & Resorts in Montauk from AU$267

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Montauk Historic Hotels

Our top choices for Montauk historic hotels

Exterior

The Taber Inne & Suites

The Taber Inne & Suites
2.0 star property
Mystic
9.6 out of 10, Exceptional, (1,002 reviews)
"It was perfect. The room was super . Just simple but beautiful and everyone was so nice."
United States
Janet
The Taber Inne & Suites
Dining

American Beech in Greenport - Deluxe King Suite 12

American Beech in Greenport - Deluxe King Suite 12
Greenport
The price is AU$340
includes taxes & fees
10 Mar - 11 Mar
American Beech in Greenport - Deluxe King Suite 12
Smart TV, books

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (172 reviews)
"Very welcoming, clean, comfortable and responsive. It was perfectly what we needed for a little get away. "
United States
Sylvia R.
The price is AU$358
includes taxes & fees
12 Mar - 13 Mar
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Property grounds

American Beech in Greenport - Deluxe King Suite 11

American Beech in Greenport - Deluxe King Suite 11
Greenport
The price is AU$340
includes taxes & fees
10 Mar - 11 Mar
American Beech in Greenport - Deluxe King Suite 11
Interior

Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (168 reviews)
"Super cute house! Perfect for a stay to view the area! "
United States
Rocky & Jessica V.
The price is AU$497
includes taxes & fees
10 Mar - 11 Mar
Charming Historic House in Downtown Mystic
Smart TV, fireplace, video games, DVD player

Unique Retreat w/ Private Patio, 4 King Beds & BBQ

Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Groton
10.0 out of 10, Exceptional, (129 reviews)
"Beautiful home away from home! Clean, spacious, just perfect!! "
United States
Paula L.
The price is AU$735
includes taxes & fees
12 Mar - 13 Mar
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Property grounds

Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only

Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only
West Mystic
10.0 out of 10, Exceptional, (3 reviews)
"We had a lovely experience in West Mystick at the Harbor House. The rental was lovely, clean, and contained enough of the necessary amenities. The view of the harbor was lovely. There were renters below us that had small children and at times that was very noisy. You could hear them running back and forth most of the evening. If they were playing music you could hear that as well. It was very cold during our time in Mystic so the heat was necessary. The baseboard heat was sufficient to keep...
United States
Suzanne S.
The price is AU$629
includes taxes & fees
10 Mar - 11 Mar
Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only
Bar (on property)

American Beech in Greenport NY - King Suite 1

American Beech in Greenport NY - King Suite 1
Greenport
10.0 out of 10, Exceptional, (5 reviews)
"Perfect Great place"
United States
Dean J.
The price is AU$396
includes taxes & fees
15 Mar - 16 Mar
American Beech in Greenport NY - King Suite 1
Property grounds

Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic
9.8 out of 10, Exceptional, (162 reviews)
"Beautiful charming house , walking distance to Mystic shops and eateries. "
United States
Elizabeth M.
The price is AU$401
includes taxes & fees
25 Mar - 26 Mar
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Dining

American Beech - Deluxe King Suite 14

American Beech - Deluxe King Suite 14
Greenport
10.0 out of 10, Exceptional, (2 reviews)
"Right in the heart of Greenport Villiage "
United States
Suzanne B.
The price is AU$396
includes taxes & fees
10 Mar - 11 Mar
American Beech - Deluxe King Suite 14
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.
View all properties

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Top Montauk Hotel Reviews

Kenny's Tipperary Inn

Kenny's Tipperary Inn

6/10 Okay
"The room was big, and private. Didnt even have to speak with someone to check in or out so that was nice. But I wasn't sure if the sheets werereally changed cause i saw some hairs so that made me uncomfortable. The bathtub was an out of service jacuzzi, which you cant use. Not that i wanted to. But the draw back was i literally had to put my whole body on the counter to get in and out of the shower. A stepping stole wouldve been great. Im 5"2 so it was basically a mountain/hazard getting in and out. My bf is 5"10-6" and he also struggled. I didnt expect a full mini fridge but at least a bottle of water would have been nice. There are vending machines with soda and some chips etc. But no water. It there was water and a stepping stole in the bathroom I'd say its a 4/5."
Christina 1-night trip
Posted 3 weeks ago
Kenny's Tipperary Inn
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Beautiful views and so close to town. Walk right down the driveway to the ocean! "
liz 4-night trip
Posted 5 months ago
Beachcomber Resort at Montauk

Frequently asked questions

What should a history buff expect from a stay in Montauk?
A trip to the significant historical sites in Montauk is probably at the top of your sightseeing itinerary. While you're in town, you can check out the popular beaches and top-notch restaurants. You also can spend time at the waterfront.
How many historically relevant hotels will I find in Montauk?
In Montauk, there are 512 hotels and other lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the top historical sites and other places to visit in Montauk?
Montauk is notable for landmarks like Montauk Point Lighthouse, Montauk Point and Camp Hero State Park. The beaches and sunsets highlight the natural beauty with places to discover including South Edison Beach, Kirk Park Beach and Ditch Plains Beach. A couple of additional sights to add to your itinerary are Montauk Downs State Park Golf Course and Montauk Downs State Park.
What is a historic hotel like in Montauk?
When you book a historic hotel, you'll stay someplace that has an official historic designation. A castle, stately home, palace or even a pub, lodge, old police station or skyscraper can be identified as a historic hotel as long as it has special significance. Traditional architecture and period features are typically preserved in the communal spaces and guestrooms of these historic hotels in Montauk, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. overall though the terms are similar. The building and architecture of a historic hotel tends to be the most important aspect. For a heritage hotel, it's often the cultural value along with how it shaped the community.
Do historic hotels in Montauk have modern facilities?
Hotels include modern conveniences and safety features you might expect, but every effort is made to preserve treasured traditions and historic facades. WiFi, heating and air conditioning, updated bathroom facilities, and the amenities found in most hotels will be available in a historic hotel. Rest assured that when you choose a historic hotel in Montauk, you won't be staying at a place that's uncomfortable or rundown.

Explore a world of travel with Expedia