A rocky beach with large boulders and a clear view of the ocean.

Find Historic Hotels in Smithtown, NY

  • 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 Smithtown Historic Hotels

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Smithtown historic hotels

Property grounds

1. Oheka Castle Hotel & Estate

Oheka Castle Hotel & Estate
3.5 star property
Huntington
9.0 out of 10, Wonderful, (673 reviews)
"Extremely beautiful room."
United States
Jasmine
The price is AED 1,550
AED 1,770 total
includes taxes & fees
3 Aug - 4 Aug
Oheka Castle Hotel & Estate
Terrace/patio

2. 4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC

4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC
Massapequa
10.0 out of 10, Exceptional, (12 reviews)
"Lovely property. Comfortable. Great outdoor space "
United States
Ari P.
The price is AED 9,183
AED 15,805 total
includes taxes & fees
31 Jul - 1 Aug
4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC
Standard Room, 1 King Bed, Main Building | Property entrance

3. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is AED 1,319
AED 1,516 total
includes taxes & fees
2 Aug - 3 Aug
Guesthouse at Norwalk Inn
Smart TV, fireplace, video games, books

4. Beautiful Fire Island Pines Beach House—Pool, Hot Tub, Rooftop, Garden & More!

Beautiful Fire Island Pines Beach House—Pool, Hot Tub, Rooftop, Garden & More!
Sayville
9.4 out of 10, Exceptional, (6 reviews)
"Wonderful property and host. Host was very responsive any time we needed anything. Property very well represented on listing. The upper deck to lay out is especially nice and sunny all day long."
United States
Nicholas G.
The price is AED 3,669
AED 7,184 total
includes taxes & fees
6 Aug - 7 Aug
Beautiful Fire Island Pines Beach House—Pool, Hot Tub, Rooftop, Garden & More!
Dining

5. Fire Island Beach House Ocean Bay Park

Fire Island Beach House Ocean Bay Park
Ocean Beach
10.0 out of 10, Exceptional, (72 reviews)
"Very nice place for a family to stay"
United States
James K.
The price is AED 4,051
AED 6,723 total
includes taxes & fees
10 Aug - 11 Aug
Fire Island Beach House Ocean Bay Park
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

Top Smithtown Hotel Reviews

Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

8/10 Good
"My check in was great!! Fast and easy no hassle. Was a bit disappointed with the front lobby. Nothing was open. No snack area to buy waters or snacks, everything was empty. I had To drive off to buy things like that. There was a bar open later in the evening, that was about it. There is so much potential but needs a refresher. Super happy with the staff though, everyone was so positive and always greeting me and my family as we walked in and walked out."
Laurel 3-night trip
Posted 11 hours ago
Radisson Hotel Hauppauge-Long Island

Frequently asked questions

What can a history enthusiast expect from a trip to Smithtown?
A trip to the historical sites in Smithtown is probably number one on your travel itinerary. During your stay, why not also discover all there is to see and do such as the lake views?
How many historical hotels are located in Smithtown?
In Smithtown, you'll find 6 lodging options bookable on Expedia but not many designated as historic hotels.
What are the top historical places and other sights to visit in Smithtown?
Favorite places to visit include Stonebridge Golf Links and Country Club, Nissequogue River, and Blydenburgh County Park. A couple of additional sights to add to your agenda are Caleb Smith State Park and paces steakhouse.
What is a historic hotel like in Smithtown?
Historic hotels give guests the chance to stay in a building that has been recognized with a national historic designation. Historic hotels throughout the world can be stately homes, palaces or even lodges, old police stations or skyscrapers. These types of hotels in Smithtown typically preserve authentic characteristics such as period features or traditional architecture within the guestrooms or public spaces.
What is the difference between a historic hotel and a heritage hotel?
They are quite similar. The term "historic hotel" is more common in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to focus on the architecture and actual building. Heritage hotels draw their meaning mainly from the cultural value that the place has and how it inspired the community.
Do historic hotels in Smithtown have modern facilities?
Hotel interiors feature the modern conveniences and safety features you've come to expect, while every effort is made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, free WiFi, and the popular amenities found at a contemporary hotel should be available at a historic hotel. When you book a historic hotel in Smithtown, don't worry that you'll find a place that is rundown or uncomfortable.