A lake with boats, a white house with columns, and a smaller building on a grassy hill.

Find Historic Hotels in Penn Yan, 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 Penn Yan Historic Hotels

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Penn Yan historic hotels

A cozy log cabin interior with a stone fireplace, wooden furniture, and large windows.
A covered outdoor seating area with a table, chairs, and a kettle.
A wooden cabin interior with a staircase, a fireplace, a red chair, and a bookshelf.
A wooden cabin kitchen with a refrigerator, stove, sink, and wooden cabinets.

1. Lakeside Log Cabin with cozy stone fireplace

Lakeside Log Cabin with cozy stone fireplace
Penn Yan
United States
Alexandra D.
AED 1,010
AED 1,851 total
includes taxes & fees
3 Nov - 4 Nov
Lakeside Log Cabin with cozy stone fireplace
A lakeside view with a wooden deck, red lounge chairs, and a small pavilion.
A cozy room with a wooden ceiling, a striped sofa, a dining table with chairs, and large windows offering a view of greenery outside.
A room with large windows overlooking a body of water, wooden ceiling, and a door leading outside.
A cozy room with a wooden table, a striped sofa, and large windows overlooking a body of water.

2. Cozy Cabin With 165 Ft Beach in the heart of FLX wine country! ALL are welcome!

Cozy Cabin With 165 Ft Beach in the heart of FLX wine country! ALL are welcome!
Penn Yan
United States
Stephanie H.
Cozy Cabin With 165 Ft Beach in the heart of FLX wine country! ALL are welcome!
A wooden dock extending into a body of water, with a building and greenery in the background.
A room with a piano, a small table with a chessboard, and a black furry rug.
A spacious living room with a grand piano, a sofa, and a dining table set for four.
A spacious kitchen with a piano, large windows, and a view of the outdoors.

3. Fall Foliage/Parent's weekend/Pets Same day bookings accepted Terms apply

Fall Foliage/Parent's weekend/Pets Same day bookings accepted Terms apply
Canandaigua
United States
Charlie M.
AED 826
AED 1,726 total
includes taxes & fees
14 Oct - 15 Oct
Fall Foliage/Parent's weekend/Pets Same day bookings accepted Terms apply
A rural road leading to a red house surrounded by lush greenery and trees.
A cozy interior of a yurt with a kitchen area, a sofa, and a dining table.
A red cabin surrounded by lush greenery and flowering plants.
Two wooden Adirondack chairs facing each other with a fire pit in between, surrounded by rocks and a forested area.

4. Secluded Yurt, Retreat on a Forest Farm

Secluded Yurt, Retreat on a Forest Farm
Trumansburg
United States
David
AED 489
AED 906 total
includes taxes & fees
20 Oct - 21 Oct
Secluded Yurt, Retreat on a Forest Farm
A spacious kitchen with wooden floors, a built-in oven, and a refrigerator.
A spacious kitchen with wooden cabinets, a dining area with a table and chairs, and a ceiling fan.
A deck with a barbecue grill, wooden deck, and a grassy yard with trees.
A bedroom with a bed, wooden headboard, a dresser, and a door leading to another room.

5. This 13 Acre Retreat is Central to Finger Lakes Activities!

This 13 Acre Retreat is Central to Finger Lakes Activities!
Watkins Glen
United States
Herbert S.
AED 1,322
AED 2,563 total
includes taxes & fees
12 Oct - 13 Oct
This 13 Acre Retreat is Central to Finger Lakes Activities!
View of main room and kitchen from choir loft
View of gorgeous original wood ceilings
Enjoy the natural light as you prepare an excellent meal
View from choir loft at AURA

6. Enjoy vacationing in a gorgeous renovated 1890's Church in beautiful Aurora!

Enjoy vacationing in a gorgeous renovated 1890's Church in beautiful Aurora!
Aurora
United States
Jessica S.
AED 2,204
AED 3,295 total
includes taxes & fees
11 Oct - 12 Oct
Enjoy vacationing in a gorgeous renovated 1890's Church in beautiful Aurora!
View all properties

Top Penn Yan Hotel Reviews

The Hotel Laurel at Seneca

The Hotel Laurel at Seneca

10/10 Excellent
"Great views, and great time!"
Ira 3-night trip
Posted 2 days ago
The Hotel Laurel at Seneca

Frequently asked questions

What should I expect on my historical trip to Penn Yan?
The historical places in Penn Yan are likely at the top of your travel itinerary. While you're in town, you can check out the scenic lakeside and top-notch restaurants. During your stay in this walkable area, you can also relish a trip to the wineries.
How many historical hotels are there in Penn Yan?
Penn Yan is home to 252 hotels and other accommodations bookable on Expedia though not many historic hotels to choose from.
What are the top historical sites and other places to visit in Penn Yan?
Penn Yan is notable for landmarks like Oliver House Museum. The lakeside and hiking trails highlight the natural beauty with places to discover including Keuka Lake Outlet Trail, Keuka Lake State Park, and Seneca Lake. A couple of additional sights to add to your agenda are The Windmill Farm & Craft Market and Fox Run Vineyards.
What is a historic hotel like in Penn Yan?
Guests who choose a historic hotel can stay someplace that has a national historic designation. A castle, a palace or even a pub or an old police station can be identified as a historic hotel as long as it has special significance. Traditional architecture and period features are typically found in the communal spaces and guestrooms of these historic hotels in Penn Yan, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is more common in the U.S. though overall the terms are quite similar. The architecture and actual building of historic hotels tend to be what's most significant. For a heritage hotel, it's mainly the cultural value as well as how it influenced the community.
Do historic hotels in Penn Yan have modern facilities?
Hotels include modern conveniences and safety features you've come to expect, but every effort is made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities, and the popular amenities found in any hotel will be available in a historic hotel. Rest assured that when you select a historic hotel in Penn Yan, you won't find a place that's uncomfortable or rundown.