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

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Check availability on Penn Yan Historic Hotels

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Penn Yan historic hotels

A cozy log cabin interior with a stone fireplace, wooden furniture, and large windows.
A wooden cabin kitchen with a refrigerator, stove, sink, and wooden cabinets.
A covered outdoor seating area with a sofa, chairs, and a table, surrounded by large windows offering a view of a forest.
A wooden cabin interior with a staircase, a fireplace, a red chair, and a bookshelf.

1. Lakeside Log Cabin with cozy stone fireplace

Lakeside Log Cabin with cozy stone fireplace
Penn Yan
United States
Glenn F.
AED 981
AED 1,818 total
includes taxes & fees
26 Oct - 27 Oct
Lakeside Log Cabin with cozy stone fireplace
A cozy cabin interior with a sectional sofa, wooden ceiling, white cabinets, and a kitchenette.
A red wooden deck with two white chairs and a barbecue grill.
A cozy living room with a beige sofa, a dining table, and a kitchen area.
A small, single-story red cabin with a metal roof, a wooden deck, and a door.

2. Finger Lakes Cottage

Finger Lakes Cottage
Prattsburgh
United States
Jessica W.
AED 281
AED 603 total
includes taxes & fees
22 Oct - 23 Oct
Finger Lakes Cottage
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.
A cozy interior with a sofa, a small table, a kitchen area, and a window with a view of greenery.
A cozy interior of a tent with a bed, a small table, a chair, and a sofa.

3. Secluded Yurt, Retreat on a Forest Farm

Secluded Yurt, Retreat on a Forest Farm
Trumansburg
United States
Erin T.
AED 489
AED 906 total
includes taxes & fees
21 Oct - 22 Oct
Secluded Yurt, Retreat on a Forest Farm
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 kitchen with a stove, oven, and microwave, a dining area with a piano, and a view of the sea through large windows.
A spacious living room with a grand piano, a sofa, and a dining table set for four.

4. Fall Foliage/Hiking/Wine Tasting/Pets Same day bookings accepted Terms apply

Fall Foliage/Hiking/Wine Tasting/Pets Same day bookings accepted Terms apply
Canandaigua
United States
Charlie M.
AED 826
AED 1,729 total
includes taxes & fees
21 Oct - 22 Oct
Fall Foliage/Hiking/Wine Tasting/Pets Same day bookings accepted Terms apply
A spacious kitchen with wooden floors, a built-in oven, and a refrigerator.
A wooden cabin with a porch, surrounded by a grassy yard and trees.
A deck with a barbecue grill, wooden deck, and a grassy yard with trees.
A spacious kitchen with wooden cabinets, a dining area with a table and chairs, and a ceiling fan.

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
21 Oct - 22 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
Bell tower
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
Tess Y.
AED 2,204
AED 3,266 total
includes taxes & fees
25 Oct - 26 Oct
Enjoy vacationing in a gorgeous renovated 1890's Church in beautiful Aurora!
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Top Penn Yan Hotel Reviews

41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham

8/10 Good
"Property was beautiful. Room was comfortable, clean, and appealing."
Kristina 1-night trip
Posted 1 hour ago
41 Lakefront Hotel, Trademark Collection By Wyndham
Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region

10/10 Excellent
"Very clean and staff were helpful finding local spots for meals"
Cayla 2-night trip
Posted 2 days ago
Microtel by Wyndham Penn Yan Finger Lakes Region

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.