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

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Penn Yan historic hotels

A cozy log cabin interior with a stone fireplace, wooden furniture, and large windows.

1. Lakeside Log Cabin with cozy stone fireplace

Lakeside Log Cabin with cozy stone fireplace
Penn Yan
9.6 out of 10, Exceptional, (147 reviews)
"Beautiful house. We enjoyed it so much. Clean and well appointed. No need to ask for more. Lake was awesome as well as the toys provided. Float the day away or kayak/canoe. I highly recommend staying here."
United States
Glenn F.
The price is AED 981
AED 1,818 total
includes taxes & fees
28 Oct - 29 Oct
Lakeside Log Cabin with cozy stone fireplace
A cozy cabin interior with a sectional sofa, wooden ceiling, white cabinets, and a kitchenette.

2. Finger Lakes Cottage

Finger Lakes Cottage
Prattsburgh
9.8 out of 10, Exceptional, (102 reviews)
"Cute place!"
United States
Jessica W.
The price is AED 298
AED 621 total
includes taxes & fees
1 Nov - 2 Nov
Finger Lakes Cottage
A red cabin surrounded by lush greenery and flowering plants.

3. Secluded Yurt, Retreat on a Forest Farm

Secluded Yurt, Retreat on a Forest Farm
Trumansburg
10.0 out of 10, Exceptional, (184 reviews)
"We loved the location and property! Great stay!"
United States
Erin T.
The price is AED 489
AED 906 total
includes taxes & fees
27 Oct - 28 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.

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
8.8 out of 10, Excellent, (15 reviews)
"Nancy, the host did a great job of making sure I arrived ok and if I needed any information about the area. She was very knowledgeable about the Town of Canandaigua and the surrounding area."
United States
Charlie M.
The price is AED 992
AED 1,927 total
includes taxes & fees
27 Oct - 28 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.

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

This 13 Acre Retreat is Central to Finger Lakes Activities!
Watkins Glen
9.6 out of 10, Exceptional, (50 reviews)
"Really cool secluded place to visit, hike, have a campfire and enjoy the quiet of the woods"
United States
Herbert S.
The price is AED 1,322
AED 2,563 total
includes taxes & fees
27 Oct - 28 Oct
This 13 Acre Retreat is Central to Finger Lakes Activities!
View of main room and kitchen from choir loft

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
9.8 out of 10, Exceptional, (49 reviews)
"Beautiful unique property - couldn’t have asked for a better atmosphere for the perfect relaxing girl’s trip getaway!"
United States
Tess Y.
The price is AED 2,204
AED 3,295 total
includes taxes & fees
27 Oct - 28 Oct
Enjoy vacationing in a gorgeous renovated 1890's Church in beautiful Aurora!
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.
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Top Penn Yan Hotel Reviews

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.