Penn Yan Vacations from $917

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Your Penn Yan Vacation

When a city escape is calling your name, answer it with a Penn Yan vacation package. With all your travel needs in order before you leave, all you have to do here is focus on having a ball. If a sightseeing tour is on the agenda during your trip to Penn Yan, swing by major attractions like Keuka Lake Outlet Trail, The Windmill Farm & Craft Market and Keuka College. Whoever you're taking time off with and whatever the size of your budget, your dream Penn Yan vacation is just a few clicks away with Expedia.

The Latest Penn Yan vacation packages

Price found within the past 48 hours. Click for updated prices.
Cayuga Blu Hotel

Cayuga Blu Hotel

2 out of 5
Price was $1,014, price is now $917 per person
$917
per person
Aug 14 - Aug 16
found 18 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Ithaca (ITH)
7.8/10 Good! (1,007 reviews)
This hotel must have been beautiful when it was built, but it is OLD.

Reviewed on Jun 1, 2026

Benn Conger Inn

Benn Conger Inn

3.5 out of 5
Price was $1,069, price is now $925 per person
$925
per person
Aug 14 - Aug 16
found 18 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Ithaca (ITH)
10/10 Exceptional! (101 reviews)
Travel to Ithaca a couple times a year and usually stay in one of the chain hotels in the city. But this most recent trip, I chose this lovely inn, as all of the usual spots were either booked or were priced out of my range for the level of accommodations. And my wife and I enjoyed our time very much.. Comfortable and charming. Definitely recommend it and hope to return. The Dempsey Suite was a great choice.

Reviewed on May 9, 2026

Single Island Shores

Single Island Shores

3 out of 5
Price was $1,173, price is now $1,034 per person
$1,034
per person
Aug 14 - Aug 16
found 18 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Ithaca (ITH)
9.8/10 Exceptional! (438 reviews)
Clean room and parking available with amenities like the dock and fire pit

Reviewed on Jun 2, 2026

The Statler Hotel at Cornell University

The Statler Hotel at Cornell University

4 out of 5
Price was $1,603, price is now $1,441 per person
$1,441
per person
Aug 14 - Aug 16
found 18 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Ithaca (ITH)
9.6/10 Exceptional! (1,000 reviews)
It’s the best hotel in Ithaca - especially if you’ll be at Cornell.

Reviewed on May 27, 2026

William Henry Miller Inn

William Henry Miller Inn

4 out of 5
Downtown Ithaca
Price was $1,139, price is now $1,049 per person
$1,049
per person
Aug 14 - Aug 16
found 18 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Ithaca (ITH)
9.6/10 Exceptional! (159 reviews)
As always, enjoyed our stay here. There was some trouble with the lighting in the bathroom after some repairs, and we were offered a different room, but decided to stay in the room we had selected. As usual, breakfasts were delicious, and the desserts were wonderful . It is always a pleasure to stay here, and the location is perfect for forays into downtown.

Reviewed on Apr 23, 2026

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Discover the most popular places to visit in Penn Yan

Vertical shot of Keuka Lake Outlet Trail with green trees and an old building around it

Keuka Lake Outlet Trail

You can take time to visit Keuka Lake Outlet Trail during your travels to Penn Yan. Stroll along the lakeside in this relaxing area, or check out its top-notch restaurants.

Keuka Lake Outlet Trail
Fox Run Vineyards

Fox Run Vineyards

You can enjoy a tasting or tour at Fox Run Vineyards during your travels to Angus. Check out the top-notch restaurants or wineries in this walkable area.

Fox Run Vineyards

The Windmill Farm & Craft Market

You can search for that perfect souvenir at The Windmill Farm & Craft Market during your visit to Penn Yan. Amble around this relaxing area's lakeside and enjoy its wineries.

The Windmill Farm & Craft Market

Penn Yan Hotel Deals

Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region

3 out of 5
124 Elm St Penn Yan NY
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $128 total per night from Jun 14 to Jun 15
$128 total
Jun 14 - Jun 15
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
"Clean and pleasant stay! Easy check in and no hassles."

Reviewed on Jun 2, 2026

Microtel by Wyndham Penn Yan Finger Lakes Region
Hampton Inn Penn Yan

Hampton Inn Penn Yan

2.5 out of 5
110 Mace Street Penn Yan NY
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $150 total per night from Jun 14 to Jun 15
$150 total
Jun 14 - Jun 15
Total with taxes and fees
9.4/10 Exceptional! (1,004 reviews)
"Our dog had nice outdoor access from the patio room"

Reviewed on Jun 1, 2026

Hampton Inn Penn Yan
Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

Penn Yan NY
10/10 Exceptional! (263 reviews)
"If you’re looking for a lake cottage, this is everything you’d want. It has rustic charm with some high end finishes. It’s well stocked with everything one might need for any length of stay. Fresh cut flowers to welcome you. A cool train travels right through the property but isn’t at all invasive. ..."

Reviewed on May 30, 2026

Get rates
Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!
See all 2,133 properties in Penn Yan
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.

Find the Best Penn Yan Vacation Packages

Penn Yan Essential Information

Language
English
Currency
U.S dollars
Population
5,000
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Keuka Lake State Park, Fox Run Vineyards and Hermann J. Wiemer Vineyard

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Frequently asked questions

How much does a Penn Yan vacation package cost?
You'll find cheap prices from $917 on Expedia for your Penn Yan escape. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Penn Yan costs.
What are the cheapest months to go to Penn Yan?
You can typically find lower rates and better availability in October, November and December. Explore our cheap Penn Yan vacation packages and you could land some excellent off-season deals.
How many days is enough for Penn Yan?
To get the most out of a Penn Yan vacation, we suggest booking for 2 days. Split your time between visiting Keuka Lake Outlet Trail, Oliver House Museum and other leading sights, in addition to experiencing neighborhoods like Town of Milo and Town of Benton. If you've got some time to spare, add a tour or day trip to your Penn Yan vacation itinerary.
Is it worth booking a vacation package to Penn Yan?
Penn Yan has all the ingredients you need for a fantastic trip — walking trails, watersports and history are just the start. Whether you want to visit attractions such as Keuka Lake Outlet Trail and Arts Center of Yates County, or take the path less traveled, there's plenty to experience on your Penn Yan vacation.
How to find the best Penn Yan package deals?
Begin your search for a Penn Yan package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Penn Yan package deal right away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Penn Yan adventure off to a flying start.
Is it cheaper to book a Penn Yan vacation as a package?
You can enjoy significant savings on your Penn Yan retreat by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to see some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Penn Yan?
If you're considering a spur-of-the-moment Penn Yan getaway, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Penn Yan?

  1. Pick your dates: The things you want to do in Penn Yan and your favorite season will help you decide when to travel.
  2. Budget wisely: As well as the price of your stay, you should consider other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected costs that may come up during your trip to Penn Yan.
  3. Discover Penn Yan with Expedia's trip planning tool: Gain insights into the top attractions and best properties for your trip to Penn Yan. You can also save your favorite locations, collaborate with friends and family and organize all your plans in one place.
  4. Decide how long to go for: Now that you're up to speed on Penn Yan, you can work out the ideal length of your vacation. Create a rough plan and give yourself enough time to cover everything you want to see.
  5. Bundle your airfare and accommodations: Once you've settled on your travel dates and duration, lock in the right Penn Yan vacation package for you.
  6. Book activities and experiences ahead of time: Whether it's a ticket to a major attraction or a day trip, you won't have to worry about missing out on the best Penn Yan has to offer. Find all the fun things to do in Penn Yan with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Penn Yan vacation packages?
Secure your perfect escape to Penn Yan with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until payday — we've joined forces with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to budget for your trip and snap up cheap deals before they sell out.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.