Penn Yan Vacation Packages
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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.
Ready to book your vacation to Penn Yan?
Penn Yan Hotel Deals
Microtel by Wyndham Penn Yan Finger Lakes Region
124 Elm St Penn Yan NY
Fully refundableReserve now, pay when you stay
CA $155
CA $178 total
Aug 30 - Aug 31
includes taxes & fees
8.8/10 Excellent! (1,011 reviews)
"Both times I've stayed here the elevator floor was filthy, no one ever cleaned They offer a continental breakfast, but had practically no utensils. There were no knives and almost out of forks. Not to mention the over full garbage from the day before. Where did they expect people to put their used ..."
Reviewed on Aug 17, 2026
Best Western Plus Vineyard Inn & Suites
142 Lake St Penn Yan NY
Fully refundableReserve now, pay when you stay
CA $152
CA $170 total
Sep 7 - Sep 8
includes taxes & fees
9.6/10 Exceptional! (1,003 reviews)
"Indoor pool and hot tub clean room"
Reviewed on Aug 15, 2026
Hampton Inn Penn Yan
110 Mace Street Penn Yan NY
CA $156
CA $175 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
"Awesome"
Reviewed on Aug 16, 2026
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.
Stay near popular Penn Yan attractions
Keuka Lake Outlet Trail
9.6/10 (57 reviews)
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.
Photo by Shannon Willitts
Fox Run Vineyards
9.4/10 (55 reviews)
You can enjoy a tasting or tour at Fox Run Vineyards during your travels to Angus. Check out the wineries or top-notch restaurants in this walkable area.
The Windmill Farm & Craft Market
8.8/10 (64 reviews)
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 top-notch restaurants.
Oliver House Museum
9.8/10 (7 reviews)
You can spend time studying the exhibits at Oliver House Museum during your trip to Penn Yan. Stroll along the lakeside in this relaxing area, or check out its wineries.
Arts Center of Yates County
9.8/10 (9 reviews)
Enjoy an outing to Arts Center of Yates County during your stay in Penn Yan. Stroll along the lakeside in this relaxing area, or check out its top-notch restaurants.
Prejean Winery
9.8/10 (16 reviews)
You can enjoy a tasting or tour at Prejean Winery during your travels to Penn Yan. Stroll along the lakeside in this relaxing area, or check out its wineries.
Torrey Ridge Winery
9.4/10 (23 reviews)
You can enjoy a tasting or tour at Torrey Ridge Winery during your travels to Penn Yan. Stroll along the lakeside in this relaxing area, or check out its wineries.
Frequently asked questions
How much does a Penn Yan vacation package cost?
You'll find cheap prices on Expedia for your Penn Yan escape. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Penn Yan costs.
What are the cheapest months to go to Penn Yan?
Travel in the shoulder or low season and you're likely to get cheap Penn Yan vacation packages. Bear in mind that public holidays and major events and festivals can impact prices, so do your research before you go.
How many days is enough for Penn Yan?
We recommend planning a Penn Yan vacation for around 2 days. This will give you enough time to visit major attractions such as Torrey Ridge Winery and Prejean Winery, and also explore neighbourhoods like Town of Milo and Town of Benton. You could even make time for a day trip or two from Penn Yan.
Is it worth booking a vacation package to Penn Yan?
Popular for its walking trails, fishing and watersports, a Penn Yan vacation has something for everyone. Be sure to visit top sights like Keuka Lake Outlet Trail and Arts Centre of Yates County, and consider renting a set of wheels for day trips to experience even more.
How to find the best Penn Yan package deals?
Use Expedia's filter tool to find some fabulous Penn Yan package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Penn Yan package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Penn Yan vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Penn Yan vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Penn Yan?
Land fantastic discounts by booking your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Penn Yan vacation.
How to plan a trip to Penn Yan?
- Pick your dates: The things you want to do in Penn Yan and your preferred season will help you decide when to get away.
- Plan your budget wisely: On top of the price of your hotel, you'll need to consider other expenses too. These include transportation, flights and food. Also, set aside some extra funds for unexpected expenses that may crop up during your trip to Penn Yan.
- Decide how long to go away for: Now that you're up to speed on Penn Yan, you can work out the ideal length of your vacation. Create a draft plan and allocate enough time for all the things you want to do.
- Bundle your accommodations and airfare: After you've settled on your travel dates and duration, book the ideal Penn Yan vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
