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.

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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
The price is CA $158 per night from Jul 15 to Jul 16
CA $158
CA $182 total
Jul 15 - Jul 16
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"It’s was a great time and the staff was very accommodating."

Reviewed on Jul 14, 2026

Microtel by Wyndham Penn Yan Finger Lakes Region
Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites

2.5 out of 5
142 Lake St Penn Yan NY
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Aug 12 to Aug 13
CA $191
CA $214 total
Aug 12 - Aug 13
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
"Breakfast was plentiful and continually stocked. Tables were kept clean. Staff was friendly and helpful. Rooms were clean and well-stocked."

Reviewed on Jul 13, 2026

Best Western Plus Vineyard Inn & Suites
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
The price is CA $194 per night from Jul 19 to Jul 20
CA $194
CA $217 total
Jul 19 - Jul 20
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
"The front desk staff were very helpful and attentive."

Reviewed on Jul 10, 2026

Hampton Inn Penn Yan
See all 2,153 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.
All Inclusive Vacations
All Inclusive Vacations
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Stay near popular Penn Yan attractions

A light blue building with a stone sign reading "FOX RUN VINEYARDS".
Photo by Shannon Willitts
Open 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.
See properties

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?

  1. Pick your dates: The things you want to do in Penn Yan and your preferred season will help you decide when to get away.
  2. 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.
  3. 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.
  4. Bundle your accommodations and airfare: After you've settled on your travel dates and duration, book the ideal Penn Yan vacation package for you.

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