Penn Yan Vacations

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    Save up to ￥45,448 when you book a flight and hotel together*
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Find the Best Penn Yan Vacation Packages

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 ￥17,429 per night from Aug 24 to Aug 25
￥17,429
￥19,523 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Very nice hotel. Clean, neat and in a great location."

Reviewed on Aug 12, 2025

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
The price is ￥17,211 per night from Sep 1 to Sep 2
￥17,211
￥19,278 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Pet friendly, close to marina!"

Reviewed on Aug 11, 2025

Hampton Inn Penn Yan
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 ￥16,206 per night from Sep 1 to Sep 2
￥16,206
￥18,150 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"Bed and wifi was great"

Reviewed on Aug 11, 2025

Best Western Plus Vineyard Inn & Suites
See all 2,058 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.

Discover the most popular places to visit in Penn Yan

Prejean Winery

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.

Prejean Winery

What to do in Penn Yan

Finger Lakes: Crafts & Drafts Pass

Finger Lakes: Crafts & Drafts Pass

￥5,317
per adult
Finger Lakes: Crafts & Drafts Pass
Keuka Lake Winery Tour

Keuka Lake Winery Tour

￥37,856
per adult
Keuka Lake Winery Tour
See all activities in Penn Yan

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, 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?
To pick up cheap Penn Yan vacation packages, organize your trip outside of peak times like public holidays and major events. You'll typically find lower prices and better availability for hotels and flights.
How many days is enough for Penn Yan?
To fully enjoy a Penn Yan vacation, we recommend booking for 2 days. Divide your time between discovering The Windmill Farm & Craft Market, Keuka Lake Outlet Trail and other top attractions, as well as experiencing neighborhoods like Town of Milo and Town of Benton. If you've got some time to spare, add a day trip to your Penn Yan vacation itinerary.
Is it worth booking a vacation package to Penn Yan?
Popular for its walking trails, fishing and watersports, a Penn Yan vacation is a hit with all kinds of travelers. Be sure to visit key sights like Keuka Lake Outlet Trail and Arts Center of Yates County, and consider renting a car for day trips to explore even more.
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. Choose when to get away: Check your schedule and pack your bags. Your favorite time of year and the type of activities on offer will also help you decide when to escape to Penn Yan.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and food to flights and activities. Your hotel will probably be the largest expense during your trip to Penn Yan.
  3. Decide your trip length: Consider how much time you'd like to spend discovering Penn Yan. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to choose a Penn Yan vacation package that brings all your bookings together.

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