Penn Yan Trips (flight + hotel)

Photo by Shannon Willitts

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to P 3,118 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Penn Yan

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 P6,534 per night from Aug 11 to Aug 12
P6,534
P7,318 total
Aug 11 - Aug 12
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Clean and convenient location. Good value for the money."

Reviewed on Jul 21, 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 P7,172 per night from Sep 2 to Sep 3
P7,172
P8,033 total
Sep 2 - Sep 3
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
"This Hampton was very nice and the first one I’ve been to that had a restaurant and bar in the hotel. The food was good quality and presented well too. This is the best hotel in Penn Yan and is in a great location as it sits on the lake there. Great views on the lake side."

Reviewed on Aug 4, 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
The price is P6,778 per night from Sep 1 to Sep 2
P6,778
P7,591 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"Perfect for us!!"

Reviewed on Jul 31, 2025

Best Western Plus Vineyard Inn & Suites
See all 2,016 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.

What to do in Penn Yan

Finger Lakes: Crafts & Drafts Pass

Finger Lakes: Crafts & Drafts Pass

P2,041
per adult
Finger Lakes: Crafts & Drafts Pass
Seneca Lake Wine Tasting & Tour

Seneca Lake Wine Tasting & Tour

P14,177
per adult
Seneca Lake Wine Tasting & Tour
Keuka Lake Winery Tour

Keuka Lake Winery Tour

P14,533
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.