Penn Yan Holidays

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Photo by Shannon Willitts

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Your Penn Yan Holiday

Memorable adventures await when you lock in a holiday package to Penn Yan. Whether you're a foodie, history buff or just a traveller who loves experiencing new places, there's something for everyone in this awesome city. Love to get out and explore? The Windmill Farm & Craft Market, Keuka College and Keuka Lake Outlet Trail are some of the most popular places to visit during your trip to Penn Yan. Stop dreaming and start doing. Browse the many options on Expedia today and put your Penn Yan holiday plans into motion!

Penn Yan Holiday

Penn Yan Essential Information

Language
English
Currency
U.S dollars
Population
5,000
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Keuka Lake State Park, Fox Run Vineyards and Hermann J. Wiemer Vineyard

Our pick of the best 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 AU$213 per night from 28 Aug to 29 Aug
AU$213
28 Aug - 29 Aug
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"Great location right downtown with easy access to shops and dining."

Reviewed on 25 Aug. 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 AU$216 per night from 2 Sept to 3 Sept
AU$216
2 Sept - 3 Sept
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Nestled by the lake, private setting. Very quiet but close to shopping and restaurants. Scenic walking path."

Reviewed on 21 Aug. 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 AU$189 per night from 1 Sept to 2 Sept
AU$189
1 Sept - 2 Sept
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Dark and dirty area"

Reviewed on 17 Aug. 2025

Best Western Plus Vineyard Inn & Suites
See all 2,063 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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Penn Yan

Fox Run Vineyards

Fox Run Vineyards

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

Fox Run Vineyards

Frequently asked questions

How much does a Penn Yan holiday 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 holiday to Penn Yan costs.
What are the cheapest months to go to Penn Yan?
To pick up cheap Penn Yan holiday packages, organise 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 holiday, 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 neighbourhoods like Town of Milo and Town of Benton. If you've got some time to spare, add a day trip to your Penn Yan holiday itinerary.
Is it worth booking a holiday package to Penn Yan?
Popular for its walking trails, fishing and watersports, a Penn Yan holiday is a hit with all kinds of travellers. Be sure to visit key sights like Keuka Lake Outlet Trail and Arts Centre 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 holiday as a package?
You can enjoy significant savings on your Penn Yan retreat by booking a customised holiday 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 holiday 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 favourite 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 holiday 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.