Penn Yan Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to AU$703 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

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

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$147 per night from 20 Apr to 21 Apr
AU$147
includes taxes & fees
20 Apr - 21 Apr
9.2/10 Wonderful! (1,000 reviews)
"everything was good except no trash can except in bathroom"

Reviewed on 23 Mar. 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$155 per night from 13 Apr to 14 Apr
AU$155
includes taxes & fees
13 Apr - 14 Apr
9.4/10 Exceptional! (1,001 reviews)
"Rooms and staff were amazing but the breakfast was lacking."

Reviewed on 23 Mar. 2025

Best Western Plus Vineyard Inn & Suites
Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI
Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI
Penn Yan
9.6/10 Exceptional! (225 reviews)
Christmas retreat
"We love this house, 3rd time here! So cozy and always provides fun time and leave us with great memories! We will definitely be back!"

Reviewed on 30 Dec. 2024

Get rates
Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI
See all 1,922 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

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.

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