Penn Yan Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Shannon Willitts

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 3.096.815 ₫ per night from 24 Aug to 25 Aug
3.096.815 ₫
3.468.434 ₫ total
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"Our room was very clean. Restaurants and downtown area were nearby. Continental breakfast was OK, not the best, but fine if you want a bagel or some cereal, fruit and coffee. Waffles were available, and other people who had them seemed to enjoy them. There was a steamer in our room but no iron. I ..."

Reviewed on 10 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 3.058.210 ₫ per night from 1 Sept to 2 Sept
3.058.210 ₫
3.425.197 ₫ total
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Very nice hotel, breakfast was great, and it was accommodating when needed."

Reviewed on 9 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 3.102.855 ₫ per night from 1 Sept to 2 Sept
3.102.855 ₫
3.475.200 ₫ total
1 Sept - 2 Sept
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"Bed and wifi was great"

Reviewed on 11 Aug 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.

Popular places to visit

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

The Windmill Farm & Craft Market

You can do some window-shopping at The Windmill Farm & Craft Market during your visit to Penn Yan. Amble around this relaxing area's lakeside and enjoy its top-notch restaurants.

The Windmill Farm & Craft Market

Torrey Ridge Winery

You can enjoy a tasting or tour at Torrey Ridge Winery during your travels to Penn Yan. Stroll along the lakeside in this relaxing area or visit its top-notch restaurants.

Torrey Ridge Winery

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.