Penn Yan Vacation Packages
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Your Penn Yan Vacation
When a city escape is calling your name, answer it with a Penn Yan vacation package. With all your travel needs in order before you leave, all you have to do here is focus on having a ball. If a sightseeing tour is on the agenda during your trip to Penn Yan, swing by major attractions like Keuka Lake Outlet Trail, The Windmill Farm & Craft Market and Keuka College. Whoever you're taking time off with and whatever the size of your budget, your dream Penn Yan vacation is just a few clicks away with Expedia.
Top Penn Yan Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Black Sheep Inn and Spa
Price was CA $1,346, price is now CA $1,246 per person
CA $1,246
per person
Aug 9 - Aug 12
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Elmira (ELM)
10/10 Exceptional! (14 reviews)
Simon and Miranda were excellent hosts. We saw Simon more than Miranda. Miranda made the marvelous food in the background. We had great conversations with Simon.
He was amazing
Reviewed on Sep 18, 2025
Best Western Plus The Hammondsport Hotel
Price was CA $1,289, price is now CA $1,288 per person
CA $1,288
per person
Aug 9 - Aug 12
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Elmira (ELM)
9.6/10 Exceptional! (1,002 reviews)
The room was very spacious and clean. We had the double queen suite. The breakfast was adequate but could have been better & could be refilled timely. There was free coffee & juices 24/7. Overall it was a great experience for the money we spent. The hotel is a gem in the area.
Reviewed on May 25, 2026
Penn Yan Hotel Deals
Microtel by Wyndham Penn Yan Finger Lakes Region
124 Elm St Penn Yan NY
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from May 26 to May 27
CA $148
CA $170 total
May 26 - May 27
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
"I didn't like the dogs barking and the late evening noisy young neighbors The slamming of doors etc. But I have stayed there quite a few times over the last few years and it is usually not so noisy. I find the place clean, comfortable and convenient."
Reviewed on May 24, 2026
Hampton Inn Penn Yan
110 Mace Street Penn Yan NY
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from May 31 to Jun 1
CA $164
CA $184 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
"Would stay again Clean and in a central location Friendly staff"
Reviewed on May 25, 2026
Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!
Penn Yan NY
10/10 Exceptional! (262 reviews)
"The green duck was very cozy and clean. The lake views were incredible and the hot tub was amazing. My husband and I absolutely loved our stay and plan on returning for another visit. Thank you Johnny for sharing your cottage!"
Reviewed on May 17, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
