Penn Yan Vacations from $445

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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.

The Latest Penn Yan vacation packages

Price found within the past 48 hours. Click for updated prices.
Finger Lakes Inn & Suites

Finger Lakes Inn & Suites

2.5 out of 5
per person
Sep 19 - Sep 21
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Elmira (ELM)
7.6/10 Good! (479 reviews)
While the property and room were clean, there were just a few things that were slightly "off." We had a coffee maker in our room, but no coffee. The room itself was nice but it was down a very long hall (far from the elevator and entry area) and there didn't seem to be any other guests in that area. It appeared that the upper floors may be used more as apartments than a motel. While never a problem, they were usually groups of people in the parking lot just hanging out.

Reviewed on Aug 4, 2025

Firelight Camps

Firelight Camps

2.5 out of 5
per person
Sep 19 - Sep 21
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Ithaca (ITH)
9.4/10 Exceptional! (134 reviews)
This place is amazing. The staff is so welcoming and accomodating. The tent was clean, beautiful and spacious. Bath area was a tad famurther away from ourvtent, but the facilities were excellent. There were plenty of areas around the property to relax and enjoy nature, hammocks, pucnic tables, fire pit areas. Great trails for hiking. So close to downtown Ithaca, state parks,restaurants and shopping. I highly recommend visiting.

Reviewed on Jul 25, 2025

Lodging at the Gaffer Inn

Lodging at the Gaffer Inn

2.5 out of 5
Gaffer District
per person
Sep 19 - Sep 21
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Elmira (ELM)
9.2/10 Wonderful! (175 reviews)
Our second time staying! Love the room and love the area around it. The AC wasn't working too well but it wasn't horrible. We'll always come back

Reviewed on Jul 27, 2025

Ithaca Marriott Downtown on the Commons

Ithaca Marriott Downtown on the Commons

3.5 out of 5
Downtown Ithaca
per person
Sep 19 - Sep 21
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Ithaca (ITH)
9.2/10 Wonderful! (1,000 reviews)
This stay was restful. The beds are super comfy and the staff was friendly and helpful. If your kid goes to Cornell I would recommend highly😊

Reviewed on Aug 4, 2025

Americas Best Value Inn Horseheads

Americas Best Value Inn Horseheads

2 out of 5
per person
Sep 19 - Sep 21
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Elmira (ELM)
4.2/10 (306 reviews)
No breakfast except the coffee but while booking it as mentioned as breakfast included 😌

Reviewed on Jul 11, 2025

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Discover the most popular places to visit in Penn Yan

One of the highest rated wineries in the Finger Lakes has a club and a beautiful cafe with a view of Seneca Lake

Fox Run Vineyards

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

Fox Run Vineyards

The Windmill Farm & Craft Market

You can search for that perfect souvenir 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

Keuka Lake Outlet Trail

You can take time to visit Keuka Lake Outlet Trail during your travels to Penn Yan. Stroll along the lakeside in this relaxing area, or check out its wineries.

Keuka Lake Outlet Trail

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
$114 nightly
The price is $128 total per night from Aug 10 to Aug 11
$128 total
Aug 10 - Aug 11
Total includes taxes and 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
$116 nightly
The price is $130 total per night from Sep 1 to Sep 2
$130 total
Sep 1 - Sep 2
Total includes taxes and fees
9.2/10 Wonderful! (1,007 reviews)
"The staff consistently went above and beyond, made us feel welcome from the moment of check-in and shared their fun and kind personalities with us throughout our stay. Shout out to Chris and Randy (front desk), Jeff (bar/restaurant) and Phyllis (breakfast)! The hotel and property were super clean ..."

Reviewed on Aug 1, 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
$118 nightly
The price is $132 total per night from Sep 1 to Sep 2
$132 total
Sep 1 - Sep 2
Total includes taxes and fees
9.4/10 Exceptional! (1,003 reviews)
"Nice stay, recommend reserving a room at the back side of the building. Traffic noise in the front is very evident"

Reviewed on Aug 5, 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.

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Frequently asked questions

How much does a Penn Yan vacation package cost?
You'll find cheap prices from $445 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?
You can typically find lower rates and better availability in October, November and December. Explore our cheap Penn Yan vacation packages and you could land some excellent off-season deals.
How many days is enough for Penn Yan?
To get the most out of a Penn Yan vacation, we suggest booking for 2 days. Split your time between visiting Keuka Lake Outlet Trail, Oliver House Museum and other leading sights, in addition to experiencing neighborhoods like Town of Milo and Town of Benton. If you've got some time to spare, add a tour or day trip to your Penn Yan vacation itinerary.
Is it worth booking a vacation package to Penn Yan?
Penn Yan has all the ingredients you need for a fantastic trip — walking trails, watersports and history are just the start. Whether you want to visit attractions such as Keuka Lake Outlet Trail and Arts Center of Yates County, or take the path less traveled, there's plenty to experience on your Penn Yan vacation.
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. Pick your dates: The things you want to do in Penn Yan and your favorite season will help you decide when to travel.
  2. Budget wisely: As well as the price of your stay, you should consider other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected costs that may come up during your trip to Penn Yan.
  3. Discover Penn Yan with Expedia's trip planning tool: Gain insights into the top attractions and best properties for your trip to Penn Yan. You can also save your favorite locations, collaborate with friends and family and organize all your plans in one place.
  4. Decide how long to go for: Now that you're up to speed on Penn Yan, you can work out the ideal length of your vacation. Create a rough plan and give yourself enough time to cover everything you want to see.
  5. Bundle your airfare and accommodations: Once you've settled on your travel dates and duration, lock in the right Penn Yan vacation package for you.
  6. Book activities and experiences ahead of time: Whether it's a ticket to a major attraction or a day trip, you won't have to worry about missing out on the best Penn Yan has to offer. Find all the fun things to do in Penn Yan with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Penn Yan vacation packages?
Secure your perfect escape to Penn Yan with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until payday — we've joined forces with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to budget for your trip and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.