Penn Yan Vacations from $372

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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.
Microtel Inn & Suites by Wyndham Seneca Falls

Microtel Inn & Suites by Wyndham Seneca Falls

2 out of 5
Price was $409, price is now $372 per person
$372
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip flight included
New York (NYC) to Ithaca (ITH)
7/10 Good! (102 reviews)
Was what one would expect for a Microtel property, pretty basic amenities. Would suggest a dairy (cow) free milk option for the breakfast buffet for those who are lactose intolerant.

Reviewed on Oct 22, 2025

Inns of Aurora Resort & Spa

Inns of Aurora Resort & Spa

4.5 out of 5
Price was $703, price is now $597 per person
$597
per person
Dec 13 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Ithaca (ITH)
9.8/10 Exceptional! (417 reviews)
Rooms were in good condition but the toom was on the first floor and the noise of adjacent parking and entry door was annoying. We had to ask ro restock ourbcoffe station as well as bathroom qtips cotton and others. They did it but them they skipped the last night. Dinning are ok but doesn't justify $100 for a simple breakfast for three. We drove to another town to get something different to burgers and fried chicken in the Fargo restaurant.

Reviewed on Nov 4, 2025

The Gould Hotel

The Gould Hotel

3.5 out of 5
Price was $475, price is now $414 per person
$414
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip flight included
New York (NYC) to Ithaca (ITH)
9/10 Wonderful! (1,011 reviews)
Room was fantastic. Bar/Food was closed. Lobby staff was spotty.

Reviewed on Nov 4, 2025

del Lago Resort & Casino

del Lago Resort & Casino

4 out of 5
Price was $642, price is now $561 per person
$561
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip flight included
New York (NYC) to Ithaca (ITH)
9.2/10 Wonderful! (1,615 reviews)
Room was great but none room service was available because a cook didn't show up for work.

Reviewed on Nov 5, 2025

The Lux Hotel & Conference Center, an Ascend Collection Hotel

The Lux Hotel & Conference Center, an Ascend Collection Hotel

2.5 out of 5
Price was $437, price is now $400 per person
$400
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip flight included
New York (NYC) to Ithaca (ITH)
8.4/10 Very Good! (439 reviews)
I honestly didn’t have breakfast there, but I am sure it’s very clean as the hotel is very clean.

Reviewed on Nov 5, 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

4.5/5(10 reviews)

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

Fox Run Vineyards

The Windmill Farm & Craft Market

4.5/5(6 reviews)

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 wineries.

The Windmill Farm & Craft Market

Keuka Lake Outlet Trail

5/5(2 reviews)

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 top-notch restaurants.

Keuka Lake Outlet Trail

Penn Yan Hotel Deals

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
$84 nightly
The price is $94 total per night from Nov 16 to Nov 17
$94 total
Nov 16 - Nov 17
Total with taxes and fees
9.4/10 Exceptional! (1,002 reviews)
Hot tub and pool area very clean and quiet. Food area and rooms super clean. Nice sitting and visiting area.

Reviewed on Oct 30, 2025

Best Western Plus Vineyard Inn & Suites
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
$70 nightly
The price is $78 total per night from Nov 16 to Nov 17
$78 total
Nov 16 - Nov 17
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
Our room and everywhere spotless, even in the corners!! Staff friendly, great location. Nice view from our lakeside room

Reviewed on Nov 3, 2025

Hampton Inn 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
$82 nightly
The price is $92 total per night from Dec 1 to Dec 2
$92 total
Dec 1 - Dec 2
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
Friendly staff

Reviewed on Oct 30, 2025

Microtel by Wyndham Penn Yan Finger Lakes Region
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.

Find the Best Penn Yan Vacation Packages

Penn Yan Essential Information

Language
English
Currency
U.S dollars
Population
5,000
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Keuka Lake State Park, Fox Run Vineyards and Hermann J. Wiemer Vineyard

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Frequently asked questions

How much does a Penn Yan vacation package cost?
You'll find cheap prices from $372 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.

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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.