Penn Yan Vacations from $563

Book a Hotel + Flight or Car together to unlock savings

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.
Cayuga Blu Hotel

Cayuga Blu Hotel

2 out of 5
Price was $691, price is now $563 per person
$563
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Ithaca (ITH)
8/10 Very Good! (1,074 reviews)

Inns of Aurora Resort & Spa

Inns of Aurora Resort & Spa

4.5 out of 5
Price was $1,050, price is now $804 per person
$804
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Ithaca (ITH)
9.8/10 Exceptional! (489 reviews)

La Tourelle Inn & Spa

La Tourelle Inn & Spa

3.5 out of 5
South Hill
Price was $734, price is now $627 per person
$627
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Ithaca (ITH)
9.4/10 Exceptional! (1,005 reviews)
The front desk staff were wonderful! The grounds are very beautiful. Clean room and comfy beds!

Reviewed on Oct 28, 2026

Country Inn & Suites by Radisson, Ithaca, NY

Country Inn & Suites by Radisson, Ithaca, NY

3 out of 5
South Hill
Price was $666, price is now $582 per person
$582
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Ithaca (ITH)
7.6/10 Good! (1,147 reviews)

William Henry Miller Inn

William Henry Miller Inn

4 out of 5
Downtown Ithaca
Price was $1,123, price is now $1,008 per person
$1,008
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Ithaca (ITH)
9.6/10 Exceptional! (169 reviews)
I was extremely pleased with the staff. Alex and Samira were helpful, able to answer my questions. The food was tasty, at least a fruit salad was included. The room my daughter and I stayed was clean, clean linen, clean bathroom.,They provided and supplied everything we needed. There’s no complaints only compliments. We we’re grateful for everything.

Reviewed on Oct 6, 2026

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Stay near popular Penn Yan attractions

A multi-tiered waterfall surrounded by rocky terrain and trees.

Keuka Lake Outlet Trail

9.6/10 (57 reviews)
Follow the historic Keuka Lake Outlet Trail through old mill remnants and stunning waterfalls. Hike or bike this 6.7-mile path connecting Penn Yan to Dresden while discovering the Finger Lakes' industrial past.
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What to do in Penn Yan

Hot Air Balloon Ride Over the Finger Lakes

Hot Air Balloon Ride Over the Finger Lakes

$350
per adult
Hot Air Balloon Ride Over the Finger Lakes
Curated Wine Tasting Tour with Mexican Food Experience

Curated Wine Tasting Tour with Mexican Food Experience

$475
per adult
Curated Wine Tasting Tour with Mexican Food Experience
See all activities in Penn Yan

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
$80 nightly
The price is $89 total per night from Nov 8 to Nov 9
$89 total
Nov 8 - Nov 9
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
"Everything was great. Just wished there had been a hot tub."

Reviewed on Oct 27, 2026

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
$79 nightly
The price is $89 total per night from Nov 22 to Nov 23
$89 total
Nov 22 - Nov 23
Total with taxes and fees
9.4/10 Exceptional! (1,000 reviews)
"This is the first Hampton Inn we've stayed in that had an onsite restaurant. We ate there for three of the four nights of our stay and truly enjoyed it. The food was excellent (our complements to the chef), and Josie, the server was wonderful. She is a definite asset to the hotel."

Reviewed on Oct 26, 2026

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
$84 nightly
The price is $94 total per night from Nov 8 to Nov 9
$94 total
Nov 8 - Nov 9
Total with taxes and fees
9.6/10 Exceptional! (1,000 reviews)
"Very nice hotel. Room was large and very clean."

Reviewed on Oct 27, 2026

Best Western Plus Vineyard Inn & Suites
See all 2,163 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

What are the top things to do in Penn Yan?
Penn Yan, an outdoor and nature destination, offers a variety of activities centered around its beautiful lakes and vineyards for your Penn Yan vacation:

Browse and book things to do in Penn Yan on Expedia.
How can I save money on a Penn Yan vacation package?
When you bundle, you can save up to 30%*. To save money on a Penn Yan package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
Do you need to rent a car in Penn Yan, or is public transport enough?
For Penn Yan vacation packages with flights, a rental car is highly recommended for exploring this outdoor and nature destination. Attractions like Keuka Lake, about 11 miles from central Penn Yan, and various vineyards are spread out, making a car essential for flexibility. While some hotels like Los Gatos Bed & Breakfast and Microtel by Wyndham Penn Yan Finger Lakes Region offer airport shuttle services, these typically cover transfers to and from Buffalo Niagara International Airport (BUF), Greater Rochester International Airport (ROC), Syracuse Hancock International Airport (SYR), Ithaca Tompkins Regional Airport (ITH), or Elmira - Corning Regional Airport (ELM). A car offers the most flexibility to visit the scenic views and outdoor activities that Penn Yan is known for during your Penn Yan vacation package.
Are Penn Yan vacation package hotels conveniently located?
Penn Yan vacation package hotels offer convenient access to the town center and nearby natural attractions. For instance, Hampton Inn Penn Yan, rated 9 out of 10, is about 1 mile from central Penn Yan and features an indoor pool and free breakfast, with travelers highlighting its super clean rooms and fantastic location. Best Western Plus Vineyard Inn & Suites, also rated 9 out of 10, is about a 5-minute walk from central Penn Yan and offers an indoor pool and hot tub, praised by travelers for its spacious rooms and great location. For a more private stay, Los Gatos Bed & Breakfast, rated 9.4 out of 10, is about 2 miles from central Penn Yan and provides free breakfast and free WiFi, with travelers often praising the great staff and good breakfast. These options provide a comfortable base for exploring Penn Yan and the surrounding Finger Lakes region.
Can I change or cancel my Penn Yan vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Penn Yan vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Penn Yan vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Penn Yan vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Penn Yan?
To find last-minute vacation packages to Penn Yan, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Penn Yan vacation packages?
Free cancellation on a Penn Yan vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Penn Yan vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Penn Yan getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Penn Yan vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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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.