
Penn Yan Vacations from $653
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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.

Black Sheep Inn and Spa
Price was $741, price is now $653 per person
$653
per person
Aug 4 - Aug 7
found 14 hours ago
Roundtrip non-stop flight included
Richmond (RIC) to Elmira (ELM)
10/10 Exceptional! (17 reviews)
This B&B was in a historic Octagon house just a mile south of Hammondsport. It's a beautiful location and Hammondsport is a great little town. The breakfasts were amazing and they were able to make everything gluten free. I highly recommend this lovely place.
Reviewed on Jun 23, 2026

Benn Conger Inn
Price was $780, price is now $698 per person
$698
per person
Aug 2 - Aug 4
found 16 hours ago
Roundtrip non-stop flight included
Richmond (RIC) to Ithaca (ITH)
10/10 Exceptional! (102 reviews)
I will be staying here when I return to the area. From the staff to the room to the grounds it is evident that the family runs this place with pride. I meet a few of the family members and they were friendly, helpful and a great to talk to. There are 2 historic homes beside each other in a quiet neighborhood. The grounds behind the homes are well maintained with birds and deer in the mornings.
Reviewed on Jun 25, 2026

Inn at Taughannock Falls
Price was $954, price is now $859 per person
$859
per person
Aug 2 - Aug 4
found 16 hours ago
Roundtrip non-stop flight included
Richmond (RIC) to Ithaca (ITH)
9.6/10 Exceptional! (934 reviews)
This place is amazing!! We stayed in the Falls Suite and the balcony terrace off the room was awesome. Has gas fire pit, comfy chairs all around. Truly one of the most relaxing places to stay. Views of the lake and hillside from there were amazing. At night sitting by the fire, looking up at all the stars was incredible. The room was really nice. Heated bathroom floors. The shower was awesome!! Most of the time I’m not a fan of rain heads. But this one, wow, it was awesome plus there were two other shower heads. With controls to turn on all at once. Bed was really comfortable and sitting area was nice. The room decor made you feel like you were in a movie setting. There was plenty of parking, on site restaurant. Most people will probably look at the price and move on. You only live once, and this type of place is worth the expense for a stay you will remember for a life time. Falls Suite is worth every penny.
Reviewed on Jun 30, 2026

Ithaca Marriott Downtown on the Commons
Downtown Ithaca
Price was $790, price is now $721 per person
$721
per person
Aug 2 - Aug 4
found 16 hours ago
Roundtrip non-stop flight included
Richmond (RIC) to Ithaca (ITH)
9.2/10 Wonderful! (1,003 reviews)
Always love staying here. Helpful staff, close to restaurants, quiet.
Reviewed on Jun 27, 2026

William Henry Miller Inn
Downtown Ithaca
Price was $892, price is now $817 per person
$817
per person
Aug 2 - Aug 4
found 16 hours ago
Roundtrip non-stop flight included
Richmond (RIC) to Ithaca (ITH)
9.6/10 Exceptional! (160 reviews)
Beautiful historic property in a very convenient location to Ithica Commons, Ithaca Falls and Cascadilla Gorge
Owners and staff were extremely friendly
Breakfasts were amazing
Afternoon Dubai chocolate cookies, chocolate PB brownies and other sweets were an unexpected treat
Would highly recommend!
Reviewed on Jun 22, 2026
Penn Yan Hotel Deals

Microtel by Wyndham Penn Yan Finger Lakes Region
124 Elm St Penn Yan NY
$114 nightly
The price is $128 total per night from Jul 5 to Jul 6
$128 total
Jul 5 - Jul 6
Total with taxes and fees
8.8/10 Excellent! (1,004 reviews)
"The room wasn't clean"
Reviewed on Jun 30, 2026

Best Western Plus Vineyard Inn & Suites
142 Lake St Penn Yan NY
$127 nightly
The price is $142 total per night from Jul 5 to Jul 6
$142 total
Jul 5 - Jul 6
Total with taxes and fees
9.6/10 Exceptional! (1,000 reviews)
"Clean and spacious!"
Reviewed on Jun 23, 2026

Hampton Inn Penn Yan
110 Mace Street Penn Yan NY
Fully refundableReserve now, pay when you stay
$172 nightly
The price is $193 total per night from Jul 5 to Jul 6
$193 total
Jul 5 - Jul 6
Total with taxes and fees
9.4/10 Exceptional! (1,000 reviews)
"The lakefront cabin was absolutely beautiful! We really enjoyed our stay and will definitely come back next time. The room was spotless, clean, and well organized. Highly recommend it!"
Reviewed on Jun 29, 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.
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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- Roy's Marina
- Prattsburgh Vacations
- Watkins Glen State Park
- Three Brothers Wineries and Estates
- Keuka College
- Thirsty Owl Wine Company
- King's Garden Vineyards Winery and Tasting Room
- New York Vacations
- Grist Iron Brewing Company
- Hazlitt 1852 Vineyards
- Billsboro Winery
- Middlesex Vacations
- Majestic Hills Golf Course
- Hermann J. Wiemer Vineyard
- Keuka Lake
- Glenora Wine Cellars
- Fox Run Vineyards
- Sampson State Park
- Wagner Vineyards
- Torrey Ridge Winery
- Oliver House Museum
- Keuka Lake Outlet Trail
- Mcgregor Vineyard
- The Windmill Farm & Craft Market
- Lacey Magruder Winery
- Visit Finger Lakes Region
- Hobart and William Smith Colleges
- Visit Seneca Falls
- Wells College
- Hector Vacations
- Keuka Lake State Park
- Visit Penn Yan
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.





















