Penn Yan Holidays

Photo by Shannon Willitts
    deals illustration

    Better together

    Save up to S$134 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in 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
The price is S$169 per night from 30 Jul to 31 Jul
S$169
30 Jul - 31 Jul
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Quick, comfty, convenient, good location, coffee and water in lobby, great staff. Wish the bathroom and toilet were cleaner and room. Found some chips on floor. Room very small."

Reviewed on 12 Jul, 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
Fully refundableReserve now, pay when you stay
The price is S$221 per night from 28 Jul to 29 Jul
S$221
28 Jul - 29 Jul
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Pet friendly. Lake front."

Reviewed on 9 Jul, 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
The price is S$182 per night from 20 Jul to 21 Jul
S$182
20 Jul - 21 Jul
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"Everyone there is so friendly and helpful."

Reviewed on 30 Jun, 2025

Best Western Plus Vineyard Inn & Suites
See all 2,045 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.

What to do in Penn Yan

Finger Lakes: Crafts & Drafts Pass

Finger Lakes: Crafts & Drafts Pass

S$46
per adult
Finger Lakes: Crafts & Drafts Pass
Seneca Lake Wine Tasting & Tour

Seneca Lake Wine Tasting & Tour

S$320
per adult
Seneca Lake Wine Tasting & Tour
Keuka Lake Winery Tour

Keuka Lake Winery Tour

S$328
per adult
Keuka Lake Winery Tour
See all activities in Penn Yan

Frequently asked questions

How much does a Penn Yan holiday package cost?
You'll find cheap prices 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 holiday to Penn Yan costs.
What are the cheapest months to go to Penn Yan?
To pick up cheap Penn Yan holiday packages, organise your trip outside of peak times like public holidays and major events. You'll typically find lower prices and better availability for hotels and flights.
How many days is enough for Penn Yan?
To fully enjoy a Penn Yan holiday, we recommend booking for 2 days. Divide your time between discovering The Windmill Farm & Craft Market, Keuka Lake Outlet Trail and other top attractions, as well as experiencing neighbourhoods like Town of Milo and Town of Benton. If you've got some time to spare, add a day trip to your Penn Yan holiday itinerary.
Is it worth booking a holiday package to Penn Yan?
Popular for its walking trails, fishing and watersports, a Penn Yan holiday is a hit with all kinds of travellers. Be sure to visit key sights like Keuka Lake Outlet Trail and Arts Centre of Yates County, and consider renting a car for day trips to explore even more.
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 holiday as a package?
You can enjoy significant savings on your Penn Yan retreat by booking a customised holiday 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 holiday 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. Choose when to get away: Check your schedule and pack your bags. Your favourite time of year and the type of activities on offer will also help you decide when to escape to Penn Yan.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and food to flights and activities. Your hotel will probably be the largest expense during your trip to Penn Yan.
  3. Decide your trip length: Consider how much time you'd like to spend discovering Penn Yan. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to choose a Penn Yan holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.