Deals on vacations and trips to Penn Yan

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

Finger Lakes Inn & Suites

2.5 out of 5
Price was $634, price is now $574 per person
$574
per person
Jul 16 - Jul 19
found 19 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Elmira (ELM)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Lodging at the Gaffer Inn

Lodging at the Gaffer Inn

2.5 out of 5
Gaffer District
Price was $1,003, price is now $859 per person
$859
per person
Jul 16 - Jul 19
found 19 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Elmira (ELM)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas.
Super 8 by Wyndham Bath Hammondsport Area

Super 8 by Wyndham Bath Hammondsport Area

2 out of 5
Price was $704, price is now $640 per person
$640
per person
Jul 16 - Jul 19
found 19 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Elmira (ELM)
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Staff at the 24-hour front desk can provide around-the-clock assistance.
18 Vine Inn & Carriage House

18 Vine Inn & Carriage House

3 out of 5
Price was $954, price is now $888 per person
$888
per person
Jul 16 - Jul 19
found 19 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Elmira (ELM)
This smoke-free guesthouse's casino and full-service spa are among the highlights. Enjoy the seasonal outdoor pool and perks like free self parking and a free airport shuttle. Free parking, free WiFi in public areas, and a terrace are also offered.

Top Penn Yan hotels 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
Free Cancellation
Reserve now, pay when you stay
$90 nightly
The price is $101 total per night
$101 total
May 25 - May 26
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Hampton Inn Penn Yan

Hampton Inn Penn Yan

2.5 out of 5
110 Mace Street Penn Yan NY
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $118 total per night
$118 total
May 31 - Jun 1
Total with taxes and fees
This hotel features an indoor pool, a hot tub, and a restaurant. Enjoy the gym and free perks like buffet breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a terrace are also on offer.
Pool
Hot Tub
Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

Penn Yan NY
Get rates
A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites

2.5 out of 5
142 Lake St Penn Yan NY
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $113 total per night
$113 total
May 28 - May 29
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a lobby fireplace are also on offer.
Pool
Hot Tub
Experience wine country magic with several wineries nearby and memorable tasting

Experience wine country magic with several wineries nearby and memorable tasting

Penn Yan NY
Get rates
This cottage includes a garden and barbecue grills.
Kitchen
Pet friendly
Los Gatos Bed & Breakfast

Los Gatos Bed & Breakfast

3 out of 5
1491 SR 14A Penn Yan NY
$168 nightly
The price is $188 total per night
$188 total
Jun 7 - Jun 8
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Free full breakfast is served. A terrace, a garden, and a computer station are also on offer.
Breakfast included
Parking included
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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.

Popular places to visit

Vertical shot of Keuka Lake Outlet Trail with green trees and an old building around it

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
Fox Run Vineyards

Fox Run Vineyards

4.5/5(10 reviews)

You can enjoy a tasting or tour at Fox Run Vineyards during your travels to Angus. 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

Frequently asked questions

How much are vacation packages to Penn Yan?
$574 is all you need to spend for an unforgettable break in Penn Yan. Bundle your hotel and flights into a vacation package with Travelocity and watch the savings start to add up. With prices as good as these, you'll want to start packing your suitcase now!
How long should my Penn Yan vacation be?
Many visitors pack their bags and explore the sights of Penn Yan for an average of 3 nights. That's a good starting point, but don't be restricted by it. Whether you just stay a few nights to see the major sights or stick around to discover the lesser-known sights, an amazing adventure awaits.
Where can I get the best vacation package deals for Penn Yan?
There are terrific Penn Yan package deals to be snapped up with Travelocity. Did you know we partner with 400 airlines and 1,000,000 worldwide properties? Keep that in mind when you're ready to check another place off your must-visit list.
Why should I book my Penn Yan vacation package with Travelocity?
From our 24/7 customer support to our range of exciting destinations, we are dedicated to fulfilling your vacation dreams. All you have to do is click and book — our Price Match Guarantee will make sure you lock in the lowest price.
Can I save on my Penn Yan car rental if I book it with hotels and flights?
With a Penn Yan vacation package, you can bundle your hotel, car and flight bookings and save some serious money. If you can't wait to see the best of this wonderful destination, why not head to Bridal Veil Falls? This famous sight is 110 mi from Penn Yan. With your own wheels, you'll be there in the blink of an eye.
Which airport is best for Penn Yan?
Many visitors fly into Hancock Intl. Airport (SYR), 55 mi northeast of downtown Penn Yan. Others prefer Greater Rochester Intl. Airport (ROC) (45 mi away from central Penn Yan) or Tompkins Regional Airport (ITH) (35 mi away from central Penn Yan).
What is there to do in Penn Yan?
While venturing off the beaten track is no doubt rewarding, you shouldn't ignore the popular attractions that make a place famous. The Windmill Farm & Craft Market and Keuka Lake Outlet Trail are just two of them in Penn Yan.
Where should I stay when visiting Penn Yan?
The Best Western Plus Vineyard Inn & Suites is the number one choice of many visitors. Book now before it's too late.

Where to stay in Penn Yan: Best areas for travelers

Photos of local treasures

Browse Penn Yan vacation photos for more inspiration

Fall in Penn Yan New York
Fall in Penn Yan New York
Fall in Penn Yan New York
Winter in Penn Yan New York
Marina pier with docks on Keuka Lake in Penn Yan, Finger Lakes region, New York. Amazing natural beauty. Late autumn season