Deals on vacations and trips to Penn Yan

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Penn Yan flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region

3 out of 5
Price was $734, price is now $634 per person
$634
per person
Oct 2 - Oct 4
found 15 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Ithaca (ITH)
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.
Benn Conger Inn

Benn Conger Inn

3.5 out of 5
Price was $884, price is now $722 per person
$722
per person
Oct 2 - Oct 4
found 15 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Ithaca (ITH)
This guesthouse features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. Express check-in and express check-out are also provided.
Country Inn & Suites by Radisson, Ithaca, NY

Country Inn & Suites by Radisson, Ithaca, NY

3 out of 5
South Hill
Price was $773, price is now $659 per person
$659
per person
Oct 2 - Oct 4
found 15 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Ithaca (ITH)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space. There's a gym on site, and a 24-hour front desk and a terrace are also provided.
del Lago Resort & Casino

del Lago Resort & Casino

4 out of 5
Price was $799, price is now $687 per person
$687
per person
Oct 2 - Oct 4
found 15 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Ithaca (ITH)
This smoke-free hotel features a casino, a full-service spa, and 7 restaurants. Business travelers can take advantage of the express check-out. Relax with a drink at one of the 4 bars/lounges and enjoy perks like free self parking.
The Dorm Hotel

The Dorm Hotel

2.5 out of 5
Price was $826, price is now $727 per person
$727
per person
Oct 2 - Oct 4
found 15 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Ithaca (ITH)
A bar/lounge and a fireplace in the lobby are featured at this hotel, along with free self parking. WiFi in public areas is free. A communal living room, luggage storage, and laundry facilities are also on offer.

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
$114 nightly
The price is $128 total per night
$128 total
Jul 29 - Jul 30
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
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
$118 nightly
The price is $132 total per night
$132 total
Jul 26 - Jul 27
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
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
$122 nightly
The price is $137 total per night
$137 total
Aug 9 - Aug 10
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
$673 nightly
The price is $754 total per night
$754 total
Aug 19 - Aug 20
Total with taxes and fees
A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Cozy All Season Bungalow right on the Lake wine and brewery trail.

Cozy All Season Bungalow right on the Lake wine and brewery trail.

Penn Yan NY
$489 nightly
The price is $547 total per night
$547 total
Jul 21 - Jul 22
Total with taxes and fees
This vacation home features free WiFi in public areas, 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
$183 nightly
The price is $205 total per night
$205 total
Jul 26 - Jul 27
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.

Stay near popular Penn Yan attractions

A light blue building with a stone sign reading "FOX RUN VINEYARDS".
Photo by Shannon Willitts
Open Photo by Shannon Willitts

Fox Run Vineyards

9.4/10 (55 reviews)
You can enjoy a tasting or tour at Fox Run Vineyards during your travels to Angus. Check out the wineries or top-notch restaurants in this walkable area.
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Frequently asked questions

How much are vacation packages to Penn Yan?
$634 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

A lake with boats, a white house with columns, and a smaller building on a grassy hill.
An aerial view of a town with a prominent church, surrounded by autumn-colored trees and residential houses.
A town with autumn foliage, a large body of water, and a prominent building.
A town with a river, autumn foliage, and a church.
A snow-covered cityscape with a river, industrial buildings, and a bridge.