Crosby Vacations from $354

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Your Crosby Vacation

Entertainment, history, art and more … There's so much to discover with a Crosby vacation package. And with the ability to customize your city getaway, you know it'll be one that's tough to forget. Searching for some sightseeing ideas for your trip to Crosby? The Windmill Farm & Craft Market and Keuka College are two popular attractions here. Don't delay exploring this destination any longer. The perfect Crosby vacation is a couple of clicks away with Expedia.

The Latest Crosby vacation packages

Price found within the past 48 hours. Click for updated prices.
Old National Hotel

Old National Hotel

2 out of 5
Price was $392, price is now $354 per person
$354
per person
Aug 2 - Aug 6
found 22 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Elmira (ELM)
No reviews
Black Sheep Inn and Spa

Black Sheep Inn and Spa

4 out of 5
Price was $704, price is now $546 per person
$546
per person
Aug 2 - Aug 6
found 22 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Elmira (ELM)
10/10 Exceptional! (14 reviews)
Simon and Miranda were excellent hosts. We saw Simon more than Miranda. Miranda made the marvelous food in the background. We had great conversations with Simon. He was amazing

Reviewed on Sep 18, 2025

Moonshadow Bed and Breakfast

Moonshadow Bed and Breakfast

3.5 out of 5
Price was $1,113, price is now $934 per person
$934
per person
Aug 2 - Aug 6
found 22 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Elmira (ELM)
10/10 Exceptional! (38 reviews)
Beautiful property, nicely decorated. Great hosts. Wine tour with Stephen was wonderful. Breakfasts by Jeanette were spectacular. Activity advice from both was extremely useful. We would go back anytime !

Reviewed on Jul 23, 2025

Valley Trail Inn

Valley Trail Inn

2 out of 5
Price was $447, price is now $395 per person
$395
per person
Aug 2 - Aug 6
found 22 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Elmira (ELM)
9.4/10 Exceptional! (45 reviews)
Everything was perfect. Great place to stay for a day or a week.

Reviewed on May 11, 2026

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Discover the most popular places to visit in Crosby

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

Keuka Lake Outlet Trail

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

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

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

Crosby Hotel Deals

Keuka East: Spacious & Comfy

Keuka East: Spacious & Comfy

Penn Yan NY
9.8/10 Exceptional! (154 reviews)
Great house! I was not able to join my crew for our relay race around Seneca Lake, but everyone else enjoyed the house and would definitely like to stay here again.

Reviewed on May 1, 2026

Get rates
Keuka East: Spacious & Comfy
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
$89 nightly
The price is $100 total per night from May 26 to May 27
$100 total
May 26 - May 27
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
Never had housekeeping during our four day stay

Reviewed on May 11, 2026

Microtel by Wyndham Penn Yan Finger Lakes Region
Lakeside Resort

Lakeside Resort

2.5 out of 5
3812 State Route 14 Watkins Glen NY
$198 nightly
The price is $221 total per night from May 14 to May 15
$221 total
May 14 - May 15
Total with taxes and fees
9.4/10 Exceptional! (1,001 reviews)
We only stayed one night following the Watkins Glen NASCAR Race. the accommodation's were good. If you are in a building with multiple units you can hear your neighbours talking which wasn't great, but they were quiet by 10 pm, there was no tea in the room only coffee, a few bottles of water in the ...

Reviewed on May 13, 2026

Lakeside Resort
See all 1,227 properties in Crosby
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 Crosby Vacation Packages

Crosby Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Elmira - Corning Regional Airport (ELM)
Top Sights
Torrey Ridge Winery, Prejean Winery and Keuka Lake Outlet Trail

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Frequently asked questions

How much does a Crosby vacation package cost?
You can snap up a vacation package to this destination from $354 on Expedia. However, how much your vacation to Crosby costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Crosby?
You can typically find lower prices and better availability in October, November and December. Check out our cheap Crosby vacation packages and you could score some great off-season deals.
How many days is enough for Crosby?
With a well-organized travel plan, you can easily tick off the main Crosby sights in a handful of days. But if you prefer to discover hidden gems or go on day tours, consider booking your Crosby vacation for longer.
How to find the best Crosby package deals?
Begin your search for a Crosby package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Crosby package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Crosby getaway off to a flying start.
Is it cheaper to book a Crosby vacation as a package?
You can enjoy significant savings on your next Crosby escape by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Crosby?
If you're planning a spur-of-the-moment Crosby trip, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score amazing deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Crosby vacation packages?
If you're like us, you love exploring new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Crosby vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.