Cobleskill Vacations from $443

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Your Cobleskill Vacation

When a city adventure is calling, answer it with a vacation package to Cobleskill. With all your travel arrangements taken care of before you go, all you have to do here is concentrate on having a blast. Need some sightseeing ideas for your trip to Cobleskill? Howe Caverns and Iroquois Indian Museum are two popular attractions here. Your dream Cobleskill vacation is a few clicks away. Search accommodations, flights and more on Expedia for a trip that's tailored just for you.

The Latest Cobleskill vacation packages

Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $596, price is now $443 per person
$443
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Albany (ALB)
8.8/10 Excellent! (2,134 reviews)
Being very accommodating considering I couldn’t get into my new house

Reviewed on Dec 17, 2025

Prospect Berkshires

Prospect Berkshires

3 out of 5
Save 100% on your flight
Price was $1,089, price is now $721 per person
$721
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Miami (MIA) to Albany (ALB)
9.4/10 Exceptional! (13 reviews)
Wow, just wow! My high school friend and I met up at Prospect Berkshires for a girls weekend. We had an incredible time relaxing by using all the amenities. The staff are so helpful and profession.

Reviewed on Nov 29, 2025

The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Nothside
Price was $735, price is now $518 per person
$518
per person
Feb 19 - Feb 24
found 2 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Albany (ALB)
9.2/10 Wonderful! (1,005 reviews)
Everything about our stay was perfect! The lady at check-in was super friendly, the room was extremely clean and modern. Definitely recommend The Landing!

Reviewed on Nov 23, 2025

Gedney Farm

Gedney Farm

3.5 out of 5
Price was $771, price is now $551 per person
$551
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Miami (MIA) to Albany (ALB)
9.2/10 Wonderful! (132 reviews)
My wife and I chose Gedney Farms at the last minute to enjoy a quick escape from the city. The staff was friendly and welcoming. The checkin and checkout experience was seamless. The room had a truly rustic charm, and clean and orderly. In the morning we took a nice walk on the grounds. For a quick and relaxing getaway, Gedney Farms is a great choice.

Reviewed on Nov 2, 2025

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Manchester Village Historic District
Save 100% on your flight
Price was $1,541, price is now $1,109 per person
$1,109
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Albany (ALB)
7.4/10 Good! (567 reviews)
Nicely decorated for Christmas. Helpful and attentive staff, Lack of heat in some of the public areas like near the library was an issue, but they tried by keeping the fireplace going. As a helpful hint- the fireplace area in the library was drafty and cold. You can go a long way toward fixing this by repairing or replacing that door that leads outside. There’s a 1 inch gap there. Also, while this is an issue, close those 2 inside doors. That works.

Reviewed on Dec 7, 2025

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Discover the most popular places to visit in Cobleskill

Cobleskill Fairgrounds

Enjoy an outing to Cobleskill Fairgrounds during your stay in Cobleskill. Discover the restaurants in this family-friendly area, or seek out the bowling alleys.

Cobleskill Fairgrounds

Cobleskill Hotel Deals

Super 8 by Wyndham Cobleskill NY

Super 8 by Wyndham Cobleskill NY

2.5 out of 5
955 East Main Street Cobleskill NY
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $97 total per night from Dec 22 to Dec 23
$97 total
Dec 22 - Dec 23
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
Location

Reviewed on Dec 5, 2025

Super 8 by Wyndham Cobleskill NY
Best Western Cooperstown Inn & Suites

Best Western Cooperstown Inn & Suites

2.5 out of 5
50 Commons Drive Cooperstown NY
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $103 total per night from Dec 22 to Dec 23
$103 total
Dec 22 - Dec 23
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
Clean comfortable most awesome bed and bath. I needed a good night’s sleep and this really helped as I couldn’t travel home because of the horrible weather!

Reviewed on Dec 11, 2025

Best Western Cooperstown Inn & Suites
Amsterdam Castle

Amsterdam Castle

3.5 out of 5
49 Florida Avenue Amsterdam NY
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $106 total per night from Dec 28 to Dec 29
$106 total
Dec 28 - Dec 29
Total with taxes and fees
9.4/10 Exceptional! (1,005 reviews)
The room we stayed in was large and very clean. The bathroom similarly was spacious. We enjoyed touring the castle and viewing all of the historical artifacts located throughout the building.

Reviewed on Dec 11, 2025

Amsterdam Castle
See all 638 properties in Cobleskill
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 Cobleskill Vacation Packages

Cobleskill Essential Information

Language
English
Currency
U.S dollars
Population
4,600
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Howe Caverns, Max V. Shaul State Park and Iroquois Indian Museum

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Frequently asked questions

How much does a Cobleskill vacation package cost?
You can grab a vacation package to this destination from $443 on Expedia. But how much your vacation to Cobleskill costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Cobleskill?
January, October and November are the best times to look for cheap Cobleskill vacation packages. Traveling in quieter periods means you can generally find better prices on flights and hotels.
How many days is enough for Cobleskill?
The ideal duration of your Cobleskill vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you plenty of time to tick off all the leading attractions and explore some hidden spots along the way.
How to find the best Cobleskill package deals?
Use Expedia's handy filters to find some terrific Cobleskill package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Cobleskill package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Cobleskill vacation as a package?
You can enjoy significant savings on your next Cobleskill getaway by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Cobleskill?
Enjoy incredible discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Cobleskill break.
Does Expedia offer Book Now, Pay Later Cobleskill vacation packages?
Secure your dream trip to Cobleskill with our Book Now, Pay Later vacations. There's no need to save like crazy or wait until the next payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to budget for your trip and snap up cheap deals before they disappear.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.