Cobleskill Vacations from $366

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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.
Aspen At Manchester

Aspen At Manchester

2.5 out of 5
Save 100% on your flight
Price was $492, price is now $366 per person
$366
per person
Oct 24 - Oct 27
found 9 hours ago
Roundtrip flight included
Charlotte (CLT) to Albany (ALB)
8.8/10 Excellent! (572 reviews)
Quiet, clean rooms very convenient to town center and the green mountain bluegrass festival. Would definitely stay here again.

Reviewed on Aug 15, 2025

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $1,553, price is now $1,106 per person
$1,106
per person
Sep 21 - Sep 27
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Albany (ALB)
7.4/10 Good! (504 reviews)
Classic colonial inn. Beautiful property in a nice area with good amenities. Golf course is nice. Scenic and challenging design.

Reviewed on Aug 20, 2025

The Wiltwyck

The Wiltwyck

3.5 out of 5
Save 100% on your flight
Price was $763, price is now $555 per person
$555
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
9.4/10 Exceptional! (153 reviews)
Lakefront Terrace Resort

Lakefront Terrace Resort

3 out of 5
Save 100% on your flight
Price was $709, price is now $525 per person
$525
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
8.2/10 Very Good! (938 reviews)
Thank you for having us!

Reviewed on Aug 20, 2025

Hampton Inn Schenectady Downtown

Hampton Inn Schenectady Downtown

2.5 out of 5
Seward Place
Price was $653, price is now $488 per person
$488
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
9/10 Wonderful! (944 reviews)
nice to grab a coffee before heading out in the mornin

Reviewed on Aug 14, 2025

Don't see what you're looking for?
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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
$101 nightly
The price is $113 total per night from Aug 28 to Aug 29
$113 total
Aug 28 - Aug 29
Total includes taxes and fees
8.4/10 Very Good! (1,001 reviews)
"Stay was quite adequate. Room was clean and comfortable. Unfortunately we were on the second floor and my husband has great difficulty with steps and there was no elevator so that was a bit of a struggle."

Reviewed on Aug 15, 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
$126 nightly
The price is $144 total per night from Sep 9 to Sep 10
$144 total
Sep 9 - Sep 10
Total includes taxes and fees
8.4/10 Very Good! (1,009 reviews)
"Nice breakfast. Clean lobby / breakfast area. Was quick in and out. Did not see pool / other areas. Would stay again"

Reviewed on Aug 17, 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
$131 nightly
The price is $147 total per night from Aug 24 to Aug 25
$147 total
Aug 24 - Aug 25
Total includes taxes and fees
9.4/10 Exceptional! (1,003 reviews)
"We stayed here 1 night on the way through to Niagara Falls. The staff is friendly, the rooms very clean and the property boasting with history! Would definitely recommend a stay here!"

Reviewed on Aug 17, 2025

Amsterdam Castle
See all 603 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.

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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 $366 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.