Cobleskill Vacations from $309

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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.
The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Nothside
Price was $467, price is now $309 per person
$309
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
9.2/10 Wonderful! (1,005 reviews)
Very clean staff was very nice will return

Reviewed on Jan 12, 2026

Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $1,298, price is now $882 per person
$882
per person
Mar 15 - Mar 20
found 1 hour ago
Roundtrip non-stop flight included
Kansas City (MCI) 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 Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Manchester Village Historic District
Price was $1,371, price is now $994 per person
$994
per person
Mar 14 - Mar 20
found 16 hours ago
Roundtrip flight included
San Juan (SJU) to Albany (ALB)
7.4/10 Good! (567 reviews)
Was surprised at the dirty floors in common area and in my room one of the curtain sheers was ripped, other curtains were hanging off hokks, caulking at sink looked old, cracked, carpets in staircase dirty. I fear this beautiful hotel is in a downward spiral. One front desk person directed me to closed restaurants...

Reviewed on Jan 9, 2026

The Dewey

The Dewey

3.5 out of 5
Price was $932, price is now $686 per person
$686
per person
Mar 15 - Mar 20
found 1 hour ago
Roundtrip non-stop flight included
Kansas City (MCI) to Albany (ALB)
8.6/10 Excellent! (329 reviews)
Great spot. Lots of history.

Reviewed on Sep 12, 2025

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was $1,107, price is now $818 per person
$818
per person
Mar 15 - Mar 20
found 1 hour ago
Roundtrip non-stop flight included
Kansas City (MCI) to Albany (ALB)
9/10 Wonderful! (1,002 reviews)
The staff was very welcoming and attentive. Room was clean.

Reviewed on Jan 3, 2026

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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
$85 nightly
The price is $95 total per night from Jan 18 to Jan 19
$95 total
Jan 18 - Jan 19
Total with taxes and fees
8.2/10 Very Good! (1,007 reviews)
Clean, comfortable and just right for a spur of the moment getaway

Reviewed on Jan 11, 2026

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 Jan 18 to Jan 19
$103 total
Jan 18 - Jan 19
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
Room was clean, beds were very comfortable with a soft fluffy comforter. 4 pillows on each bed. Breakfast, first day, was a little slack but a huge spread on Wednesday and Thursday. Coffee needs improvement but if you added some french vanilla creamer to it, was tolerable. The breakfast lady was ...

Reviewed on Jan 8, 2026

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
$104 nightly
The price is $116 total per night from Jan 13 to Jan 14
$116 total
Jan 13 - Jan 14
Total with taxes and fees
9.4/10 Exceptional! (1,001 reviews)
The hotel was absolutely beautiful! I would 100% recommend it! The bed was super comfortable. The shower was amazing. The decor was out of this world and just so beautiful. I would stay there again in a heartbeat

Reviewed on Jan 7, 2026

Amsterdam Castle
See all 630 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 $309 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.