Book Exclusive Columbia County Vacation Packages

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Search vacation packages deals in Columbia County's top destinations

Morning fall, autumn, October 2024, aerial photo of the area surrounding the Village of Dobbs Ferry, NY, USA

Hudson

Vacations
Hudson

Columbia County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
Price was CA $914, price is now CA $784 per person
CA $784
per person
Aug 4 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Albany (ALB)
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was CA $1,261, price is now CA $976 per person
CA $976
per person
Aug 2 - Aug 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
The Yankee Inn

The Yankee Inn

2.5 out of 5
Price was CA $1,035, price is now CA $852 per person
CA $852
per person
Aug 4 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Albany (ALB)
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was CA $907, price is now CA $795 per person
CA $795
per person
Aug 4 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Albany (ALB)
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Berkshires Untold

Berkshires Untold

3.5 out of 5
Price was CA $1,113, price is now CA $998 per person
CA $998
per person
Aug 4 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Albany (ALB)
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby.

Top Columbia County hotels deals

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
549 Washington Street Hudson NY
Free cancellation
Reserve now, pay when you stay
The price is CA $278 per night
CA $278
CA $376 total
Jun 23 - Jun 24
includes taxes & fees
Stay at this hotel in Hudson. Enjoy free WiFi, free parking, and 3 indoor pools. Popular attractions Oakdale Beach and Stoddard Corner are located nearby.
Pool
Spa
St. Charles Hotel

St. Charles Hotel

2 out of 5
16 Park Place Hudson NY
The price is CA $248 per night
CA $248
CA $280 total
May 30 - May 31
includes taxes & fees
Stay at this hotel in Hudson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Stoddard Corner and Oakdale Beach are located nearby.
Breakfast included
Pet-friendly
The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel

4 out of 5
41 Cross Street Hudson NY
Free cancellation
Reserve now, pay when you stay
The price is CA $284 per night
CA $284
CA $321 total
Jun 3 - Jun 4
includes taxes & fees
Book a stay at this boutique hotel in Hudson. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff in our reviews. Popular attractions Max and Lillian Katzman Theater and Hudson Opera House are located nearby.
Pet-friendly
Free WiFi
Howard Hotel

Howard Hotel

2 out of 5
216 Warren St Hudson NY
Free cancellation
Reserve now, pay when you stay
The price is CA $171 per night
CA $171
CA $193 total
Jun 4 - Jun 5
includes taxes & fees
Stay at this hotel in Hudson. Enjoy free WiFi, a hair salon, and hydromassage showerheads. Popular attractions Hudson Opera House and Max and Lillian Katzman Theater are located nearby.
Free WiFi
Air conditioning
the Alander

the Alander

2.5 out of 5
7519 NY-22 Copake NY
The price is CA $193 per night
CA $193
CA $217 total
May 25 - May 26
includes taxes & fees
Stay at this lodge in Copake. Enjoy free WiFi, free parking, and rainfall showerheads. Our guests praise the helpful staff in our reviews. Popular attractions Undermountain Golf Course and Copake Town Park are located nearby.
Pet-friendly
Parking included
Wm. Farmer & Sons

Wm. Farmer & Sons

2.5 out of 5
20 S. Front St. Hudson NY
The price is CA $274 per night
CA $274
CA $310 total
Jun 8 - Jun 9
includes taxes & fees
Stay at this inn in Hudson. Enjoy free WiFi, free parking, and room service. Popular attractions Max and Lillian Katzman Theater and Hudson Opera House are located nearby.
Pet-friendly
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.

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Warren Street at dawn in Hudson, New York

Frequently asked questions

How much are vacation packages to Columbia County?
Your vacation dreams can be realized in Columbia County for only CA $784. Packages include flights and hotels, and they'll make your booking a piece of cake. The only thing you'll have to focus on is having a good time.
Where can I get the best vacation package deals for Columbia County?
Whatever your travel style, Travelocity can help you get the best Columbia County package deal. All you need to do is mix and match from our 400 airlines and 1,000,000 properties around the world.
Why should I book my Columbia County vacation package via Travelocity?
We offer experiences and destinations to suit every type of globetrotter, top-notch service and customer support available 24/7. In addition to that, we'll match any better price you come across with our Price Match Guarantee.
Will I save money on my Columbia County car rental if I book it with hotels and flights?
Definitely. And our Columbia County vacation packages are the perfect way to do it. In only a few clicks you can save money as well as time by combining your bookings. Collect the keys to your rental car and do your vacation your way. Looking for things to do? Add some activities or experiences to your package and make savings on those too.
Which airport is best for Columbia County?
Bradley Intl. Airport (BDL) is a popular option for visitors flying into Columbia County. Albany Intl. Airport (ALB) and Stewart Intl. Airport (SWF) also welcome numerous flights to the region.
What is there to do in Columbia County?
You'll be happy to know Columbia County is overflowing with incredible things to see and do, however Olana State Historic Site and Lake Taghkanic State Park are among the best of them.