Columbia County Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Columbia County Vacation

When adventure calls, answer it with a customized vacation package to Columbia County. Wherever your journey takes you and whatever you plan to do, prepare to experience a destination that'll make you feel alive. Start your trip to Columbia County with some time in Hudson visiting popular attractions like Olana State Historic Site and Thomas Cole National Historic Site. Canaan is another city that lures travellers from near and far. Bousquet Ski Area and The Mac-Haydn Theatre are two of the top places to see in this destination. Whether you plan to travel on a budget or in the lap of luxury, Expedia are here to help you tailor-make your next Columbia County vacation.

Top vacation destinations in Columbia County

A stream flowing over rocks with moss and autumn leaves.
FlightsFlightsHotelsHotels

Hudson

Hudson

Top Columbia County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Toll Road Inn

Toll Road Inn

2 out of 5
Price was CA $2,176, price is now CA $1,923 per person
CA $1,923
per person
Dec 29 - Jan 4
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.2/10 Wonderful! (553 reviews)
Toll Road Inn is so charming and comfortable. The room was spotless, and the decor was perfectly retro. We really appreciated the little snacks as well. The lobby is cozy (with 24 hour coffee/tea and non-dairy milk- thank you!) the brook out back with Adirondack chairs is delightful. We will definitely stay again!

Reviewed on Nov 13, 2026

Arlington's West Mountain Inn

Arlington's West Mountain Inn

3 out of 5
Price was CA $2,369, price is now CA $2,081 per person
CA $2,081
per person
Dec 29 - Jan 4
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8.4/10 Very good! (157 reviews)

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
Manchester Village Historic District
Price was CA $3,107, price is now CA $2,748 per person
CA $2,748
per person
Dec 29 - Jan 4
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.4/10 Exceptional! (877 reviews)

Wilburton Inn

Wilburton Inn

3.5 out of 5
Price was CA $3,784, price is now CA $3,500 per person
CA $3,500
per person
Dec 24 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9/10 Wonderful! (136 reviews)
Beautiful serene large property with many interesting art sculptures throughout. Close to downtown Manchester but need car. Very memorable.

Reviewed on Oct 24, 2026

Bear Pass - Mountain View 4 Bedroom Home by RedAwning

Bear Pass - Mountain View 4 Bedroom Home by RedAwning

3 out of 5
Price was CA $6,910, price is now CA $6,421 per person
CA $6,421
per person
Dec 24 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8/10 Very good! (1 review)
Cozy cottage. Very clean and everything you need is there. Nice kitchen and fireplace. Lots of room and 3 bathrooms as well. Reasonably close to the ski mountains.

Reviewed on Feb 13, 2025

Columbia County Hotel Deals

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

4.5 out of 5
549 Washington Street Hudson NY
Fully refundableReserve now, pay when you stay
The price is CA $282 per night from Dec 7 to Dec 8
CA $282
CA $383 total
Dec 7 - Dec 8
includes taxes & fees
Pocketbook Hotel and Bath
St. Charles Hotel

St. Charles Hotel

2 out of 5
16 Park Place Hudson NY
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from Nov 15 to Nov 16
CA $182
CA $206 total
Nov 15 - Nov 16
includes taxes & fees
St. Charles Hotel
the Alander

the Alander

2.5 out of 5
7519 NY-22 Copake NY
The price is CA $243 per night from Nov 16 to Nov 17
CA $243
CA $272 total
Nov 16 - Nov 17
includes taxes & fees
the Alander
See all 473 properties in Columbia County
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Columbia County vacation package cost?
Cross off another part of the world with our Columbia County vacation packages, which start from a low CA $1,923. Select the hotels and flights that suit your travel style. Then, add on a few activities or tours for an amazing escape.
How do I get a cheap travel package to Columbia County?
Browse and lock in everything all in one place with our Columbia County vacation packages. You'll find bargains on flights, hotels, tours and more that'll keep your credit card happy and your adventurous spirit alive. And, with more than 550 partner airlines and 1,000,000 properties worldwide to choose from, there are endless opportunities to mix and match all you want.
What are the top hotels in Columbia County?
When it comes to properties in Hudson, Hudson Whaler and The Wick, Hudson, A Tribute Portfolio Hotel are two fantastic options. If you're visiting Hillsdale, St. Charles Hotel and Berkshire Travel Lodge are waiting to welcome you.
How far in advance should I book my Columbia County vacation?
Savvy travelers will likely want to reserve their seats early. You can generally compare international airfares on Expedia up to a year before your intended flight. If you've left booking to the last minute, don't worry. Budget prices occasionally become available just weeks prior to departure.
What does an Expedia Columbia County travel package include?
With Expedia, you can choose any combination of car rentals, flights and hotels to create your perfect Columbia County travel package. Once you've made your booking, you can add on fun stuff like sightseeing tours and activities. Remember, the more you bundle, the more you'll save!
What should I know before booking a Columbia County travel package?
You can save big by bundling your airfares, hotels and rental cars. Once you've created your package, you can add on things like activities or sightseeing tours. Your next unforgettable vacation is only a couple of clicks away.
Can I choose my airline with a Columbia County Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You can mix and match your flights, hotels and more. We have access to more than 550 airline partners worldwide, so you have lots of choice when planning your Columbia County adventure.
If I'm not able to travel, can I cancel my Columbia County vacation package?
Don't stress if you're rethinking your Columbia County vacation package — it's possible to cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We understand life can occasionally throw a spanner in the travel works, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we're here to help.

Stay near popular Columbia County attractions

Olana State Historic Site

9.4/10 (99 reviews)
You can study the exhibits at Olana State Historic Site, a museum with a story of its own, during your travels to Hudson. Wander the riverfront or discover the area's mountain views.
See properties

What to do in Columbia County

Discover US East Coast Self Guided Audio Tour

Discover US East Coast Self Guided Audio Tour

CA $205
per traveller
Discover US East Coast Self Guided Audio Tour
Red Hook Brooklyn Walking Tour Explore NYC's Hidden Gem

Red Hook Brooklyn Walking Tour Explore NYC's Hidden Gem

CA $177
per adult
Red Hook Brooklyn Walking Tour Explore NYC's Hidden Gem
See all activities in Columbia County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.