Oakdale Vacation Packages

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Your Oakdale Vacation

Book a custom vacation package to Oakdale and start looking forward to your next big adventure. Consider staying in the neighborhood of Jefferson Heights, which is good for golfing and walking, for a real taste of this interesting city. Make your trip to Oakdale even more fun and exciting by going sightseeing. Olana State Historic Site, Max and Lillian Katzman Theater and Hudson Opera House are among the big attractions worth exploring. Don't put off exploring this city any longer. The ultimate Oakdale vacation is only a few clicks away with Expedia.

Top Oakdale Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Wiltwyck

The Wiltwyck

3.5 out of 5
Price was CA $2,636, price is now CA $2,245 per person
CA $2,245
per person
Jun 23 - Jun 29
found 1 day ago
Roundtrip flight included
Eureka (ACV) to Albany (ALB)
9.4/10 Exceptional! (177 reviews)
It was an OK Inn. I felt it was overpriced.

Reviewed on Jan 29, 2026

Nautical Nest

Nautical Nest

2.5 out of 5
Price was CA $2,806, price is now CA $2,658 per person
CA $2,658
per person
Jun 23 - Jun 29
found 1 day ago
Roundtrip flight included
Eureka (ACV) to Albany (ALB)
9.6/10 Exceptional! (132 reviews)
Smooth, remote check in. Classic Hudson wooden home, right off Warren Street. Well appointed room. Classy and clean.

Reviewed on Feb 26, 2026

Luxury Private Estate w Pool Near Rhinebeck

Luxury Private Estate w Pool Near Rhinebeck

2 out of 5
Price was CA $9,699, price is now CA $8,135 per person
CA $8,135
per person
Jun 23 - Jun 29
found 1 day ago
Roundtrip flight included
Eureka (ACV) to Albany (ALB)
No reviews
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
Price was CA $2,688, price is now CA $2,335 per person
CA $2,335
per person
Jun 23 - Jun 29
found 1 day ago
Roundtrip flight included
Eureka (ACV) to Albany (ALB)
8/10 Very Good! (31 reviews)
Beautiful artsy place. Wishing them all the success

Reviewed on Apr 4, 2026

Hudson River View Private Guest Suite

Hudson River View Private Guest Suite

2 out of 5
Price was CA $2,835, price is now CA $2,481 per person
CA $2,481
per person
Jun 23 - Jun 29
found 1 day ago
Roundtrip flight included
Eureka (ACV) to Albany (ALB)
No reviews

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Oakdale Hotel Deals

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
549 Washington Street Hudson NY
Fully refundableReserve now, pay when you stay
The price is CA $325 per night from Apr 28 to Apr 29
CA $325
CA $430 total
Apr 28 - Apr 29
includes taxes & fees
8.2/10 Very Good! (33 reviews)
Everything, what's perfect? Just how it should be. This amazing time spent there, especially the spa

Reviewed on Apr 6, 2026

Pocketbook Hotel and Bath
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
282 Cairo Junction Rd Catskill NY
The price is CA $193 per night from Apr 15 to Apr 16
CA $193
CA $269 total
Apr 15 - Apr 16
includes taxes & fees
9.6/10 Exceptional! (191 reviews)
It was an overall good experience. Hot water was limited make sure to take a shower early in the morning. WiFi was good

Reviewed on Apr 6, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212 Saugerties NY
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from May 8 to May 9
CA $197
CA $276 total
May 8 - May 9
includes taxes & fees
9/10 Wonderful! (474 reviews)
What a fun stay. Super clean Air Stream and Rec area. Staff was really friendly and hospitable. Nice walking trail surrounds the property. Quiet while we were there (off season).

Reviewed on Apr 2, 2026

AutoCamp Catskills
See all 1,166 properties in Oakdale
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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Discover the most popular places to visit in Oakdale

Olana State Historic Site

Olana State Historic Site

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.

Olana State Historic Site

Max and Lillian Katzman Theater

You can make plans for a show at Max and Lillian Katzman Theater during your stay in Hudson. Stroll along the riverfront or discover the area's mountain views.

Max and Lillian Katzman Theater

What to do in Oakdale

Catskills Scenic Byway Self-Guided Driving Audio Tour

Catskills Scenic Byway Self-Guided Driving Audio Tour

CA $21
per traveller
Catskills Scenic Byway Self-Guided Driving Audio Tour
See all activities in Oakdale

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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.