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Castleton-on-Hudson Vacation Packages

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Castleton-on-Hudson Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5
Price was $841, price is now $634 per person
$634
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this ski 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.

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was $2,183, price is now $1,477 per person
$1,477
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Stay at this B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Tanglewood Music Center and Lenox Library are located nearby.

Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $2,754, price is now $1,994 per person
$1,994
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Stay at this hotel in Great Barrington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Catamount Aerial Adventure Park and Catamount Ski Area are located nearby.

The Perch Hotel

The Perch Hotel

2 out of 5
Price was $1,663, price is now $1,225 per person
$1,225
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Stay at this hotel in Cornwallville. Enjoy free WiFi, free parking, and a garden. Popular attractions Elm Ridge Wild Forest and Zoom Flume are located nearby.

The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
Price was $1,036, price is now $778 per person
$778
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Stay at this aparthotel in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located nearby.
Our unit was very comfortable for 2 senior couples. We were only there for the weekend so we didn’t use any of the amenities but, the property is lovely.

Reviewed on Sep 4, 2026

Saratoga Casino Hotel

Saratoga Casino Hotel

4 out of 5
Price was $1,235, price is now $976 per person
$976
per person
Dec 10 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Stay at this hotel in Saratoga Springs. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Saratoga Racetrack and Saratoga Performing Arts Center are located nearby.

Hotel On North

Hotel On North

3.5 out of 5
Price was $1,222, price is now $1,000 per person
$1,000
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this family-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Barrington Stage Company and Lichtenstein Center for the Arts are located nearby.

Lodges At Cresthaven

Lodges At Cresthaven

4 out of 5
Price was $1,304, price is now $1,082 per person
$1,082
per person
Oct 24 - Oct 30
found 23 hours ago
Roundtrip flight included
New York (LGA) to Albany (ALB)
Book a stay at this beach lodge in Lake George. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Fort William Henry Museum and Million Dollar Beach are located nearby.
Our room was spacious, clean, and a beautiful balcony.

Reviewed on Sep 15, 2026

Castleton-on-Hudson Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5
Price was $653, price is now $524 per person
$524
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was $1,541, price is now $1,084 per person
$1,084
per person
Oct 22 - Oct 26
found 23 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
The Perch Hotel

The Perch Hotel

2 out of 5
Price was $1,663, price is now $1,225 per person
$1,225
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
Price was $1,036, price is now $778 per person
$778
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)

Castleton-on-Hudson Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5
Price was $841, price is now $634 per person
$634
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was $2,183, price is now $1,477 per person
$1,477
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
Price was $1,490, price is now $1,064 per person
$1,064
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $2,754, price is now $1,994 per person
$1,994
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Allegiant Air
Thu, Oct 15 - Sun, Oct 18
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$187 Roundtrip, found 2 hours ago
$187
Roundtrip
found 2 hours ago
Select Allegiant Air flight, departing Thu, Oct 15 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Sun, Oct 18, priced at $187 found 2 hours ago
Bargain Flight
Sat, Sep 26 - Tue, Sep 29
CLT
Charlotte-Douglas Intl.
ALB
Albany Intl.
$264 Roundtrip, found 7 hours ago
$264
Roundtrip
found 7 hours ago
Select Bargain Flight flight, departing Sat, Sep 26 from Charlotte-Douglas Intl. to Albany Intl., returning Tue, Sep 29, priced at $264 found 7 hours ago
Bargain Flight
Wed, Dec 2 - Sat, Dec 12
TPA
Tampa Intl.
ALB
Albany Intl.
$268 Roundtrip, found 1 day ago
$268
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Wed, Dec 2 from Tampa Intl. to Albany Intl., returning Sat, Dec 12, priced at $268 found 1 day ago
Bargain Flight
Tue, Oct 20 - Sat, Oct 24
ATL
Hartsfield-Jackson Atlanta Intl.
ALB
Albany Intl.
$278 Roundtrip, found 18 hours ago
$278
Roundtrip
found 18 hours ago
Select Bargain Flight flight, departing Tue, Oct 20 from Hartsfield-Jackson Atlanta Intl. to Albany Intl., returning Sat, Oct 24, priced at $278 found 18 hours ago