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Crestwood Vacation Packages

Crestwood 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 $778, price is now $620 per person
$620
per person
Dec 27 - Dec 31
found 11 hours ago
Roundtrip flight included
Orlando (MCO) 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 Berkshire Theatre Festival and Schantz Galleries are located nearby.
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $1,381, price is now $959 per person
$959
per person
Dec 27 - Dec 31
found 2 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this 3-star 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 Wiltwyck

The Wiltwyck

3.5 out of 5
Price was $984, price is now $779 per person
$779
per person
Dec 19 - Dec 24
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this guesthouse in Kingston. Enjoy free WiFi, free parking, and Netflix. Popular attractions Senate House State Historic Site and Volunteer Fireman's Hall and Museum of Kingston are located nearby.
Gedney Farm

Gedney Farm

3.5 out of 5
Price was $849, price is now $690 per person
$690
per person
Dec 27 - Dec 31
found 8 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this 3.5-star hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Questing and New Marlborough Town Library are located nearby.
Eastwind Oliverea Valley

Eastwind Oliverea Valley

2 out of 5
Price was $1,408, price is now $1,195 per person
$1,195
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Stay at this hotel in Big Indian. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Catskill State Park and Belleayre Beach are located nearby.
Tru By Hilton Albany Crossgates Mall

Tru By Hilton Albany Crossgates Mall

2.5 out of 5
Price was $1,008, price is now $862 per person
$862
per person
Dec 23 - Dec 30
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this hotel in Albany. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Crossgates Mall and Colonie Center Mall are located nearby.
Howard Hotel

Howard Hotel

2 out of 5
Price was $1,007, price is now $875 per person
$875
per person
Dec 19 - Dec 24
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
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.
The White House Inn

The White House Inn

3.5 out of 5
Price was $993, price is now $866 per person
$866
per person
Dec 30 - Jan 3
just found
Roundtrip non-stop flight included
Baltimore (BWI) to Albany (ALB)
Stay at this hotel in Wilmington. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions South Main Street and Pettee Memorial Library are located nearby.

3-4 Night Vacations in Crestwood

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 $778, price is now $620 per person
$620
per person
Dec 27 - Dec 31
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $1,381, price is now $959 per person
$959
per person
Dec 27 - Dec 31
found 2 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Church Des Artistes Guest House

Church Des Artistes Guest House

3 out of 5
Roundout
Price was $3,483, price is now $2,718 per person
$2,718
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Gedney Farm

Gedney Farm

3.5 out of 5
Price was $849, price is now $690 per person
$690
per person
Dec 27 - Dec 31
found 8 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)

5-7 Night Vacations in Crestwood

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

The Wiltwyck

3.5 out of 5
Price was $984, price is now $779 per person
$779
per person
Dec 19 - Dec 24
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
The White House Inn

The White House Inn

3.5 out of 5
Price was $1,293, price is now $1,030 per person
$1,030
per person
Dec 20 - Dec 27
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
Eastwind Oliverea Valley

Eastwind Oliverea Valley

2 out of 5
Price was $1,408, price is now $1,195 per person
$1,195
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Tru By Hilton Albany Crossgates Mall

Tru By Hilton Albany Crossgates Mall

2.5 out of 5
Price was $1,008, price is now $862 per person
$862
per person
Dec 23 - Dec 30
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)

Cheap Hotel Deals in Crestwood

Hilton Garden Inn Albany Airport

Hilton Garden Inn Albany Airport

3 out of 5
800 Albany Shaker Rd Albany NY
Book a stay at this business-friendly hotel in Albany. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Opens in a new windowHilton Garden Inn Albany Airport
Microtel Inn by Wyndham Albany Airport

Microtel Inn by Wyndham Albany Airport

2 out of 5
7 Rensselaer Ave Latham NY
Book a stay at this business-friendly hotel in Latham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowMicrotel Inn by Wyndham Albany Airport
Crowne Plaza Albany - The Desmond Hotel by IHG

Crowne Plaza Albany - The Desmond Hotel by IHG

3.5 out of 5
660 Albany Shaker Rd Albany NY
Book a stay at this business-friendly hotel in Albany. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
Opens in a new windowCrowne Plaza Albany - The Desmond Hotel by IHG
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Hampton Inn & Suites Albany Airport

Hampton Inn & Suites Albany Airport

2.5 out of 5
45 British American Blvd Latham NY
Stay at this hotel in Latham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Opens in a new windowHampton Inn & Suites Albany Airport
La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

3 out of 5
1749 Route 9 Clifton Park NY
Book a stay at this business-friendly hotel in Clifton Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Opens in a new windowLa Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area
Albany Plaza Hotel

Albany Plaza Hotel

2 out of 5
3 Watervliet Ave Ext, Albany, NY 12206 Albany NY
Stay at this hotel in Albany. Enjoy free breakfast, free WiFi, and free parking. Popular attractions MVP Arena and Colonie Center Mall are located nearby.
Opens in a new windowAlbany Plaza Hotel
Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
82 MONTGOMERY STREET Albany NY
Book a stay at this business-friendly hotel in Albany. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Opens in a new windowHyatt Place Albany/Downtown
Red Roof Inn Albany Airport

Red Roof Inn Albany Airport

2 out of 5
188 Wolf Rd, Albany, NY
Stay at this hotel in Albany. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Opens in a new windowRed Roof Inn Albany Airport
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.

Top Flight Deals

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

American Airlines
Wed, Jan 14 - Wed, Jan 28
CLT
Charlotte-Douglas Intl.
ALB
Albany Intl.
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jan 14 from Charlotte-Douglas Intl. to Albany Intl., returning Wed, Jan 28, priced at $179 found 1 day ago
JetBlue Airways
Tue, Feb 3 - Mon, Feb 9
ATL
Hartsfield-Jackson Atlanta Intl.
ALB
Albany Intl.
$313 Roundtrip, found 2 days ago
$313
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Feb 3 from Hartsfield-Jackson Atlanta Intl. to Albany Intl., returning Mon, Feb 9, priced at $313 found 2 days ago
United
Tue, Feb 10 - Tue, Feb 17
DEN
Denver Intl.
ALB
Albany Intl.
$329 Roundtrip, found 2 days ago
$329
Roundtrip
found 2 days ago
Select United flight, departing Tue, Feb 10 from Denver Intl. to Albany Intl., returning Tue, Feb 17, priced at $329 found 2 days ago
American Airlines
Thu, Dec 25 - Wed, Dec 31
PHX
Sky Harbor Intl.
ALB
Albany Intl.
$352 Roundtrip, found 2 days ago
$352
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Dec 25 from Sky Harbor Intl. to Albany Intl., returning Wed, Dec 31, priced at $352 found 2 days ago