
Cheshire Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Photo by Ed Gaffny
Cheshire Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Days Inn & Suites by Wyndham Albany
Colonie
Price was $590, price is now $516 per person
$516
per person
Feb 2 - Feb 9
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Colonie Center Mall and Crossgates Mall are located nearby.

The Landing Hotel at Rivers Casino & Resort
Nothside
Save 100% on your flight
Price was $1,009, price is now $688 per person
$688
per person
Feb 2 - Feb 9
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Albany (ALB)
Book a stay at this business-friendly hotel in Schenectady. Enjoy free WiFi, free parking, and 5 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Rivers Casino & Resort and Scene One Movieland are located nearby.

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Price was $684, price is now $522 per person
$522
per person
Feb 2 - Feb 9
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Albany (ALB)
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berkshire Museum and Colonial Theater are located nearby.

The Century House, an Ascend Collection Hotel
Price was $807, price is now $681 per person
$681
per person
Feb 2 - Feb 9
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Albany (ALB)
Book a stay at this business-friendly hotel in Latham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Colonie Center Mall and Latham Farms are located nearby.

Tru By Hilton Albany Airport, NY
Price was $838, price is now $728 per person
$728
per person
Feb 2 - Feb 9
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Albany (ALB)
Book a stay at this golf 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 Colonie Center Mall and Crossgates Mall are located nearby.

Homewood Suites by Hilton Albany
Price was $911, price is now $793 per person
$793
per person
Feb 2 - Feb 9
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Albany (ALB)
Book a stay at this business-friendly 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 Colonie Center Mall and Crossgates Mall are located nearby.
Top Hotel Deals

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
10.45 km from city center
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 ...

The Williams Inn
101 Spring Street Williamstown MA
16.77 km from city center
Book a stay at this business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
14.75 km from city center
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
19.61 km from city center
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 ...

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
18.58 km from city center
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 ...

The Red Lion Inn
30 Main Street Stockbridge MA
33.43 km from city center
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...

Berkshires Untold
194 Pittsfield Rd Lenox MA
21.55 km from city center
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. ...

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
33.29 km from city center
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 ...

Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
15.79 km from city center
Book a stay at this business-friendly hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd Lenox MA
19.83 km from city center
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 helpful staff ...

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
27.9 km from city center
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...

Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St Pittsfield MA
18.74 km from city center
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

Courtyard by Marriott Lenox Berkshires
70 Pittsfield Rd Lenox MA
22.44 km from city center
Book a stay at this business-friendly hotel in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
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
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, May 31 - Mon, Jun 1
DEN
Denver Intl.
ALB
Albany Intl.
$419 Roundtrip, found 4 days ago
$419
Roundtrip
found 4 days ago

Sun, May 31 - Mon, Jun 1
DEN
Denver Intl.
ALB
Albany Intl.
$454 Roundtrip, found 4 days ago
$454
Roundtrip
found 4 days ago

Sun, May 31 - Mon, Jun 1
DEN
Denver Intl.
ALB
Albany Intl.
$456 Roundtrip, found 4 days ago
$456
Roundtrip
found 4 days ago

Sun, May 31 - Mon, Jun 1
DEN
Denver Intl.
ALB
Albany Intl.
$555 Roundtrip, found 4 days ago
$555
Roundtrip
found 4 days ago

