
Deals on vacations and trips to Canaan
Save when you book Canaan package deals

Canaan flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Hampton Inn Albany-Wolf Road (Airport)
Price was $702, price is now $577 per person
$577
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free self parking, and a free airport shuttle. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference space. A computer station, dry cleaning, and luggage storage are also on offer.

The Cornell Inn, Lenox & The Berkshires
Save 100% on your flight
Price was $2,667, price is now $1,902 per person
$1,902
per person
Jul 16 - Jul 19
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.

Fairfield Inn & Suites by Marriott Albany Downtown
Downtown Albany
Price was $810, price is now $660 per person
$660
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's a 24-hour gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.

La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area
Price was $799, price is now $653 per person
$653
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
This hotel features a 24-hour gym and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

The Ponds at Foxhollow
Price was $1,407, price is now $1,174 per person
$1,174
per person
Jul 16 - Jul 19
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
This aparthotel features an outdoor pool and an indoor pool. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the outdoor tennis court and conveniences like a terrace and laundry facilities.
Top Canaan hotels deals

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$155 nightly
The price is $173 total per night
$173 total
Jun 16 - Jun 17
Total with taxes and fees
This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $152 total per night
$152 total
Jun 16 - Jun 17
Total with taxes and fees
This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Parking included

The Yankee Inn
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $124 total per night
$124 total
Jun 16 - Jun 17
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Pool
Hot Tub

Quality Inn Great Barrington
372 Main Street Great Barrington MA
Free Cancellation
$94 nightly
The price is $105 total per night
$105 total
Jun 17 - Jun 18
Total with taxes and fees
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A picnic area and barbecue grills are also provided.
Breakfast included
Parking included

Berkshires Untold
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $151 total per night
$151 total
Jun 16 - Jun 17
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby fireplace, and express check-in are also on offer.
Pet friendly
Parking included

The Red Lion Inn
30 Main Street Stockbridge MA
$192 nightly
The price is $214 total per night
$214 total
Jul 7 - Jul 8
Total with taxes and fees
This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Spa
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.
Popular places to visit
Queechy Lake
Commune with nature and explore the great outdoors at Queechy Lake during your travels in Canaan. Discover the area's museums and shops.
Frequently asked questions
Photos of local treasures
Browse Canaan vacation photos for more inspiration

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