
Deals on vacations and trips to Canaan
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Canaan flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

AutoCamp Catskills
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hudson (HCC)
A restaurant and a bar/lounge are featured at this holiday park. Guests will appreciate free perks like free self parking and WiFi in public areas. A grocery/convenience store, a lobby fireplace, and a communal living room are also on offer.


Ski Hike Lodge 5BR w Fire Pit Cozy Spaces
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hudson (HCC)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. There's fun for all ages with a playground and an arcade/game room. A garden is also provided.

Hunter Lodge, a Bluebird by Lark
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hudson (HCC)
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. A lobby fireplace, a communal living room, and a library are also on offer.
Top Canaan hotels deals

Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated
An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. Families will appreciate the playground and barbecue grills.
Pool
Kitchen

Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $132 total per night
$132 total
Jul 17 - Jul 18
Total includes 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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
Free Cancellation
Reserve now, pay when you stay
$170 nightly
The price is $190 total per night
$190 total
Jul 9 - Jul 10
Total includes taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and conveniences like a coffee shop and barbecue grills.
Pool
Air conditioning

The Red Lion Inn
30 Main Street, Stockbridge, MA
Free Cancellation
Reserve now, pay when you stay
$257 nightly
The price is $288 total per night
$288 total
Jul 15 - Jul 16
Total includes taxes and fees
This smoke-free 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. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Pool
Spa

Prospect Berkshires
50 Prospect Lake Rd, Egremont, MA
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the sauna and perks like free valet parking and free WiFi. A poolside bar, a 24-hour front desk, and a coffee shop are also provided.
Pool
Pet friendly

Quality Inn
170 Housatonic Street, Lee, MA
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $132 total per night
$132 total
Jul 21 - Jul 22
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Business travelers can take advantage of the express check-in. A restaurant, a 24-hour front desk, and express check-out are also provided.
Breakfast included
Free WiFi
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
North Canaan Town Hall
North Canaan Town Hall is just one of the places to see in North Canaan, so why not enjoy the other things to explore during your travels?
C H Pease Museum
You can spend time browsing the exhibits at C H Pease Museum during your travels in Canann Village Historic District.
Eddy Field
Explore the great outdoors at Eddy Field, a lovely green space in North Canaan.
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