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.
Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $842, price is now $708 per person
$708
per person
Dec 18 - Dec 20
found 17 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Albany (ALB)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A garden, a lobby fireplace, and a communal living room are also on offer.
Aspen At Manchester

Aspen At Manchester

2.5 out of 5
Price was $1,291, price is now $1,012 per person
$1,012
per person
Dec 22 - Dec 29
found 5 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Albany (ALB)
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a lobby fireplace are also on offer.
Weathervane Motel

Weathervane Motel

2 out of 5
Price was $979, price is now $874 per person
$874
per person
Dec 22 - Dec 29
found 5 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Albany (ALB)
Free WiFi in public areas is available at this motel.
The Manchester View

The Manchester View

2.5 out of 5
Price was $1,441, price is now $1,293 per person
$1,293
per person
Dec 22 - Dec 29
found 5 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Albany (ALB)
A seasonal outdoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.
The Rosendale Roost

The Rosendale Roost

2 out of 5
Price was $1,319, price is now $1,193 per person
$1,193
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Fort Myers (RSW) to Albany (ALB)
This vacation home features a virtual front desk. Take advantage of the free self parking.

Top Canaan hotels deals

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $121 total per night
$121 total
Nov 17 - Nov 18
Total with taxes and fees
This aparthotel 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
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $119 total per night
$119 total
Dec 13 - Dec 14
Total with taxes and fees
This aparthotel 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
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $127 total per night
$127 total
Dec 12 - Dec 13
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

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Free Cancellation
$76 nightly
The price is $85 total per night
$85 total
Dec 3 - Dec 4
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
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

4.5 out of 5
549 Washington Street Hudson NY
Free Cancellation
Reserve now, pay when you stay
$241 nightly
The price is $272 total per night
$272 total
Dec 7 - Dec 8
Total with taxes and fees
This smoke-free hotel features 3 indoor pools, a restaurant, and a bar/lounge. Enjoy the steam room and perks like free valet parking and free WiFi. Free self parking, a coffee shop, and a garden are also offered.
Pool
Spa
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

3.5 out of 5
190 Meadow Street South Lee MA
Free Cancellation
$128 nightly
The price is $143 total per night
$143 total
Nov 15 - Nov 16
Total with 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
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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.

Stay near popular Canaan attractions

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.
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Frequently asked questions

How much are vacation packages to Canaan?
Your vacation fantasies can be realized in Canaan for as low as $708. Our affordable package deals include flights and hotels, so organizing your itinerary will be a piece of cake. The only thing you'll need to focus on is what amazing attraction you'll head to first.
How long should my Canaan vacation be?
Many travelers like to spend around 2 nights in Canaan. But what's right for them mightn't be right for you. Whether you opt to stay for a few days or a few weeks, you'll love exploring all the fantastic things that this place has to offer.
Where can I get the best vacation package deals for Canaan?
You can snap up fantastic Canaan package deals with Travelocity. Mix and match from as many as 400 partner airlines and 1,000,000 properties worldwide and turn those travel dreams into a reality.
Why should I purchase my Canaan vacation package with Travelocity?
Because we believe in creating stress-free vacation experiences. From hotels and flights to car rentals and activities, we put everything at your fingertips. Our customer support is available 24/7 to make sure your needs are taken care of. We also offer a Price Match Guarantee, so you can secure your vacation knowing you've scored the best deal possible. How? If you find a lower price, we'll match it!
Will I save money on my Canaan car rental if I bundle it with hotels and flights?
Bundling your car, flight and hotel into a Canaan vacation package is an easy way to score an incredible deal. Plus, having your own wheels gives you the freedom to find your way to all those landmarks you're eager to see. Sitting 120 mi away from Canaan, Times Square is one attraction that should be on your can't-miss list. Fill up the tank and make a day trip of it.
Which airport is best for Canaan?
Bradley Intl. Airport (BDL) is 50 mi from downtown and is the starting point for many fun adventures. Alternatively, Albany Intl. Airport (ALB) is 30 mi away from central Canaan and Hartford, CT (HFD-Hartford - Brainard) is 60 mi away from central Canaan.
Where should I stay when visiting Canaan?
If you're searching for somewhere to lay your head, take a look at the Near Skiing! Hot Tub, Wood Stove, Pool Table, & Theater Room. Pet friendly!. It's the top pick for many visitors.

Photos of local treasures

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A calm lake with reflections of the sky and trees, surrounded by lush greenery and hills.

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