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.
Saratoga Casino Hotel

Saratoga Casino Hotel

4 out of 5
Price was $571, price is now $510 per person
$510
per person
Jan 19 - Jan 21
found 7 hours ago
Roundtrip flight included
Denver (DEN) to Albany (ALB)
This smoke-free hotel features a casino, a nightclub, and a restaurant. Enjoy the indoor pool and perks like free self parking and a free area shuttle. You'll appreciate the 24-hour gym, bar/lounge, and snack bar/deli.
Lodges At Cresthaven

Lodges At Cresthaven

4 out of 5
Price was $616, price is now $519 per person
$519
per person
Jan 19 - Jan 21
found 7 hours ago
Roundtrip flight included
Denver (DEN) to Albany (ALB)
A restaurant and a 24-hour gym are featured at this lodge. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A business center, a terrace, and a picnic area are also on offer.
Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center

3 out of 5
Price was $608, price is now $545 per person
$545
per person
Jan 19 - Jan 21
found 7 hours ago
Roundtrip flight included
Denver (DEN) to Albany (ALB)
This smoke-free resort features 2 restaurants, a bar/lounge, and an indoor pool. Traveling on business? Take advantage of the 24-hour business center, laundry service, and airport shuttle. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.
Aspen At Manchester

Aspen At Manchester

2.5 out of 5
Price was $979, price is now $883 per person
$883
per person
Dec 27 - Jan 1
found 2 hours ago
Roundtrip non-stop flight included
Miami (MIA) 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.
The White House Inn

The White House Inn

3.5 out of 5
Price was $1,164, price is now $1,057 per person
$1,057
per person
Dec 27 - Jan 1
found 2 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Albany (ALB)
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace and a garden are also provided.

Top Canaan hotels deals

Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires

Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires

Canaan NY
Get rates
A gym is featured at this cottage, along with a garden and barbecue grills.
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
$128 nightly
The price is $143 total per night
$143 total
Nov 4 - Nov 5
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
$115 nightly
The price is $128 total per night
$128 total
Dec 3 - Dec 4
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
$105 nightly
The price is $117 total per night
$117 total
Nov 9 - Nov 10
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
Nov 25 - Nov 26
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.
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

4.5 out of 5
549 Washington Street Hudson NY
$239 nightly
The price is $270 total per night
$270 total
Dec 3 - Dec 4
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.
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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.
See properties

Frequently asked questions

How much are vacation packages to Canaan?
Your vacation fantasies can be realized in Canaan for as low as $510. 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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