Book Exclusive Canaan Vacation Packages

Choose one or more items to build your trip:

Canaan flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was CA $889, price is now CA $684 per person
CA $684
per person
Oct 8 - Oct 11
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Albany (ALB)
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
Price was CA $982, price is now CA $789 per person
CA $789
per person
Oct 8 - Oct 11
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Albany (ALB)
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 our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.
Kingston Carriage House

Kingston Carriage House

4 out of 5
Rondout
Price was CA $1,498, price is now CA $1,302 per person
CA $1,302
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Albany (ALB)
Stay at this B&B in Kingston. Enjoy free WiFi, in-room massages, and concierge services. Popular attractions Hudson River Maritime Museum and Trolley Museum of New York are located nearby.
Berkshires Untold

Berkshires Untold

3.5 out of 5
Price was CA $1,294, price is now CA $1,125 per person
CA $1,125
per person
Oct 8 - Oct 11
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Albany (ALB)
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. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby.
Hideaway Inn Lenox

Hideaway Inn Lenox

2 out of 5
Price was CA $1,158, price is now CA $1,049 per person
CA $1,049
per person
Oct 8 - Oct 11
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Albany (ALB)
Book a stay at this family-friendly guesthouse in Lenox. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Tanglewood Music Center and Lenox Library are located nearby.

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
The price is CA $130 per night
CA $130
CA $161 total
Aug 12 - Aug 13
includes taxes & fees
Book a stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Parking included
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
The price is CA $221 per night
CA $221
CA $246 total
Aug 10 - Aug 11
includes taxes & fees
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 reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free cancellation
Reserve now, pay when you stay
The price is CA $150 per night
CA $150
CA $199 total
Aug 30 - Aug 31
includes taxes & fees
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road Pittsfield MA
The price is CA $87 per night
CA $87
CA $97 total
Aug 10 - Aug 11
includes taxes & fees
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking and Crane Museum of Papermaking are located nearby.
Parking included
Free WiFi
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
The price is CA $202 per night
CA $202
CA $225 total
Sep 3 - Sep 4
includes taxes & fees
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. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby.
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

2.5 out of 5
99 Miller Rd Castleton-on-Hudson NY
Free cancellation
The price is CA $178 per night
CA $178
CA $198 total
Aug 30 - Aug 31
includes taxes & fees
Book a stay at this business-friendly hotel in Castleton-on-Hudson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions MVP Arena and Funplex Fun Park are located nearby.
Don't see what you're looking for?
See all available properties in Canaan
View all properties
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

Canaan Vacations

Get your vacation off to the best start possible by knowing a thing or two about Canaan before you head off.

This neighborhood sits 25 miles (40 kilometers) to the southeast of the center of Albany, the state capital of New York.

The population of Albany is roughly 98,000.

Places to visit in Canaan

Venture into the wider Albany region and get closer to nature with some activities like snowboarding. If you really want to create some special vacation memories, stick skiing on your must-do list as well.

Where do you fly into for Canaan?

Arriving at Bradley International Airport (BDL)? Get through security, exit the terminal and you'll be 50 miles (80 kilometers) to the southeast from the heart of Canaan.

Frequently asked questions

How much are vacation packages to Canaan?
Your vacation fantasies can be realized in Canaan for as low as CA $684. 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 193 kilometers 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 80 kilometers from downtown and is the starting point for many fun adventures. Alternatively, Albany Intl. Airport (ALB) is 48 kilometers away from central Canaan and Hartford, CT (HFD-Hartford - Brainard) is 97 kilometers 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

Browse Canaan vacation photos for more inspiration

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