Canaan Vacations from $565

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Your Canaan Vacation

Entertainment, food, art and more … There's so much to discover with a Canaan vacation package. And with the ability to customize your city getaway, it's guaranteed to be one that's memorable. During your trip to Canaan, take all the time you need for sightseeing. One of the best places to start exploring is Cardigan Mountain State Park. Whoever you're traveling with and whatever the size of your budget, your ultimate Canaan vacation is just clicks away with Expedia.

The Latest Canaan vacation packages

Price found within the past 48 hours. Click for updated prices.
Deerfield Valley Inn

Deerfield Valley Inn

2 out of 5
Price was $652, price is now $565 per person
$565
per person
Sep 4 - Sep 7
found 12 hours ago
Roundtrip flight included
Denver (DEN) to Springfield (VSF)
9.4/10 Exceptional! (120 reviews)
Very helpful host. Good location. A short bike path for walking. Comfortable beds and room. Be prepared for dogs who bark or whine when left in their pet friendly rooms when their owners go out. Not a fan of the no BYOB rule. Stairs were strep to the upstairs rooms. Overall, a great weekend stay.

Reviewed on Jun 21, 2026

Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $783, price is now $622 per person
$622
per person
Sep 4 - Sep 7
found 12 hours ago
Roundtrip flight included
Denver (DEN) to Springfield (VSF)
8.6/10 Excellent! (904 reviews)
Love the historical aspects of this place.

Reviewed on Jun 17, 2026

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,414, price is now $1,158 per person
$1,158
per person
Aug 1 - Aug 8
found 13 hours ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
8.8/10 Excellent! (932 reviews)
Beautiful setting. Under construction at the moment. Lovely fire pits along the river for evening gathering. Our room was newly renovated. Small but clean. But without storage: no bureau or closet or even a pole or place to hang clothes. Will be good to revisit once the restaurant is finished and hammering stops. Single Keurig in reception area for all the guests. Convenient grocery storage directly across the street. Lovely eateries and sites to visit within drive range. Interesting mix. I believe it is under new ownership and undergoing needed work before ski season.

Reviewed on Jun 22, 2026

The Vesper

The Vesper

3 out of 5
Price was $881, price is now $764 per person
$764
per person
Sep 7 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
9.2/10 Wonderful! (62 reviews)
Gorgeous spot, right in the heart of Woodstock. So glad we picked it!!! Would love to go back!

Reviewed on Jun 21, 2026

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was $1,179, price is now $1,034 per person
$1,034
per person
Aug 1 - Aug 8
found 13 hours ago
Roundtrip flight included
New York (NYC) to Lebanon (LEB)
9/10 Wonderful! (843 reviews)
Great place and location! Beautiful scenery! A little dated but really not that bad. They do need to get the new pool constructed and not put it off

Reviewed on Jun 15, 2026

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Canaan Hotel Deals

Mystical Pines Hideaway: A One-of-a-Kind Cabin Escape: Trails, Hiking, Biking

Mystical Pines Hideaway: A One-of-a-Kind Cabin Escape: Trails, Hiking, Biking

Canaan NH
10/10 Exceptional! (1 review)
"This place was magical. Four adults came up from Massachusetts for a couple days of work. We didn't know we would be staying at somebody's art project... It was perfect. The host had everything we needed. Close to highway. We will definitely return at some point in the near future"

Reviewed on Jun 21, 2026

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Mystical Pines Hideaway: A One-of-a-Kind Cabin Escape: Trails, Hiking, Biking
Cozy mountain cabin w/Mountain View, hot tub, game room, and adventure for all

Cozy mountain cabin w/Mountain View, hot tub, game room, and adventure for all

Orange NH
9.8/10 Exceptional! (22 reviews)
"the cabin was a lovely mountain getaway! dog friendly, and the check in and host communication was excellent. highly recommend to enjoy a glass of wine in the hottub while watching the sunset! we will definitely stay again!"

Reviewed on Jun 22, 2026

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Cozy mountain cabin w/Mountain View, hot tub, game room, and adventure for all
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

2.5 out of 5
25 Airport Road West Lebanon NH
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $145 total per night from Jul 5 to Jul 6
$145 total
Jul 5 - Jul 6
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
"Musty smell Sheets were pilled Areas in tub could have been cleaner Room overlooked pool, window needed cleaning"

Reviewed on Jun 23, 2026

Fireside Inn & Suites West Lebanon
See all 1,212 properties in Canaan
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.

Find the Best Canaan Vacation Packages

Canaan Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lebanon Municipal Airport (LEB)
Population
520
Top Sights
Lebanon Opera House, Wellington State Park and Cardigan Mountain State Park

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Frequently asked questions

How much does a Canaan vacation package cost?
Offering excellent value package deals from $565 on Expedia, you'll be pleasantly surprised at how much a vacation to Canaan costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Canaan?
If you're looking to score a cheap Canaan vacation package, consider planning a trip in October, November and December. You'll generally find better rates on accommodations and flights during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Canaan?
With a well-planned itinerary, you can easily tick off the top Canaan attractions in a few days. But if you want to discover hidden spots or go on day tours, think about booking your Canaan vacation for longer.
How to find the best Canaan package deals?
Start your search for a Canaan package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Canaan package deal straight away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Canaan getaway off to a flying start.
Is it cheaper to book a Canaan vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Canaan vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Canaan?
If you have your Canaan travel dates finalized, book as soon as you can to score some outstanding deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
Does Expedia offer Book Now, Pay Later Canaan vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Canaan vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.