Jackson Vacation Packages

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Your Jackson Vacation

Uncover the best of Jackson with a tailor-made Jackson vacation package. From its rich history and cultural experiences to its spectacular views, you'll love getting to know this mountainous city on your own terms. Want to venture out and explore? Attitash Mountain Resort, Story Land and Nestlenook Farm are just a few of the best places to visit during a trip to Jackson. Browse Expedia's wide range of travel options and begin planning your perfect vacation to Jackson now.

Top Jackson Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Club Wyndham Smugglers’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

3.5 out of 5
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
8.4/10 Very Good! (175 reviews)
Lovely large room. Loved having the washer dryer in the room. Pool is close to the room. Nice and quiet.

Reviewed on Jul. 14, 2025

Bluebird Cady Hill Lodge

Bluebird Cady Hill Lodge

3 out of 5
per person
Oct 6 - Oct 11
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
9.2/10 Wonderful! (513 reviews)
Revamped old motel. AC was very loud, room was very dark. Toilet to close the the toilet paper holder. Bed was comfortable. Unique fireplace in the room.

Reviewed on Jul. 4, 2025

AWOL Stowe

AWOL Stowe

3.5 out of 5
per person
Oct 6 - Oct 11
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
9/10 Wonderful! (152 reviews)
Beautiful property with hot tub, sauna and cold plunge. Adults only.

Reviewed on Jul. 13, 2025

Outbound Stowe

Outbound Stowe

3.5 out of 5
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
9/10 Wonderful! (149 reviews)
We were surprised by the simplicity of the room but it was clean & cozy. We happened to stay over a Monday when Outbound opens their pool to the local community to enjoy. They even host a local band that was really good. There were nicer accommodations on the property, I just don’t know their price point.

Reviewed on Jul. 16, 2025

Innsbruck Inn at Stowe

Innsbruck Inn at Stowe

2.5 out of 5
per person
Oct 6 - Oct 11
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
9.4/10 Exceptional! (495 reviews)
The staff was very kind. The breakfast was very good. The room had an odor. For staying over when you're really active, this is a great place to drop your stuff, head out and come back clean up and sleep.

Reviewed on Jul. 12, 2025

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Jackson Hotel Deals

Christmas Farm Inn and Spa

Christmas Farm Inn and Spa

3 out of 5
3 Blitzen Way, Jackson, NH
The price is CA $90 per night from Jul 20 to Jul 21
CA $90
CA $127 total
Jul 20 - Jul 21
includes taxes & fees
8.6/10 Excellent! (739 reviews)
"Great place to relax"

Reviewed on Jul. 14, 2025

Christmas Farm Inn and Spa
The Whitney's Inn at Jackson

The Whitney's Inn at Jackson

3 out of 5
357 Black Mountain Road, Jackson, NH
The price is CA $94 per night from Jul 30 to Jul 31
CA $94
CA $132 total
Jul 30 - Jul 31
includes taxes & fees
8.4/10 Very Good! (475 reviews)
"It is a vintage, throw-back country inn in a charming old building located in a hamlet near a stream and a pond. It has all the ingredients of a safe, quiet, getaway."

Reviewed on Jul. 14, 2025

The Whitney's Inn at Jackson
The Lodge At Jackson Village

The Lodge At Jackson Village

2.5 out of 5
153 Route 16, Jackson, NH
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Jul 20 to Jul 21
CA $177
CA $192 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"It was beautiful. The flowers. The pool.The landscaping. The river running behind the property. I loved it."

Reviewed on Jul. 14, 2025

The Lodge At Jackson Village
See all 2,548 properties in Jackson
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Jackson

Nestlenook Farm

3/5(1 review)

You can find out about the history of Jackson with a visit to Nestlenook Farm. Discover the mountain views in this family-friendly area, or enjoy its ski slopes.

Nestlenook Farm

Frequently asked questions

How much does a Jackson vacation package cost?
Offering excellent value package deals from CA $1,278 on Expedia, you'll be surprised at how little a vacation to Jackson costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Jackson?
April, May and November are great times to search for cheap Jackson vacation packages. Opting to travel in less busy periods means you can generally find reduced prices on hotels and flights.
How many days is enough for Jackson?
You can see all the main sights in Jackson in a few days, including the popular Eagle Mountain Golf Course. If you're looking for an extended Jackson vacation, look at what sort of day trips and activities are available close by.
Is it worth booking a vacation package to Jackson?
Jackson offers everything you need for a wonderful getaway. Begin your Jackson vacation on a high note by visiting popular attractions like Black Mountain Ski Area.
How to find the best Jackson package deals?
Use Expedia's filter tool to help you find some tempting Jackson package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Jackson package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Jackson vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels individually. Better still, you can customize your Jackson escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Jackson?
If you have your Jackson travel dates finalized, book as soon as you can to grab some outstanding deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Jackson?

  1. Choose your dates: The things you plan to do in Jackson and your favourite season will help you decide when to get away.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and meals to experiences and flights. Your accommodations will likely be the largest expense during your trip to Jackson.
  3. Decide how many days away: Start by compiling a list of the activities and sights you'd like to experience in Jackson. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your accommodations and airfare: After you've nailed down your dates and duration, book the right Jackson vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.