Jackson Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Jackson

Christmas Farm Inn and Spa
Christmas Farm Inn and Spa
3 out of 5
3 Blitzen Way, Jackson, NH
8.6/10 Excellent! (735 reviews)
"Easy check in"

Reviewed on 14 Jun 2025

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Christmas Farm Inn and Spa
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 2.585.583 ₫ per night from 2 Jul to 3 Jul
2.585.583 ₫
2.805.488 ₫ total
2 Jul - 3 Jul
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"The owners were flexible about letting spend some time in the pool after we checked out. They also kept breakfast going for other people that came a little late."

Reviewed on 22 Jun 2025

The Lodge At Jackson Village
The Wentworth
The Wentworth
4 out of 5
1 Carter Notch Road, Jackson, NH
Fully refundableReserve now, pay when you stay
The price is 5.197.283 ₫ per night from 31 Jul to 1 Aug
5.197.283 ₫
6.631.107 ₫ total
31 Jul - 1 Aug
includes taxes & fees
9.4/10 Exceptional! (475 reviews)
"Beautiful property, quaint town, nice snacks available."

Reviewed on 19 Jun 2025

The Wentworth
See all 2,539 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.

Frequently asked questions

How much does a Jackson holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Jackson costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Jackson?
If you'd like to snag a cheap Jackson holiday package, consider visiting in April, May and November. You're likely to find better rates on flights and hotels during these quieter months --- ideal for budget-conscious travellers.
How many days is enough for Jackson?
When planning your Jackson holiday, a few days will be enough to tour all the highlights. Be sure to visit Jackson Falls --- it's one of the major sights in this destination. If you're looking for more adventure, consider basing yourself here and venturing off on some trips from Jackson.
Is it worth booking a holiday package to Jackson?
Jackson has everything you need for a wonderful getaway. Get your Jackson holiday off to a flying start by exploring popular attractions like Black Mountain Ski Area.
How to find the best Jackson package deals?
Use Expedia's filter tool to find some of the best 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 trip for midweek, or search for Jackson package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a Jackson holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still have the freedom to create a tailored Jackson holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Jackson?
Land incredible bargains by reserving your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Jackson break.
How to plan a trip to Jackson?

  1. Choose when to travel: Check your diary and pack your bags. Your preferred season and the available activities will also help you decide when to holiday in Jackson.
  2. Set a budget: Factor in costs like food, flights and transportation when working out how much to set aside for your trip to Jackson. Then, pick a hotel that matches your budget, whether that's a wallet-friendly option or a more upscale retreat.
  3. Decide how many days away: Start by compiling a list of the attractions and activities you want to experience in Jackson. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your accommodation and airfare: After you've nailed down your dates and duration, book the right Jackson holiday package for you.

Popular places to visit

Nestlenook Farm

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

Nestlenook Farm

Black Mountain Ski Area

4/5(1 review)

Hit the slopes in Jackson with a visit to Black Mountain Ski Area. Discover the mountain views in this family-friendly area or enjoy its hiking trails.

Black Mountain Ski Area

Eagle Mountain Golf Course

Play a round of golf in Jackson at Eagle Mountain Golf Course, and enjoy other activities such as skiing. Discover the mountain views in this romantic area or enjoy its hiking trails.

Eagle Mountain Golf Course