Jackson Vacations from $640
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Jackson vacation packages
Price found within the past 48 hours. Click for updated prices.
The Primrose
$880
per person
Oct 27 - Nov 1
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Bangor (BGR)
9.6/10 Exceptional! (980 reviews)
Definitely our favorite out of the three nights we were in bar harbor! Homey and clean! Staff was over the top! Very hospitable! Highly recommend The Prim rose!
Reviewed on Aug 14, 2026
Eden Village Motel & Cottages
$1,300
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bangor (BGR)
8.8/10 Excellent! (283 reviews)
They are working on the property to improve the outdated part. It has a great potential and is super well located.
Reviewed on Aug 13, 2026
Glen Mary Apartments
$1,295
per person
Oct 27 - Nov 1
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Bangor (BGR)
9/10 Wonderful! (2 reviews)
First floor of property was under construction and looked a bit shabby. Overall unit was good although electronics took some getting used to.
Reviewed on Aug 5, 2025
Jackson Hotel Deals
Bangor Grande
357 Odlin Rd Bangor ME
Fully refundableReserve now, pay when you stay
$118 nightly
$129 total
Aug 16 - Aug 17
Total with taxes and fees
Hollywood Casino Bangor
500 Main Street Bangor ME
Fully refundableReserve now, pay when you stay
$156 nightly
$170 total
Aug 23 - Aug 24
Total with taxes and fees
Colonial Gables Oceanfront Village
7 Eagle Avenue Belfast ME
Fully refundableReserve now, pay when you stay
$160 nightly
$174 total
Sep 7 - Sep 8
Total with taxes and fees
9.6/10 Exceptional! (1,004 reviews)
"Amazing place! Amenities and views are lovely. Staff kind and helpful!"
Reviewed on Aug 12, 2026
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 Jackson Vacation Packages
Jackson Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Bangor Intl. Airport (BGR) |
Population | 530 |
More vacations you might like
Frequently asked questions
How much does a Jackson vacation package cost?
You can snap up a vacation package to this popular destination from $640 on Expedia. But how much your vacation to Jackson costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Jackson?
November, December and January are the best times to look for cheap Jackson vacation packages. Traveling in quieter periods means you can typically find lower prices on flights and accommodations.
How many days is enough for Jackson?
The ideal length for your Jackson vacation depends on what you'd like to see. Typically, a handful of days to a week will give you plenty of time to tick off all the leading sights and explore some hidden treasures along the way.
How to find the best Jackson package deals?
Use Expedia's handy filters to help you find some unbeatable Jackson package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Jackson package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Jackson vacation as a package?
You can enjoy significant savings on your Jackson escape by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Jackson?
If you have your Jackson travel dates finalized, book as early as you can to grab some outstanding deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for setting off on a whim.
Does Expedia offer Book Now, Pay Later Jackson vacation packages?
If you're like us, you love discovering new places but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Jackson trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great 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.
