Piney Woods Vacations from $281

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The Latest Piney Woods vacation packages

Price found within the past 48 hours. Click for updated prices.
Jeffersonian Motor Inn by Townhouse, Prentiss MS

Jeffersonian Motor Inn by Townhouse, Prentiss MS

2.5 out of 5
Price was $328, price is now $281 per person
$281
per person
Feb 22 - Feb 26
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Jackson (JAN)
6.4/10 (72 reviews)
They will not honor online reservations through any website! They are in a small town that seems to be literally dying on the vine. The motel is the same - baseboards were missing or disintegrating, wires were routed around the baseboards, a/c is very loud. It is fairly clean with newer vinyl flooring and faucets. For the area it is about what one would expect.

Reviewed on Jul 26, 2025

Homewood Suites by Hilton Jackson Fondren Medical District

Homewood Suites by Hilton Jackson Fondren Medical District

3 out of 5
Fondren
Price was $830, price is now $773 per person
$773
per person
Jan 13 - Jan 15
found 16 hours ago
Roundtrip non-stop flight included
Erie (ERI) to Jackson (JAN)
9.2/10 Wonderful! (538 reviews)
Staff was very courteous and the check in process was fast.

Reviewed on Dec 1, 2025

The Westin Jackson

The Westin Jackson

4 out of 5
Downtown Jackson
Price was $882, price is now $822 per person
$822
per person
Jan 16 - Jan 18
found 16 hours ago
Roundtrip non-stop flight included
Erie (ERI) to Jackson (JAN)
9.2/10 Wonderful! (814 reviews)
Absolutely Wonderful!! From valet, front desk, and restaurant servers rated exceptional!

Reviewed on Dec 12, 2025

Hilton Garden Inn Jackson Downtown

Hilton Garden Inn Jackson Downtown

3 out of 5
Downtown Jackson
Price was $681, price is now $637 per person
$637
per person
Jan 13 - Jan 15
found 16 hours ago
Roundtrip non-stop flight included
Erie (ERI) to Jackson (JAN)
7/10 Good! (1,001 reviews)
Absolutely, the best!!! And, furthermore, exceptional, with no equivocation.

Reviewed on Nov 3, 2025

Home2 Suites by Hilton Jackson Flowood Airport Area

Home2 Suites by Hilton Jackson Flowood Airport Area

3 out of 5
Price was $833, price is now $782 per person
$782
per person
Jan 16 - Jan 18
found 16 hours ago
Roundtrip non-stop flight included
Erie (ERI) to Jackson (JAN)
9/10 Wonderful! (536 reviews)
Room was clean. Staff was professional and kind!

Reviewed on Dec 13, 2025

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Piney Woods Hotel Deals

Woodspring Suites Jackson Pearl I-20

Woodspring Suites Jackson Pearl I-20

2.5 out of 5
2 Mac and Bones Drive Pearl MS
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $88 total per night from Dec 14 to Dec 15
$88 total
Dec 14 - Dec 15
Total with taxes and fees
8.6/10 Excellent! (389 reviews)
Clean room

Reviewed on Dec 8, 2025

Woodspring Suites Jackson Pearl I-20
Home2 Suites by Hilton Jackson/Pearl, MS

Home2 Suites by Hilton Jackson/Pearl, MS

3 out of 5
435 Riverwind Dr. Pearl MS
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $111 total per night from Dec 21 to Dec 22
$111 total
Dec 21 - Dec 22
Total with taxes and fees
8.8/10 Excellent! (873 reviews)
Great location, clean rooms, pet friendly,, super fast check in.

Reviewed on Dec 3, 2025

Home2 Suites by Hilton Jackson/Pearl, MS
Quality Inn & Suites Pearl - Jackson

Quality Inn & Suites Pearl - Jackson

2.5 out of 5
360 Gilchrist Dr Pearl MS
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $68 total per night from Dec 29 to Dec 30
$68 total
Dec 29 - Dec 30
Total with taxes and fees
8.2/10 Very Good! (1,076 reviews)
Clean hotel. Would stay again.

Reviewed on Dec 9, 2025

Quality Inn & Suites Pearl - Jackson
See all 63 properties in Piney Woods
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 Piney Woods Vacation Packages

Piney Woods Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Evers Intl. Airport (JAN)

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Frequently asked questions

How much does a Piney Woods vacation package cost?
You can snap up a vacation package to this destination from $281 on Expedia. But how much your vacation to Piney Woods costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Piney Woods?
January, October and December are the best times to search for cheap Piney Woods vacation packages. Choosing to travel in quieter periods means you'll typically find lower prices on flights and hotels.
How many days is enough for Piney Woods?
With a well-organized itinerary, you can easily tick off the most popular Piney Woods sights in a handful of days. But if you prefer to discover hidden gems or take day trips, think about booking your Piney Woods vacation for longer.
How to find the best Piney Woods package deals?
Use Expedia's filter tool to find some terrific Piney Woods package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Piney Woods 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 usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Piney Woods vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Piney Woods vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Piney Woods?
If you're planning a spontaneous Piney Woods vacation, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land incredible deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Piney Woods vacation packages?
Set off on your perfect escape to Piney Woods with help from Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait for your next paycheck — we've teamed up with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.