Piney Woods Vacation Packages

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Top Piney Woods Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Jackson

Hilton Jackson

3.5 out of 5
Price was CA $705, price is now CA $603 per person
CA $603
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Jackson (JAN)
7.6/10 Good! (1,010 reviews)
The only good things about that hotel is the staff and the lobby. The rooms and the elevator are dirty.

Reviewed on Jul 9, 2026

The Westin Jackson

The Westin Jackson

4 out of 5
Downtown Jackson
Price was CA $919, price is now CA $820 per person
CA $820
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Jackson (JAN)
9/10 Wonderful! (944 reviews)
We never received housekeeping service and after several requests, they brought us fresh towels and emptied the trash. The front desk staff didn't seem the least bit concerned and offered no apology.

Reviewed on Jul 8, 2026

Wingate by Wyndham Jackson/Ridgeland

Wingate by Wyndham Jackson/Ridgeland

3 out of 5
Price was CA $735, price is now CA $665 per person
CA $665
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Jackson (JAN)
7.6/10 Good! (1,003 reviews)
Love the clean environment and all the employees were so nice and helpful.Quiet at night sleep like a baby .We love everything will stay in the future if go that way

Reviewed on Jul 10, 2026

Best Western Plus Jackson Downtown Coliseum

Best Western Plus Jackson Downtown Coliseum

2.5 out of 5
Greater Belhaven
Price was CA $680, price is now CA $623 per person
CA $623
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Jackson (JAN)
7.8/10 Good! (948 reviews)
Our toilet wouldn't flush in the room so we had to switch to a new room. The rooms were pretty clean but bathroom and hallways were not good. Hallway carpets were very dirty and the whole place smelled a little. Im glad there was gated parking because the area was a little weird.

Reviewed on Jul 8, 2026

Staybridge Suites Jackson by IHG

Staybridge Suites Jackson by IHG

3 out of 5
Price was CA $672, price is now CA $619 per person
CA $619
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Jackson (JAN)
8.6/10 Excellent! (1,006 reviews)
Disgusting and gross not remodeled at all stains and dirt and old food crumbs all over the room

Reviewed on Jul 10, 2026

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Piney Woods Hotel Deals

Sheraton Flowood The Refuge Hotel & Conference Center

Sheraton Flowood The Refuge Hotel & Conference Center

4 out of 5
2200 Refuge Boulevard Flowood MS
Fully refundableReserve now, pay when you stay
The price is CA $276 per night from Aug 9 to Aug 10
CA $276
CA $309 total
Aug 9 - Aug 10
includes taxes & fees
9.2/10 Wonderful! (582 reviews)
"Great Breakfast. Bar is awesome."

Reviewed on Jul 7, 2026

Sheraton Flowood The Refuge Hotel & Conference Center
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
The price is CA $119 per night from Jul 19 to Jul 20
CA $119
CA $133 total
Jul 19 - Jul 20
includes taxes & fees
8.4/10 Very good! (595 reviews)
"There is no pool and Nothing for breakfast...and they wont allow a refund even if you have 3 days booked u cant cancel any days they MAKE u stay horrible. They have an extended stay amd there were a lot of men around....will NEVER BOOK HERE AGAIN. Also beds on poles my husband is 6'4 300 lbs didnt ..."

Reviewed on Jul 11, 2026

Woodspring Suites Jackson Pearl I-20
La Quinta Inn & Suites by Wyndham Jackson Airport/Pearl

La Quinta Inn & Suites by Wyndham Jackson Airport/Pearl

3 out of 5
501 S Pearson Rd Pearl MS
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from Jul 19 to Jul 20
CA $118
CA $133 total
Jul 19 - Jul 20
includes taxes & fees
8.4/10 Very good! (1,011 reviews)
"We booked here because of the high 8.4 rating. It is a 7 at best. It was clean and front desk staff was pleasant. But hotel common areas are dated — tired carpets and chipped purple paint — and rooms are super basic. Telephone shower head leaked. Worst thing? The highway and industrial noise and ..."

Reviewed on Jul 9, 2026

La Quinta Inn & Suites by Wyndham Jackson Airport/Pearl
See all 80 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.
All Inclusive Vacations
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Frequently asked questions

How much does a Piney Woods vacation package cost?
Offering great value package deals from CA $603 on Expedia, you'll be pleasantly surprised at how much a vacation to Piney Woods costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Piney Woods?
You can generally find lower rates and better availability in January, February and November. Take a look at our cheap Piney Woods vacation packages and you could score some great off-season discounts.
How many days is enough for Piney Woods?
Generally, a handful of days is enough to check out the major sights during your Piney Woods vacation. However, if you want to have more time to chill out or take day tours, think about extending your itinerary.
How to find the best Piney Woods package deals?
Start your search for a Piney Woods package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Piney Woods package deal right away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Piney Woods escape underway.
Is it cheaper to book a Piney Woods vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component separately. And you'll still have the freedom to create a customized Piney Woods vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Piney Woods?
If you have your Piney Woods travel dates locked in, book as soon as you can to grab some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Piney Woods?

  1. Choose when to travel: Check your schedule and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to vacation in Piney Woods.
  2. Budget wisely: In addition to the cost of your stay, you should factor in other expenses too. These include food, flights and transportation. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Piney Woods.
  3. Decide how long to go for: Now that you're more familiar with Piney Woods, you can work out the right length of your break. Put together a rough plan and give yourself enough time for all the things you want to do.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick a Piney Woods vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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