Pineland Vacations from $591

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The Latest Pineland vacation packages

Price found within the past 48 hours. Click for updated prices.
The Local House

The Local House

3.5 out of 5
South Beach
Save 100% on your flight
Price was $1,128, price is now $591 per person
$591
per person
Jan 5 - Jan 9
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
9.2/10 Wonderful! (1,000 reviews)
Fantastic small hotel. The staff were all attentive and went out of their way to make my stay comfortable The restraunt serves Brunch (8am to 4pm) i had the opportunity to eat there twice and thoroughly enjoyed both meals. Room Service and Service at the rooftop pool is also available..

Reviewed on Oct 12, 2025

Planet Hollywood Resort & Casino

Planet Hollywood Resort & Casino

4 out of 5
Las Vegas Strip
Price was $2,384, price is now $1,116 per person
$1,116
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Las Vegas (LAS)
8/10 Very Good! (18,795 reviews)
It was the usual experience at planet Hollywood. Good for the money!

Reviewed on Oct 14, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $15,182, price is now $7,121 per person
$7,121
per person
Dec 20 - Dec 24
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Miami (MIA)
8/10 Very Good! (1 review)
Westgate Flamingo Bay Resort

Westgate Flamingo Bay Resort

4 out of 5
Spring Valley
Price was $1,439, price is now $699 per person
$699
per person
Jan 6 - Jan 10
found 11 hours ago
Roundtrip flight included
Dallas (DAL) to Las Vegas (LAS)
8.8/10 Excellent! (1,004 reviews)
We had a late arrival and staff was super friendly on check in. Plenty of parking. Gated entry to make sure car was safe.

Reviewed on Sep 27, 2025

Nomada Residences

Nomada Residences

4 out of 5
Northeast Miami
Price was $2,690, price is now $1,380 per person
$1,380
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
9.2/10 Wonderful! (522 reviews)
Clean modern location. Easy for us to get where we needed. Parking convenient.

Reviewed on Oct 12, 2025

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Pineland Hotel Deals

Best Western Inn Of Jasper

Best Western Inn Of Jasper

2.5 out of 5
205 W Gibson Street, Jasper, TX
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $105 total per night from Oct 15 to Oct 16
$105 total
Oct 15 - Oct 16
Total with taxes and fees
7/10 Good! (542 reviews)
"The room was updated and clean. Bed was also comfortable"

Reviewed on Oct 7, 2025

Best Western Inn Of Jasper
Cypress Bend Resort, a Wyndham Hotel

Cypress Bend Resort, a Wyndham Hotel

3.5 out of 5
2000 Cypress Bend Pkwy, Many, LA
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $133 total per night from Nov 2 to Nov 3
$133 total
Nov 2 - Nov 3
Total with taxes and fees
7.8/10 Good! (588 reviews)
"The elevator didn't work. That was a huge inconvenience for me."

Reviewed on Oct 12, 2025

Cypress Bend Resort, a Wyndham Hotel
Super 8 by Wyndham Jasper TX

Super 8 by Wyndham Jasper TX

2 out of 5
2100 N Wheeler Jasper, St Rt 96 & 190, Jasper, TX
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $77 total per night from Oct 21 to Oct 22
$77 total
Oct 21 - Oct 22
Total with taxes and fees
7.2/10 Good! (321 reviews)
"I actually found this hotel amazing. The outside was not promising, trash in the parking lot and just didn’t look maintained. but the rooms and the amenities were amazing. The rooms are newly renovated and just incredible, for the price. Full fridges too, so that was a first."

Reviewed on Sep 24, 2025

Super 8 by Wyndham Jasper TX
See all 448 properties in Pineland
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.

Pineland Essential Information

Language
English
Currency
U.S dollars
Population
810
Top Sights
Remembering Columbia Museum and Red Hills Lake

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Frequently asked questions

How much does a Pineland vacation package cost?
You can snap up a vacation package to this destination from $591 on Expedia. However, how much your vacation to Pineland costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Pineland?
You're likely to find lower rates and greater availability in December, January and February. Check out our cheap Pineland vacation packages and you could score some great off-season discounts.
How many days is enough for Pineland?
The ideal length for your Pineland vacation depends on what you'd like to do. Usually, a few days to a week will give you plenty of time to hit all the top sights and discover some hidden gems along the way.
How to find the best Pineland package deals?
Use Expedia's filters to find some unbeatable Pineland 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 trip for midweek, or search for Pineland package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Pineland vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Pineland vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Pineland?
If you're planning a spontaneous Pineland getaway, 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 find sensational deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Pineland vacation packages?
If you're anything like us, you love traveling but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Pineland break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap 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.