Pensacola Vacations from $360

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Your Pensacola Vacation

Our vacation packages to Pensacola let you customize your own adventure. Tailor your getaway to your needs and interests and make the most of your time in this fantastic city. Any trip to Pensacola should include a little sightseeing. Cherokee State Park is a popular place to begin exploring. Whatever your travel plans or budget, organizing your ultimate tailored Pensacola vacation is easy with Expedia.

The Latest Pensacola vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Tulsa - Warren Place
Harwelden Mansion
Duets Bed & Breakfast
Expo Inn Hotel
DoubleTree by Hilton Tulsa Downtown
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Limited-time deals: Save up to 50% on select hotels.

Pensacola Hotel Deals

Hotel Pryor

Hotel Pryor

2.5 out of 5
5401 South Mill Street Pryor OK
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $96 total per night from Dec 6 to Dec 7
$96 total
Dec 6 - Dec 7
Total with taxes and fees
8.8/10 Excellent! (809 reviews)
well equipped and clean room with plenty of space. Staff was courteous, and breakfast was quite good

Reviewed on Nov 24, 2025

Hotel Pryor
Super 8 by Wyndham Big Cabin/Vinita Area

Super 8 by Wyndham Big Cabin/Vinita Area

2 out of 5
30954 S Highway 69 Vinita OK
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $64 total per night from Dec 1 to Dec 2
$64 total
Dec 1 - Dec 2
Total with taxes and fees
7.6/10 Good! (791 reviews)
Staff was great! room ok...

Reviewed on Nov 19, 2025

Super 8 by Wyndham Big Cabin/Vinita Area
Shangri-La Resort

Shangri-La Resort

4 out of 5
57301 E Highway 125 Afton OK
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $139 total per night from Nov 30 to Dec 1
$139 total
Nov 30 - Dec 1
Total with taxes and fees
8.8/10 Excellent! (288 reviews)
Great staff.

Reviewed on Oct 26, 2025

Shangri-La Resort
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 Pensacola Vacation Packages

Pensacola Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Pensacola vacation package cost?
You can snap up a vacation package to this top destination from $360 on Expedia. But how much your vacation to Pensacola costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Pensacola?
If you're looking to book a cheap Pensacola vacation package, consider visiting in January, August and December. You'll usually find better rates on accommodations and flights during these months — ideal for a budget-friendly break.
How many days is enough for Pensacola?
The ideal length for your Pensacola vacation depends on what you'd like to see. Usually, a handful of days to a week will give you time to check out all the leading attractions and discover some hidden treasures along the way.
How to find the best Pensacola package deals?
Begin your search for a Pensacola package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Pensacola package deal straight away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Pensacola getaway off to a flying start.
Is it cheaper to book a Pensacola vacation as a package?
Expedia vacation 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 land a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Pensacola vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Pensacola?
If you're planning an impromptu Pensacola getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find amazing deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Pensacola vacation packages?
Your Pensacola trip is meant to be a relaxing escape from your busy life, not a reason for money worries. So to allow you a bit more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.