Pensacola Vacations from $454

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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.
Hampton Inn & Suites Tulsa Downtown

Hampton Inn & Suites Tulsa Downtown

2.5 out of 5
Downtown Tulsa
Price was $579, price is now $454 per person
$454
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Tulsa (TUL)
8.8/10 Excellent! (1,005 reviews)
Very nice room unexpected. Loved it.

Reviewed on Sep 1, 2025

Harwelden Mansion

Harwelden Mansion

3.5 out of 5
Maple Ridge
Save 100% on your flight
Price was $1,809, price is now $1,133 per person
$1,133
per person
Oct 10 - Oct 14
found 4 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Tulsa (TUL)
10/10 Exceptional! (27 reviews)
The Sycamore Suite was very comfortable and inviting. Lots of room. The patio was nice as well. Beautiful grounds.

Reviewed on Jul 7, 2025

Comfort Inn Owasso - Tulsa

Comfort Inn Owasso - Tulsa

2.5 out of 5
Price was $625, price is now $477 per person
$477
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Tulsa (TUL)
7.6/10 Good! (721 reviews)
Check-in was easy and quick. The eggs at the breakfast had sat too long.

Reviewed on Jul 19, 2025

Duets Bed & Breakfast

Duets Bed & Breakfast

3.5 out of 5
Pearl District
Price was $921, price is now $712 per person
$712
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Tulsa (TUL)
10/10 Exceptional! (7 reviews)
This place is absolutely amazing! I did not expect this at all. Wonderful is all I can say. I will definitely stay here anytime I’m in Tulsa.

Reviewed on Aug 30, 2025

Brut Hotel

Brut Hotel

4 out of 5
Price was $601, price is now $471 per person
$471
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Tulsa (TUL)
9.4/10 Exceptional! (634 reviews)
Nice, spacious rooms and bathrooms. The double vanity is a plus! Great location, comfortable beds & the corner rooms are very quiet.

Reviewed on Aug 31, 2025

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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
$88 nightly
The price is $100 total per night from Oct 2 to Oct 3
$100 total
Oct 2 - Oct 3
Total with taxes and fees
Hotel Pryor
Shangri-La Resort

Shangri-La Resort

4 out of 5
57301 E Highway 125, Afton, OK
$173 nightly
The price is $193 total per night from Sep 21 to Sep 22
$193 total
Sep 21 - Sep 22
Total with taxes and fees
Shangri-La Resort
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
$70 nightly
The price is $76 total per night from Sep 17 to Sep 18
$76 total
Sep 17 - Sep 18
Total with taxes and fees
Super 8 by Wyndham Big Cabin/Vinita Area
See all 614 properties in Pensacola
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.

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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 $454 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.