Pensacola Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Pensacola

Hotel Pryor

Hotel Pryor

2.5 out of 5
5401 South Mill Street, Pryor, OK
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (757 reviews)
"Great room for the cost, highly recommend."

Reviewed on 2 Aug, 2025

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Hotel Pryor
Shangri-La Resort

Shangri-La Resort

4 out of 5
57301 E Highway 125, Afton, OK
Fully refundableReserve now, pay when you stay
The price is S$239 per night from 24 Aug to 25 Aug
S$239
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (276 reviews)
"Wonderful experience with friendly staff and very clean facility"

Reviewed on 3 Aug, 2025

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
The price is S$99 per night from 24 Aug to 25 Aug
S$99
24 Aug - 25 Aug
includes taxes & fees
7.6/10 Good! (747 reviews)
Clean and nice
"I had a really good stay. Room was very clean and staff was very nice."

Reviewed on 27 Jul, 2025

Super 8 by Wyndham Big Cabin/Vinita Area
See all 605 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.

Frequently asked questions

How much does a Pensacola holiday package cost?
You can snap up a holiday package to this top destination on Expedia. But how much your holiday 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?
You can typically find lower prices and greater availability in January, February and March. Take a look at our cheap Pensacola holiday packages and you could score some great off-season deals.
How many days is enough for Pensacola?
Usually, a handful of days is enough to go to the major attractions during your Pensacola holiday. However, if you'd like to have more time to rest or go on day tours, consider extending your trip.
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 holiday as a package?
Expedia holiday 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 holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday 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.
How to plan a trip to Pensacola?

  1. Choose your dates: The things you want to do in Pensacola and your preferred season can help you decide when to travel.
  2. Work out your budget: Ensure you have enough money to pay for everything from food and transportation to flights and experiences. Your accommodation will probably be the largest expense during your trip to Pensacola.
  3. Decide how long to go for: Now that you're more familiar with Pensacola, you can work out the right length of your break. Pull together a draft plan and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customised Pensacola holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.