Downtown Pensacola Holidays

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    Save up to S$134 when you book a flight and hotel together*

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Where to stay in Downtown Pensacola

Find the best Downtown Pensacola areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Pensacola
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Southeast Pensacola

If you're spending some time in Southeast Pensacola, Palafox Shopping Center and University Mall are top sights worth seeing.

Find hotels in Southeast Pensacola

Top hotels in Downtown Pensacola

Days Inn by Wyndham Pensacola - Historic Downtown

Days Inn by Wyndham Pensacola - Historic Downtown

2 out of 5
710 N Palafox St Pensacola FL
Fully refundableReserve now, pay when you stay
The price is S$122 per night from 23 Dec to 24 Dec
S$122
23 Dec - 24 Dec
includes taxes & fees
7.2/10 Good! (1,003 reviews)
Clean room parking was great front desk was friendly

Reviewed on 15 Dec, 2025

Days Inn by Wyndham Pensacola - Historic Downtown
Holiday Inn Express Pensacola Downtown by IHG

Holiday Inn Express Pensacola Downtown by IHG

2.5 out of 5
101 E Main St Pensacola FL
Fully refundable
The price is S$189 per night from 23 Dec to 24 Dec
S$189
23 Dec - 24 Dec
includes taxes & fees
9.2/10 Wonderful! (849 reviews)
It’s a good location for visitors to be able to walk around downtown. Overall cleanness was good but the rooms could use a little extra TLC.

Reviewed on 11 Dec, 2025

Holiday Inn Express Pensacola Downtown by IHG
Lily Hall- A Boutique Hotel

Lily Hall- A Boutique Hotel

4 out of 5
415 N Alcaniz St Pensacola FL
9.4/10 Exceptional! (196 reviews)
Lilly Hall was awesome, great food from the Brother Fox, very thoughtful room design, the bathroom was a resort all on its own. If you’re going to Pensacola and want to stay somewhere with character and class, book Lilly Hall.

Reviewed on 25 Oct, 2025

Get rates
Lily Hall- A Boutique Hotel
See all 5,942 properties in Downtown 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 Downtown Pensacola holiday package cost?
From as low as , you can tailor your Downtown Pensacola holiday package. Simply combine flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Downtown Pensacola?
Our Downtown Pensacola holiday packages promise plenty of savings for the savvy globetrotter. For the best deal, simply combine your flights, hotels and extras (including tours) into a budget-friendly package. But bargain prices are just the beginning of your next memorable adventure. Book with Expedia and you'll have more than 550 airlines and 1,000,000 hotel options worldwide to choose from. No matter your style or budget, there's a holiday package here just for you.
Where should I stay in Downtown Pensacola?
A journey to Downtown Pensacola has to include Pensacola Naval Air Station and Pensacola Bay Centre. Stay as close as possible and easily access these fantastic tourist attractions.
What are the top hotels in Downtown Pensacola?
Get your escape off to a good start by locking in a room at Heart Of Downtown On Palafox Place. It's one of most popular hotels in Downtown Pensacola. Another option is Charming Cottage In Downtown Pensacola With Central Ac And Fenced Backyard.
How far in advance should I book my Downtown Pensacola holiday?
Savvy travellers book early. Air carriers usually release flight tickets nearly 12 months prior to departure, and this is a fantastic opportunity to land some rock-bottom prices. Just been told you should take your holiday time next week? No problem! Expedia are never short of fantastic deals to send you off on the getaway of your dreams, at a price you can afford.
What does an Expedia Downtown Pensacola travel package include?
Flights, hotels and rental cars — we have them covered. With Expedia, you can shape your Downtown Pensacola package your way. All you have to do is work out what you need. Once you've made your booking, you can add extras like experiences and activities. The more you bundle, the bigger the savings!
What should I know before booking a Downtown Pensacola travel package?
You can save a tidy sum by combining your flights, hotels and rental cars. Once you've made your booking, add on fun stuff like activities or sightseeing tours. Your next awesome adventure is only a couple of clicks away.
Can I choose my airline with a Downtown Pensacola Expedia holiday package?
Yes, and with more than 550 airlines to pick from throughout the world, you have loads of choice. Browse the available options and see which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Downtown Pensacola holiday package?
You can. We get that life doesn't always go to plan, so we're happy to help if you need to make changes to your Downtown Pensacola holiday package. You may be able to cancel or amend your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.

Things to do

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

S$50
per adult
96% of travellers recommend
Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour
Ghosts and Graveyard Tour of Pensacola

Ghosts and Graveyard Tour of Pensacola

S$47
per adult
100% of travellers recommend
Ghosts and Graveyard Tour of Pensacola
Replica 1930 Ford transit bus

Hop-on Hop-off Tour in Pensacola

S$49
per adult
100% of travellers recommend
Hop-on Hop-off Tour in Pensacola
See all activities in Pensacola

* 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.