Downtown Pensacola Vacation Packages

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Top Holiday Package Deals in Downtown Pensacola

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Pensacola Airport North – I-10 by IHG

Holiday Inn Express & Suites Pensacola Airport North – I-10 by IHG

2.5 out of 5
per person
Sep 29 - Oct 6
found 24 hours ago
Roundtrip flight included
Montreal (YUL) to Pensacola (PNS)
9.4/10 Exceptional! (689 reviews)
Beautiful rooms. Tall ceilings. Dove soap products were great. Breakfast wasn’t that good and not ever ready on time. Other than breakfast…great place to stay

Reviewed on Jul. 13, 2025

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
per person
Sep 9 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,007 reviews)
We enjoyed our stay!

Reviewed on Jul. 15, 2025

Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
per person
Sep 9 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Walton Beach (VPS)
7.8/10 Good! (3,717 reviews)
Fresh towels is all you get by way of housekeeping. We were all the way on the other side of the resort so beach access wasn’t great. It was very quiet and relaxing which was a big part of what we were looking for.

Reviewed on Jul. 13, 2025

Embassy Suites By Hilton Gulf Shores Beach Resort

Embassy Suites By Hilton Gulf Shores Beach Resort

3.5 out of 5
per person
Aug 23 - Aug 28
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
No reviews
The Lodge at Gulf State Park, A Hilton Hotel

The Lodge at Gulf State Park, A Hilton Hotel

4 out of 5
per person
Aug 23 - Aug 28
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
9.2/10 Wonderful! (1,006 reviews)
Great relaxing stay overall. Recommend for those who have never visited the Gulf Coast.

Reviewed on Jul. 14, 2025

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

While visiting Southeast Pensacola, you might make a stop by sights like Palafox Shopping Center and Beach Road Shopping Center.

Find hotels in Southeast Pensacola

Downtown Pensacola Hotel Deals

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 CA $153 per night from Aug 10 to Aug 11
CA $153
CA $172 total
Aug 10 - Aug 11
includes taxes & fees
7.2/10 Good! (1,007 reviews)
"Staff was friendly and the area was nice. Quick stop for rest."

Reviewed on Jul. 8, 2025

Days Inn by Wyndham Pensacola - Historic Downtown
Sole Inn and Suites

Sole Inn and Suites

2.5 out of 5
200 North Palafox Street, Pensacola, FL
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Aug 3 to Aug 4
CA $208
CA $235 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Great stay"

Reviewed on Jul. 7, 2025

Sole Inn and Suites
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 CA $224 per night from Aug 11 to Aug 12
CA $224
CA $252 total
Aug 11 - Aug 12
includes taxes & fees
9.2/10 Wonderful! (777 reviews)
"Complementary breakfast was great. The staff was nice and pleasant. Pool and outdoor options were good. Will definitely stay here again"

Reviewed on Jul. 9, 2025

Holiday Inn Express Pensacola Downtown by IHG
See all 5,894 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Downtown Pensacola vacation package cost?
From as low as CA $793, you can tailor your Downtown Pensacola vacation 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 vacation 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 vacation 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 Center. 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 vacation?
Savvy travelers 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 vacation 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 vacation 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 vacation 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 vacation 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.

Discover the most popular places to visit in Downtown Pensacola

Historic Pensacola Village

Historic Pensacola Village

5/5(3 reviews)

You can study the exhibits at Historic Pensacola Village, a museum with a storied past, during your trip to Pensacola. Amble around this family-friendly area's beautiful beaches or experience its great live music.

Historic Pensacola Village

Things to do

Come see Pensacola like you never have heard tales of death and bring the city's history back to life.

Haunted Pensacola Walking Tour

CA $36
per adult
90% of travellers recommend
Haunted Pensacola Walking Tour
Private Dolphin Tour with Secluded Beach/Snorkel Stop

Private Dolphin Tour with Secluded Beach/Snorkel Stop

CA $743
per traveller
Private Dolphin Tour with Secluded Beach/Snorkel Stop
Pub Crawl of Pensacola by Pedal Trolley

Party Bike Pub Crawl of Downtown Pensacola

CA $61
per adult
Party Bike Pub Crawl of Downtown 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.