Pensacola Vacation Packages

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Your Pensacola Vacation

Build a custom vacation package to Pensacola and prepare to experience this incredible city on your own terms. Think about staying in the neighborhood of Mountain Air, which is good for golfing and lots more. Make sure to do some sightseeing during your trip to Pensacola. Summit Trail and Parkway Playhouse are some well-known attractions to visit. Expedia is here to help you escape your daily routine. Tailor your vacation to Pensacola to suit your travel style, whatever that may be.

Top Pensacola Vacation Deals

Price found within the past 48 hours. Click for updated prices.
AutoCamp Asheville

AutoCamp Asheville

4 out of 5
Price was CA $1,064, price is now CA $861 per person
CA $861
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Asheville (AVL)
9/10 Wonderful! (4 reviews)

Grand Bohemian Lodge Asheville, Autograph Collection®

Grand Bohemian Lodge Asheville, Autograph Collection®

4.5 out of 5
Biltmore Village
Price was CA $1,593, price is now CA $1,346 per person
CA $1,346
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Asheville (AVL)
9.2/10 Wonderful! (947 reviews)

The Embers Hotel

The Embers Hotel

4 out of 5
Downtown Blowing Rock
Price was CA $1,668, price is now CA $1,462 per person
CA $1,462
per person
Oct 9 - Oct 11
found 5 hours ago
Roundtrip flight included
Toronto (YYZ) to Asheville (AVL)
9.6/10 Exceptional! (236 reviews)
This is a nice, fairly new hotel; large rooms and comfortable beds. We ate at the restaurant one night and the food was excellent! The elevator was not operating for our 2 nights there, but that was not much of an imposition. Also, ice is available for your rooms, but only at the front desk. Very convenient to Main St.

Reviewed on Jul 29, 2026

Elevation Lofts Hotel

Elevation Lofts Hotel

2 out of 5
Downtown Asheville
Price was CA $2,150, price is now CA $1,899 per person
CA $1,899
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Asheville (AVL)
9.6/10 Exceptional! (8 reviews)
Amazing location. Friendly and communicative staff. Clean room!

Reviewed on Jun 7, 2026

Backwoods Getaway

Backwoods Getaway

3.5 out of 5
Price was CA $1,843, price is now CA $1,636 per person
CA $1,636
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Asheville (AVL)
10/10 Exceptional! (1 review)
Wonderful location, beautiful and serene property! Absolutely loved the decor and amenities, felt like we were staying in a treehouse surrounded by deer and other wildlife. Thank you, Woodstock Manor!

Reviewed on Aug 2, 2024

Ready to book your vacation to Pensacola?

 

Choose your dates

Pensacola Hotel Deals

Super 8 by Wyndham Black Mountain/Asheville East

Super 8 by Wyndham Black Mountain/Asheville East

2 out of 5
101 Flat Creek Rd Black Mountain NC
Fully refundableReserve now, pay when you stay
The price is CA $90 per night from Aug 2 to Aug 3
CA $90
CA $101 total
Aug 2 - Aug 3
includes taxes & fees
Super 8 by Wyndham Black Mountain/Asheville East
Switzerland Inn

Switzerland Inn

3 out of 5
86 High Ridge Road Little Switzerland NC
Fully refundableReserve now, pay when you stay
The price is CA $331 per night from Aug 2 to Aug 3
CA $331
CA $374 total
Aug 2 - Aug 3
includes taxes & fees
9.4/10 Exceptional! (60 reviews)
"Comfortable bed, wonderful bar and restaurant in a quaint area. Bring your jacket for chilly evenings and mornings."

Reviewed on Jul 12, 2026

Switzerland Inn
Hampton Inn Black Mountain

Hampton Inn Black Mountain

2.5 out of 5
306 Black Mountain Avenue Black Mountain NC
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Aug 19 to Aug 20
CA $175
CA $197 total
Aug 19 - Aug 20
includes taxes & fees
Hampton Inn Black Mountain
See all 1,645 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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What to do in Pensacola

Catawba Waterfall Hike Half Day Tour

Catawba Waterfall Hike Half Day Tour

CA $220
per adult
Catawba Waterfall Hike Half Day Tour
See all activities in Pensacola

Frequently asked questions

How much does a Pensacola vacation package cost?
Offering great value package deals from CA $861 on Expedia, you'll be surprised at how little a vacation to Pensacola costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Pensacola?
January, February and April are great times to look for cheap Pensacola vacation packages. Opting to travel in quieter months means you can generally find better prices on hotels and flights.
How many days is enough for Pensacola?
The ideal duration for your Pensacola vacation depends on what you'd like to do. Typically, a handful of days to a week will give you plenty of time to hit all the main attractions and explore some hidden gems along the way.
How to find the best Pensacola package deals?
Use Expedia's filters to help you find some of the best Pensacola package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Pensacola package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Pensacola vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels separately. Better still, you can customize your Pensacola escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Pensacola?
If you've got your Pensacola vacation dates finalized, book as early as you can to bag some outstanding deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Pensacola?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Pensacola.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and meals to flights and activities. Your accommodations will probably be the largest expense during your trip to Pensacola.
  3. Decide how long to go for: Now that you're up to speed on Pensacola, you can figure out the perfect length of your vacation. Put together a draft itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Pensacola vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.