Woodlawn Beach Vacation Packages

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Your Woodlawn Beach Vacation

With plenty of highlights as well as some hidden gems, this city is best experienced with a Woodlawn Beach vacation package. Look for places to stay in Navarre Beach, which is great for families, coastal beaches and watersports. Looking for some sightseeing tips for your trip to Woodlawn Beach? Gulf Breeze Zoo and Tiger Point Golf and Country Club are two must-visit attractions here. Expedia has what you need to escape the everyday. Tailor your vacation to Woodlawn Beach to suit your style of travel, whatever that may be!

Top Woodlawn Beach Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Fort Walton Beach - Destin West

Sleep Inn & Suites Fort Walton Beach - Destin West

3 out of 5
Downtown Fort Walton Beach
Price was CA $1,233, price is now CA $1,194 per person
CA $1,194
per person
Dec 24 - Dec 27
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to Pensacola (PNS)
9/10 Wonderful! (646 reviews)
I will say that the staff was great when it came to me leaving my meds behind in the refrigerator and notifying me. The place could use some cleaning and updating. Tiny tiny rooms.

Reviewed on Nov 12, 2026

The Island Resort & Convention Center at Fort Walton Beach

The Island Resort & Convention Center at Fort Walton Beach

4 out of 5
Okaloosa Island
Price was CA $1,389, price is now CA $1,271 per person
CA $1,271
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
8.2/10 Very good! (3,754 reviews)

SpringHill Suites by Marriott Navarre Oceanfront

SpringHill Suites by Marriott Navarre Oceanfront

4 out of 5
Price was CA $1,424, price is now CA $1,360 per person
CA $1,360
per person
Dec 24 - Dec 27
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to Pensacola (PNS)
8.6/10 Excellent! (1,042 reviews)

Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Okaloosa Island
Price was CA $1,390, price is now CA $1,338 per person
CA $1,338
per person
Dec 24 - Dec 27
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to Pensacola (PNS)
9.2/10 Wonderful! (1,005 reviews)
Not very clean it was just ok it wasn't horrible but wasnt good pool is super tiny it does have a good location..Beware of 10 a night parking which is ridiculous it should be free the staff was nice and helpful about the parking issues we probably wouldnt ever stay here again

Reviewed on Nov 11, 2026

Sundrift Inn

Sundrift Inn

3 out of 5
Okaloosa Island
Price was CA $1,474, price is now CA $1,427 per person
CA $1,427
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
9/10 Wonderful! (889 reviews)

Ready to book your vacation to Woodlawn Beach?

 

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Woodlawn Beach Hotel Deals

The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
165 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $286 per night from Dec 13 to Dec 14
CA $286
CA $327 total
Dec 13 - Dec 14
includes taxes & fees
9.6/10 Exceptional! (3,715 reviews)
"Excelente"

Reviewed on Nov 12, 2026

The Pensacola Beach Resort
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
40 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $75 per night from Dec 13 to Dec 14
CA $75
CA $89 total
Dec 13 - Dec 14
includes taxes & fees
Surf & Sand Hotel
Paradise inn

Paradise inn

2.5 out of 5
21 Via De Luna Dr Pensacola Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $87 per night from Nov 18 to Nov 19
CA $87
CA $99 total
Nov 18 - Nov 19
includes taxes & fees
9/10 Wonderful! (381 reviews)
"Very nice and affordable. Close to everything."

Reviewed on Nov 12, 2026

Paradise inn
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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 Woodlawn Beach

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

CA $55
per adult
98% of travellers recommend
Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour
Picture 1 for Activity Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola

Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola

CA $71
per adult
Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola
Destin: Dolphin Cruise aboard a Glass-Bottom Boat

Destin: Dolphin Watching Cruise aboard the Southern Star

CA $58
per adult
Destin: Dolphin Watching Cruise aboard the Southern Star
See all activities in Woodlawn Beach

Frequently asked questions

How much does a Woodlawn Beach vacation package cost?
You can grab a vacation package to this top destination from CA $1,194 on Expedia. However, how much your vacation to Woodlawn Beach costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Woodlawn Beach?
January, February and September are the best times to search for cheap Woodlawn Beach vacation packages. Choosing to travel in less busy periods means you'll typically find better prices on flights and accommodations.
How many days is enough for Woodlawn Beach?
Typically, a handful of days is enough to check out the top attractions during your Woodlawn Beach vacation. But if you want to have more time to kick back or go on day trips, consider extending your trip.
How to find the best Woodlawn Beach package deals?
Use Expedia's handy filters to find some of the best Woodlawn Beach package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Woodlawn Beach package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Woodlawn Beach vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels individually. Better still, you can customize your Woodlawn Beach getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Woodlawn Beach?
Secure incredible bargains by booking your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Woodlawn Beach getaway.
How to plan a trip to Woodlawn Beach?

  1. Choose your dates: The things you plan to do in Woodlawn Beach and your preferred season will help you decide when to travel.
  2. Set your budget: Factor in expenses such as flights, meals and transportation when calculating how much to put aside for your trip to Woodlawn Beach. Then, choose a property that matches your budget, whether that's an affordable stay or a more luxurious getaway.
  3. Decide how long to go for: Now that you're more familiar with Woodlawn Beach, you can figure out the ideal length of your vacation. Create a rough itinerary and give yourself enough time for all the things you want to do.
  4. Combine your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the perfect Woodlawn Beach vacation package for you.

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