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.
Wavecrest Lodge
Okaloosa Island
CA $990
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pensacola (PNS)
9.2/10 Wonderful! (1,012 reviews)
The staff was great and accommodating but the actual property in itself was subpar. Our room smelled like gas/sewage and the bathroom had black mold all on the ceiling. The pool area was clean besides some broke lounge chairs. The beach entrance and beach was very clean. Overall the property is just ok. It’s not terrible and it’s not great. The breakfast in the AM is cool too. A very accommodating parking lot too for guests
Reviewed on Aug 10, 2026
Landing Apartments Gulf Shores
CA $1,225
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
9.2/10 Wonderful! (14 reviews)
Gorgeous, clean, spacious, comfortable two bed, two bath apartment with kitchen, laundry room and all.
Absolutely loved it- homey, natural light, quiet. My friend and I were pleasantly surprised how much space we had: own full bathrooms, closets, cozy large beds. Bathtub was huge- very long. Cute lil patio w/table and chairs too. Only minor issue was parking wasn’t assigned/reserved so we had trouble finding close spot in evenings.
Unit is a short drive to beach, restauants, shopping. Loved it. Will definitely stay again. Great place and space for families.
Reviewed on Aug 7, 2026
The Lodge at Gulf State Park, A Hilton Hotel
CA $1,229
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
9.2/10 Wonderful! (1,010 reviews)
This was a perfect stay for our family. The room with the twin bunks and the king bed was wonderful and the location of the resort couldn’t have been better. It felt very private and secluded being by the state park, not overly crowded at all, and the beach was just steps away. We chose to venture out for dinner, so I can’t speak to the restaurants, but the Dragonfly was great for lunch and drinks. The pools were fun for a break from the beach and our kids (4 & 7) had the very best time. We will be back!
Reviewed on Aug 10, 2026
The Island Resort at Fort Walton Beach
Okaloosa Island
CA $1,122
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pensacola (PNS)
8.2/10 Very good! (3,442 reviews)
I liked that it was by the beach.
I did not like that I got a room on the 2nd floor and there was not an elevator to get to the room to carry all the luggage. There was not a mentioning
Reviewed on Aug 10, 2026
Ready to book your vacation to Woodlawn Beach?
Woodlawn Beach Hotel Deals
The Pensacola Beach Resort
165 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
CA $312
CA $358 total
Aug 12 - Aug 13
includes taxes & fees
Surf & Sand Hotel
40 Fort Pickens Road Pensacola Beach FL
CA $174
CA $206 total
Aug 26 - Aug 27
includes taxes & fees
Paradise inn
21 Via De Luna Dr Pensacola Beach FL
Fully refundableReserve now, pay when you stay
CA $165
CA $188 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (223 reviews)
"Clean room"
Reviewed on Aug 10, 2026
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.
What to do in Woodlawn Beach
Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola
CA $71
per adult
Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour
CA $55
per adult
96% of travellers recommend
Destin: Buccaneer Pirate Cruise
CA $85
per adult
94% of travellers recommend
Frequently asked questions
How much does a Woodlawn Beach vacation package cost?
You can grab a vacation package to this top destination from CA $990 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?
- Choose your dates: The things you plan to do in Woodlawn Beach and your preferred season will help you decide when to travel.
- 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.
- 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.
- 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.
