Woodlawn Beach Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Woodlawn Beach

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 S$304 per night from 24 Aug to 25 Aug
S$304
24 Aug - 25 Aug
includes taxes & fees
9.2/10 Wonderful! (2,370 reviews)
"Beautiful place right on the beach!"

Reviewed on 27 Jul, 2025

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
8.6/10 Excellent! (2,668 reviews)
"You can walk to about everything you need to shopping, food, beach and bars and that was really nice."

Reviewed on 28 Jul, 2025

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Surf & Sand Hotel
Quality Inn & Suites Pensacola Bayview

Quality Inn & Suites Pensacola Bayview

2.5 out of 5
7601 Scenic Highway, Pensacola, FL
Fully refundableReserve now, pay when you stay
The price is S$106 per night from 3 Aug to 4 Aug
S$106
3 Aug - 4 Aug
includes taxes & fees
7/10 Good! (1,000 reviews)
"Loved it!!"

Reviewed on 29 Jul, 2025

Quality Inn & Suites Pensacola Bayview
See all 4,746 properties in Woodlawn Beach
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.

Popular places to visit

Tiger Point Golf and Country Club

Enjoy a round of golf in Gulf Breeze at Tiger Point Golf and Country Club. Stroll along the seaside in this family-friendly area or visit its top-notch restaurants.

Tiger Point Golf and Country Club

What to do in Woodlawn Beach

Destin: Buccaneer Pirate Cruise

Destin: Buccaneer Pirate Cruise

S$71
per adult
100% of travellers recommend
Destin: Buccaneer Pirate Cruise
Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

S$50
per adult
98% of travellers recommend
Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour
Florida: Emerald Coast Sunset & Dolphin Cruise with Guide

Florida: Emerald Coast Sunset & Dolphin Cruise with Guide

S$55
per adult
90% of travellers recommend
Florida: Emerald Coast Sunset & Dolphin Cruise with Guide
See all activities in Woodlawn Beach

Frequently asked questions

How much does a Woodlawn Beach holiday package cost?
You'll find cheap prices on Expedia for your Woodlawn Beach break. However, a range of factors like the length of stay, hotel choice and season will influence how much your holiday to Woodlawn Beach costs.
What are the cheapest months to go to Woodlawn Beach?
You can usually find lower prices and better availability in January, February and September. Browse our cheap Woodlawn Beach holiday packages and you could land some great off-season discounts.
How many days is enough for Woodlawn Beach?
Typically, a handful of days is enough to check out the major sights during your Woodlawn Beach holiday. But if you prefer to have time to unwind or go on day tours, think about extending your trip.
How to find the best Woodlawn Beach package deals?
Use Expedia's filter tool to help you find some tempting Woodlawn Beach package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Woodlawn Beach package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Woodlawn Beach holiday as a package?
You can enjoy significant savings on your Woodlawn Beach getaway by booking a personalised holiday package. Click on the "Package" heading, then enter your destination and travel dates to browse some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Woodlawn Beach?
Land amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Woodlawn Beach escape.
How to plan a trip to Woodlawn Beach?

  1. Choose when to get away: Check your diary and get your bags packed. Your favourite season and the activities available will also help you decide when to escape to Woodlawn Beach.
  2. Set a budget: Consider costs like transportation, flights and meals when working out how much to set aside for your trip to Woodlawn Beach. Then, select a hotel that works with your budget, whether that's a wallet-friendly option or a high-end getaway.
  3. Decide how long to go for: Now that you're more familiar with Woodlawn Beach, you can work out the ideal length of your holiday. Create a draft plan and allocate enough time to get through everything on your must-do list.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Woodlawn Beach holiday package that brings all your bookings together.

* 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.