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Oops Alley Vacation Packages

Oops Alley Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Pensacola (PNS)
Book a stay at this beach resort in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Destin Beaches and Okaloosa Island Beach are located nearby.
Navarre Beach Camping Resort

Navarre Beach Camping Resort

2 out of 5
per person
Nov 19 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Pensacola (PNS)
Book a stay at this beach cabin in Navarre. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Navarre Beach and Family Jules Charters are located nearby.
Eagle Cottages at Gulf State Park

Eagle Cottages at Gulf State Park

3 out of 5
Save 100% on your flight
per person
Nov 2 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Stay at this 3-star cottage in Gulf Shores. Enjoy free breakfast, free WiFi, and 3 restaurants. Popular attractions Gulf Shores Beach and Gulf State Park are located nearby.
TRU by Hilton Fort Walton Beach, FL

TRU by Hilton Fort Walton Beach, FL

2.5 out of 5
per person
Nov 16 - Nov 21
found 10 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Pensacola (PNS)
Stay at this hotel in Fort Walton Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Okaloosa Island Beach and Miracle Strip are located nearby.
Beal House Fort Walton Beach, Tapestry Collection by Hilton

Beal House Fort Walton Beach, Tapestry Collection by Hilton

2.5 out of 5
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
St. Louis (STL) to Pensacola (PNS)
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Okaloosa Island Beach and HarborWalk Village are located nearby.
Hotel Indigo Orange Beach - Gulf Shores, an IHG Hotel

Hotel Indigo Orange Beach - Gulf Shores, an IHG Hotel

3.5 out of 5
per person
Nov 2 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Stay at this 3.5-star business-friendly hotel in Orange Beach. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gulf Shores Beach and The Wharf are located nearby.
Hilton Pensacola Beach

Hilton Pensacola Beach

4 out of 5
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Pensacola (PNS)
Stay at this 4-star beach hotel in Pensacola Beach. Enjoy 2 outdoor pools, 2 restaurants, and a beach locale. Our guests praise the pool and the bar in our reviews. Popular attractions Pensacola Beach Gulf Pier and Pensacola Beach Boardwalk are located nearby.
Hampton Inn Ft. Walton Beach

Hampton Inn Ft. Walton Beach

2.5 out of 5
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
St. Louis (STL) to Pensacola (PNS)
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Okaloosa Island Beach and HarborWalk Village are located nearby.
Hampton Inn Pensacola Beach

Hampton Inn Pensacola Beach

2.5 out of 5
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Pensacola (PNS)
Book a stay at this eco-certified hotel in Pensacola Beach. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pensacola Beach Gulf Pier and Pensacola Beach Boardwalk are located nearby.
Extended Stay Premier Suites - Pensacola- Nas Corry Station

Extended Stay Premier Suites - Pensacola- Nas Corry Station

2.5 out of 5
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Pensacola (PNS)
Stay at this hotel in Pensacola. Enjoy free breakfast, free WiFi, and free parking. Popular attractions National Museum of Naval Aviation and Pensacola Beach Beaches are located nearby.
Sleep Inn & Suites Fort Walton Beach - Destin West

Sleep Inn & Suites Fort Walton Beach - Destin West

3 out of 5
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
St. Louis (STL) to Pensacola (PNS)
Stay at this hotel in Fort Walton Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Okaloosa Island Beach and HarborWalk Village are located nearby.

3-4 Night Vacations in Oops Alley

Price found within the past 48 hours. Click for updated prices.
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Pensacola (PNS)
Extended Stay Premier Suites - Pensacola- Nas Corry Station

Extended Stay Premier Suites - Pensacola- Nas Corry Station

2.5 out of 5
per person
Oct 31 - Nov 3
found 7 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Pensacola (PNS)
Gulf Coast Inn

Gulf Coast Inn

2.5 out of 5
per person
Nov 6 - Nov 10
found 7 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Pensacola (PNS)

5-7 Night Vacations in Oops Alley

Price found within the past 48 hours. Click for updated prices.
TRU by Hilton Fort Walton Beach, FL

TRU by Hilton Fort Walton Beach, FL

2.5 out of 5
Downtown Fort Walton Beach
per person
Nov 16 - Nov 21
found 10 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Pensacola (PNS)
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
St. Louis (STL) to Pensacola (PNS)
Eagle Cottages at Gulf State Park

Eagle Cottages at Gulf State Park

3 out of 5
Save 100% on your flight
per person
Nov 2 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)

Oops Alley Last Minute Hotel Deals

Extended Stay America Select Suites - Pensacola - Northeast
Extended Stay America Select Suites - Pensacola - Northeast
2.5 out of 5
12050 Scenic Highway, Pensacola, FL
Book a stay at this business-friendly hotel in Pensacola. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
Extended Stay America Select Suites - Pensacola - Northeast
Cozy Pensacola Home w/ Yard: 10 Mi to Dtwn!
Cozy Pensacola Home w/ Yard: 10 Mi to Dtwn!
3 out of 5
Pensacola
Stay at this 3-star cottage in Pensacola. Enjoy free parking and air conditioning. Popular attractions Archaeology Institute and Varsity Soccer Field are located ...
Cozy Pensacola Home w/ Yard: 10 Mi to Dtwn!
Quality Inn & Suites Pensacola Bayview
Quality Inn & Suites Pensacola Bayview
2.5 out of 5
7601 Scenic Highway, Pensacola, FL
Book a stay at this business-friendly hotel in Pensacola. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Quality Inn & Suites Pensacola Bayview
stayAPT Suites Pensacola-UWF/West Florida Hospital Area
stayAPT Suites Pensacola-UWF/West Florida Hospital Area
4 out of 5
9229 University Pkwy, Pensacola, FL
Stay at this 4-star business-friendly aparthotel in Pensacola. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Archaeology Institute ...
stayAPT Suites Pensacola-UWF/West Florida Hospital Area
Waterfront Florida Vacation Rental w/ Boat Dock
Waterfront Florida Vacation Rental w/ Boat Dock
3 out of 5
Milton
Stay at this 3-star cottage in Milton. Enjoy free parking, balconies, and a computer station. Popular attractions Yellow River Marsh Preserve State Park and ...
Waterfront Florida Vacation Rental w/ Boat Dock
Holiday Inn Express & Suites Pensacola Airport North – I-10
Holiday Inn Express & Suites Pensacola Airport North – I-10
7827 North Davis Highway, Pensacola, FL
Stay at this hotel in Pensacola. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions University ...
Holiday Inn Express & Suites Pensacola Airport North – I-10
Holiday Inn Pensacola - University Area, an IHG Hotel
Holiday Inn Pensacola - University Area, an IHG Hotel
3 out of 5
7813 North Davis Highway, Pensacola, FL
Stay at this 3-star hotel in Pensacola. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our ...
Holiday Inn Pensacola - University Area, an IHG Hotel
Red Roof Inn & Suites Pensacola East - Milton
Red Roof Inn & Suites Pensacola East - Milton
2 out of 5
2672 Avalon Blvd, I-10 At Exit #22, Milton, FL
Book a stay at this business-friendly hotel in Milton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Red Roof Inn & Suites Pensacola East - Milton
See all 644 properties in Oops Alley
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.

Book the perfect getaway to Oops Alley

With Hotwire, booking your next trip to Milton is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to Oops Alley while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar Oops Alley flight and hotel package for as low as $411.

Living it up in Milton means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s Oops Alley, Milton vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in Oops Alley for some of the best accommodations and flight deals.

FAQs about cheap Oops Alley packages:

How to get cheap vacation deals to Oops Alley?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $67.

How much are Oops Alley packages?

Vacation packages to Oops Alley vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $411.

How to find cheap car rentals near Oops Alley?

Hotwire partners with some of the most reliable car rental companies in Milton to bring you the best car rental deals in Oops Alley for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to Oops Alley now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Oops Alley right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.