Headland Vacations
Book a Hotel + Flight or Car together to unlock savings
Where to stay near Headland
Dothan
Discover Dothan, a welcoming destination perfectly suited for families and weekend getaways who will appreciate its blend of outdoor activities and scenic beauty. With attractions like the Dothan Area Botanical Gardens, the Dothan National Golf Resort, and James O. Oates Park, visitors can enjoy vibrant landscapes and recreational opportunities year-round. Located about 11 miles from Headland, Dothan makes for an ideal base to explore the area while offering a variety of accommodations that cater to every traveler’s needs.
Kinsey
Experience the charm of Kinsey, an excellent hub for family travelers and weekend getaway enthusiasts eager to explore attractions like the Dothan Area Botanical Gardens and the Wiregrass Museum of Art. This village offers a blend of outdoor sports and cultural experiences, making it an ideal choice for those seeking both relaxation and adventure. Located about 5 miles from Headland, Kinsey is a smart choice for a memorable stay, providing easy access to nearby highlights and activities.
Webb
If you are a family traveler or someone seeking a weekend getaway, look no further than Webb, Alabama, which features a charming blend of outdoor activities and city experiences. You'll enjoy easy access to the Dothan Area Botanical Gardens, the Wiregrass Museum of Art, and Eastgate Lake, all perfect for exploring. Located about 8 miles from Headland, Webb offers a welcoming atmosphere that makes it a smart choice for your stay.
Midland City
Midland City stands out as a prime spot for travelers interested in a mix of outdoor activities and local charm. Here, visitors can enjoy recreational areas and scenic views while easily accessing attractions like the Troy University Dothan Campus and the serene Kelly Lake. About 11 miles by car from Headland, Midland City offers a welcoming atmosphere for families and budget-conscious travelers alike, making it a smart choice for your stay.
Cowarts
Travelers visiting the area often choose Cowarts, especially families and nature enthusiasts seeking close proximity to serene outdoor experiences. With attractions like Eastgate Lake for fishing and picnicking, the Dothan Area Botanical Gardens for a tranquil stroll, and the Wiregrass Museum of Art for a taste of local culture, Cowarts offers a delightful mix of activities. Located about 12 miles by car from Headland, this charming city is a smart choice for your next vacation stay.
Headland Hotel Deals
La Quinta Inn & Suites by Wyndham Dothan
La Quinta Inn & Suites by Wyndham Dothan"Clean room, helpful friendly staff and a good breakfast."
Best Western Dothan Inn & Suites
Best Western Dothan Inn & Suites
Residence Inn by Marriott Dothan
Residence Inn by Marriott Dothan"Great Place"
Fairfield Inn by Marriott Dothan
Fairfield Inn by Marriott DothanFrequently Asked Questions
How much does a Headland vacation package cost?
You'll find cheap prices on Expedia for your Headland escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Headland costs.
What are the cheapest months to go to Headland?
You can generally find reduced prices and greater availability in October, November and December. Browse our cheap Headland vacation packages and you could score some great off-season discounts.
How many days is enough for Headland?
Typically, a handful of days is enough to explore the major sights during your Headland vacation. However, if you'd like to have more time to chill out or go on day trips, think about extending your trip.
How to find the best Headland package deals?
Start your search for a Headland package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Headland package deal straight away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Headland adventure off to a flying start.
Is it cheaper to book a Headland vacation as a package?
You can enjoy significant savings on your next Headland break by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Headland?
If you're considering an impromptu Headland trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Headland vacation packages?
If you're anything like us, you love traveling the world but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Headland break over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.