Headland Vacation Packages

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Top Headland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Daleville/Fort Novosel

Super 8 by Wyndham Daleville/Fort Novosel

2 out of 5
Price was CA $1,569, price is now CA $1,423 per person
CA $1,423
per person
Dec 30 - Jan 5
found 10 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Dothan (DHN)
5.2/10 (147 reviews)
The sink was not properly secured and water would leak below. Overall nice stay and pretty big bed.

Reviewed on Oct 26, 2026

stayAPT Suites Dothan

stayAPT Suites Dothan

2.5 out of 5
Price was CA $1,864, price is now CA $1,698 per person
CA $1,698
per person
Dec 30 - Jan 5
found 10 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Dothan (DHN)
9.2/10 Wonderful! (254 reviews)
The room was not clean. One of the pillows on the bed appeared to be mildewed on the front and back and the whole room smelled weird. The bed was very uncomfortable and felt like it was not level. Beware of staying at properties with no staff onsite overnight. There was a group of what sounded like many young girls screaming and fighting until well past midnight. And the alarm went off at 5 am from the previous renter, which is a minor issue but was the cherry on top. For what we paid for this room, I would have expected it to at least be clean.

Reviewed on Oct 25, 2026

Holiday Inn Express & Suites Enterprise by IHG

Holiday Inn Express & Suites Enterprise by IHG

3 out of 5
Price was CA $1,897, price is now CA $1,736 per person
CA $1,736
per person
Dec 30 - Jan 5
found 10 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Dothan (DHN)
8.6/10 Excellent! (432 reviews)
Check in was great. Never saw anyone at the desk after that. No one cleaned our room or made bed or supplies fresh towels. Breakfast was good. Place is clean. Pool was closed

Reviewed on Oct 25, 2026

Candlewood Suites Enterprise by IHG

Candlewood Suites Enterprise by IHG

2.5 out of 5
Price was CA $1,882, price is now CA $1,723 per person
CA $1,723
per person
Dec 30 - Jan 5
found 10 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Dothan (DHN)
8.2/10 Very good! (372 reviews)

Briarwood Inn Of Geneva

Briarwood Inn Of Geneva

2.5 out of 5
Price was CA $1,835, price is now CA $1,684 per person
CA $1,684
per person
Dec 30 - Jan 5
found 10 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Dothan (DHN)
8.8/10 Excellent! (211 reviews)

Ready to book your vacation to Headland?

 

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Headland Hotel Deals

Downtown Main St Gem -Studio/Loft 5

Downtown Main St Gem -Studio/Loft 5

Headland AL
The price is CA $112 per night from Nov 12 to Nov 13
CA $112
CA $234 total
Nov 12 - Nov 13
includes taxes & fees
8.8/10 Excellent! (3 reviews)
"The place is very clean and welcoming. Plenty of materials from the bathroom to the kitchen. The only thing is the ceiling for the loft. I hit my head quite a few times. But overall it is so nice."

Reviewed on Oct 4, 2026

Downtown Main St Gem -Studio/Loft 5
La Quinta Inn & Suites by Wyndham Dothan

La Quinta Inn & Suites by Wyndham Dothan

3 out of 5
3593 Ross Clark Cir Dothan AL
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Nov 15 to Nov 16
CA $112
CA $128 total
Nov 15 - Nov 16
includes taxes & fees
La Quinta Inn & Suites by Wyndham Dothan
Baymont by Wyndham Dothan

Baymont by Wyndham Dothan

2.5 out of 5
2841 Ross Clark Cir Dothan AL
Fully refundableReserve now, pay when you stay
The price is CA $82 per night from Nov 5 to Nov 6
CA $82
CA $93 total
Nov 5 - Nov 6
includes taxes & fees
8/10 Very good! (1,279 reviews)
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Reviewed on Oct 26, 2026

Baymont by Wyndham Dothan
See all 237 properties in Headland
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.
All Inclusive Vacations
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Frequently asked questions

How much does a Headland vacation package cost?
You can snap up a vacation package to this destination from CA $1,423 on Expedia. But how much your vacation to Headland costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Headland?
January, February and April are great times to look for cheap Headland vacation packages. Choosing to travel in less busy months means you can generally find better prices on flights and hotels.
How many days is enough for Headland?
The ideal length of your Headland vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you plenty of time to visit all the top attractions and discover some hidden gems along the way.
How to find the best Headland package deals?
Begin your search for a Headland package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Headland package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Headland escape underway.
Is it cheaper to book a Headland vacation as a package?
You can enjoy significant savings on your Headland escape by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Headland?
Score fantastic discounts by booking your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Headland break.
How to plan a trip to Headland?

  1. Choose when to go: Check your calendar and get packing. Your favourite time of year and the type of activities on offer will also help you decide when to vacation in Headland.
  2. Set a budget: Factor in costs such as transportation, flights and meals when working out how much to set aside for your trip to Headland. Then, pick a property that fits your budget, whether that's an affordable stay or a deluxe getaway.
  3. Decide your trip length: Consider how long you'd like to spend discovering Headland. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Headland vacation package.

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