Headland Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Headland

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 S$128 per night from 2 Aug to 3 Aug
S$128
2 Aug - 3 Aug
includes taxes & fees
8.4/10 Very good! (1,144 reviews)
"Excelente!"

Reviewed on 10 Jul, 2026

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 S$90 per night from 12 Jul to 13 Jul
S$90
12 Jul - 13 Jul
includes taxes & fees
8/10 Very good! (1,260 reviews)
"Great staff and cheap rates"

Reviewed on 6 Jul, 2026

Baymont by Wyndham Dothan
Best Western Dothan Inn & Suites

Best Western Dothan Inn & Suites

2.5 out of 5
1650 Westgate Pkwy Dothan AL
Fully refundableReserve now, pay when you stay
The price is S$132 per night from 12 Jul to 13 Jul
S$132
12 Jul - 13 Jul
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Very helpful and friendly staff. Extremely quiet hotel in an area that makes it easy to access this side of the city."

Reviewed on 5 Jul, 2026

Best Western Dothan Inn & Suites
See all 222 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.

Frequently asked questions

How much does a Headland holiday 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 holiday to Headland costs.
What are the cheapest months to go to Headland?
You can generally find lower rates and greater availability in January, February and April. Explore our cheap Headland holiday packages and you could score some excellent off-season deals.
How many days is enough for Headland?
The ideal length of your Headland holiday depends on what you'd like to do. Usually, a handful of days to a week will give you enough time to tick off all the main attractions and discover some hidden spots along the way.
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 holiday as a package?
You can enjoy significant savings on your next Headland break by booking a tailored holiday 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 holiday 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.
How to plan a trip to Headland?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Headland.
  2. Set a budget: Consider expenses like transportation, flights and meals when calculating how much to set aside for your trip to Headland. Then, pick a hotel that works with your budget, whether that's an economical stay or a more luxurious getaway.
  3. Decide your trip length: Consider how much time you'd like to spend exploring Headland. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Combine your airfare and accommodation: Once you've settled on your travel dates and duration, book the ideal Headland holiday package for you.

Explore a world of travel with Expedia

* 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.