Chancellor Vacations from $515

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The Latest Chancellor vacation packages

Price found within the past 48 hours. Click for updated prices.
Walkers Inn Dothan by Hotel O

Walkers Inn Dothan by Hotel O

2.5 out of 5
Price was $571, price is now $515 per person
$515
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Dothan (DHN)
6.6/10 (25 reviews)
Rooms are clean but air conditioner doesn't work

Reviewed on Nov 25, 2025

Candlewood Suites Enterprise by IHG

Candlewood Suites Enterprise by IHG

2.5 out of 5
Price was $709, price is now $636 per person
$636
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Dothan (DHN)
8.2/10 Very Good! (350 reviews)
Wonderful customer service! We stayed two nights and it was perfect. Room was a nice size and had full size frig which came in handy. Would 100% stay again!

Reviewed on Mar 30, 2026

Holiday Inn Express Andalusia by IHG

Holiday Inn Express Andalusia by IHG

2.5 out of 5
Price was $838, price is now $759 per person
$759
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Dothan (DHN)
9.4/10 Exceptional! (358 reviews)
AC was fine, but pool was closed.

Reviewed on Mar 13, 2026

Holiday Inn Express & Suites Enterprise by IHG

Holiday Inn Express & Suites Enterprise by IHG

3 out of 5
Price was $778, price is now $710 per person
$710
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Dothan (DHN)
8.6/10 Excellent! (388 reviews)
Very clean and up to date

Reviewed on Apr 8, 2026

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Chancellor Hotel Deals

Best Western Plus Circle Inn

Best Western Plus Circle Inn

2.5 out of 5
715 Boll Weevil Circle Enterprise AL
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $128 total per night from Apr 26 to Apr 27
$128 total
Apr 26 - Apr 27
Total with taxes and fees
8.8/10 Excellent! (696 reviews)
Staff was very friendly. Clean facilities and excellent breakfast.

Reviewed on Apr 8, 2026

Best Western Plus Circle Inn
Candlewood Suites Enterprise by IHG

Candlewood Suites Enterprise by IHG

2.5 out of 5
203 Brabham Dr Enterprise AL
Fully refundable
$92 nightly
The price is $105 total per night from Apr 12 to Apr 13
$105 total
Apr 12 - Apr 13
Total with taxes and fees
8.2/10 Very Good! (354 reviews)
Everything was very clean. The staff was most helpful. The beds were very comfortable. I would stay here again.

Reviewed on Apr 3, 2026

Candlewood Suites Enterprise by IHG
Holiday Inn Express & Suites Enterprise by IHG

Holiday Inn Express & Suites Enterprise by IHG

3 out of 5
9 North Pointe Boulevard Enterprise AL
Fully refundable
$110 nightly
The price is $125 total per night from Apr 17 to Apr 18
$125 total
Apr 17 - Apr 18
Total with taxes and fees
8.6/10 Excellent! (389 reviews)
Very clean and up to date

Reviewed on Apr 8, 2026

Holiday Inn Express & Suites Enterprise by IHG
See all 134 properties in Chancellor
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.

Find the Best Chancellor Vacation Packages

Chancellor Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Dothan Regional Airport (DHN)

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Frequently asked questions

How much does a Chancellor vacation package cost?
You can grab a vacation package to this top destination from $515 on Expedia. But how much your vacation to Chancellor costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Chancellor?
October, November and December are great times to search for cheap Chancellor vacation packages. Traveling in quieter periods means you can generally find reduced prices on hotels and flights.
How many days is enough for Chancellor?
With a well-organized travel plan, you can easily visit the main Chancellor attractions in a handful of days. But if you want to explore off the beaten track or go on day tours, think about booking your Chancellor vacation for longer.
How to find the best Chancellor package deals?
Start your search for a Chancellor package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Chancellor package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Chancellor adventure off to a flying start.
Is it cheaper to book a Chancellor vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and hotels separately. Better still, you can tailor your Chancellor trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Chancellor?
If you have your Chancellor vacation dates locked in, book early to grab some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for impromptu escapes.
Does Expedia offer Book Now, Pay Later Chancellor vacation packages?
Secure your perfect trip to Chancellor with Expedia's Book Now, Pay Later vacations. No need to save up or wait until the next payday — we've teamed up with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily budget for your trip and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.