Samson Vacations from $447

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The Latest Samson vacation packages

Price found within the past 48 hours. Click for updated prices.
Beach Street Cottages

Beach Street Cottages

3.5 out of 5
Price was $553, price is now $447 per person
$447
per person
Jan 26 - Jan 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
8.8/10 Excellent! (25 reviews)
Staff is friendly. It’s clean and very close to the beach.

Reviewed on Jul 19, 2026

Landing Apartments Santa Rosa Beach

Landing Apartments Santa Rosa Beach

4 out of 5
Price was $1,258, price is now $904 per person
$904
per person
Dec 18 - Dec 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (12 reviews)

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Price was $958, price is now $768 per person
$768
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,001 reviews)

Harborside by Avantstay Expansive Destin Retreat

Harborside by Avantstay Expansive Destin Retreat

3 out of 5
Holiday Isle
Price was $3,397, price is now $2,752 per person
$2,752
per person
Dec 8 - Dec 15
found 20 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Walton Beach (VPS)
8/10 Very Good! (1 review)

Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $794, price is now $646 per person
$646
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
9/10 Wonderful! (185 reviews)

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Samson Hotel Deals

Holiday Inn Express & Suites Enterprise by IHG

Holiday Inn Express & Suites Enterprise by IHG

3 out of 5
9 North Pointe Boulevard Enterprise AL
$118 nightly
The price is $135 total per night from Nov 8 to Nov 9
$135 total
Nov 8 - Nov 9
Total with taxes and fees
8.6/10 Excellent! (448 reviews)
"Very pleasant stay, no issues.."

Reviewed on Nov 3, 2026

Holiday Inn Express & Suites Enterprise by IHG
Best Western Plus Circle Inn

Best Western Plus Circle Inn

2.5 out of 5
715 Boll Weevil Circle Enterprise AL
$106 nightly
The price is $120 total per night from Nov 8 to Nov 9
$120 total
Nov 8 - Nov 9
Total with taxes and fees
Best Western Plus Circle Inn
Fairfield Inn & Suites Enterprise

Fairfield Inn & Suites Enterprise

3 out of 5
100 Brabham Drive Enterprise AL
$124 nightly
The price is $141 total per night from Nov 8 to Nov 9
$141 total
Nov 8 - Nov 9
Total with taxes and fees
8.8/10 Excellent! (453 reviews)
"Overall a "2" rating. The front desk was not adequately staffed; had to wait to check in and to check out. Our room was not cleaned after the first night. The housekeeping staff was gone when we discovered it at 6 PM. We called to have clean towels delivered, and the front desk said they would do ..."

Reviewed on Nov 1, 2026

Fairfield Inn & Suites Enterprise
See all 143 properties in Samson
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 Samson Vacation Packages

Samson Essential Information

Language
English
Currency
U.S dollars
Population
1,950

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Frequently asked questions

What's included in a Samson vacation package?
A Samson vacation package lets you combine round-trip flights, a hotel stay, and a rental car. While a small share of hotels in Samson offer amenities like airport shuttle service to nearby airports such as Pensacola International Airport (PNS) or free breakfast, your package provides convenient access to the area's outdoor and nature attractions, such as Seaside Beach or Vortex Springs.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Samson vacation package?
When you bundle, you can save up to 30%*. To save money on a Samson package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What are the top things to do in Samson?
Samson, an outdoor and nature destination, offers a variety of family-friendly attractions for your Samson vacation:

Browse and book things to do in Samson on Expedia.
Can I change or cancel my Samson vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Samson vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Samson vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Samson vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Samson?
To find last-minute vacation packages to Samson, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Samson vacation packages?
Free cancellation on a Samson vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Samson vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Samson getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Samson vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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.