Flagler Vacations from $162

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The Latest Flagler vacation packages

Price found within the past 48 hours. Click for updated prices.
Horseshoe Black Hawk - A Caesars Rewards Destination

Horseshoe Black Hawk - A Caesars Rewards Destination

3 out of 5
Price was $374, price is now $162 per person
$162
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
16/10 Exceptional! (1,045 reviews)
Very clean, modern room.

Reviewed on Nov 21, 2025

Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
Northside Breck
Price was $1,597, price is now $695 per person
$695
per person
Jan 11 - Jan 17
found 1 hour ago
Roundtrip flight included
Austin (AUS) to Denver (DEN)
19.2/10 Exceptional! (1,598 reviews)
Beautiful hotel and room hotel had a bad smell of pet urine in the room and throughout the hotel hallways.

Reviewed on Nov 22, 2025

Glenwood Springs Inn

Glenwood Springs Inn

2 out of 5
Downtown
Price was $970, price is now $457 per person
$457
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
17.6/10 Exceptional! (1,488 reviews)
Room is very small and breakfast time can be increased

Reviewed on Nov 19, 2025

Luxe Osprey

Luxe Osprey

3 out of 5
Arrowhead
Price was $2,371, price is now $1,157 per person
$1,157
per person
Feb 14 - Feb 17
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
No reviews
Highland Haven Creekside Inn

Highland Haven Creekside Inn

3.5 out of 5
Save 100% on your flight
Price was $1,325, price is now $721 per person
$721
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Austin (AUS) to Denver (DEN)
20/10 Exceptional! (526 reviews)
Everything about our stay was outstanding room was so nice the staff was great nice breakfast. Will definitelybe back.

Reviewed on Nov 4, 2025

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Travelodge by Wyndham Stratton

Travelodge by Wyndham Stratton

2 out of 5
700 Colorado Ave Stratton CO
The property is closed & has been since May, yet Expedia continues to allow bookings and there appears no way to get refunded.

Reviewed on Oct 6, 2024

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Travelodge by Wyndham Stratton
Claremont Inn & Winery

Claremont Inn & Winery

3.5 out of 5
800 Claremont Dr Stratton CO
$297 nightly
The price is $320 total per night from Nov 25 to Nov 26
$320 total
Nov 25 - Nov 26
Total with taxes and fees
9.4/10 Exceptional! (33 reviews)
Chef Kiss accommodations!!
This is a stunning property. Professional 5 star style accommodations. Every corner of this property oozes quality! This is a must stop and stay venue!!

Reviewed on Jan 19, 2025

Claremont Inn & Winery
Comfy, quiet rustic lodge with game room, bar, dining room & full XL kitchen

Comfy, quiet rustic lodge with game room, bar, dining room & full XL kitchen

Joes CO
10/10 Exceptional! (4 reviews)
The property was beautiful and well maintained. The owner was super responsive and amazing! So excited to book another trip out here sooner than later!

Reviewed on Sep 2, 2025

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Comfy, quiet rustic lodge with game room, bar, dining room & full XL kitchen
See all 3 properties in Flagler
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 Flagler Vacation Packages

Flagler Essential Information

Language
English
Currency
U.S dollars
Population
560

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Frequently asked questions

How much does a Flagler vacation package cost?
You can pick up a vacation package to this top destination from $162 on Expedia. But how much your vacation to Flagler costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Flagler?
January, February and April are the best times to search for cheap Flagler vacation packages. Traveling in less busy periods means you can generally find lower prices on flights and accommodations.
How many days is enough for Flagler?
With a well-organized travel plan, you can easily tick off the most popular Flagler attractions in a few days. But if you prefer to explore off the beaten track or take day trips, think about booking your Flagler vacation for longer.
How to find the best Flagler package deals?
Use Expedia's filter tool to help you find some unbeatable Flagler package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Flagler package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Flagler vacation as a package?
You can enjoy significant savings on your Flagler escape by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse the best airfares and hotel 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 Flagler?
Enjoy incredible discounts by reserving your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Flagler vacation.
Does Expedia offer Book Now, Pay Later Flagler vacation packages?
Jet off on your perfect escape to Flagler with help from our Book Now, Pay Later vacations. No need to save like crazy or hold off until your next paycheck — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stay on budget and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.