Flagler Vacations from $265

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The Latest Flagler vacation packages

Price found within the past 48 hours. Click for updated prices.
Glenwood Springs Inn

Glenwood Springs Inn

2 out of 5
Downtown
Price was $475, price is now $265 per person
$265
per person
Jan 28 - Jan 31
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
8.8/10 Excellent! (1,633 reviews)

The Green Mountain Falls Lodge

The Green Mountain Falls Lodge

3 out of 5
Price was $772, price is now $388 per person
$388
per person
Jan 13 - Jan 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
8.4/10 Very Good! (315 reviews)

Cabins on Main Longmont

Cabins on Main Longmont

3.5 out of 5
Price was $823, price is now $476 per person
$476
per person
Jan 20 - Jan 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
9.4/10 Exceptional! (79 reviews)

Eagle Point Resort

Eagle Point Resort

4 out of 5
Matterhorn Village
Save 100% on your flight
Price was $1,308, price is now $765 per person
$765
per person
Jan 20 - Jan 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
8.6/10 Excellent! (618 reviews)

Zephyr Mountain Lodge

Zephyr Mountain Lodge

3.5 out of 5
Winter Park Village
Price was $1,563, price is now $922 per person
$922
per person
Feb 4 - Feb 8
found 20 hours ago
Roundtrip flight included
Houston (IAH) to Denver (DEN)
8.2/10 Very Good! (710 reviews)

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Flagler Hotel Deals

Travelodge by Wyndham

2 out of 5
700 Colorado Ave Stratton CO
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Travelodge by Wyndham
Claremont Inn & Winery

Claremont Inn & Winery

3.5 out of 5
800 Claremont Dr Stratton CO
9.2/10 Wonderful! (172 reviews)
"The Claremont Inn and Winery is ALWAYS EXCELLENT!"

Reviewed on Jan 15, 2026

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Claremont Inn & Winery
Travelodge by Wyndham Stratton

Travelodge by Wyndham Stratton

2 out of 5
700 Colorado Ave Stratton CO
Get rates
Travelodge by Wyndham Stratton
See all 4 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 $265 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.