Flagler Vacations from $441

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The Latest Flagler vacation packages

Price found within the past 48 hours. Click for updated prices.
Element by Marriott Denver Park Meadows

Element by Marriott Denver Park Meadows

3 out of 5
Save 100% on your flight
Price was $737, price is now $441 per person
$441
per person
Jul 29 - Aug 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
8.6/10 Excellent! (1,011 reviews)
I stayed for six nights and it was everything I needed for a comfortable stay!

Reviewed on Jun 27, 2026

Kindred Resort a RockResort

Kindred Resort a RockResort

4 out of 5
River Run
Save 100% on your flight
Price was $1,119, price is now $704 per person
$704
per person
Aug 4 - Aug 8
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
10/10 Exceptional! (3 reviews)
Beautiful property! Great location and staff.

Reviewed on Jun 8, 2026

The Residences at Main Street Station, Breckenridge

The Residences at Main Street Station, Breckenridge

4 out of 5
Historic District
Save 100% on your flight
Price was $1,498, price is now $972 per person
$972
per person
Jul 31 - Aug 5
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
8.8/10 Excellent! (169 reviews)
What a fantastic vaca condo. Had everything you could need or want.

Reviewed on Jun 15, 2026

The Rally Hotel at McGregor Square

The Rally Hotel at McGregor Square

4.5 out of 5
LoDo
Save 100% on your flight
Price was $1,423, price is now $930 per person
$930
per person
Sep 9 - Sep 15
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9.6/10 Exceptional! (1,610 reviews)
Wonderful place to stay!

Reviewed on Jun 24, 2026

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Flagler Hotel Deals

Travelodge by Wyndham Stratton

Travelodge by Wyndham Stratton

2 out of 5
700 Colorado Ave Stratton CO
7/10 Good! (182 reviews)
"Inexpensive, good value, but quirky. Big semicircular windbreak like a northern mining village. Decrepit former restaurant at entrance. Pleasant check-in. HUGE ROOM. Decent burger place Handi’s across the street. Washer and dryers are upstairs above C stairwell. One washer broken, other missing its ..."

Reviewed on May 30, 2026

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Travelodge by Wyndham Stratton
Claremont Inn & Winery

Claremont Inn & Winery

3.5 out of 5
800 Claremont Dr Stratton CO
$357 nightly
The price is $385 total per night from Jun 29 to Jun 30
$385 total
Jun 29 - Jun 30
Total with taxes and fees
8.8/10 Excellent! (172 reviews)
"The Claremont Inn and Winery is ALWAYS EXCELLENT!"

Reviewed on Jan 15, 2026

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
$194 nightly
The price is $200 total per night from Jun 29 to Jun 30
$200 total
Jun 29 - Jun 30
Total with taxes and fees
10/10 Exceptional! (5 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

Comfy, quiet rustic lodge with game room, bar, dining room & full XL kitchen
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 $441 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.