Flagler Vacations from $247

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The Latest Flagler vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Polaris

Hotel Polaris

4.5 out of 5
Save 100% on your flight
Price was $440, price is now $247 per person
$247
per person
Dec 7 - Dec 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9.8/10 Exceptional! (418 reviews)
Absolutely flawless stay.

Reviewed on Oct 4, 2025

1107 American Way

1107 American Way

3 out of 5
Peak 7
Save 100% on your flight
Price was $1,126, price is now $522 per person
$522
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
No reviews
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 $1,126, price is now $592 per person
$592
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
8.8/10 Excellent! (135 reviews)
Everything was good! But the front desk person was a bit rude. He should learn to behave with customers. Overall it was all great

Reviewed on Oct 3, 2025

Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
Northside Breck
Save 100% on your flight
Price was $812, price is now $440 per person
$440
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9.6/10 Exceptional! (1,506 reviews)
Excellent property, super modern and luxurious, friendly staff, amazing pools indoor and outside with water slide and kids play area, pond/creek on property for fishing, great and convenient location, fully stocked kitchen. 10/10!

Reviewed on Oct 5, 2025

Fraser Crossing Founders Pointe

Fraser Crossing Founders Pointe

3.5 out of 5
Winter Park Village
Save 100% on your flight
Price was $1,657, price is now $1,022 per person
$1,022
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)
8.6/10 Excellent! (1,002 reviews)
Great customer service. Check in was easy and efficient. Wonderful communication. Rooms clean and nice and had everything you would need. No AC, but it's not always as hot as it's been. Opened windows and room had fans. Would stay here again and also recommend for families, couples. Anyone. Good location.

Reviewed on Aug 22, 2025

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Flagler Hotel Deals

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
Fully refundable
$297 nightly
The price is $320 total per night from Oct 7 to Oct 8
$320 total
Oct 7 - Oct 8
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
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

Get rates
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.

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 $247 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.