Flagler Vacations from $442

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The Latest Flagler vacation packages

Price found within the past 48 hours. Click for updated prices.
Grand Hyatt Vail

Grand Hyatt Vail

5 out of 5
Matterhorn Village
Save 100% on your flight
Price was $811, price is now $442 per person
$442
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9/10 Wonderful! (857 reviews)
Very friendly staff at the front desk and restaurant. The shuttle bus service was very helpful going to town and back to hotel. Had a very memorable experience. Will surely go back again.

Reviewed on Sep 5, 2025

Hotel Polaris

Hotel Polaris

4.5 out of 5
Save 100% on your flight
Price was $2,233, price is now $1,177 per person
$1,177
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9.6/10 Exceptional! (391 reviews)
Very clean, nicely decorated, and isolated.

Reviewed on Sep 9, 2025

Zephyr Mountain Lodge

Zephyr Mountain Lodge

3.5 out of 5
Save 100% on your flight
Price was $1,810, price is now $986 per person
$986
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)
8.2/10 Very Good! (665 reviews)
Zephyr is always a great choice! Located right in the square, this property is close to everything

Reviewed on Aug 21, 2025

The Vintage Hotel

The Vintage Hotel

3 out of 5
Save 100% on your flight
Price was $1,744, price is now $957 per person
$957
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)
8.6/10 Excellent! (1,014 reviews)
The room was clean, but a bit rundown. The room got a little warm and even with the window open and fan on it was a touch on the warm side for the time of the year it was. Overall though, we enjoyed our stay and love the fact that our dog could be with us. The goodie bag for her was a nice touch as well. We would stay again.

Reviewed on Sep 8, 2025

The Springs Condos by Keystone Resort

The Springs Condos by Keystone Resort

4 out of 5
River Run
Save 100% on your flight
Price was $1,675, price is now $991 per person
$991
per person
Nov 1 - Nov 7
found 2 days ago
Roundtrip flight included
Miami (MIA) to Denver (DEN)
7.4/10 Good! (12 reviews)
Nice heated pool. Updated condo. Good location.

Reviewed on Sep 1, 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
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Travelodge by Wyndham Stratton
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
$195 nightly
The price is $201 total per night from Sep 10 to Sep 11
$201 total
Sep 10 - Sep 11
Total with taxes and fees
Comfy, quiet rustic lodge with game room, bar, dining room & full XL kitchen
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 Sep 10 to Sep 11
$320 total
Sep 10 - Sep 11
Total with taxes and fees
Claremont Inn & Winery
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.

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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 $442 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.