Flagler Vacations from $287
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The Latest Flagler vacation packages
Price found within the past 48 hours. Click for updated prices.
Gold Point Resort Breckenridge by Vacatia
Baldy Mountain
$574
per person
Sep 27 - Oct 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
9.4/10 Exceptional! (124 reviews)
Very nice condo. Loved the open concept. Not too close to town. Peaceful area.
Reviewed on Aug 12, 2026
Glenwood Springs Inn
Downtown
$394
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
8.8/10 Excellent! (1,601 reviews)
This property is in a great location. Walking distance to everything. Bike and rafting place right across the street. 10-minute walk to the Glennwood Cavern Adventure Park gondola. Rooms were clean and comfy. Fridge and microwave in the room. They don't tidy the room daily which is a bummer but not a deal breaker. I like having the bed made daily. The only thing we didn't like was the breakfast. It was pretty sad. There is lots of room for improvement. I had cereal the first day and the milk was warm. We ate breakfast elsewhere the following two days. Theres a Bavarian restaurant in the parking lot which is pretty good and bakery down the road that has really good cinnamon rolls and ham/cheese croissants. Theres a doughnut shop opening soon on the corner which looks really good. We checked out early the last day so we could enjoy the hot springs before catching the 2 pm train. The office was very friendly and stored our luggage for us until it was time to go. I would definitely stay here again.
Reviewed on Aug 12, 2026
Flagler Hotel Deals
Travelodge by Wyndham Stratton
700 Colorado Ave Stratton CO
7/10 Good! (186 reviews)
"Bugs, bathroom ceiling had leak"
Reviewed on Aug 12, 2026
Claremont Inn & Winery
800 Claremont Dr Stratton CO
8.8/10 Excellent! (172 reviews)
"The Claremont Inn and Winery is ALWAYS EXCELLENT!"
Reviewed on Jan 15, 2026
Comfy, quiet rustic lodge with game room, bar, dining room & full XL kitchen
Joes CO
$194 nightly
$200 total
Aug 14 - Aug 15
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
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 $287 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.
