Flagler Vacations from $443

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The Latest Flagler vacation packages

Price found within the past 48 hours. Click for updated prices.
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 $786, price is now $443 per person
$443
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9.6/10 Exceptional! (1,598 reviews)
Loved the pool table and bar in the lobby. Had a great time! And close to Main Street in Breckenridge for all the shops and restaurants!

Reviewed on Jan 11, 2026

The Vintage Hotel

The Vintage Hotel

3 out of 5
Price was $925, price is now $502 per person
$502
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
8.6/10 Excellent! (1,001 reviews)
Great location with easy access to the ski village. Room was clean and comfortable for family with two children. However, the hotel feels old and would really benefit from a remodel.

Reviewed on Jan 4, 2026

Fraser Crossing Founders Pointe

Fraser Crossing Founders Pointe

3.5 out of 5
Winter Park Village
Save 100% on your flight
Price was $1,062, price is now $579 per person
$579
per person
Mar 11 - Mar 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
8.6/10 Excellent! (1,001 reviews)
Getting bathroom supplies it is problematic. If you requested it takes a long long time. Best to go personaly and pick it up.

Reviewed on Jan 10, 2026

Mountain Retreat in Breckenridge

Mountain Retreat in Breckenridge

2 out of 5
Forest Hills
Save 100% on your flight
Price was $1,965, price is now $1,077 per person
$1,077
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
No reviews
Hotel Bristol

Hotel Bristol

2 out of 5
Downtown Steamboat Springs
Save 100% on your flight
Price was $1,274, price is now $746 per person
$746
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
8.4/10 Very Good! (56 reviews)
Nice little hotel in the heart of steamboat springs. The rooms are a little dated, but clean and comfortable with warm steam radiators! 🙂

Reviewed on Dec 29, 2025

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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
$337 nightly
The price is $364 total per night from Jan 15 to Jan 16
$364 total
Jan 15 - Jan 16
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 CO
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

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.

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 $443 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.