Flagler Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Flagler

Travelodge by Wyndham Stratton

Travelodge by Wyndham Stratton

2 out of 5
700 Colorado Ave Stratton CO
Get rates
Travelodge by Wyndham Stratton
Claremont Inn & Winery

Claremont Inn & Winery

3.5 out of 5
800 Claremont Dr Stratton CO
The price is S$497 per night from 5 Aug to 6 Aug
S$497
5 Aug - 6 Aug
includes taxes & fees
8.8/10 Excellent! (172 reviews)
"The Claremont Inn and Winery is ALWAYS EXCELLENT!"

Reviewed on 15 Jan, 2026

Claremont Inn & Winery
Travelodge by Wyndham

Travelodge by Wyndham

2 out of 5
700 Colorado Ave Stratton CO
Get rates
Travelodge by Wyndham
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.

Frequently asked questions

How much does a Flagler holiday package cost?
You can pick up a holiday package to this top destination on Expedia. But how much your holiday to Flagler costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Flagler?
If you'd like to book a cheap Flagler holiday package, consider travelling in January, February and April. You'll usually find lower rates on hotels and flights during these quieter months — perfect for a budget-friendly break.
How many days is enough for Flagler?
With a well-organised itinerary, you can easily visit the top Flagler attractions in a few days. But if you want to venture off the beaten track or go on day tours, consider booking your Flagler holiday 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 holiday package as early as possible.
Is it cheaper to book a Flagler holiday as a package?
You can enjoy significant savings on your Flagler escape by booking a customised holiday 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 holiday 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 holiday.
How to plan a trip to Flagler?

  1. Choose your dates: What you plan to do in Flagler and your favourite season will help you decide when to get away.
  2. Calculate your budget: Ensure you have enough money to pay for everything from meals and transportation to activities and flights. Your accommodation will probably be the largest expense during your trip to Flagler.
  3. Decide how long to go for: Now that you're up to speed on Flagler, you can figure out the perfect length of your holiday. Put together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Combine your accommodation and airfare: After you've nailed down your dates and duration, lock in the right Flagler holiday package for you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.