Flagler Vacation Packages

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Top Flagler Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Renaissance Boulder FlatIron Hotel

Renaissance Boulder FlatIron Hotel

4 out of 5
per person
Sep 11 - Sep 14
found 10 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Denver (DEN)
8.6/10 Excellent! (1,002 reviews)
Everything about the property was amazing, but the pool was a bit disappointing.

Reviewed on Jul. 23, 2025

The Maven Hotel at Dairy Block

The Maven Hotel at Dairy Block

4 out of 5
LoDo
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Denver (DEN)
9.4/10 Exceptional! (1,107 reviews)
We loved our time at The Maven. Everyone was super friendly and the hotel is in a great location.

Reviewed on Jul. 23, 2025

The Crawford Hotel

The Crawford Hotel

5 out of 5
LoDo
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Denver (DEN)
9.2/10 Wonderful! (1,001 reviews)
Love this property!!! Staff is always fantastic and the rooms are truly lovely!

Reviewed on Jul. 27, 2025

The Rally Hotel at McGregor Square

The Rally Hotel at McGregor Square

4 out of 5
LoDo
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Denver (DEN)
9.6/10 Exceptional! (1,393 reviews)
I enjoyed Call Me Pearl happy hour in the lobby of the hotel. During my stay was the Denver Summit FC Launch Party Event, and it was amazing! I will be returning and staying again!

Reviewed on Jul. 28, 2025

Basecamp Boulder

Basecamp Boulder

3.5 out of 5
Central Boulder
per person
Sep 21 - Sep 26
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to Denver (DEN)
8.8/10 Excellent! (1,004 reviews)
Great hotel with nice amenities and everything we needed for a post-adventure respite.

Reviewed on Jul. 27, 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
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
The price is CA $136 per night from Jul 29 to Jul 30
CA $136
CA $203 total
Jul 29 - Jul 30
includes taxes & fees
Perfect stop on our trip
"Definitely off the beaten path but so charming and quiet! Exactly as posted, easy check in, great communication! I highly recommend and would stay again."

Reviewed on Sep. 18, 2024

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
Fully refundable
The price is CA $407 per night from Jul 29 to Jul 30
CA $407
CA $439 total
Jul 29 - Jul 30
includes taxes & 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
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Flagler vacation package cost?
Offering excellent value package deals from CA $730 on Expedia, you'll be surprised at how little a vacation to Flagler costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Flagler?
You can usually find reduced prices and better availability in January, February and April. Take a look at our cheap Flagler vacation packages and you could get some excellent off-season deals.
How many days is enough for Flagler?
The ideal duration for your Flagler vacation depends on what you'd like to see. Usually, a few days to a week will give you plenty of time to tick off all the top sights and explore some hidden spots along the way.
How to find the best Flagler package deals?
Begin your search for a Flagler package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Flagler package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Flagler getaway off to a flying start.
Is it cheaper to book a Flagler vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Flagler vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Flagler?
If you've got your Flagler travel dates finalized, book as early as you can to grab some unbeatable deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Flagler?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Flagler.
  2. Figure out your budget: Make sure you have enough money to cover everything from food and transportation to flights and experiences. Your accommodations will probably be the biggest expense during your trip to Flagler.
  3. Work out your trip length: Consider how much time you'd like to spend exploring Flagler. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a Flagler vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.