Fairplay Vacation Packages
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Your Fairplay Vacation
Let our vacation packages to Fairplay inspire your next great adventure. You'll find a whole lot to love about this interesting city, starting with the neighborhood of Valley of the Sun, which is good for hiking and nature. A trip to Fairplay wouldn't be complete without seeing some major attractions, like South Park City Museum. A couple of quick clicks is all it takes to create a tailor-made Fairplay vacation on Expedia.
Top Fairplay Vacation Deals
Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Colorado Springs
Southwest Colorado Springs
Price was CA $1,294, price is now CA $993 per person
CA $993
per person
Aug 3 - Aug 8
found 22 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Denver (DEN)
8.6/10 Excellent! (1,008 reviews)
Breakfast a little pricey for what many places would have included
Reviewed on May 17, 2026
Flying Horse Resort & Club
Flying Horse
Price was CA $2,007, price is now CA $1,414 per person
CA $1,414
per person
Aug 3 - Aug 8
found 22 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Denver (DEN)
9.4/10 Exceptional! (860 reviews)
The rooms are HUGE and the property is beautiful! Everything you need and more.
Reviewed on Apr 26, 2026
Hotel Polaris
Price was CA $1,810, price is now CA $1,312 per person
CA $1,312
per person
Aug 3 - Aug 8
found 22 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Denver (DEN)
9.6/10 Exceptional! (751 reviews)
Food was good but maybe a little overpriced. Would definitely recommend this place to others.
Reviewed on May 17, 2026
Patterson Inn
Capitol Hill
Price was CA $1,420, price is now CA $1,043 per person
CA $1,043
per person
Aug 3 - Aug 7
found 23 hours ago
Roundtrip flight included
Calgary (YYC) to Denver (DEN)
9.6/10 Exceptional! (782 reviews)
We will stay again. It is conveniently located, comfortable, and the hospitality was marvelous. We were lucky enough to park in the driveway of the carriage house. Street parking may be challenging. Breakfast was ample, fresh, and tasty.
Reviewed on May 8, 2026
Cliff House at Pikes Peak
Manitou Springs Historic District
Price was CA $1,739, price is now CA $1,311 per person
CA $1,311
per person
Aug 3 - Aug 8
found 22 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Denver (DEN)
9.6/10 Exceptional! (1,118 reviews)
I was disappointed with my stay at the Cliff House. There was construction happening all around the front of the hotel and throughout the inside as well, and I was never made aware of it when booking. When paying a higher rate for a stay, guests should at least have the option to know about major construction beforehand. It really affected the overall experience. On top of that, the staff was not the friendliest or most welcoming. Overall, not the experience I expected.
Reviewed on May 15, 2026
Fairplay Hotel Deals
The Hand Hotel Bed & Breakfast
531 Front St Fairplay CO
The price is CA $146 per night from May 20 to May 21
CA $146
CA $170 total
May 20 - May 21
includes taxes & fees
9.4/10 Exceptional! (187 reviews)
We like older hotels with eccentric nostalgia . The bed was comfortable, we liked no TV, the old pictures, the stairs and creaking hall way. The view from the restaurant was outstanding as the breakfast sandwich. We enjoyed our stay and will stay again. If you want a pool and weight room etc go to ...
Reviewed on May 11, 2026
Charming Log Cabin Near Ski Slopes & Dining w/ Hot Tub • Pet Friendly • Dogs OK
Fairplay CO
Hyatt Vacation Club at The Ranahan
557 Stan Miller Dr Breckenridge CO
Fully refundable
The price is CA $153 per night from May 19 to May 20
CA $153
CA $225 total
May 19 - May 20
includes taxes & fees
9.6/10 Exceptional! (1,150 reviews)
Great place to stay with our 3 year old! The pools and room were amazing, we will definitely be back.
Reviewed on May 17, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
