Winter Park

Winter Park Hotels with Pools

Select your dates to see hotels in Winter Park with a Pools for a refreshing stay.

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Best Winter Park Hotels with Swimming Pools

Check out our selection of Winter Park hotels with Pools
Most Booked
Lowest price
Closest to downtown
Highest Rated
40

Cozy 1-bedroom condo in charming Winter Park, CO

Hotels in Winter Park
Featured facilities: Swimming Pool, Fitness Room
Amazing
12 reviews
9.6/10
Check Availability
36

Luxury Condo with Hot Tub, Pool, & Private Patio in the Heart of Winter Park!

Hotels in Winter Park
Featured facilities: Swimming Pool, Fitness Room
Outstanding
41 reviews
10/10
Check Availability
24

Peaceful cozy place on the river with great views

Hotels in Winter Park
Featured facilities: Swimming Pool, Fitness Room
Outstanding
3 reviews
10/10
Check Availability
44

Pool Hot Tub Free Garage · Remodeled Studio

Hotels in Winter Park
Featured facilities: Swimming Pool, Sauna, Fitness Room
Amazing
20 reviews
9.6/10
Check Availability
21

Walk to Downtown Winter Park! 2Br 2BA Pool, 3 Hot Tubs, Free Shuttle, Sleeps 6

Hotels in Winter Park
Featured facilities: Swimming Pool, Fitness Room
Outstanding
9.8/10
Check Availability
45

Spacious 3Bed condo 5 min from Winter Park, walk 2 Town & steps from bus stop!

Hotels in Winter Park
Featured facilities: Swimming Pool, Sauna
Outstanding
12 reviews
10/10
Check Availability
24

Riverfront Hot Tub, 6 Min Drive to Winter Park Resort Walking Distance Downtown.

Hotels in Winter Park
Featured facilities: Swimming Pool, Fitness Room
Outstanding
10/10
Check Availability
5

Location and Comfort - One Bedroom Ski In / Ski out, Hot Tub and Fire Pit

Hotels in Winter Park
Featured facilities: Swimming Pool
Amazing
9.6/10
Check Availability
23

2BR Ski-In Ski-Out Condo with Desirable Amenities

Hotels in Winter Park
Featured facilities: Swimming Pool, Sauna, Fitness Room
Outstanding
3 reviews
10/10
Check Availability
13

Winter Park Basecamp for Adventure

Hotels in Winter Park
Featured facilities: Swimming Pool, Fitness Room
Outstanding
10/10
Check Availability
See All Hotels with Pools in Winter Park

Frequently Asked Questions

What are popular hotels with high-quality breakfasts in Winter Park?

Gravity Haus Winter Park (from CAD 166),Best Western Alpenglo Lodge (from CAD 215) and Valley Hi Hotel (from CAD 181) are popular hotels with high-quality breakfast. Start your wonderful journey with tasty breakfast!

What are available deals for hotels in Winter Park?

There are multiple promotions and discounts all year round for Trip.com users . Please check the promotions page to see what promotions are available now on Trip.com.

Which hotels with fitness facilities in Winter Park are popular?

Gravity Haus Winter Park (from CAD 166) and Zephyr Mountain Lodge (from CAD 324) are popular hotels with a fitness center. Keep your fitness plan during traveling from Trip.com!

Which popular hotels in Winter Park offer free Wi-Fi ?

Whether you're traveling on business or for vacation, internet connection is an essential facility. The Vintage Hotel (from CAD 193), Winter Park Chateau (from CAD 167) and Gravity Haus Winter Park (from CAD 166) are popular hotels with free Wi-Fi.