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Winter Park Vacation Packages

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A snow-covered building with illuminated windows and a ski lift in the foreground.

Winter Park
Colorado
United States of America
North America
Hotwire.com

Winter Park Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Lady Luck Casino Black Hawk - A Caesars Rewards Destination

3 out of 5

Save 100% on your flight

Price was $383, price is now $202 per person

$202

per person

Oct 21 - Oct 24

found 1 day ago

Roundtrip flight included

Houston (IAH) to Denver (DEN)

Book a stay at this business-friendly hotel in Black Hawk. Enjoy free WiFi, a casino, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Monarch Casino Black Hawk and Ameristar Casino Black Hawk are located nearby.

The Fold Hotels Steamboat Springs

3 out of 5

Save 100% on your flight

Price was $608, price is now $330 per person

$330

per person

Sep 17 - Sep 21

found 23 hours ago

Roundtrip flight included

Houston (IAH) to Denver (DEN)

Book a stay at this family-friendly aparthotel in Steamboat Springs. Enjoy free WiFi, a sauna, and a fireplace in the lobby. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Steamboat Ski Resort and Amaze'n Steamboat Family Fun Park are located nearby.

Great room, checking in was difficult as there wasn’t an attendant.

Reviewed on Aug 14, 2026

Catbird Hotel

4 out of 5

Save 100% on your flight

Price was $910, price is now $519 per person

$519

per person

Oct 27 - Nov 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Denver (DEN)

Book a stay at this family-friendly hotel in Denver. Enjoy free WiFi, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the bar in our reviews. Popular attractions Coors Field and Denver Zoo are located nearby.

Amazing experience. When in Denver I’ll consider this stay first. Right off the train line that goes to union station and airport. Conveniently located near eaters and cannabis. Love the room set up.

Reviewed on Aug 15, 2026

The Brown Palace Hotel and Spa, Autograph Collection

4.5 out of 5

Save 100% on your flight

Price was $1,057, price is now $634 per person

$634

per person

Sep 23 - Sep 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Denver (DEN)

Book a stay at this luxury hotel in Denver. Enjoy a full-service spa, 4 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Coors Field and Union Station are located nearby.

Antlers at Vail

3 out of 5

Save 100% on your flight

Price was $631, price is now $379 per person

$379

per person

Sep 18 - Sep 21

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Denver (DEN)

Book a stay at this golf aparthotel in Vail. Enjoy free WiFi, 2 hot tubs, and a free area shuttle. Popular attractions Vail Ski Resort and The Arrabelle at Vail Square are located nearby.

I liked how large the space was and the location but lighting could be updated

Reviewed on Aug 9, 2026

The Maven Hotel at Dairy Block

4.5 out of 5

Save 100% on your flight

Price was $648, price is now $408 per person

$408

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Denver (DEN)

Book a stay at this luxury hotel in Denver. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Coors Field and Union Station are located nearby.

Great

Reviewed on Aug 14, 2026

Glenwood Springs Inn

2 out of 5

Save 100% on your flight

Price was $709, price is now $447 per person

$447

per person

Sep 24 - Sep 27

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Denver (DEN)

Stay at this motel in Glenwood Springs. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Glenwood Hot Springs and Iron Mountain Hot Springs are located nearby.

Room was nice and clean, The walk in shower was very nice with great water pressure. The only complaint is the beds were not super comfortable.

Reviewed on Aug 15, 2026

One Ski Hill Place, a RockResort, by Vail Resorts

4 out of 5

Save 100% on your flight

Price was $723, price is now $457 per person

$457

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Denver (DEN)

Book a stay at this ski resort in Breckenridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Breckenridge Ski Resort and Main Street are located nearby.

Awesome Next to gondola Spa area amazing Wonderful condo with Mountain View’s

Reviewed on Aug 14, 2026

Winter Park Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.

Lady Luck Casino Black Hawk - A Caesars Rewards Destination

3 out of 5

Save 100% on your flight

Price was $383, price is now $202 per person

$202

per person

Oct 21 - Oct 24

found 1 day ago

Roundtrip flight included

Houston (IAH) to Denver (DEN)