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Winter Park Vacation Packages

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Winter Park Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
Save 100% on your flight
Price was $462, price is now $297 per person
$297
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Houston (IAH) to Denver (DEN)
Book a stay at this ski hotel in Breckenridge. Enjoy free WiFi, breakfast (surcharge), and a free ski shuttle. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Breckenridge Ski Resort and Main Street are located nearby.
Glenwood Springs Inn

Glenwood Springs Inn

2 out of 5
Save 100% on your flight
Price was $560, price is now $318 per person
$318
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Houston (IAH) 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.
The Ramble Hotel

The Ramble Hotel

4 out of 5
Save 100% on your flight
Price was $1,118, price is now $695 per person
$695
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Denver (DEN)
Stay at this hotel in Denver. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Coors Field and Union Station are located nearby.
Hyatt Regency Denver at Colorado Convention Center

Hyatt Regency Denver at Colorado Convention Center

4 out of 5
Save 100% on your flight
Price was $2,266, price is now $1,416 per person
$1,416
per person
May 29 - Jun 4
found 1 day ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)
Book a stay at this spa hotel in Denver. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Union Station and Coors Field are located nearby.
The Residences at Main Street Station, Breckenridge

The Residences at Main Street Station, Breckenridge

4 out of 5
Save 100% on your flight
Price was $591, price is now $375 per person
$375
per person
May 9 - May 14
found 12 hours ago
Roundtrip flight included
Houston (IAH) to Denver (DEN)
Stay at this aparthotel in Breckenridge. Enjoy free WiFi, 7 hot tubs, and a fitness center. Popular attractions Breckenridge Ski Resort and Main Street are located nearby.
Flying Horse Resort & Club

Flying Horse Resort & Club

4.5 out of 5
Save 100% on your flight
Price was $1,514, price is now $980 per person
$980
per person
May 25 - May 31
found 1 day ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)
Book a stay at this luxury resort in Colorado Springs. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Ford Amphitheater and Topgolf are located nearby.
Hampton Inn Boulder - Louisville

Hampton Inn Boulder - Louisville

2.5 out of 5
Save 100% on your flight
Price was $655, price is now $427 per person
$427
per person
May 29 - Jun 4
found 1 day ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Superior Historical Museum and Coal Creek Golf Course are located nearby.
Holiday Inn Express Denver Downtown by IHG

Holiday Inn Express Denver Downtown by IHG

3 out of 5
Save 100% on your flight
Price was $1,145, price is now $765 per person
$765
per person
May 29 - Jun 4
found 1 day ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)
Book a stay at this business-friendly hotel in Denver. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Coors Field and Union Station are located nearby.

Winter Park Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
Northside Breck
Price was $382, price is now $268 per person
$268
per person
Apr 16 - Apr 19
found 1 hour ago
Roundtrip flight included
Houston (IAH) to Denver (DEN)
The Ramble Hotel

The Ramble Hotel

4 out of 5
Five Points
Save 100% on your flight
Price was $1,118, price is now $695 per person
$695
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Denver (DEN)
Glenwood Springs Inn

Glenwood Springs Inn

2 out of 5
Downtown
Price was $436, price is now $304 per person
$304
per person
Apr 13 - Apr 16
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Denver (DEN)
Hyatt Regency Denver at Colorado Convention Center

Hyatt Regency Denver at Colorado Convention Center

4 out of 5
Downtown Denver
Save 100% on your flight
Price was $1,453, price is now $1,027 per person
$1,027
per person
May 28 - May 31
found 1 day ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)

Winter Park Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
Northside Breck
Save 100% on your flight
Price was $462, price is now $297 per person
$297
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Houston (IAH) to Denver (DEN)
Glenwood Springs Inn

Glenwood Springs Inn

2 out of 5
Downtown
Save 100% on your flight
Price was $560, price is now $318 per person
$318
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Houston (IAH) to Denver (DEN)
Hyatt Regency Denver at Colorado Convention Center

Hyatt Regency Denver at Colorado Convention Center

4 out of 5
Downtown Denver
Save 100% on your flight
Price was $2,266, price is now $1,416 per person
$1,416
per person
May 29 - Jun 4
found 1 day ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)
The Residences at Main Street Station, Breckenridge

The Residences at Main Street Station, Breckenridge

4 out of 5
Historic District
Save 100% on your flight
Price was $591, price is now $375 per person
$375
per person
May 9 - May 14
found 12 hours ago
Roundtrip flight included
Houston (IAH) to Denver (DEN)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Tue, Apr 28 - Tue, May 12
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$66 Roundtrip, found 2 hours ago
$66
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Apr 28 from Dallas-Fort Worth Intl. to Denver Intl., returning Tue, May 12, priced at $66 found 2 hours ago
Frontier Airlines
Tue, Apr 7 - Tue, Apr 7
LAX
Los Angeles Intl.
DEN
Denver Intl.
$66 Roundtrip, found 20 hours ago
$66
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Tue, Apr 7 from Los Angeles Intl. to Denver Intl., returning Tue, Apr 7, priced at $66 found 20 hours ago
Frontier Airlines
Sat, Apr 18 - Sat, Apr 18
PHX
Sky Harbor Intl.
DEN
Denver Intl.
$69 Roundtrip, found 9 hours ago
$69
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Sat, Apr 18 from Sky Harbor Intl. to Denver Intl., returning Sat, Apr 18, priced at $69 found 9 hours ago
Frontier Airlines
Wed, May 13 - Tue, May 19
MSP
Minneapolis - St. Paul Intl.
DEN
Denver Intl.
$79 Roundtrip, just found
$79
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, May 13 from Minneapolis - St. Paul Intl. to Denver Intl., returning Tue, May 19, priced at $79 just found