Search Deals on
Windsor Vacation Packages

Build your package with 2 more options

Windsor Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Gold Point Resort Breckenridge by Vacatia

Gold Point Resort Breckenridge by Vacatia

3 out of 5
Save 100% on your flight
Price was $554, price is now $349 per person
$349
per person
Nov 5 - Nov 9
found 7 hours ago
Roundtrip flight included
Austin (AUS) to Denver (DEN)
Stay at this condo in Breckenridge. Enjoy free WiFi, free parking, and 8 hot tubs. Popular attractions Breckenridge Ski Resort and Main Street are located nearby.
Beautiful condo on Baldy Road way up the mountain. If you want to be in town this isn't your place but 10 min drive down. No need for a car as the buss stop is out front, free and allows dogs. My 800 ft condo was fully furnished, jacuzzi fireplace and a garage. Trail heads are all within walking distance

Reviewed on Aug 26, 2026

The Vintage Hotel

The Vintage Hotel

3 out of 5
Save 100% on your flight
Price was $840, price is now $492 per person
$492
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Stay at this hotel in Winter Park. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Winter Park Ski Resort and Village Cabriolet are located nearby.

Zephyr Mountain Lodge

Zephyr Mountain Lodge

3.5 out of 5
Save 100% on your flight
Price was $995, price is now $607 per person
$607
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Book a stay at this ski aparthotel in Winter Park. Enjoy a free area shuttle, a fitness center, and parking (surcharge). Popular attractions Winter Park Ski Resort and Amaze'n Maze Winter Park are located nearby.
Was conveniently located and access to shuttle

Reviewed on Sep 2, 2026

The Sebastian - Vail

The Sebastian - Vail

4.5 out of 5
Save 100% on your flight
Price was $1,729, price is now $1,054 per person
$1,054
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Book a stay at this luxury hotel in Vail. Enjoy free WiFi, a full-service spa, and 3 hot tubs. Our guests praise the helpful staff in our reviews. Popular attractions Vail Ski Resort and Gerald R. Ford Amphitheater are located nearby.

Glenwood Springs Inn

Glenwood Springs Inn

2 out of 5
Save 100% on your flight
Price was $599, price is now $377 per person
$377
per person
Nov 11 - Nov 15
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.
Everything was good. They might want to change the breakfast menu, with a little variety.

Reviewed on Sep 9, 2026

Pikes Peak Paradise Bed and Breakfast

Pikes Peak Paradise Bed and Breakfast

4 out of 5
Save 100% on your flight
Price was $1,072, price is now $675 per person
$675
per person
Oct 16 - Oct 21
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Stay at this B&B in Woodland Park. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Rocky Mountain Dinosaur Resource Center and Shining Mountain Golf Club are located nearby.
Being 34 years between visits (initial visit wedding night and now anniversary) it was truly wonderful to go back again. Everything was spot on except for tv streaming issues.. Dane was very helpful and eventually got it all figured out. All in all would definitely go back!

Reviewed on Sep 7, 2026

Eagle Point Resort

Eagle Point Resort

4 out of 5
Save 100% on your flight
Price was $1,694, price is now $1,080 per person
$1,080
per person
Nov 20 - Nov 28
found 1 day ago
Roundtrip flight included
Austin (AUS) to Denver (DEN)
Stay at this aparthotel in Vail. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the helpful staff and the overall value in our reviews. Popular attractions Vail Ski Resort and Gerald R. Ford Amphitheater 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 $1,010, price is now $645 per person
$645
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Windsor Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Gold Point Resort Breckenridge by Vacatia

Gold Point Resort Breckenridge by Vacatia

3 out of 5
Baldy Mountain
Save 100% on your flight
Price was $554, price is now $349 per person
$349
per person
Nov 5 - Nov 9
found 7 hours ago
Roundtrip flight included
Austin (AUS) to Denver (DEN)
Glenwood Springs Inn

Glenwood Springs Inn

2 out of 5
Downtown
Save 100% on your flight
Price was $599, price is now $377 per person
$377
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
One Ski Hill Place, a RockResort, by Vail Resorts

One Ski Hill Place, a RockResort, by Vail Resorts

4 out of 5
Peak 8
Save 100% on your flight
Price was $986, price is now $638 per person
$638
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Tivoli Lodge

Tivoli Lodge

4 out of 5
Vail Village
Save 100% on your flight
Price was $841, price is now $544 per person
$544
per person
Dec 4 - Dec 8
found 22 hours ago
Roundtrip flight included
Austin (AUS) to Denver (DEN)

Windsor Vacation Packages 5-7 Night Stays

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

Glenwood Springs Inn

2 out of 5
Downtown
Save 100% on your flight
Price was $781, price is now $457 per person
$457
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
The Vintage Hotel

The Vintage Hotel

3 out of 5
Save 100% on your flight
Price was $840, price is now $492 per person
$492
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Gold Point Resort Breckenridge by Vacatia

Gold Point Resort Breckenridge by Vacatia

3 out of 5
Baldy Mountain
Save 100% on your flight
Price was $961, price is now $566 per person
$566
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Zephyr Mountain Lodge

Zephyr Mountain Lodge

3.5 out of 5
Winter Park Village
Save 100% on your flight
Price was $995, price is now $607 per person
$607
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)

Top Flight Deals

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

Frontier Airlines
Wed, Nov 4 - Wed, Nov 18
PHX
Sky Harbor Intl.
DEN
Denver Intl.
$40 Roundtrip, found 2 hours ago
$40
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Nov 4 from Sky Harbor Intl. to Denver Intl., returning Wed, Nov 18, priced at $40 found 2 hours ago
Frontier Airlines
Sat, Oct 31 - Wed, Nov 18
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$40 Roundtrip, found 1 hour ago
$40
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Oct 31 from Dallas-Fort Worth Intl. to Denver Intl., returning Wed, Nov 18, priced at $40 found 1 hour ago
Frontier Airlines
Wed, Nov 11 - Sat, Nov 14
ATL
Hartsfield-Jackson Atlanta Intl.
DEN
Denver Intl.
$54 Roundtrip, just found
$54
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Nov 11 from Hartsfield-Jackson Atlanta Intl. to Denver Intl., returning Sat, Nov 14, priced at $54 just found
Frontier Airlines
Wed, Oct 7 - Sat, Oct 10
ORD
O'Hare Intl.
DEN
Denver Intl.
$63 Roundtrip, found 2 hours ago
$63
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Oct 7 from O'Hare Intl. to Denver Intl., returning Sat, Oct 10, priced at $63 found 2 hours ago