Deals on vacations and trips to San Juan Skyway
Save when you book San Juan Skyway package deals
San Juan Skyway flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Palmyra 4G by Avantstay Close to the Slopes & Town!
Save 100% on your flight
Price was $1,719, price is now $1,262 per person
$1,262
per person
Jan 27 - Jan 31
found 19 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Telluride (TEX)
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Snowdrift Cabin by Avantstay Breathtaking Home w/ Prime Ski Access
Save 100% on your flight
Price was $4,523, price is now $3,166 per person
$3,166
per person
Jan 27 - Jan 31
found 19 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Telluride (TEX)
A hot tub, free self parking, and concierge services are featured at this cabin. WiFi in public areas is free. Barbecue grills are provided for your convenience.
Emerald Elk at Village Creek by Avantstay Close to Slopes & Village w/ Views
Save 100% on your flight
Price was $2,519, price is now $1,800 per person
$1,800
per person
Jan 27 - Jan 31
found 19 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Telluride (TEX)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Concierge services and barbecue grills are also provided.
Madeline Hotel & Residences, Auberge Collection
Save 100% on your flight
Price was $7,356, price is now $5,264 per person
$5,264
per person
Jan 27 - Jan 31
found 19 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Telluride (TEX)
This luxury hotel features ski-in/ski-out access, a full-service spa, and 2 restaurants. Take advantage of ski passes and ski storage on site. Families will appreciate the children's club, onsite laundry facilities, and babysitting.
River Edge A by Avantstay Three BR Condo In Historic Depot District
Telluride Historic District
Save 100% on your flight
Price was $2,381, price is now $1,733 per person
$1,733
per person
Jan 27 - Jan 31
found 19 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Durango (DRO)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Concierge services are provided for your convenience.
Top San Juan Skyway hotels deals
DoubleTree by Hilton Durango
501 Camino Del Rio Durango CO
$122 nightly
The price is $139 total per night
$139 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the hot tub, bar/lounge, and laundry facilities.
Pool
Hot Tub
Holiday Inn Hotel & Suites Durango Downtown by IHG
21636 Highway 160 West Durango CO
Free Cancellation
$98 nightly
The price is $111 total per night
$111 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a gym on site, and laundry facilities and wedding services are also offered.
Pool
Hot Tub
Hampton Inn Durango
3777 Main Ave Durango CO
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $120 total per night
$120 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. Enjoy the hot tub and conveniences like a 24-hour front desk and laundry facilities.
Pool
Hot Tub
Days Inn by Wyndham Cortez
430 N State Hwy 145 Cortez CO
Free Cancellation
Reserve now, pay when you stay
$48 nightly
The price is $53 total per night
$53 total
Dec 27 - Dec 28
Total with taxes and fees
A restaurant and a seasonal outdoor pool are featured at this motel. There's no skimping on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. A business center, a picnic area, and laundry facilities are also on offer.
Pool
Breakfast included
Econo Lodge Inn & Suites Durango
2002 Main Avenue Durango CO
Free Cancellation
Reserve now, pay when you stay
$55 nightly
The price is $63 total per night
$63 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a hot tub on site, and a 24-hour front desk and a terrace are also provided.
Hot Tub
Breakfast included
St. Elmo Hotel
426 Main Street Ouray CO
Free Cancellation
Reserve now, pay when you stay
$178 nightly
The price is $202 total per night
$202 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.
Parking included
Free WiFi
Don't see what you're looking for?
See all available properties in San Juan Skyway
View all propertiesLowest 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.
Photos of local treasures
Browse San Juan Skyway vacation photos for more inspiration
