Windsor Vacation Packages 2026 from $262

Your Windsor Vacation

Nature, walking and fishing are just a few of the things waiting for you when you book a vacation package to Windsor. Whether you're searching for adventure or relaxation, this lakeside neighborhood will have it. Kick off your trip to Windsor by checking out nearby attractions such as Wings Over the Rockies Air and Space Museum, Infinity Stadium and Park and Four Mile House Historic Park. Expedia can help you turn your dream Windsor vacation into reality, no matter your travel plans or budget.

The Latest Windsor Vacation Packages

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

Glenwood Springs Inn

Downtown

Save 100% on your flight

$262

per person

Dec 11 - Dec 14

found 1 day ago

Roundtrip flight included

Austin (AUS) to Denver (DEN)

8.8/10 Excellent! (1,602 reviews)

The Vintage Hotel

Save 100% on your flight

$816

per person

Dec 16 - Dec 22

found 6 hours ago

Roundtrip flight included

Austin (AUS) to Denver (DEN)

8.8/10 Excellent! (1,007 reviews)

I enjoyed the super affordable and easy booking of this experience. Having the studio included kitchen was such a wonderful treat, especially considering the low cost. There is no A/C in the room, but it's not really needed; although there is a box fan available in the closet.

Reviewed on Sep 24, 2026

Gold Point Resort Breckenridge by Vacatia

Baldy Mountain

Save 100% on your flight

$290

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip flight included

Austin (AUS) to Denver (DEN)

9.4/10 Exceptional! (130 reviews)

This had to be one of the cleanest condos we’ve EVER rented. Even though the finishes all weren’t the latest they were in immaculate condition as were the linens and kitchen utensils. The link to directions takes one to the rental office, which is on the ridge right above the condominiums. This was a bit confusing since that’s not made clear on the website, but calling the office number led to a very friendly and helpful staff. The bathtub and shower open directly into the bedroom in the one bedroom, suite unit, which could be a problem if one guest wants to get ready while the other sleeps. there’s also a nice size balcony and wide big windows with a great view of the ski mountain. I definitely see another visit in our future.

Reviewed on Sep 22, 2026

Timbers & Lone Eagle by Vail Resorts

River Run

Save 100% on your flight

$1,478

per person

Dec 16 - Dec 23

found 1 day ago

Roundtrip flight included

Austin (AUS) to Denver (DEN)

9.2/10 Wonderful! (65 reviews)

Wish we had stayed longer than one night. Great location, clean property, and great amenities.

Reviewed on Aug 2, 2026

Jackpine & Black Bear Condos by Vail Resorts

River Run

Save 100% on your flight

$1,209

per person

Dec 16 - Dec 23

found 1 day ago

Roundtrip flight included

Austin (AUS) to Denver (DEN)

9.2/10 Wonderful! (39 reviews)

They don’t have anyone on site in case of emergency, like the electronic key fails. And if you left the check in paper in your condo you have no way of contacting them for help. They need a better system!

Reviewed on Sep 8, 2026

Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor

A modern architectural complex with geometric shapes and a prominent red sculpture.

Downtown Denver

2 out of top 10 points of interest in this area

Dive into this bustling financial and entertainment hub, featuring the 16th Street pedestrian mall, Larimer Square, and the Theatre District. Catch a game at Coors Field or Ball Arena, and explore the neighborhood's vibrant dining scene.

A street view with a building labeled 'DUFFY'S Cherry Cricket' and a modern glass building in the background.

Cherry Creek

1 out of top 10 points of interest in this area

Experience a blend of urban and residential vibes in Denver's Cherry Creek, where tree-lined streets meet shopping and dining at Cherry Creek North. Explore Fillmore Plaza, Manley and Pulaski Parks, or hop on the easily accessible public bus system.

A modern white tower with American flags, surrounded by a garden of purple and white flowers.

Denver Tech Center

Known for its ample dining options and great live music, there's plenty to explore in Denver Tech Center. You can visit top attractions like Fiddler's Green Amphitheatre and The Landmark Theatre Greenwood Village, and jump on the metro at Orchard Station or Arapahoe at Village Center Station to see more of the city.

A city street lined with historic buildings, a stop sign, and a bike lane.

LoDo

1 out of top 10 points of interest in this area

Historic district with vibrant nightlife, LoDo offers a mix of clubs, art galleries, boutiques, and over 70 bars and restaurants. Must-visit spots include Coors Field, Ball Arena, and Denver Union Station. Enjoy its walkable, pedestrian-friendly streets.

A frozen river with reflections, a mountain range, and a sunset sky.

Highlands Ranch

Highlands Ranch is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Highlands Ranch Golf Club or South Suburban Sports Complex.

Windsor Hotel Deals

Hyatt Place Peña Station/Denver Airport

6110 NORTH PANASONIC WAY Denver CO

Fully refundableReserve now, pay when you stay

$111 nightly

$129 total

Oct 25 - Oct 26

Total with taxes and fees

Plaza Hotel Denver

4849 Bannock Street Denver CO

$70 nightly

$81 total

Sep 29 - Sep 30

Total with taxes and fees

Sonesta Denver Downtown

1450 Glenarm Place Denver CO

Fully refundableReserve now, pay when you stay

$129 nightly

$149 total

Oct 18 - Oct 19

Total with taxes and fees

See all 4,770 properties in Windsor

Lowest 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.