A mountainous landscape with dense forests, rocky outcrops, and a clear blue sky.

Castlewood Vacations from $375

Book a Hotel + Flight or Car together to unlock savings

Your Castlewood Vacation

Booking a tailor-made Castlewood vacation package is a superb way to get to know the ins and outs of this neighborhood. From its must-see spots to its little-known gems, there's plenty to discover. No trip to Castlewood is complete without swinging by its top nearby attractions. Inverness Golf Course and Family Sports Center are excellent places to start. Whatever your travel plans or the size of your budget, booking your perfect Castlewood vacation is simple with Expedia.

The Latest Castlewood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 1 - Jan 4

    Glenwood Springs Inn + Flight

    Downtown
    3 nights
    2.0 star property
    8.8/10 - Excellent (1,627 reviews)
    "Pretty solid stay for the price!"
    Reviewed November 4, 2026
    Roundtrip • Dallas (DFW) - Denver (DEN)
    DFW - DEN • Nonstop DEN - DFW • Nonstop
    $611
    $375
    per traveler
    found 1 day ago
    Glenwood Springs Inn
  • Jan 20 - Jan 24

    Eagle Point Resort + Flight

    Matterhorn Village
    4 nights
    3.5 star property
    8.6/10 - Excellent (621 reviews)
    Roundtrip • Dallas (DFW) - Denver (DEN)
    DFW - DEN • Nonstop DEN - DFW • Nonstop
    $1,234
    $751
    per traveler
    found 20 hours ago
    Eagle Point Resort
  • Jan 29 - Feb 2

    Jackpine & Black Bear Condos by Vail Resorts + Flight

    River Run
    4 nights
    4.5 star property
    9.0/10 - Wonderful (41 reviews)
    "Located next to Ink Spot, great coffee/food."
    Reviewed September 26, 2026
    Roundtrip • Dallas (DFW) - Denver (DEN)
    DFW - DEN • Nonstop DEN - DFW • Nonstop
    $919
    $572
    per traveler
    found 1 day ago
    Jackpine & Black Bear Condos by Vail Resorts
  • Jan 11 - Jan 15

    Timbers & Lone Eagle by Vail Resorts + Flight

    River Run
    4 nights
    4.0 star property
    9.2/10 - Wonderful (66 reviews)
    Roundtrip • Dallas (DFW) - Denver (DEN)
    DFW - DEN • Nonstop DEN - DFW • Nonstop
    $1,546
    $966
    per traveler
    found 1 day ago
    Timbers & Lone Eagle by Vail Resorts
  • Jan 20 - Jan 24

    Simba Run Condos 2Bed 2Bath + Flight

    Sandstone
    4 nights
    3.0 star property
    8.8/10 - Excellent (1,064 reviews)
    Roundtrip • Dallas (DFW) - Denver (DEN)
    DFW - DEN • Nonstop DEN - DFW • Nonstop
    $1,657
    $1,044
    per traveler
    found 20 hours ago
    Simba Run Condos 2Bed 2Bath

Where to stay in Castlewood

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

Downtown Denver

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.

Cherry Creek

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.

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.

LoDo

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.

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 South Suburban Sports Complex or Chatfield State Park.

Castlewood Hotel Deals

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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.