A canyon with a wooden bridge and a river.

Glenwood Vacations from $428

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The Latest Glenwood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Oct 16 - Oct 20

    Westgate Painted Mountain Golf Resort + Flight

    Falcon Field Area
    4 nights
    4.0 star property
    8.4/10 - Very Good (1,012 reviews)
    Roundtrip Chicago (CHI) - Phoenix (PHX)
    ORD - PHXNonstop PHX - ORD1 stop
    Save 100% on your flight
    $900
    $428
    per traveler
    found 1 day ago
    Westgate Painted Mountain Golf Resort
  • Oct 7 - Oct 11

    Adobe Grand Villas + Flight

    West Sedona
    4 nights
    4.0 star property
    10/10 - Exceptional (474 reviews)
    "Lovely property. Beautiful room, so many thoughtful touches from fresh baked bread, snacks, drinks, made to order breakfast. The pool and jacuzzi were also wonderful. I highly recommend staying here!"
    Reviewed June 12, 2026
    Roundtrip Chicago (CHI) - Phoenix (PHX)
    ORD - PHX1 stop PHX - ORDNonstop
    $2,727
    $1,446
    per traveler
    found 1 day ago
    Adobe Grand Villas
  • Oct 9 - Oct 13

    Holiday Inn Club Vacations Scottsdale Resort by IHG + Flight

    Scottsdale
    4 nights
    4.0 star property
    9.2/10 - Wonderful (1,008 reviews)
    "Over all we enjoyed our stay, is just one of the day there’s power outage that cause almost one full day not able to use the slide and thats the biggest reason we stay it’a the last week before going back to school for our kid"
    Reviewed August 5, 2026
    Roundtrip Chicago (CHI) - Phoenix (PHX)
    ORD - PHXNonstop PHX - ORD1 stop
    Save 100% on your flight
    $962
    $618
    per traveler
    found 1 day ago
    Holiday Inn Club Vacations Scottsdale Resort by IHG
  • Oct 9 - Oct 13

    Sedona Springs Resort + Flight

    West Sedona
    4 nights
    3.0 star property
    9.2/10 - Wonderful (1,465 reviews)
    "We stayed at 5 different hotels over our week long road trip and this was one of our favorite. We had a two bedroom town house (#201) and it was absolutely fantastic. Primary area downstairs and upstairs, full kitchen and living area downstairs and upstairs. We had two young adults with us so this was perfect for kids or couples. There are several pools and hottubs also. Walking to the area and anything you could ask for too. We plan to go back to Sedona for more hikes and to stay here again."
    Reviewed August 6, 2026
    Roundtrip Chicago (CHI) - Phoenix (PHX)
    ORD - PHXNonstop PHX - ORD1 stop
    Save 100% on your flight
    $1,053
    $679
    per traveler
    found 1 day ago
    Sedona Springs Resort
  • Oct 7 - Oct 11

    Junipine Resort + Flight

    Sedona
    4 nights
    3.5 star property
    9.4/10 - Exceptional (2,462 reviews)
    "It was a little bit of a rough check in the front desk. Lady was really nice though. The room was clean. And staff were helpful."
    Reviewed August 6, 2026
    Roundtrip Chicago (CHI) - Phoenix (PHX)
    ORD - PHX1 stop PHX - ORDNonstop
    Save 100% on your flight
    $1,208
    $782
    per traveler
    found 1 day ago
    Junipine Resort

Discover the most popular places to visit in Glenwood

Glenwood 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.

Frequently Asked Questions

How much does a Glenwood vacation package cost?

You can pick up a vacation package to this popular destination from $428 on Expedia. However, how much your vacation to Glenwood costs will depend on your hotel choice, length of stay and season.

What are the cheapest months to go to Glenwood?

If you're hoping to snag a cheap Glenwood vacation package, consider planning a trip in September, October and December. You'll typically find better rates on hotels and flights during these months — ideal for budget-conscious travelers.

How many days is enough for Glenwood?

Generally, a handful of days is enough to check out the main attractions during your Glenwood vacation. But if you want to have time to kick back or take day tours, consider extending your itinerary.

How to find the best Glenwood package deals?

Finding a cheap Glenwood package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can customize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most affordable Glenwood package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.

Is it cheaper to book a Glenwood vacation as a package?

An Expedia vacation package could land you great savings when compared to booking stays and flights individually. Better still, you can personalize your Glenwood getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.

When to book a vacation package to Glenwood?

If you're considering a spur-of-the-moment Glenwood getaway, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find terrific deals on your flights and hotels by booking ahead.

Does Expedia offer Book Now, Pay Later Glenwood vacation packages?

Jet off on your perfect trip to Glenwood with our Book Now, Pay Later vacations. No need to save like crazy or hold off until payday — we've joined forces with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stick to your budget and snap up bargains before they disappear.