Westside Vacations from $431

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The Latest Westside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 11 - Dec 13

    The Suites at Fall Creek + Flight

    Fall Creek
    2 nights
    3.0 star property
    8.6/10 - Excellent (2,013 reviews)
    "Staff were very helpful and friendly. The rooms in our building had a minimum of 1 flight of stairs."
    Reviewed November 9, 2026
    Roundtrip • Cleveland (CLE) - Springfield (SGF)
    CLE - SGF • 1 stop SGF - CLE • 1 stop
    $513
    $431
    per traveler
    found 1 day ago
    The Suites at Fall Creek
  • Jan 13 - Jan 16

    Stormy Point Village Lakeside + Flight

    Branson
    3 nights
    4.0 star property
    7.8/10 - Good (220 reviews)
    "This is a property that wants to sell you a time share. When you check in they send you to another counter where they want to get you to tour the property. They will pay you to go to a sales presentation.😱"
    Reviewed November 8, 2026
    Roundtrip • Cleveland (CLE) - Springfield (SGF)
    CLE - SGF • 1 stop SGF - CLE • 1 stop
    $618
    $469
    per traveler
    found 1 day ago
    Stormy Point Village Lakeside
  • Dec 11 - Dec 13

    The Ozarker Lodge + Flight

    Foggy River Woods
    2 nights
    4.0 star property
    9.0/10 - Wonderful (933 reviews)
    "Well designed property, welcoming staff. Perfect for fall getaway with family."
    Reviewed November 8, 2026
    Roundtrip • Cleveland (CLE) - Springfield (SGF)
    CLE - SGF • 1 stop SGF - CLE • 1 stop
    $660
    $518
    per traveler
    found 1 day ago
    The Ozarker Lodge
  • Jan 13 - Jan 16

    Reunion Lodges at Thousand Hills + Flight

    Foggy River Woods
    3 nights
    5.0 star property
    Roundtrip • Cleveland (CLE) - Springfield (SGF)
    CLE - SGF • 1 stop SGF - CLE • 1 stop
    $1,322
    $1,124
    per traveler
    found 1 day ago
    Reunion Lodges at Thousand Hills
  • Jan 13 - Jan 16

    Grand Crowne Resort + Flight

    Foggy River Woods
    3 nights
    3.0 star property
    8.6/10 - Excellent (987 reviews)
    Roundtrip • Cleveland (CLE) - Springfield (SGF)
    CLE - SGF • 1 stop SGF - CLE • 1 stop
    $546
    $474
    per traveler
    found 1 day ago
    Grand Crowne Resort

Where to stay in Westside

Find the best Westside areas and neighborhoods for the activities you enjoy most.

Downtown Springfield

Downtown Springfield is noteworthy for its bars, and you can make a stop at top attractions like Abou Ben Adhem Shrine and Great Southern Bank Arena.

Meador Park

While there might not be top attractions in Meador Park, you can explore the larger area and discover places like Battlefield Mall and Bass Pro Shops Outdoor World.

Galloway Village

Galloway Village might not have many top sights, but Springfield Conservation Nature Center and Battlefield Mall are two attractions nearby that you can check out.

Doling

Doling might not have many top sights, but Ozark Empire Fairgrounds & Events Center and Dickerson Park Zoo are two attractions nearby that you can check out.

Southeast Springfield

While Southeast Springfield might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Battlefield Mall and Enterprise Park Lanes.

Westside 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.