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Ashland Vacation Packages

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Ashland Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Capital O Amerihost Inn and Suites Fulton Hwy 54 MO

Capital O Amerihost Inn and Suites Fulton Hwy 54 MO

2.5 out of 5
Price was $352, price is now $314 per person
$314
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Columbia (COU)
Book a stay at this business-friendly hotel in Fulton. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Reeves Library and National Churchill Museum are located nearby.

Capital O Amerihost Inn and Suites Kingdom City Hwy 54 MO

Capital O Amerihost Inn and Suites Kingdom City Hwy 54 MO

2.5 out of 5
Price was $396, price is now $361 per person
$361
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Columbia (COU)
Stay at this hotel in Kingdom City. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Auto World Car Museum and Tanglewood Golf Course are located nearby.
The towels were gray any there was only 1 washcloth for two people. Air conditioner was load and the hall smelled mushy.

Reviewed on Jul 23, 2026

Capital O Amerihost Inn and Suites Mexico Hwy 54 MO

Capital O Amerihost Inn and Suites Mexico Hwy 54 MO

2.5 out of 5
Price was $355, price is now $327 per person
$327
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Columbia (COU)
Book a stay at this business-friendly motel in Mexico. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Green Estates and Teal Lake Park are located nearby.

Days Inn by Wyndham Mexico

Days Inn by Wyndham Mexico

2 out of 5
Price was $450, price is now $417 per person
$417
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Columbia (COU)
Stay at this hotel in Mexico. Enjoy free breakfast, free parking, and a fitness center. Popular attractions Green Estates and Lakeview Park are located nearby.
The hotel was going thru renovation while we were there. Our room had been finished from the renovations so it was like a brand new room. So very clean and nice. We stayed three nights and had no problems. The continental breakfast was okay and fresh. When they are finished with renovations this will be a nice economy hotel.

Reviewed on Jul 18, 2026

Days Inn by Wyndham Kingdom City

Days Inn by Wyndham Kingdom City

2 out of 5
Price was $391, price is now $367 per person
$367
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Columbia (COU)
Stay at this hotel in Kingdom City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Auto World Car Museum and Tanglewood Golf Course are located nearby.
Staff was good. Very co-operative.

Reviewed on Aug 4, 2026

Quality Inn Kingdom City I-70

Quality Inn Kingdom City I-70

2.5 out of 5
Price was $384, price is now $368 per person
$368
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Columbia (COU)
Book a stay at this business-friendly hotel in Kingdom City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Auto World Car Museum and Tanglewood Golf Course are located nearby.

America's Value Inn Mexico

America's Value Inn Mexico

1.5 out of 5
Price was $330, price is now $317 per person
$317
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Columbia (COU)
Stay at this motel in Mexico. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Green Estates and Teal Lake Park are located nearby.
After check in, was in my room for two hours and had a cockroach on my drink. Turned on my phone flashlight and checked and they were all over!! Babies, mid sized and full sized ALL over the room and the walls by the baseboard! I slept in my car. DO NOT BOOK HERE- YUCK YUCK YUCK

Reviewed on Jul 16, 2026

Super 8 by Wyndham Lake of the Ozarks

Super 8 by Wyndham Lake of the Ozarks

2 out of 5
Price was $495, price is now $490 per person
$490
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Columbia (COU)
Book a stay at this business-friendly hotel in Eldon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attraction Lake Ozark Speedway is located nearby.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Wed, Sep 16 - Thu, Sep 24
ORD
O'Hare Intl.
COU
Columbia Regional
$249 Roundtrip, found 6 days ago
$249
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Sep 16 from O'Hare Intl. to Columbia Regional, returning Thu, Sep 24, priced at $249 found 6 days ago
United
Wed, Sep 16 - Thu, Sep 24
ORD
O'Hare Intl.
COU
Columbia Regional
$303 Roundtrip, found 6 days ago
$303
Roundtrip
found 6 days ago
Select United flight, departing Wed, Sep 16 from O'Hare Intl. to Columbia Regional, returning Thu, Sep 24, priced at $303 found 6 days ago
American Airlines
Wed, Sep 16 - Fri, Sep 25
ORD
O'Hare Intl.
COU
Columbia Regional
$319 Roundtrip, found 6 days ago
$319
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Sep 16 from O'Hare Intl. to Columbia Regional, returning Fri, Sep 25, priced at $319 found 6 days ago
American Airlines
Sun, Sep 13 - Fri, Sep 25
ORD
O'Hare Intl.
COU
Columbia Regional
$323 Roundtrip, found 6 days ago
$323
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sun, Sep 13 from O'Hare Intl. to Columbia Regional, returning Fri, Sep 25, priced at $323 found 6 days ago