Search Deals onGloster Vacation Packages
Gloster Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
OYO Townhouse Jackson/Ridgeland
Price was $450, price is now $410 per person
$410
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Jackson (JAN)
Book a stay at this business-friendly hotel in Jackson. Enjoy free WiFi, free parking, and room service. Popular attractions Parham Bridges Tennis Center and Woodworth Chapel are located nearby.
The Westin Jackson
Price was $682, price is now $608 per person
$608
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Jackson (JAN)
Book a stay at this spa hotel in Jackson. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Mississippi Museum of Art and International Museum of Muslim Cultures are located nearby.
I always stay at the Westin when I travel to Jackson, but I won’t be staying there anymore. I made a reservation several months ago, and the hotel cancelled it two days before arrival for no reason (they were overbooked). I’m disappointed. It was wonderful to stay in downtown Jackson, but they don’t honor reservations and really left me in a lurch.
Reviewed on Sep 23, 2026
Studio 6 Jackson, MS - I-55
Price was $466, price is now $429 per person
$429
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Jackson (JAN)
Stay at this motel in Jackson. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Parham Bridges Tennis Center and Mississippi Sports Hall of Fame and Museum are located nearby.
Days Inn & Suites by Wyndham Byram
Price was $545, price is now $503 per person
$503
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Chicago (MDW) to Jackson (JAN)
Book a stay at this business-friendly hotel in Byram. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Davis Road Park and Woods Park are located nearby.
La Quinta Inn & Suites by Wyndham Canton MS
Price was $541, price is now $503 per person
$503
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Chicago (MDW) to Jackson (JAN)
Book a stay at this business-friendly hotel in Canton. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Red Bud Park and A. M. Rogers Park are located nearby.
Wingate by Wyndham Jackson/Ridgeland
Price was $574, price is now $537 per person
$537
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Chicago (MDW) to Jackson (JAN)
Book a stay at this business-friendly hotel in Ridgeland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Woodworth Chapel and Boddie Mansion (Tougaloo Mansion House) are located nearby.
Property was clean and the beds are really comfy! Would definitely recommend and be staying here again!
Reviewed on Sep 23, 2026
Days Inn by Wyndham Clinton
Price was $494, price is now $465 per person
$465
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Chicago (MDW) to Jackson (JAN)
Stay at this hotel in Clinton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Robinson-Hale Stadium and Olde Towne Courtyard are located nearby.
Relax Inn
Price was $497, price is now $469 per person
$469
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Chicago (MDW) to Jackson (JAN)
Stay at this hotel in Canton. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Canton Mississippi Train Museum and Canton Multicultural Center and Museum are located nearby.
Gloster Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Gloster Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Oct 22 - Sat, Oct 24
IAH
George Bush Intercontinental
JAN
Evers Intl.
$177 Roundtrip, found 20 hours ago
$177
Roundtrip
found 20 hours ago
Tue, Oct 20 - Tue, Oct 27
DFW
Dallas-Fort Worth Intl.
JAN
Evers Intl.
$225 Roundtrip, found 2 days ago
$225
Roundtrip
found 2 days ago
Tue, Oct 20 - Tue, Oct 27
DAL
Love Field
JAN
Evers Intl.
$260 Roundtrip, found 1 hour ago
$260
Roundtrip
found 1 hour ago
Mon, Oct 12 - Sat, Oct 17
LAX
Los Angeles Intl.
JAN
Evers Intl.
$301 Roundtrip, found 6 days ago
$301
Roundtrip
found 6 days ago
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