Gillespie Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Top Hotel Deals

Baymont by Wyndham Litchfield

Baymont by Wyndham Litchfield

2.5 out of 5
1405 W Hudson Dr, Litchfield, IL
13.67 km from city center
Book a stay at this business-friendly hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Super 8 by Wyndham Staunton

Super 8 by Wyndham Staunton

2 out of 5
1527 Herman Rd, Staunton, IL
13.15 km from city center
Book a stay at this business-friendly hotel in Staunton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Quality Inn Litchfield Route 66

Quality Inn Litchfield Route 66

2.5 out of 5
1010 E Columbian Blvd N, Litchfield, IL
14.37 km from city center
Book a stay at this business-friendly hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Hampton Inn by Hilton Litchfield

Hampton Inn by Hilton Litchfield

2.5 out of 5
11 Thunderbird Circle, Litchfield, IL
13.35 km from city center
Book a stay at this business-friendly hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Holiday Inn Express & Suites Litchfield West by IHG

Holiday Inn Express & Suites Litchfield West by IHG

2.5 out of 5
4 Thunderbird Circle, Litchfield, IL
13.44 km from city center
Book a stay at this business-friendly hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Carlin Villa Motel

Carlin Villa Motel

2.5 out of 5
18891 Rt 4 Old Rt 66, Carlinville, IL
16.38 km from city center
Stay at this motel in Carlinville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attraction ...
Motel 6 Litchfield, IL

Motel 6 Litchfield, IL

2 out of 5
211 Ohren Lane, Litchfield, IL
13.82 km from city center
Stay at this motel in Litchfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Litchfield Museum and Route 66 Welcome Center ...
Americas Best Value Inn Litchfield

Americas Best Value Inn Litchfield

1.5 out of 5
224 N Ohren Ln, Litchfield, IL
13.94 km from city center
Stay at this motel in Litchfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
Historic Red Rooster Inn

Historic Red Rooster Inn

2 out of 5
123 E Seward St, Hillsboro, IL
28.41 km from city center
Stay at this hotel in Hillsboro. Enjoy free WiFi, free parking, and daily housekeeping.
Countryside Inn

Countryside Inn

2 out of 5
8105 IL-127, Hillsboro, IL
28.61 km from city center
Stay at this motel in Hillsboro. Enjoy free WiFi, free parking, and a 24-hour front desk.
Magnuson Grand Hotel And Conference Center

Magnuson Grand Hotel And Conference Center

3 out of 5
19067 W Frontage Rd, Raymond, IL
22.44 km from city center
Stay at this 3-star business-friendly hotel in Raymond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. ...
Charming Hillsboro Home < 1 Mi to Downtown!

Charming Hillsboro Home < 1 Mi to Downtown!

3 out of 5
28.15 km from city center
Stay at this 3-star business-friendly cottage in Hillsboro. Enjoy free parking, a marina, and balconies.
Don't see what you're looking for?
See all available properties in Gillespie
View all properties
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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Oct 7 - Tue, Oct 14
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Oct 7 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Tue, Oct 14, priced at $137 found 2 days ago
Frontier Airlines
Sat, Jul 26 - Sat, Aug 2
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$144 Roundtrip, found 6 days ago
$144
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Jul 26 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Sat, Aug 2, priced at $144 found 6 days ago
Spirit Airlines
Fri, Jul 18 - Mon, Jul 21
LGA
LaGuardia
STL
Lambert-St. Louis Intl.
$151 Roundtrip, found 3 days ago
$151
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Fri, Jul 18 from LaGuardia to Lambert-St. Louis Intl., returning Mon, Jul 21, priced at $151 found 3 days ago
American Airlines
Wed, Sep 24 - Mon, Sep 29
PHL
Philadelphia Intl.
STL
Lambert-St. Louis Intl.
$197 Roundtrip, found 5 days ago
$197
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Sep 24 from Philadelphia Intl. to Lambert-St. Louis Intl., returning Mon, Sep 29, priced at $197 found 5 days ago
United
Wed, Sep 24 - Mon, Sep 29
PHL
Philadelphia Intl.
STL
Lambert-St. Louis Intl.
$217 Roundtrip, found 5 days ago
$217
Roundtrip
found 5 days ago
Select United flight, departing Wed, Sep 24 from Philadelphia Intl. to Lambert-St. Louis Intl., returning Mon, Sep 29, priced at $217 found 5 days ago