Hampshire 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

Super 8 by Wyndham Hampshire IL

Super 8 by Wyndham Hampshire IL

2 out of 5
115 Arrowhead Drive Hampshire IL
5.81 km from city center
Book a stay at this business-friendly motel in Hampshire. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Goebbert's Farm and Donley's ...
Hyatt Place Chicago/Hoffman Estates

Hyatt Place Chicago/Hoffman Estates

3 out of 5
2750 Greenspoint Pkwy Hoffman Estates IL
31.92 km from city center
Book a stay at this business-friendly hotel in Hoffman Estates. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hampton Inn & Suites Chicago/Hoffman Estates

Hampton Inn & Suites Chicago/Hoffman Estates

2.5 out of 5
2825 Greenspoint Pkwy Hoffman Estates IL
31.64 km from city center
Stay at this hotel in Hoffman Estates. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Red Roof Inn PLUS+ Chicago - Hoffman Estates

Red Roof Inn PLUS+ Chicago - Hoffman Estates

2.5 out of 5
2500 Hassell Road Hoffman Estates IL
32.29 km from city center
Book a stay at this business-friendly hotel in Hoffman Estates. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff ...
Quality Inn and Suites St Charles - West Chicago

Quality Inn and Suites St Charles - West Chicago

2.5 out of 5
1600 E Main St St. Charles IL
27.98 km from city center
Book a stay at this business-friendly hotel in St. Charles. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hampton Inn McHenry

Hampton Inn McHenry

2.5 out of 5
1555 South Route 31 McHenry IL
30.99 km from city center
Stay at this hotel in McHenry. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions McHenry ...
Comfort Inn & Suites Geneva - West Chicago

Comfort Inn & Suites Geneva - West Chicago

2.5 out of 5
1555 E Fabyan Pkwy Geneva IL
32.97 km from city center
Book a stay at this business-friendly hotel in Geneva. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

2.5 out of 5
5235 Prairie Stone Parkway Hoffman Estates IL
26.9 km from city center
Book a stay at this business-friendly hotel in Hoffman Estates. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...
Country Inn & Suites by Radisson, Crystal Lake, IL

Country Inn & Suites by Radisson, Crystal Lake, IL

2.5 out of 5
600 Tracy Trail Crystal Lake IL
24.06 km from city center
Stay at this hotel in Crystal Lake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
AmericInn by Wyndham Woodstock IL

AmericInn by Wyndham Woodstock IL

2.5 out of 5
990 Lake Avenue Woodstock IL
24.25 km from city center
Book a stay at this ski hotel in Woodstock. Enjoy free breakfast, free parking, and a casino. Our guests praise the clean rooms in our reviews. Popular attractions ...
Geneva Motel Inn

Geneva Motel Inn

2 out of 5
100 South Tyler Rd St. Charles IL
28.06 km from city center
Book a stay at this business-friendly hotel in St. Charles. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
Comfort Suites Elgin

Comfort Suites Elgin

2.5 out of 5
2480 Bushwood Drive Elgin IL
15.93 km from city center
Book a stay at this business-friendly hotel in Elgin. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Chicago Marriott Northwest

Chicago Marriott Northwest

3.5 out of 5
4800 Hoffman Blvd Hoffman Estates IL
27.74 km from city center
Book a stay at this business-friendly hotel in Hoffman Estates. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff ...
Holiday Inn Chicago Northwest-Elgin by IHG

Holiday Inn Chicago Northwest-Elgin by IHG

3 out of 5
495 Airport Rd Elgin IL
20.08 km from city center
Book a stay at this business-friendly hotel in Elgin. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
Baymont by Wyndham Harvard

Baymont by Wyndham Harvard

2.5 out of 5
1701 S Division St Harvard IL
34 km from city center
Book a stay at this business-friendly hotel in Harvard. Enjoy free breakfast, free WiFi, and free parking.
Don't see what you're looking for?
See all available properties in Hampshire
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.

Frontier Airlines
Sat, May 30 - Tue, Jun 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$124 Roundtrip, found 1 day ago
$124
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, May 30 from Los Angeles Intl. to O'Hare Intl., returning Tue, Jun 2, priced at $124 found 1 day ago
Spirit Airlines
Wed, May 27 - Sat, May 30
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$124 Roundtrip, found 1 day ago
$124
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, May 27 from Los Angeles Intl. to O'Hare Intl., returning Sat, May 30, priced at $124 found 1 day ago
American Airlines
Tue, Apr 7 - Wed, Apr 15
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Apr 7 from Los Angeles Intl. to O'Hare Intl., returning Wed, Apr 15, priced at $217 found 1 day ago
United
Tue, Apr 7 - Wed, Apr 15
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select United flight, departing Tue, Apr 7 from Los Angeles Intl. to O'Hare Intl., returning Wed, Apr 15, priced at $217 found 1 day ago
Delta
Tue, Apr 7 - Wed, Apr 15
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Apr 7 from Los Angeles Intl. to O'Hare Intl., returning Wed, Apr 15, priced at $237 found 1 day ago