Brookridge Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Brookridge Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Little Harbor
Price was $883, price is now $680 per person
$680
per person
Jan 6 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Tampa (TPA)
Book a stay at this beach apartment in Ruskin. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Tampa Bay and E.G. Simmons Regional Park are located nearby.
Private community, beach,restaurants, pier , pickleball, 3 pools! Workout facilities! A marina,
All walking distance
Reviewed on Oct 22, 2026
The Barrymore Hotel Tampa Riverwalk
Downtown Tampa
Save 100% on your flight
Price was $1,319, price is now $910 per person
$910
per person
Jan 6 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.
Location is great to both walk downtown Tampa or hop on 275/I4 and go somewhere else. The ac is unrestricted. The pillows were actually fluffy and didn't just lose aore as soon as you laid on them.
Reviewed on Oct 27, 2026
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
Save 100% on your flight
Price was $1,256, price is now $886 per person
$886
per person
Jan 6 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Tampa (TPA)
Book a stay at this business-friendly hotel in Oldsmar. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oldsmar Flea Market and Tampa Bay Downs are located nearby.
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton
Downtown Tampa
Save 100% on your flight
Price was $1,770, price is now $1,328 per person
$1,328
per person
Jan 6 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Tampa (TPA)
Book a stay at this historic hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.
Hotel South Tampa & Suites
Virginia Park
Save 100% on your flight
Price was $1,568, price is now $1,182 per person
$1,182
per person
Jan 6 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.
This place was in a great location and very nice. Our room had an issue with the a/c and the lady at the front desk immediately moved us to another room. All was good.
Reviewed on Oct 27, 2026
Sailport Waterfront Suites
Rocky Point
Save 100% on your flight
Price was $1,061, price is now $848 per person
$848
per person
Jan 6 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Tampa. Enjoy breakfast (surcharge), a fitness center, and a 24-hour front desk. Our guests praise the pool and the restaurant in our reviews. Popular attractions Raymond James Stadium and George M. Steinbrenner Field are located nearby.
Todo estuvo limpio
Reviewed on Oct 28, 2026
Top Hotel Deals
Motel 6 Spring Hill, FL - Weeki Wachee
6172 Commercial Way Spring Hill FL
8.64 km from city center
Stay at this motel in Spring Hill. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Rodeway Inn Homosassa
4076 S Suncoast Blvd Homosassa FL
29.46 km from city center
Book a stay at this business-friendly hotel in Homosassa. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful ...
Hampton Inn Spring Hill
1344 Commercial Way Spring Hill FL
17.14 km from city center
Book a stay at this business-friendly hotel in Spring Hill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Rodeway Inn Port Richey North
11810 Us Highway 19 Port Richey FL
31.65 km from city center
Stay at this motel in Port Richey. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hampton Inn Brooksville Dade
30301 Cortez Blvd Brooksville FL
24.69 km from city center
Book a stay at this business-friendly hotel in Brooksville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Days Inn by Wyndham Brooksville/Dade City
6320 Windmere Rd Brooksville FL
25.36 km from city center
Book a stay at this golf motel in Brooksville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
Microtel Inn & Suites by Wyndham Spring Hill/Weeki Wachee
4881 Commercial Way Spring Hill FL
10.99 km from city center
Book a stay at this business-friendly hotel in Spring Hill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Microtel Inn & Suites by Wyndham Brooksville
6298 Nature Coast Blvd Brooksville FL
24.9 km from city center
Book a stay at this business-friendly hotel in Brooksville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Express Hotel & Suites Brooksville West by IHG
14112 Cortez Blvd Spring Hill FL
1.74 km from city center
Book a stay at this business-friendly hotel in Spring Hill. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
WoodSpring Suites Hudson Port Richey
12407 US Highway 19 North Hudson FL
31.11 km from city center
Stay at this hotel in Hudson. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
Fairfield Inn & Suites by Marriott Brooksville Suncoast Parkway
14082 Cortez Blvd Spring Hill FL
1.73 km from city center
Book a stay at this business-friendly hotel in Spring Hill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Holiday Inn Express & Suites Spring Hill by IHG
3528 Commercial Way Spring Hill FL
13.24 km from city center
Stay at this hotel in Spring Hill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Quality Inn & Suites Brooksville I-75/Dade City
30307 Cortez Blvd Brooksville FL
24.81 km from city center
Book a stay at this business-friendly hotel in Brooksville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
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.
Mon, Dec 7 - Thu, Dec 24
ORD
O'Hare Intl.
TPA
Tampa Intl.
$98 Roundtrip, found 4 days ago
$98
Roundtrip
found 4 days ago
Sun, Jan 10 - Thu, Jan 14
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$156 Roundtrip, found 1 day ago
$156
Roundtrip
found 1 day ago
Mon, Nov 9 - Thu, Nov 12
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$159 Roundtrip, found 4 days ago
$159
Roundtrip
found 4 days ago
Tue, Nov 17 - Wed, Nov 18
LGA
LaGuardia
TPA
Tampa Intl.
$209 Roundtrip, found 4 days ago
$209
Roundtrip
found 4 days ago
Wed, Dec 2 - Wed, Dec 16
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$219 Roundtrip, found 2 days ago
$219
Roundtrip
found 2 days ago