Highlands Vacation Packages for 2025
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Highlands Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
SPOT X Hotel Tampa - Wesley Chapel by The Red Collection
per person
Jul 23 - Jul 27
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Wesley Chapel. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions KRATE Shopping Center and The Grove at Wesley Chapel are located nearby.
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel
Wesley Chapel South
per person
Jul 23 - Jul 27
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.
Hampton Inn & Suites Tampa Northwest/Oldsmar
per person
Jul 23 - Jul 27
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Book a stay at this business-friendly hotel in Oldsmar. Enjoy free breakfast, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Oldsmar Flea Market and Tampa Bay Downs are located nearby.
La Quinta Inn & Suites by Wyndham Tampa Brandon Regency Park
Limona Improvement
per person
Jul 23 - Jul 27
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Brandon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seminole Hard Rock Casino Tampa and Florida State Fairgrounds are located nearby.
Holiday Inn Express & Suites Trinity by IHG
Trinity
per person
Jul 23 - Jul 27
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Book a stay at this business-friendly hotel in Odessa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old McMicky's Farm and Crescent Lake are located nearby.
Holiday Inn Express & Suites Ruskin by IHG
per person
Jul 23 - Jul 27
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this hotel in Ruskin. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cypress Golf Club and Sun City Center Library are located nearby.
Top Hotel Deals
La Vista Inn
11736 US HIGHWAY 19, Port Richey, FL
5.81 km from Highlands
Stay at this motel in Port Richey. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions ...
Motel 6 Spring Hill, FL - Weeki Wachee
6172 Commercial Way, Spring Hill, FL
18.46 km from Highlands
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. ...
Quality Inn & Suites Tarpon Springs South
38724 US Highway 19 North, Tarpon Springs, FL
28.47 km from Highlands
Book a stay at this business-friendly hotel in Tarpon Springs. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful ...
Innisbrook Resort
36750 Us Highway 19 N, Palm Harbor, FL
30.27 km from Highlands
Book a stay at this spa resort in Palm Harbor. Enjoy free WiFi, 6 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Comfort Inn & Suites New Port Richey Downtown District
6206 US HWY 19, New Port Richey, FL
14.95 km from Highlands
Book a stay at this business-friendly hotel in New Port Richey. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the breakfast ...
Rodeway Inn Port Richey North
11810 Us Highway 19, Port Richey, FL
5.78 km from Highlands
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. ...
Microtel Inn & Suites by Wyndham Spring Hill/Weeki Wachee
4881 Commercial Way, Spring Hill, FL
16.19 km from Highlands
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 ...
Hampton Inn Spring Hill
1344 Commercial Way, Spring Hill, FL
9.71 km from Highlands
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 ...
Hampton Inn & Suites Tarpon Springs
39284 Us Highway 19 N, Tarpon Springs, FL
28.01 km from Highlands
Book a stay at this golf hotel in Tarpon Springs. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
Holiday Inn Express & Suites Spring Hill by IHG
3528 Commercial Way, Spring Hill, FL
13.73 km from Highlands
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 Conference Center
5316 Us Highway 19, New Port Richey, FL
16.21 km from Highlands
Stay at this 3-star business-friendly hotel in New Port Richey. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff ...
Rodeway Inn
2337 US Highway 19, Holiday, FL
21.19 km from Highlands
Stay at this hotel in Holiday. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular ...
The Hacienda
5621 Main St, New Port Richey, FL
14.58 km from Highlands
Stay at this 3-star hotel in New Port Richey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
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.
Wed, Jun 25 - Thu, Jul 3
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$101 Roundtrip, found 1 day ago
$101
Roundtrip
found 1 day ago
Tue, Aug 5 - Tue, Aug 12
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$139 Roundtrip, found 5 days ago
$139
Roundtrip
found 5 days ago
Thu, Sep 18 - Thu, Sep 25
ORD
O'Hare Intl.
TPA
Tampa Intl.
$143 Roundtrip, found 1 day ago
$143
Roundtrip
found 1 day ago
Sat, Jul 12 - Wed, Jul 16
TTN
Mercer
TPA
Tampa Intl.
$150 Roundtrip, found 6 days ago
$150
Roundtrip
found 6 days ago
Best points of interest in Hudson
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