Search Deals onHighland Park Vacation Packages
Highland Park Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Westin Sarasota
Save 100% on your flight
Price was $954, price is now $614 per person
$614
per person
Aug 27 - Sep 3
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.
Cedar Cove Resort and Cottages
Price was $1,432, price is now $780 per person
$780
per person
Sep 12 - Sep 19
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bean Point Beach and Anna Maria Beach are located nearby.
CW Hotel
Save 100% on your flight
Price was $1,604, price is now $910 per person
$910
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
Ocean Club Treasure Island Hotel
Save 100% on your flight
Price was $1,994, price is now $1,246 per person
$1,246
per person
Aug 1 - Aug 9
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
The Don CeSar
Save 100% on your flight
Price was $981, price is now $630 per person
$630
per person
Jul 27 - Jul 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach resort in St. Pete Beach. Enjoy a full-service spa, 2 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Fort De Soto Park and John's Pass Village & Boardwalk are located nearby.
Twin Palms at Siesta
Save 100% on your flight
Price was $1,292, price is now $839 per person
$839
per person
Aug 27 - Sep 3
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and private pools. Our guests praise the helpful staff in our reviews. Popular attractions Turtle Beach and Siesta Key Beach are located nearby.
Resort Sixty-Six
Save 100% on your flight
Price was $1,001, price is now $657 per person
$657
per person
Sep 12 - Sep 19
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach hotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Anna Maria Beach and Bean Point Beach are located nearby.
The Marker
Save 100% on your flight
Price was $1,365, price is now $898 per person
$898
per person
Jul 27 - Jul 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
Highland Park Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Highland Park 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.
Tue, Sep 1 - Wed, Sep 9
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$58 Roundtrip, found 1 hour ago
$58
Roundtrip
found 1 hour ago
Sun, Oct 11 - Thu, Oct 15
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$106 Roundtrip, found 16 hours ago
$106
Roundtrip
found 16 hours ago
Wed, Aug 12 - Thu, Aug 27
TTN
Mercer
TPA
Tampa Intl.
$124 Roundtrip, found 7 hours ago
$124
Roundtrip
found 7 hours ago
Mon, Aug 10 - Tue, Sep 1
CLE
Hopkins Intl.
TPA
Tampa Intl.
$126 Roundtrip, just found
$126
Roundtrip
just found
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