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Highland Park Vacation Packages

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Highland Park Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $714, price is now $435 per person
$435
per person
May 6 - May 11
found 2 days ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Price was $2,132, price is now $1,247 per person
$1,247
per person
Apr 25 - May 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy 2 bars/lounges, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Port of Tampa are located nearby.
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Save 100% on your flight
Price was $1,187, price is now $722 per person
$722
per person
Apr 8 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, 3 outdoor pools, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $795, price is now $487 per person
$487
per person
May 6 - May 11
found 2 days ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $721, price is now $442 per person
$442
per person
May 6 - May 11
found 2 days ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,040, price is now $645 per person
$645
per person
May 6 - May 11
found 2 days ago
Roundtrip 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 Lido Beach and Siesta Key Beach are located nearby.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,343, price is now $835 per person
$835
per person
Apr 30 - May 5
found 1 day 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

The Don CeSar

4 out of 5
Save 100% on your flight
Price was $2,416, price is now $1,654 per person
$1,654
per person
Apr 25 - May 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in St. Pete Beach. Enjoy 2 outdoor pools, a full-service spa, and 2 restaurants. 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.

Highland Park Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $478, price is now $340 per person
$340
per person
May 12 - May 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
Save 100% on your flight
Price was $814, price is now $554 per person
$554
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was $585, price is now $404 per person
$404
per person
May 15 - May 18
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,238, price is now $858 per person
$858
per person
May 6 - May 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

Highland Park Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $714, price is now $435 per person
$435
per person
May 6 - May 11
found 2 days ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $969, price is now $528 per person
$528
per person
May 10 - May 17
found 11 hours ago
Roundtrip non-stop flight included
New York (NYC) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Downtown Tampa
Price was $2,132, price is now $1,247 per person
$1,247
per person
Apr 25 - May 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,187, price is now $722 per person
$722
per person
Apr 8 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Sun, May 3 - Thu, May 7
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$76 Roundtrip, found 1 day ago
$76
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, May 3 from Philadelphia Intl. to Tampa Intl., returning Thu, May 7, priced at $76 found 1 day ago
Frontier Airlines
Mon, Apr 13 - Thu, Apr 16
TTN
Mercer
TPA
Tampa Intl.
$78 Roundtrip, found 1 hour ago
$78
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Apr 13 from Mercer to Tampa Intl., returning Thu, Apr 16, priced at $78 found 1 hour ago
Frontier Airlines
Sun, May 10 - Fri, May 15
ORD
O'Hare Intl.
TPA
Tampa Intl.
$79 Roundtrip, just found
$79
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, May 10 from O'Hare Intl. to Tampa Intl., returning Fri, May 15, priced at $79 just found
Frontier Airlines
Sat, Apr 11 - Wed, Apr 15
CLE
Hopkins Intl.
TPA
Tampa Intl.
$93 Roundtrip, found 1 day ago
$93
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Apr 11 from Hopkins Intl. to Tampa Intl., returning Wed, Apr 15, priced at $93 found 1 day ago