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Highland Park Vacation Packages

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Highland Park
Lake Wales
Florida
United States of America
North America
Hotwire.com

Highland Park Flight + Hotel Packages

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

Mar Bay Motel &Suites

2 out of 5

Price was $732, price is now $504 per person

$504

per person

Jun 3 - Jun 7

found 17 hours ago

Roundtrip flight included

Chicago (ORD) to Tampa (TPA)

Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions BayCare Ballpark and Philippe Park are located nearby.

Ocean Club Treasure Island Hotel

4 out of 5

Save 100% on your flight

Price was $1,630, price is now $975 per person

$975

per person

May 16 - May 23

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.

FUSION Resort Waterfront Suites

3.5 out of 5

Save 100% on your flight

Price was $1,468, price is now $943 per person

$943

per person

May 29 - Jun 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Stay at this aparthotel in Treasure Island. Enjoy free WiFi, free parking, and a rooftop terrace. 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.

Hotel Alba, Tapestry Collection by Hilton

4 out of 5

Save 100% on your flight

Price was $822, price is now $569 per person

$569

per person

May 17 - May 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5

Price was $1,098, price is now $762 per person

$762

per person

May 20 - May 24

found 1 day ago

Roundtrip 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 St. Armands Circle and Lido Beach are located nearby.

Island Grand at TradeWinds

4 out of 5

Save 100% on your flight

Price was $1,359, price is now $955 per person

$955

per person

May 29 - Jun 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Book a stay at this beach resort in St. Pete Beach. Enjoy free WiFi, 5 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and Splash Island Water Park are located nearby.

voco Sarasota by IHG

3.5 out of 5

Price was $1,024, price is now $721 per person

$721

per person

May 20 - May 24

found 1 day 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 St. Armands Circle and Lido Beach are located nearby.

Kompose Boutique Hotel

3 out of 5

Save 100% on your flight

Price was $1,094, price is now $789 per person

$789

per person

May 5 - May 11

found 1 day 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 St. Armands Circle and Lido Beach are located nearby.