Highpoint Holidays from £694

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Your Highpoint Holiday

Say bye-bye to the stress of planning and hello to a Highpoint holiday package. With everything organised before you take off, you can focus on discovering the best of this city, starting with Downtown Dunedin, which is great for shopping, walking and gift and craft shops. Any trip to Highpoint needs a well-crafted itinerary. Fill yours with big-name attractions like Ruth Eckerd Hall, Eddie C. Moore Softball Complex and Bright House Field. A few clicks is all it takes to put together the perfect Highpoint holiday on Expedia.

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
per person
17 Sept - 24 Sept
found 1 day ago
Return flight included
London (LGW) to Tampa (TPA)
9.2/10 Wonderful! (1,000 reviews)
The air conditioner made a lot of noise I was unable to sleep well.

Reviewed on 3 Aug 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
23 Oct - 29 Oct
found 1 day ago
Return direct flight included
London (LON) to Tampa (TPA)
9.6/10 Exceptional! (557 reviews)
Beautiful spot, the suites were clean and lovely with plenty of room for our family. The views were beautiful! The only thing I would want to change would be that there would be more beach umbrellas for guests to use and that the music wouldn't be so loud for the pool.

Reviewed on 4 Aug 2025

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
9 Sept - 16 Sept
found 1 day ago
Return direct flight included
London (LON) to Tampa (TPA)
9.4/10 Exceptional! (2,436 reviews)
Hotel was average. They seem to be having elevator issues, because a line would form for the elevator. You could be waiting north of 10 mins for the elevator. Alternative option is to use the stairs in the stairwells. Not ideal if you have to go up 10 flights of stairs with children. Helpful hotel staff were hit or miss. There were a few helpful individuals, otherwise it felt like a lot of them were there to do the bare minimum, then get out of there. Felt like I was getting nickle and dimed to tip for everything, but service was average.

Reviewed on 5 Aug 2025

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
per person
17 Sept - 24 Sept
found 1 day ago
Return flight included
London (LGW) to Tampa (TPA)
8.6/10 Excellent! (2,153 reviews)
Very clean, comfortable, and reasonably priced! We had a wonderful weekend here with our dog Pepsi. We enjoyed the free coffee in the mornings, the kitchenette so we didn’t have to eat out for every meal, and everything is very close by. We had our car, but they offer a free “Frog Hop” transportation service — you just tip the driver — for those who need a ride somewhere. This was the perfect long weekend getaway. Thank you, Hibiscus Suites, for a great stay!

Reviewed on 3 Aug 2025

The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
per person
17 Sept - 24 Sept
found 1 day ago
Return flight included
London (LGW) to Tampa (TPA)
9/10 Wonderful! (1,047 reviews)
Easy to navigate and hotel takes you to Lido beach where you can rent chairs/umbrellas and have access to food. You can Uber to Siesta beach and order drinks and food from your chair at the beach. I love that!

Reviewed on 4 Aug 2025

Where to stay in Highpoint

Find the best Highpoint areas and neighborhoods for the activities you enjoy most. Learn more about Highpoint
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Pass-a-Grille

5/5(3 area reviews)

As you view this neighborhood’s iconic pink hotel it feels as if you’ve crossed into the past. Find beautiful beaches and serene enjoyment here.

Find hotels in Pass-a-Grille

Top hotels in Highpoint

The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy, Tampa, FL
Fully refundable
The price is £130 per night from 17 Aug to 18 Aug
£130
17 Aug - 18 Aug
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"Everything was a 10/10."

Reviewed on 31 Jul 2025

The Westin Tampa Bay
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is £166 per night from 19 Aug to 20 Aug
£166
19 Aug - 20 Aug
includes taxes & fees
8/10 Very Good! (2,082 reviews)
"loved this hotel best beds, rooms were very clean, staff was awesome, very walkable to food , right on bed and a starbucks in the hotel"

Reviewed on 4 Aug 2025

Hilton Clearwater Beach Resort & Spa
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

4 out of 5
2225 N Lois Ave, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is £81 per night from 17 Aug to 18 Aug
£81
17 Aug - 18 Aug
includes taxes & fees
8.4/10 Very Good! (1,014 reviews)
"The hotel was nice."

Reviewed on 3 Aug 2025

Hilton Tampa Airport Westshore
See all 15,953 properties in Highpoint
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.
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Frequently asked questions

How much does a Highpoint travel package cost?
The most affordable Highpoint travel package is £694, so the trip of your dreams can become a reality — without spending an arm and a leg. Bundle flights, hotels, car rentals and more to customize a package that's perfect for you.
If I'm not able to travel, can I cancel my Highpoint travel package?
Yes, you can. We totally understand that even the best-laid plans can fail, so we're happy to help if you need to make changes to your Highpoint travel package. It may be possible to amend or cancel your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Look up our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Highpoint?
Combining your flight and hotel with Expedia won't just save valuable time — it'll save you a nice amount too. A Highpoint travel package makes it easy to put together your perfect trip. With more than 550 airlines around the world to select from, finding convenient flights that fit your schedule won't be an issue. On top of that, we've got over 1,000,000 hotel options globally to choose from. Now that's choice! No matter who you are, Expedia puts more of the world within your reach.
Does Expedia offer Book Now, Pay Later Highpoint holidays?
Your bank balance shouldn't get in the way of taking a holiday, so Expedia has worked out a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book an incredible getaway without making a dent in your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: Klarna has easy monthly payment plans that work for all budget sizes, so you can have that well-earned holiday sooner.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: Clicking on the "book now" button is much easier with this payment option. Put down a small deposit on your escape and then start packing your bags.

Where should I stay in Highpoint?
With popular attractions like Tampa Bay Grand Prix and Feather Sound Country Club in this area, look for a hotel situated near them. Cove Cay Golf Club is another Highpoint hot spot that people flock to.
What are the top hotels in Highpoint?
Book a room at SureStay Hotel by Best Western St. Pete Clearwater Airport. It's one of this neighbourhood's most popular hotels. Another highly rated option in Highpoint is Residence Inn by Marriott Clearwater Downtown.
How far in advance should I book my Highpoint holiday?
Travellers can normally compare international flights on Expedia within 12 months of the departure date. Booking at the last minute? With a little bit of luck, it's still possible to nab a cheaper ticket only weeks before your flight.
What does an Expedia Highpoint travel package include?
Flights, rental cars and hotels, or any combination of them — it's your choice. Whether you're venturing to Highpoint with the entire family or travelling solo, there's a package to match your style and budget. Once you've made your booking, why not add on one or two activities?
What should I know before booking a Highpoint travel package?
An Expedia travel package can be tailored to your budget and is a fantastic way to make your hard-earned dollars stretch further. What you include is your call. Hotels, rental cars and flights — mix and match whatever combination suits your style.
Can I choose my airline with a Highpoint Expedia travel package?
Yes, the choice is all yours. Expedia has access to more than 550 airlines across the globe, so you can tailor your Highpoint adventure according to your travel preferences.

Popular places to visit

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the beautiful beaches in this family-friendly area or visit its lively bars.

John's Pass Village & Boardwalk
Fort De Soto Park featuring a beach

Fort De Soto Park

Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Fort De Soto Park
Tropicana Field

Tropicana Field

Catch an event at Tropicana Field during your trip to St. Petersburg. Attend a baseball game or simply enjoy the top-notch restaurants while you're in the area.

Tropicana Field

Things to do

2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

£26
per adult
88% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

£24
per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Tampa Bay Buccaneers Football Game at Raymond James Stadium

Tampa Bay Buccaneers Football Game at Raymond James Stadium

£11
per adult
Tampa Bay Buccaneers Football Game at Raymond James Stadium
See all activities in St. Petersburg - Clearwater

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.