Highpoint Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Highpoint

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

Pass-a-Grille

1 out of top 10 points of interest in this area
5/5(3 area reviews)

Pass-a-Grille is popular for its beaches, and if you're looking for more to see and do, you might think about a trip to Gulf Beaches Historical Museum or Pass-a-Grille Beach.

Find hotels in Pass-a-Grille

Top hotels in Highpoint

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is 9.380.635 ₫ per night from 25 May to 26 May
9.380.635 ₫
11.641.824 ₫ total
25 May - 26 May
includes taxes & fees
9.4/10 Exceptional! (3,220 reviews)
Amazing

Reviewed on 12 May 2026

Wyndham Grand Clearwater Beach
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundable
The price is 4.337.507 ₫ per night from 25 May to 26 May
4.337.507 ₫
4.923.023 ₫ total
25 May - 26 May
includes taxes & fees
8.6/10 Excellent! (1,295 reviews)
Pool was under construction, Bathroom has no fan. We ordered breakfast from the menu 1 day and got the buffet another morning and it was delicious. Aj and staff were very helpful and friendly!

Reviewed on 12 May 2026

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 5.652.876 ₫ per night from 25 May to 26 May
5.652.876 ₫
7.429.704 ₫ total
25 May - 26 May
includes taxes & fees
8.2/10 Very Good! (2,602 reviews)
Room had food and womens hair scrunchies on the floor. Needed a better cleaning and vacuuming. Limited view was air conditioning units!

Reviewed on 12 May 2026

Hilton Clearwater Beach Resort & Spa
See all 16,942 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.

Frequently asked questions

How much does a Highpoint holiday package cost?
Our Highpoint packages, which start at just , are the easiest way to save precious money. Select your favourite hotels, flights and more to create your dream escape.
How do I get a cheap travel package to Highpoint?
Combining your flight and hotel with Expedia won't just save you time — it'll save you a few dollars too. A Highpoint holiday package makes it simple to arrange the ideal trip. With more than 550 airlines all over the world to select from, finding convenient flights that fit your schedule won't be hard. In addition to that, we've got over 1null000null000 hotels globally to select from. Now that's choice! No matter who you are, Expedia will help show you the world.
Where should I stay in Highpoint?
With fascinating attractions like Tampa Bay Grand Prix and Cove Cay Golf Club in this area, look for a hotel located near them. Feather Sound Country Club is another sight that visitors flock to.
What are the top hotels in Highpoint?
If it's your very first time in Highpoint, make a reservation at Holiday Inn Express Clearwater East - Icot Centre, an IHG Hotel or Intown Suites Extended Stay Clearwater Fl. Both offer comfortable beds and are popular options with many savvy travellers.
How far in advance should I book my Highpoint holiday?
It's always wise to book early. Airlines generally release flights nearly 12 months in advance, and this is an ideal opportunity to pick up some of the cheapest prices. Boss just told you to take all your holiday days next week? That's fine too — Expedia are never short of fantastic bargains to send you on the getaway of your dreams, at an affordable price.
What does an Expedia Highpoint travel package include?
Flights, hotels and car rentals — we connect you to all the best deals. All you have to do is pick and choose your ideal combination. Once you've made your booking, you can add on the fun stuff like sightseeing activities. Our travel packages make it simple to create an awesome Highpoint escape.
What should I know before booking a Highpoint travel package?
Bundling your bookings into a Highpoint holiday package is the most convenient way to organise your trip. Not only that, you'll save when you combine your hotels, flights and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Highpoint Expedia holiday package?
Yes, of course. We have more than 550 partner airlines worldwide, so select the carrier that best fits your travel preferences.
If I'm not able to travel, can I cancel my Highpoint holiday package?
It's impossible to predict what tomorrow might bring, so it's comforting to know that you can cancel or change your Highpoint holiday package. If your booking was made in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to find out more.

Popular places to visit

Aerial view of the pink-tinged waters reflecting the vibrant sunset hues next to the John's Pass Village & Boardwalk, Treasure Island, Florida, United States.

John's Pass Village & Boardwalk

4.5/5(34 reviews)

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

John's Pass Village & Boardwalk
Fort De Soto Park

Fort De Soto Park

4.5/5(25 reviews)

Enjoy the beautiful sunsets and explore Fort De Soto Park, a lovely green space in Tierra Verde. Discover the top-notch restaurants and great live music in this family-friendly area.

Fort De Soto Park
Vinoy Park

Vinoy Park

After visiting Vinoy Park, make a plan to see the other sights and activities in St. Petersburg. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Vinoy Park