Charter Oaks Vacations

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Where to stay in Charter Oaks

Find the best Charter Oaks areas and neighborhoods for the activities you enjoy most. Learn more about Charter Oaks
Downtown St. Petersburg featuring outdoor art

Downtown St. Petersburg

1 out of top 10 points of interest in this area

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

Find hotels in Downtown St. Petersburg

Charter Oaks Hotel Deals

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 ₩324,301 per night from Dec 25 to Dec 26
₩324,301
₩424,792 total
Dec 25 - Dec 26
includes taxes & fees
9.4/10 Exceptional! (2,846 reviews)
Clean room, convenient, and beautiful Christmas decor!

Reviewed on Dec 2, 2025

Wyndham Grand Clearwater Beach
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
3050 N Rocky Point Dr W Tampa FL
Fully refundableReserve now, pay when you stay
The price is ₩180,205 per night from Dec 15 to Dec 16
₩180,205
₩204,532 total
Dec 15 - Dec 16
includes taxes & fees
8.2/10 Very Good! (1,021 reviews)
Customer service was great!!!

Reviewed on Nov 30, 2025

DoubleTree by Hilton Tampa Rocky Point Waterfront
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 ₩204,393 per night from Dec 21 to Dec 22
₩204,393
₩289,297 total
Dec 21 - Dec 22
includes taxes & fees
8/10 Very Good! (2,346 reviews)
Room was small for the amount of money we paid, and need to be updated .

Reviewed on Dec 5, 2025

Hilton Clearwater Beach Resort & Spa
See all 15,547 properties in Charter Oaks
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 Charter Oaks vacation package cost?
Custom make your Charter Oaks package from as little as . Choose from any combination of rental cars, flights and hotels to pull together the getaway you've been dreaming of. Remember to add on a few experiences or activities!
How do I get a cheap travel package to Charter Oaks?
By bundling. Hotels, rental cars and flights — combine whatever you need into a Charter Oaks vacation package to save a ton of cash. Score even more discounts when you include extras such as tours or experiences to your booking. But that's not the only good part. You have the freedom to customize your trip your own way. We offer more than 550 airlines and 1,000,000 hotels worldwide, so that everyone has an opportunity to travel and live out those vacation dreams.
Where should I stay in Charter Oaks?
A vacation in Charter Oaks isn't complete without stopping by Eddie C. Moore Softball Complex, Westfield Countryside Mall and Bright House Field. Spend your evenings close to these popular attractions and make sightseeing a breeze.
How far in advance should I book my Charter Oaks vacation?
Your safest bet is to book early. Air carriers generally advertise flight tickets around a year ahead of departure, and this is an excellent opportunity to pick up some of the cheapest prices. Boss just told you to take some vacation time in a few weeks? That's alright! Expedia are never short of fantastic bargains to whisk you away on the getaway of your dreams, at a price you can afford.
What does an Expedia Charter Oaks travel package include?
Flights, hotels and rental cars, or any combination of the three — the choice is all yours! Whether you're visiting Charter Oaks with the kids or traveling solo, there's a bundle to fit every style and budget. Once you've made your booking, why not add on a few tours or activities?
What should I know before booking a Charter Oaks travel package?
When you book your flights, hotels and car rentals together, you'll score incredible discounts. Whether you're organizing a mountain getaway in a cabin or prefer to stay in a comfortable hotel in the city, Expedia can help make it happen.
Can I choose my airline with a Charter Oaks Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You can pick and choose your flights, hotels and more. We have access to more than 550 partner airlines worldwide, so you have options galore when organizing your Charter Oaks adventure.
If I'm not able to travel, can I cancel my Charter Oaks vacation package?
Don't stress if you're rethinking your Charter Oaks vacation package — it's possible to cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We totally understand your circumstances can suddenly change, so head to our Customer Service Portal if that happens. When you're ready to make changes, we're ready to help.

Discover the most popular places to visit in Charter Oaks

Salvador Dali Museum showing night scenes and modern architecture

Salvador Dali Museum

4.5/5(1,166 reviews)

Browse the surrealistic masterpieces of a world-famous Spanish painter in a remarkable building that perfectly suits the style of the art exhibits.

Salvador Dali Museum
Fort De Soto Park which includes a sandy beach

Fort De Soto Park

4.5/5(676 reviews)

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
Pier 60 Park showing a beach and general coastal views

Pier 60 Park

4.5/5(2,766 reviews)

Find appeal for all family members from dawn into late evening. Participate in the many exciting activities in this water wonderland.

Pier 60 Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.