Charter Oaks Vacations

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Your Charter Oaks Vacation

Make travel planning hassle-free by creating a vacation package to Charter Oaks. Let us look after all the details, so you can focus on appreciating everything this neighborhood can offer. Your trip to Charter Oaks wouldn't be complete without exploring big-name attractions nearby such as Eddie C. Moore Softball Complex, Westfield Countryside Mall and Bright House Field. Whatever your dream Charter Oaks vacation looks like, you can turn it into reality with Expedia.

The Latest Charter Oaks Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Belle Vista
Save 100% on your flight
per person
Aug 21 - Aug 25
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
8.4/10 Very Good! (499 reviews)
Great two bedroom suite. Nice sitting area with the grill by the waterfront and small marina. Across the street is beautiful St Pete beach. Reception crew is one of the best I ever met. Thanks Tyrel, Anna, Tanner and Ray. Super fun, friendly, professional and efficient.

Reviewed on May 3, 2024

The Avalon Club

The Avalon Club

4 out of 5
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
9.6/10 Exceptional! (297 reviews)
The property was really nice. It was across the street a park that the up-keeping was not that great.

Reviewed on May 27, 2024

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
Aug 21 - Aug 25
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
8.8/10 Excellent! (1,001 reviews)
Lively motel with great location and access to the beach. Friendly staff. Kitchenette is great convenience. Would stay again.

Reviewed on Jun 2, 2024

Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul 16 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
8.4/10 Very Good! (1,034 reviews)
The place to be! Fun and live music! Good food, coffee and Publix close by. Great beaches!

Reviewed on Jun 2, 2024

Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
9/10 Wonderful! (1,657 reviews)
The hotel location is directly across from the beach. Easy access to the Oceanside Walkway, Pier and other bars, stores, and restaurants.

Reviewed on Jun 3, 2024

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
Pass-a-Grille

Pass-a-Grille

5/5(26 area reviews)

Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.

Find hotel + flight trips in Pass-a-Grille

Charter Oaks Hotel Deals

RumFish Beach Resort by TradeWinds
RumFish Beach Resort by TradeWinds
4 out of 5
6000 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
The price is $186 per night from Jun 9 to Jun 10
$186
$273 total
includes taxes & fees
Jun 9 - Jun 10
8.2/10 Very Good! (1,020 reviews)
"Wonderful"

Reviewed on Jun 2, 2024

RumFish Beach Resort by TradeWinds
Sirata Beach Resort
Sirata Beach Resort
3 out of 5
5300 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
The price is $151 per night from Jun 16 to Jun 17
$151
$216 total
includes taxes & fees
Jun 16 - Jun 17
7.2/10 Good! (2,254 reviews)
"Was great service and a lot of stuff to do"

Reviewed on Jun 2, 2024

Sirata Beach Resort
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
4 out of 5
4860 West Kennedy Boulevard, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is $139 per night from Jul 5 to Jul 6
$139
$158 total
includes taxes & fees
Jul 5 - Jul 6
8.6/10 Excellent! (1,028 reviews)
"I liked the location. I would like to have had a microwave in the room."

Reviewed on Jun 4, 2024

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
See all 15,559 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Charter Oaks vacation package cost?
Custom make your Charter Oaks package from as little as $456. 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

Image for John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4.5/5(1,625 reviews)

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the seaside in this family-friendly area, or check out its top-notch restaurants.

John's Pass Village & Boardwalk
Image for Tropicana Field

Tropicana Field

4.5/5(591 reviews)

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
Image for Fort De Soto Park

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

Things to do

Image for StarLite Majesty Evening Yacht Cruise Clearwater

StarLite Majesty Evening Yacht Cruise Clearwater

$32
Per adult
86% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Image for Tiki Boat - Clearwater - The Only Authentic Floating Tiki Bar

Tiki Boat - Clearwater - The Only Authentic Floating Tiki Bar

$60
Per adult
100% of travellers recommend
Tiki Boat - Clearwater - The Only Authentic Floating Tiki Bar
Image for 2-Hour Sunset Cruise Tour in St. Petersburg

2-Hour Sunset Cruise Tour in St. Petersburg

$67
Per adult
2-Hour Sunset Cruise Tour in St. Petersburg
See all activities in St. Petersburg - Clearwater

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