Wesley Chapel South Vacations from $706

Book a Hotel + Flight or Car together to unlock savings

Your Wesley Chapel South Vacation

With every last detail organized before you head off, our Wesley Chapel South vacation packages mean you can focus more on having fun. No matter if you're based in the neighborhood of Fairway Village, which is great for golfing, or another part of town, this lively city offers an array of discoveries. Make your trip to Wesley Chapel South even more fun and exciting by including some sightseeing. Saddlebrook Golf Course, Advent Health Center Ice and Shops at Wiregrass are some of the major attractions worth exploring. Whatever your travel plans or the size of your budget, organizing a tailored Wesley Chapel South vacation is simple with Expedia.

The Latest Wesley Chapel South Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Price was $1,017, price is now $706 per person
$706
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,006 reviews)

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was $2,693, price is now $1,542 per person
$1,542
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (1,282 reviews)
The room and location were amazing! The pool being closed at sunset, along with the bathroom, was not optimal. We wanted to use the pool/hot tub in the evening after a day out and found it closed. Then we went to the bar and met people from another resort who left due to the bathroom being closed because the pool was closed(?). Jake(Bartender) and Katherine(Front desk) were awesome!!

Reviewed on Nov 3, 2026

CW Resort

CW Resort

4 out of 5
Save 100% on your flight
Price was $1,421, price is now $915 per person
$915
per person
Jan 21 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (255 reviews)

The Knickerbocker by Delphius

The Knickerbocker by Delphius

3 out of 5
Hyde Park
Price was $1,842, price is now $1,270 per person
$1,270
per person
Dec 6 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
No reviews

Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Save 100% on your flight
Price was $1,412, price is now $985 per person
$985
per person
Jan 21 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.2/10 Very Good! (184 reviews)
N/A I won't book again. I have been to better resorts. For the money they charge I had torn curtains in my room and sugar ants and s stopped up tub that I had to call the maintenance

Reviewed on Nov 3, 2026

Where to stay in Wesley Chapel South

Find the best Wesley Chapel South areas and neighborhoods for the activities you enjoy most. Learn more about Wesley Chapel South
A cityscape with tall buildings, palm trees, and a fountain.

Downtown Tampa

3 out of top 10 points of interest in this area

Explore top attractions like the Florida Aquarium, Glazer Children's Museum, and Tampa Riverwalk, or indulge in the vibrant nightlife and dining scene in the River Arts District. Easily navigate the area with TECO Streetcar and HART public transportation.

Find hotels in Downtown Tampa

Wesley Chapel South Hotel Deals

Saddlebrook Resort

Saddlebrook Resort

4 out of 5
5700 Saddlebrook Way Wesley Chapel FL
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $175 total per night from Nov 29 to Nov 30
$175 total
Nov 29 - Nov 30
Total with taxes and fees
8.2/10 Very Good! (194 reviews)
"N/A I won't book again. I have been to better resorts. For the money they charge I had torn curtains in my room and sugar ants and s stopped up tub that I had to call the maintenance"

Reviewed on Nov 3, 2026

Saddlebrook Resort
OASIS BAY SUITES, Tampa, Busch Gardens, USF

OASIS BAY SUITES, Tampa, Busch Gardens, USF

3 out of 5
3001 University Center Dr Tampa FL
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $135 total per night from Nov 5 to Nov 6
$135 total
Nov 5 - Nov 6
Total with taxes and fees
OASIS BAY SUITES, Tampa, Busch Gardens, USF
HomeTowne Studios by Red Roof Tampa - Airport

HomeTowne Studios by Red Roof Tampa - Airport

2 out of 5
6121 West Sitka Street Tampa FL
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $81 total per night from Nov 8 to Nov 9
$81 total
Nov 8 - Nov 9
Total with taxes and fees
HomeTowne Studios by Red Roof Tampa - Airport
See all 2,517 properties in Wesley Chapel South
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Stay near popular Wesley Chapel South attractions

Saddlebrook Golf Course

8.0/10 (145 reviews)
Enjoy a round of golf in Wesley Chapel at Saddlebrook Golf Course. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.
See properties

Things to do

Starlite Infinity Evening Yacht Cruise Clearwater

Starlite Infinity Evening Yacht Cruise Clearwater

$37
per adult
90% of travellers recommend
Starlite Infinity Evening Yacht Cruise Clearwater
Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

$28
per adult
96% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
ZooTampa at Lowry Park Admission Ticket

ZooTampa at Lowry Park Admission Ticket

$54
per adult
94% of travellers recommend
ZooTampa at Lowry Park Admission Ticket
See all activities in Tampa
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.