Shady Hills Vacations from $366

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Your Shady Hills Vacation

Organizing your next break is a cinch with a Shady Hills vacation package. The neighborhood of Heritage Pines, which is good for golfing, makes a terrific base to discover the delights of this unique city. If seeing the sights is a must during your trip to Shady Hills, make sure you find your way to leading attractions like Nature Coast Botanical Gardens and Strong Tower Vineyard. Whoever you're taking time off with and whether your budget is big or small, your dream Shady Hills vacation is just a few clicks away with Expedia.

The Latest Shady Hills Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Save 100% on your flight
Price was $667, price is now $366 per person
$366
per person
Mar 17 - Mar 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
No reviews
Great staff, very clean.

Reviewed on Jan 11, 2026

Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was $790, price is now $443 per person
$443
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (60 reviews)
Excellent customer service

Reviewed on Dec 14, 2025

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $3,338, price is now $1,953 per person
$1,953
per person
Mar 22 - Mar 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,000 reviews)
The staff was wonderful and very accommodating. Kylie greeted me with a smile and anything that I needed, she provided for me without hesitation. It's a great location and I loved being able to take a stroll on the beach each morning before breakfast. I will recommend the Plaza Beach Hotel to all my friends and family, and I can't wait to return myself!

Reviewed on Jan 13, 2026

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,237, price is now $768 per person
$768
per person
Mar 28 - Apr 3
found 2 days ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (4,624 reviews)
My “go to” place for a quick in/out in Sarasota! Very clean and staff is always accommodating to my late evening check ins. Close to airport, restaurants and all area beaches

Reviewed on Jan 14, 2026

The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $2,038, price is now $1,269 per person
$1,269
per person
Mar 28 - Apr 3
found 2 days ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,131 reviews)
The room was excellent in all aspects.We were there to celebrate my 60th birthday. Our only problem was not being able to turn off the AC in our room. My mother was sadly taken ill on the 25th & was admitted to Sarasota Memorial for 36 hrs. I informed reception evening of 25th that our room would be empty that night. I was v disappointed that on our return no one showed any interest in my mother’s welfare. We also checked out of the hotel one day earlier than planned.

Reviewed on Jan 12, 2026

Where to stay in Shady Hills

Find the best Shady Hills areas and neighborhoods for the activities you enjoy most. Learn more about Shady Hills
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Weeki Wachee

1 out of top 10 points of interest in this area
4/5(148 area reviews)

Unique features of Weeki Wachee include the shopping and restaurants. Make a stop by Weeki Wachee Springs or Weeki Wachee Springs State Park while you're exploring the area.

Find hotels in Weeki Wachee

Shady Hills Hotel Deals

Motel 6 Spring Hill, FL - Weeki Wachee

Motel 6 Spring Hill, FL - Weeki Wachee

2 out of 5
6172 Commercial Way Spring Hill FL
Fully refundableReserve now, pay when you stay
$51 nightly
The price is $57 total per night from Jan 25 to Jan 26
$57 total
Jan 25 - Jan 26
Total with taxes and fees
7.2/10 Good! (1,333 reviews)
It was easy to find. The front desk lady was kind and helpful. She appeared to care and enjoyed helpimg guest. The room was large and clean. The bath tub faucet leaked water so badly that it wasn't dripping, it was a continuous stream from the spigot to the tub bottom. It had been doing it a while ...

Reviewed on Jan 9, 2026

Motel 6 Spring Hill, FL - Weeki Wachee
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping

Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping

Spring Hill FL
9.8/10 Exceptional! (297 reviews)
Absolutely amazing with lots of wildlife - otters manatees turtles dolphins and monkeys. We felt no need to go anywhere else our entire stay. One of the few places I’d book again.

Reviewed on Dec 25, 2025

Get rates
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping
Courtyard by Marriott Tampa Northwest/Veterans Expressway

Courtyard by Marriott Tampa Northwest/Veterans Expressway

3 out of 5
12730 Citrus Park Lane Tampa FL
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $144 total per night from Jan 25 to Jan 26
$144 total
Jan 25 - Jan 26
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
My room wasn't ready for some reason. The front desk staff was AMAZING. The wifi would Not work for me. They did all they could to help. Gave me the name of a seafood restaurant that was sooooo good and very close by

Reviewed on Jan 12, 2026

Courtyard by Marriott Tampa Northwest/Veterans Expressway
See all 2,328 properties in Shady Hills
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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Discover the most popular places to visit in Shady Hills

Beautiful spring water, perfect for kayaking and paddleboarding!

Weeki Wachee Springs

Explore the great outdoors at Weeki Wachee Springs, a lovely green space in Spring Hill. Wander the riverfront in this family-friendly area.

Weeki Wachee Springs
Beautiful kayaking rest stop on the Weeki Wachee River.

Weeki Wachee River

Commune with nature and explore the great outdoors at Weeki Wachee River during your travels in Spring Hill. While in this family-friendly area, you can savor the top-notch restaurants.

Weeki Wachee River
End of sunset Pine Island Beach

Pine Island Beach Park

Why not spend a carefree afternoon at Pine Island Beach Park during your travels in Spring Hill? While in this family-friendly area, you can savor the top-notch restaurants.

Pine Island Beach Park

Things to do

Clear Kayak Tours in Weeki Wachee

Clear Kayak Tours in Weeki Wachee

$79
per adult
100% of travellers recommend
Clear Kayak Tours in Weeki Wachee
See all activities in Spring Hill
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.