Shady Hills Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.

Price found within the past 48 hours. Click for updated prices.
  • 1 bedroom, Egyptian cotton sheets, premium bedding, soundproofing
    Jul 24 - Jul 29

    Mar Bay Motel &Suites + Flight

    Safety Harbor
    5 nights
    2.0 star property
    8.6/10 - Excellent (79 reviews)
    "Great for older people who want an easily accessible room in a quiet setting. We will be back!"
    Reviewed May 7, 2026
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • 1 stop TPA - YYZ • 1 stop
    CA $1,153
    CA $755
    per traveller
    found 12 hours ago
    Mar Bay Motel &Suites
  • Exterior
    Aug 29 - Sep 2

    The Don CeSar + Flight

    St. Pete Beach
    4 nights
    4.0 star property
    9.2/10 - Wonderful (1,163 reviews)
    "Amazing hotel, timeless and beautiful."
    Reviewed June 6, 2026
    Roundtrip • Detroit (DTW) - Tampa (TPA)
    DTW - TPA • Nonstop TPA - DTW • Nonstop
    CA $1,557
    CA $1,019
    per traveller
    found 4 hours ago
    The Don CeSar
  • Exterior
    Aug 29 - Sep 2

    The Hotel Zamora + Flight

    St. Pete Beach
    4 nights
    4.0 star property
    8.6/10 - Excellent (342 reviews)
    "Hotel is perfectly located. Aesthetically curated as soon as you walk into the lobby you can tell. The staff was great, everyone was very attentive and we even got a complimentary upgrade to a beautiful room that we very much enjoyed. The pool is great with a shaded area in case you do not want sun with the bar comfortably located upstairs in their restaurant that’s located inside the hotel. Didn’t get a chance to check out the rooftop. Only negative observation I have was finding some hairs on..."
    Reviewed June 5, 2026
    Roundtrip • Detroit (DTW) - Tampa (TPA)
    DTW - TPA • Nonstop TPA - DTW • Nonstop
    CA $1,113
    CA $761
    per traveller
    found 4 hours ago
    The Hotel Zamora
  • Suite, 2 Bedrooms, Ocean View, Oceanfront (Full Kitchen) | Terrace/patio
    Aug 21 - Aug 30

    Hyatt Regency Clearwater Beach Resort and Suites + Flight

    Clearwater Beach
    9 nights
    4.0 star property
    9.2/10 - Wonderful (2,190 reviews)
    "Everything was amazing I will book again just beautiful"
    Reviewed June 7, 2026
    Roundtrip • Montreal (YUL) - Tampa (TPA)
    YUL - TPA • Nonstop TPA - YUL • Nonstop
    CA $2,738
    CA $1,881
    per traveller
    found 12 hours ago
    Hyatt Regency Clearwater Beach Resort and Suites
  • 2 bars/lounges, poolside bar
    Aug 29 - Sep 2

    The Luce, St. Pete Beach, a Tribute Portfolio Hotel + Flight

    St. Pete Beach
    4 nights
    4.0 star property
    Roundtrip • Detroit (DTW) - Tampa (TPA)
    DTW - TPA • Nonstop TPA - DTW • Nonstop
    CA $1,159
    CA $805
    per traveller
    found 4 hours ago
    The Luce, St. Pete Beach, a Tribute Portfolio Hotel

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
Beautiful Day Hiking at Weekiwachee Preserve, Spring Hill, Florida

Weeki Wachee

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

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
The price is CA $73 per night from Jul 1 to Jul 2
CA $73
CA $81 total
Jul 1 - Jul 2
includes taxes & fees
7.4/10 Good! (1,519 reviews)
"Chelsea at the front desk is amazing, the rest of the front desk. Staff are great… Our whole day was a great experience. I would definitely recommend staying here if you need a place in the area."

Reviewed on Jun 6, 2026

Motel 6 Spring Hill, FL - Weeki Wachee
Quality Inn & Suites Tarpon Springs South

Quality Inn & Suites Tarpon Springs South

2.5 out of 5
38724 US Highway 19 North Tarpon Springs FL
Fully refundable
The price is CA $118 per night from Jul 5 to Jul 6
CA $118
CA $133 total
Jul 5 - Jul 6
includes taxes & fees
8/10 Very Good! (1,106 reviews)
"Worst hotel in the world"

Reviewed on Jun 7, 2026

Quality Inn & Suites Tarpon Springs South
Days Inn by Wyndham Brooksville/Dade City

Days Inn by Wyndham Brooksville/Dade City

2 out of 5
6320 Windmere Rd Brooksville FL
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Jun 22 to Jun 23
CA $99
CA $111 total
Jun 22 - Jun 23
includes taxes & fees
7.2/10 Good! (213 reviews)
"The staff was great. The rooms were bug ridden"

Reviewed on Jun 7, 2026

Days Inn by Wyndham Brooksville/Dade City
See all 2,437 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.
All Inclusive Vacations
All Inclusive Vacations
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Frequently asked questions

How much does a Shady Hills vacation package cost?
The most affordable Shady Hills vacation package is , so your dream escape can become a reality — without the high price tag. Combine flights, hotels, car rentals and more to custom build a package that matches your traveling style.
How do I get a cheap travel package to Shady Hills?
One of the simplest ways to save money (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities — we've got them all covered. Select the combination that best fits you and see your savings stack up. Of course, a travel package is never a one-size-fits-all. That's why we offer more than 550 air carriers and 1,000,000 hotel options throughout the world, which lets you customize your Shady Hills vacation.
Where should I stay in Shady Hills?
A vacation in Shady Hills wouldn't be complete without visiting Strong Tower Vineyard, Bayfront Health Spring Hill and Adventure Coast Fun Park. Stay near these top sights and make sightseeing simple.
What are the top hotels in Shady Hills?
Get your vacation off to a great start by booking a room at Unique Vacation Rv Living, Usd70 Per Nights. It's one of most popular properties in Shady Hills. Another welcoming option is Little Taste Of Country Living.
How far in advance should I book my Shady Hills vacation?
It can be difficult to know exactly when is the ideal time to book your Shady Hills trip. But typically the earlier you book, the lower the prices. In some cases, you can reserve your flights and hotels up to 12 months before departure. If you're thinking of a last-minute getaway, no need to fret! There are fantastic deals featured on Expedia every day.
What does an Expedia Shady Hills travel package include?
Expedia has everything you need to lock in Shady Hills trip, but what your package looks like is up to you. Pick from a combination of flights, hotels and rental cars. Looking for a few activities to keep you on the move? Once you've made your booking, you can add them on too. No matter your style or budget, there's a package deal to suit your needs.
What should I know before booking a Shady Hills travel package?
So many places to venture to, so many things to experience. With a package, you'll be able to cross more of them off your list. Bundle your flights, rental cars and hotels and enjoy big savings.
Can I choose my airline with a Shady Hills Expedia vacation package?
You can, and with more than 550 airlines to pick from worldwide, it's all about choice. Look through the available options and find out which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Shady Hills vacation package?
Yes, you can cancel your Shady Hills booking if your travel plans have been upended. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.

Discover the most popular places to visit in Shady Hills

Coastal waterway near Spring Hill and Weeki Wachee, Florida

Weeki Wachee Springs

4.5/5(5 reviews)

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

Bayport Park Boat Ramp

Explore the great outdoors at Bayport Park Boat Ramp, a lovely green space in Bayport. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Bayport Park Boat Ramp

Silverthorn Country Club

Enjoy a round of golf in Spring Hill at Silverthorn Country Club. While in this family-friendly area, you can savor the top-notch restaurants.

Silverthorn Country Club

Things to do

Clear Kayak Tours in Weeki Wachee

Clear Kayak Tours in Weeki Wachee

CA $125
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.