A boat on a calm lake with a clear sky and a line of trees and buildings in the background.
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Keystone Vacations from $685

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    Save up to $2,000 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Keystone Vacation

An easy way to experience this interesting city is with a tailor-made Keystone vacation package. Base yourself in the neighborhood of Lake Magdalene, which is great for shopping, families and hiking or choose someplace else — our packages are all about you. If sightseeing is on the cards during your trip to Keystone, check out popular attractions like TPC of Tampa Bay, Silver Dollar Golf Club and Crescent Lake. Whatever your travel plans or budget, organizing a tailored Keystone vacation is a piece of cake with Expedia.

The Latest Keystone Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 11 - Jan 16

    Ocean Club Treasure Island Hotel + Flight

    Sunshine Beach
    5 nights
    4.0 star property
    9.6/10 - Exceptional (1,325 reviews)
    "Nice property, clean pool. Units were not sound roof at all, you could hear every little noise from each room and other units, but it did not ruin our time there."
    Reviewed November 10, 2026
    Roundtrip • Boston (BOS) - Tampa (TPA)
    BOS - TPA • Nonstop TPA - BOS • Nonstop
    Save 100% on your flight
    $1,146
    $685
    per traveler
    found 1 day ago
    Ocean Club Treasure Island Hotel
  • Jan 17 - Jan 23

    Pescador Pool and Spa Home + Flight

    Seminole
    6 nights
    3.0 star property
    Roundtrip • Philadelphia (PHL) - Tampa (TPA)
    PHL - TPA • Nonstop TPA - PHL • 1 stop
    $1,625
    $934
    per traveler
    found 1 day ago
    Pescador Pool and Spa Home
  • Jan 17 - Jan 23

    IRB Intercoastal + Flight

    Indian Shores
    6 nights
    3.0 star property
    Roundtrip • Philadelphia (PHL) - Tampa (TPA)
    PHL - TPA • Nonstop TPA - PHL • 1 stop
    $1,256
    $780
    per traveler
    found 1 day ago
    IRB Intercoastal
  • Jan 28 - Feb 3

    Crystal Palms Beach Resort + Flight

    Sunshine Beach
    6 nights
    3.5 star property
    8.8/10 - Excellent (2,416 reviews)
    "It was amazing I felt like I got a whole apartment In one . It’s literally across the street from the beach 2-5 min walk you can see the water from hotel. It has a pool and hot tub .Everything was clean, the check in to get the keys in a lock box was different but I didn’t mind it . It felt like top secret underground location lol. 15/10 rating"
    Reviewed November 7, 2026
    Roundtrip • Boston (BOS) - Tampa (TPA)
    BOS - TPA • Nonstop TPA - BOS • Nonstop
    $1,207
    $751
    per traveler
    found 1 day ago
    Crystal Palms Beach Resort
  • Jan 22 - Jan 27

    CW Resort + Flight

    Clearwater Beach
    5 nights
    4.0 star property
    9.4/10 - Exceptional (306 reviews)
    Roundtrip • Boston (BOS) - Tampa (TPA)
    BOS - TPA • Nonstop TPA - BOS • Nonstop
    $1,441
    $908
    per traveler
    found 1 day ago
    CW Resort

Discover the most popular places to visit in Keystone

Keystone Hotel Deals

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 Keystone vacation package cost?

You'll find cheap prices from $685 on Expedia for your Keystone escape. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Keystone costs.

What are the cheapest months to go to Keystone?

April, June and September are great times to look for cheap Keystone vacation packages. Opting to travel in less busy months means you'll typically find better prices on accommodations and flights.

How many days is enough for Keystone?

We suggest planning a Keystone vacation for at least 2 days. This gives you enough time to tick off major attractions including Keystone Lake and Brooker Creek Headwaters Nature Preserve, and also explore neighborhoods like Cheval West and Cumberland Manors. You could even squeeze in a day trip or two from Keystone.

Is it worth booking a vacation package to Keystone?

During your Keystone vacation, you can look forward to enjoying some excellent hiking and nature. Leave enough room in your schedule to explore leading sights like Crescent Lake and Keystone Lake.

How to find the best Keystone package deals?

Finding a cheap Keystone package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, add a couple of filters and browse what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Keystone package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.

Is it cheaper to book a Keystone vacation as a package?

You can enjoy significant savings on your Keystone escape by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation package to Keystone?

Land fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Keystone break.

How to plan a trip to Keystone?

  1. Choose when to travel: Check your schedule and get your bags packed. Your favorite time of year and the available activities will also help you decide when to escape to Keystone.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and food to flights and activities. Your accommodations will likely be the biggest expense during your trip to Keystone.
  3. Discover Keystone with Expedia's trip planning tool: Gain insights into the leading attractions and best hotels for your trip to Keystone. You can also save your favorite locations, collaborate with your group and organize all your plans in one place.
  4. Decide how long to go for: Now that you're up to speed on Keystone, you can figure out the right length of your break. Put together a draft itinerary and give yourself enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customized Keystone vacation package.
  6. Book any activities or day trips: Now to the fun part — organizing everything you want to see and do. Browse some of the incredible things to do in Keystone and reserve your tickets early to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Keystone vacation packages?

Jet off on your perfect escape to Keystone with our Book Now, Pay Later vacations. No need to save up or wait for the next payday — we've joined forces with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stay on budget and snap up travel deals while they last.

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