A sunset over a lake with swans, lotus plants, and buildings in the background.

Lakeland Vacations from $296

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The Latest Lakeland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Oct 21 - Oct 25

    Westgate Vacation Villas Resort + Flight

    Kissimmee
    4 nights
    4.0 star property
    8.2/10 - Very Good (2,035 reviews)
    "Clean."
    Reviewed August 6, 2026
    Roundtrip Boston (BOS) - Orlando (MCO)
    BOS - MCONonstop MCO - BOSNonstop
    Save 100% on your flight
    $552
    $296
    per traveler
    found 1 day ago
    Westgate Vacation Villas Resort
  • Oct 21 - Oct 25

    Palazzo Lakeside Hotel + Flight

    Kissimmee
    4 nights
    3.0 star property
    8.4/10 - Very Good (5,289 reviews)
    Roundtrip Boston (BOS) - Orlando (MCO)
    BOS - MCONonstop MCO - BOSNonstop
    $1,046
    $351
    per traveler
    found 1 day ago
    Palazzo Lakeside Hotel
  • Oct 29 - Nov 1

    Westgate Palace Hotel / Universal / I-Drive + Flight

    International Drive District
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,303 reviews)
    "Very nice hotel and location was great. The staff was very helpful."
    Reviewed August 4, 2026
    Roundtrip Boston (BOS) - Orlando (MCO)
    BOS - MCONonstop MCO - BOSNonstop
    Save 100% on your flight
    $756
    $389
    per traveler
    found 1 day ago
    Westgate Palace Hotel / Universal / I-Drive
  • Sep 28 - Oct 3

    Westgate Towers Resort + Flight

    Kissimmee
    5 nights
    3.5 star property
    8.6/10 - Excellent (1,002 reviews)
    Roundtrip New York (NYC) - Orlando (MCO)
    EWR - MCONonstop MCO - EWRNonstop
    Save 100% on your flight
    $620
    $321
    per traveler
    found 21 hours ago
    Westgate Towers Resort
  • Oct 9 - Oct 12

    Westgate Cocoa Beach Resort + Flight

    Cocoa Beach
    3 nights
    4.0 star property
    8.6/10 - Excellent (558 reviews)
    "It is a time share property not a resort. It has very little amenities and does not offer day to day room cleaning. We had to take our own trash out order fresh towels and go to store to buy shower items. None of this was listed in the details. The place is old and tired, it needs a fresh coat of everything. Kids are un supervised in the pool area and you cannot relax. If you are hoping for a refreshing time this is not the place it’s very expensive and not worth the money. The beach walk is..."
    Reviewed July 31, 2026
    Roundtrip Philadelphia (PHL) - Orlando (MCO)
    PHL - MCONonstop MCO - PHLNonstop
    Save 100% on your flight
    $1,149
    $650
    per traveler
    found 21 hours ago
    Westgate Cocoa Beach Resort

Where to stay in Lakeland

Find the best Lakeland areas and neighborhoods for the activities you enjoy most. Learn more about Lakeland
Learn more about Lakeland

Downtown Lakeland

Downtown Lakeland charms visitors with its historic 1928 Polk Theatre and red brick buildings draped in Spanish moss. This welcoming district blends cultural richness with small-town character. Stroll tree-lined streets to discover boutique shops and local art galleries. Lake Mirror offers scenic waterfront paths just steps from Munn Park's shaded green spaces. Travelers can explore the Polk Museum of Art or catch live performances at historic venues. The walkable grid layout makes this cultural hub easy to navigate.

East Lake Morton

Historic Lake Morton charms visitors with elegant swans gliding past early 20th-century mansions. A 1.2-mile walking path circles the crystal-clear waters. National Register properties showcase Mediterranean and Colonial Revival architecture throughout this peaceful neighborhood. Tree-lined streets lead to intimate cafes and small boutiques in converted historic homes. Hollis Garden displays formal landscaping with fountains and sculptures. The Polk Museum of Art sits nearby, making this tranquil district perfect for architecture enthusiasts and nature lovers.

Dixieland

Dixieland charms visitors with its tree-canopied streets and early 20th century craftsman homes. This historic Lakeland neighborhood offers a quiet escape where local art galleries occupy converted bungalows. Boutique shops display handcrafted treasures from area artisans. Architecture enthusiasts will love exploring the detailed woodwork and wraparound porches. Small cafes serve Southern comfort food in intimate settings with moderate prices. While public transit is limited, the peaceful residential streets are perfect for leisurely walks under mature oak trees.

Lake Hollingsworth

If you're spending some time in Lake Hollingsworth, Lake Hollingsworth and Veterans Park are top sights worth seeing.

Lakeland Highlands

Lakeland Highlands offers a peaceful suburban retreat with family-friendly homes away from Lakeland's busy center. Explore the natural beauty of nearby lakes and Circle B Bar Reserve. Kids will love Family Fun Center while golf enthusiasts can visit The Club at Eaglebrooke. This budget-friendly neighborhood serves as an ideal base for discovering Lakeland's attractions. Enjoy spacious rental homes, many with private pools, surrounded by palm trees and oak canopies. The area's pristine lakes provide excellent fishing and kayaking opportunities for outdoor enthusiasts.

Discover the most popular places to visit in Lakeland

Lakeland 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 Lakeland vacation package cost?

You can snap up a vacation package to this destination from $296 on Expedia. However, how much your vacation to Lakeland costs will depend on the length of stay, hotel choice and season.

What are the cheapest months to go to Lakeland?

You can generally find lower prices and better availability in May, June and July. Take a look at our cheap Lakeland vacation packages and you could land some great off-season discounts.

How many days is enough for Lakeland?

Allow at least 3 days for your Lakeland vacation to take in all that makes this destination unique. Explore key areas, including Downtown Lakeland and Fussels Corner. Then check out top attractions such as Family Fun Center and Polk Theatre. With a well-planned itinerary, you'll be kept busy with room for some rest time too. Want to travel beyond Lakeland? Consider a day trip or two.

Is it worth booking a vacation package to Lakeland?

Well known for its golfing, walking trails and nature, a Lakeland vacation offers something for everyone. Be sure to check out key sights like Publix Field at Joker Marchant Stadium and Polk Museum of Art, and consider renting a set of wheels for day trips to explore even more.

How to find the best Lakeland package deals?

Use Expedia's filter tool to find some tempting Lakeland package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Lakeland package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.

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

An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels separately. Better still, you can customize your Lakeland getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.

When to book a vacation package to Lakeland?

If you're considering an impromptu Lakeland trip, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find awesome deals on your flights and hotels by booking ahead.

How to plan a trip to Lakeland?

  1. Pick your dates: What you plan to do in Lakeland and your preferred season will help you decide when to get away.
  2. Budget wisely: In addition to the cost of your hotel, you should consider other expenses too. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Lakeland.
  3. Use our trip planning tool to explore Lakeland: Research every part of your trip to Lakeland with this handy planner. Invite your family and friends to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Decide how long to go away for: Now that you're up to speed on Lakeland, you can figure out the ideal length of your break. Create a draft itinerary and allocate enough time to cover everything you want to do.
  5. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a Lakeland vacation package that brings all your bookings together.
  6. Book any activities or day trips: Now to the fun part — locking in everything you want to see and do. Check out some of the best things to do in Lakeland and reserve your tickets early to save time (and maybe some cash too!).

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

Your Lakeland getaway is meant to be an escape from your busy life, not a source of money worries. So to allow you extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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Things to do in and around Lakeland

Lakeland, Florida, is perfect for families seeking outdoor fun and entertainment. Enjoy a variety of activities, including visits to resorts, arena entertainment, and local theaters. Whether you're planning day trips or beach vacations, Lakeland offers a vibrant atmosphere filled with exciting attractions and experiences for everyone. Don't miss the chance to explore this lively destination during your vacation.

Shopping

In Lakeland, you can enjoy shopping at Lakeside Village, Lakeland Square Mall, and Southgate Shopping Center, all offering a mix of entertainment and family-friendly vibes. If you're up for a drive, check out nearby malls for even more options.

Recreation

At Publix Field at Joker Marchant Stadium, enjoy the energetic atmosphere of a live sports event while soaking in the local culture. For a more tranquil experience, visit Big Cypress Golf Club, where you can play a round surrounded by beautiful landscapes. End your day at the historic Polk Theatre, enjoying captivating performances.

Adventure

At Family Fun Center, enjoy an exciting arcadeAdventureZone filled with games for all ages. Try your hand at various activities at Tenoroc Shooting Sports, where you can experience the thrill of shooting. For tennis enthusiasts, Beerman Family Tennis Center offers fantastic courts and a vibrant atmosphere.

Nightlife

For a fun night out in Lakeland, visit Indigo's Family Fun Center, a lively drinking pub about 14 miles away. Enjoy a vibrant atmosphere filled with entertainment and romantic vibes, perfect for unwinding with friends or a special someone.

Find the best attractions in Lakeland

Lakeland, Florida, is perfect for family-friendly, outdoor adventures, offering a mix of urban parks, an aviation museum, and beautiful lakes. Whether you're seeking a city experience or a chance to connect with nature, there's something for everyone. Be sure to enjoy the scenic views of Lakeland as you explore the area's attractions and enjoy quality time with loved ones.

  • RP Funding Center: Experience a vibrant atmosphere at RP Funding Center, where entertainment comes alive. This arena hosts a variety of events, from concerts to family shows, making it a perfect spot for fun and excitement for all ages.
  • The Circle B Bar Reserve: Dive into adventure at The Circle B Bar Reserve, a natural oasis that offers scenic trails, wildlife viewing, and opportunities for hiking and biking. Explore the diverse ecosystems and get up close with Florida's native wildlife.
  • Lake Mirror: Enjoy the serene beauty of Lake Mirror, a picturesque spot ideal for romantic strolls and outdoor relaxation. With its stunning scenery and charming pathways, it's perfect for a leisurely day by the water.

Best time to go to Lakeland

The best time to visit Lakeland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Lakeland falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Lakeland falls in January, visitor numbers are average and weather is mostly sunny with light rain.

Tips to save on your trip to Lakeland

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Lakeland during the low season (September to November) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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