A gazebo on a pier extending over a calm lake at sunset.

Dundee Vacations from $366

Book a Hotel + Flight or Car together to unlock savings

Your Dundee Vacation

With a Dundee vacation package, uncovering the best of this coastal city is easy. From its lively atmosphere and cosmopolitan vibe to its cultural experiences, this destination has something for everyone to enjoy. Make your trip to Dundee even more enjoyable by going sightseeing. LEGOLAND® Florida, Eagle Ridge Mall and Willowbrook Golf Course are some of the big attractions you'll want to explore. Stop dreaming and start adventuring. Explore the range of options on Expedia today and finally put your Dundee vacation plans into action!

The Latest Dundee Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 10 - Jan 16

    Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort + Flight

    Kissimmee
    6 nights
    2.0 star property
    9.0/10 - Wonderful (4,081 reviews)
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - PSM • Nonstop
    $834
    $366
    per traveler
    found 1 day ago
    Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort
  • Jan 10 - Jan 16

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    6 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - PSM • Nonstop
    $1,801
    $782
    per traveler
    found 1 day ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark
  • Jan 10 - Jan 16

    The Delaney Hotel + Flight

    South Orange
    6 nights
    3.5 star property
    9.6/10 - Exceptional (1,242 reviews)
    "Amazing staff and hotel and the food in the restaurant was a hit too! Spent my birthday weekend here and I'm glad I did!"
    Reviewed November 4, 2026
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - PSM • Nonstop
    $1,196
    $581
    per traveler
    found 1 day ago
    The Delaney Hotel
  • Jan 24 - Jan 28

    Westgate Cocoa Beach Resort + Flight

    Cocoa Beach
    4 nights
    4.0 star property
    8.6/10 - Excellent (577 reviews)
    "Great place!"
    Reviewed November 2, 2026
    Roundtrip • New York (NYC) - Orlando (MCO)
    LGA - MCO • Nonstop MCO - LGA • Nonstop
    $1,050
    $540
    per traveler
    found 1 day ago
    Westgate Cocoa Beach Resort
  • Jan 17 - Jan 23

    Westgate Towers Resort + Flight

    Kissimmee
    6 nights
    3.5 star property
    8.6/10 - Excellent (1,001 reviews)
    "La limpieza fue excelente"
    Reviewed October 28, 2026
    Roundtrip • New York (EWR) - Orlando (MCO)
    EWR - MCO • Nonstop MCO - EWR • Nonstop
    $747
    $384
    per traveler
    found 1 day ago
    Westgate Towers Resort

Where to stay near Dundee

Dundee, Florida, offers a delightful blend of family-friendly activities and outdoor adventures. Explore the charming Dundee city center and nearby Haines City for a relaxing atmosphere, budget-friendly options, and top choices for entertainment. Experience the warm vibes of this inviting corner of the United States.

Lake Hamilton

Discover Lake Hamilton, a welcoming destination perfectly suited for families and nature lovers seeking adventure and budget-friendly options. This charming village offers easy access to exciting attractions like LEGOLAND® Florida, Peppa Pig Theme Park, and the serene Bok Tower Gardens, ensuring a memorable stay. Located about 2 miles by car from Dundee, Lake Hamilton is an ideal base for exploring the area's seasonal activities while enjoying the beauty of the outdoors. Choosing Lake Hamilton for your vacation provides a delightful blend of relaxation and entertainment.

Davenport

Experience the charm of Davenport, an excellent hub for family and adventure travelers eager to explore vibrant attractions such as Walt Disney World® Resort and LEGOLAND® Florida, both just a short drive away. With its mix of entertainment and outdoor activities, Davenport offers something for everyone, including the scenic ChampionsGate Golf Club. Located about 11 miles by car from Dundee, this city is a smart choice for your vacation, providing easy access to unforgettable experiences.

Waverly

Families and outdoor enthusiasts will love Waverly, known for its charming blend of natural beauty and entertainment. With attractions like LEGOLAND® Florida and the Peppa Pig Theme Park, there's no shortage of fun for all ages. The scenic Bok Tower Gardens adds a touch of tranquility to your visit. Just about a 3-mile drive from Dundee, Waverly provides easy access to these delights while offering budget-friendly accommodations. Choosing Waverly for your stay ensures a memorable and convenient vacation experience.

Winter Haven

Winter Haven stands out as a prime spot for families and adventure seekers interested in a fun-filled vacation. Known for its exciting attractions, Winter Haven offers easy access to LEGOLAND® Florida and Peppa Pig Theme Park Florida, perfect for creating unforgettable memories. Outdoor enthusiasts can enjoy the scenic Auburndale City Park, while shoppers can explore local retail hotspots. Located about 7 miles by car from Dundee, Winter Haven is an ideal choice for a delightful stay, combining excitement with affordability.

Cypress Gardens

Looking for the perfect spot? Cypress Gardens is ideal for family and budget-conscious travelers seeking outdoor adventures. With attractions like LEGOLAND® Florida and Peppa Pig Theme Park, there's fun for all ages, while the serene Bok Tower Gardens offers a touch of nature. Located about 5 miles by car from Dundee, Cypress Gardens serves as a convenient base, allowing easy access to exciting activities and local landmarks. Choosing Cypress Gardens for your stay ensures a memorable vacation experience.

What to do in Dundee

Dundee 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

What is the best time to go to Dundee?

The best time to go for a Dundee vacation package is December through February, when winters are mild, with daytime highs typically in the 70s Fahrenheit and lows in the 50s Fahrenheit. While these months are popular, summer (June through August) brings hot and humid conditions with frequent thunderstorms.

How can I save money on a Dundee vacation package?

When you bundle, you can save up to 30%*. To save money on a Dundee package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What are the top things to do in Dundee?

Dundee, United States of America, is an outdoor and nature destination known for its family-friendly attractions. A Dundee vacation offers a variety of activities:


Browse and book things to do in Dundee on Expedia.

Do you need to rent a car in Dundee, or is public transport enough?

For Dundee vacation packages with flights, a rental car is highly recommended for getting around. Dundee is an outdoor and nature destination, and its attractions are spread out. Many of Dundee's popular attractions, such as LEGOLAND® Florida (about 8 miles away) and Bok Tower Gardens (about 5 miles away), are spread out, making a car essential for convenient access. Major roads like US 27 and SR 17 provide easy routes to explore the area, including nearby Lake Wales and Winter Haven. Arranging a rental car offers the most flexibility.

Can I change or cancel my Dundee vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Dundee vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

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

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Dundee vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Dundee?

To find last-minute vacation packages to Dundee, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Dundee vacation packages?

Free cancellation on a Dundee vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Dundee vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Dundee getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Dundee vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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