Highland City Holidays from NZ$2,720

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The Latest Highland City Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
per person
20 Sept - 24 Sept
found 9 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
8.4/10 Very Good! (994 reviews)
Clean and close to shopping areas

Reviewed on 22 Jun. 2025

ette hotel

ette hotel

5 out of 5
per person
20 Sept - 24 Sept
found 9 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
9.8/10 Exceptional! (310 reviews)
very friendly helpful staff. nice area with many restaurants and grocery stores around. clean rooms. elegant hotel

Reviewed on 4 Jul. 2025

Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
per person
20 Sept - 24 Sept
found 9 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
9.2/10 Wonderful! (1,142 reviews)
Spacious accommodations near Disney, with some amenities.

Reviewed on 4 Jun. 2025

The Fold Hotels Orlando

The Fold Hotels Orlando

2 out of 5
per person
20 Sept - 24 Sept
found 9 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
No reviews
We loved our stay at this resort. It looks exactly as it is shown in the pictures. The place was clean and everything is new. Also, great location. We would love to come back. Thank you

Reviewed on 24 Jun. 2025

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
per person
20 Sept - 24 Sept
found 9 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
9.4/10 Exceptional! (339 reviews)
so did they go back to school beginning of August last week under the 27th?

Reviewed on 5 Jul. 2025

Highland City Holiday

Our pick of the best Highland City Hotel Deals

Howard Johnson by Wyndham Lakeland
Howard Johnson by Wyndham Lakeland
2.5 out of 5
939 W. Robson St., I-4 Exit 32, Lakeland, FL
Fully refundableReserve now, pay when you stay
The price is NZ$115 per night from 9 July to 10 July
NZ$115
9 July - 10 July
includes taxes & fees
6.2/10 (1,039 reviews)
"They was all awesome"

Reviewed on 3 Jul. 2025

Howard Johnson by Wyndham Lakeland
Staybridge Suites Winter Haven Auburndale by IHG
Staybridge Suites Winter Haven Auburndale by IHG
3 out of 5
305 5th St NW and Avenue D NW, Winter Haven, FL
Fully refundable
The price is NZ$255 per night from 8 July to 9 July
NZ$255
8 July - 9 July
includes taxes & fees
9.6/10 Exceptional! (396 reviews)
"Our Family really enjoy staying at this property. Very clean. Great staff add delicious breakfast."

Reviewed on 1 Jul. 2025

Staybridge Suites Winter Haven Auburndale by IHG
Holiday Inn Winter Haven by IHG
Holiday Inn Winter Haven by IHG
3 out of 5
200 Cypress Gardens Boulevard, Winter Haven, FL
Fully refundable
The price is NZ$200 per night from 20 July to 21 July
NZ$200
20 July - 21 July
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Everything nice"

Reviewed on 5 Jul. 2025

Holiday Inn Winter Haven by IHG
See all 1,461 properties in Highland City
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.

Discover the most popular places to visit in Highland City

Lake Mirror

Lake Mirror

Commune with nature and explore the great outdoors at Lake Mirror during your travels in Lakeland. Stroll along the lakeside or attend a sporting event in this family-friendly area.

Lake Mirror
Polk Museum of Art

Polk Museum of Art

You can spend time studying the exhibits at Polk Museum of Art during your travels in Lakeland. Stroll along the lakeside or attend a sporting event in this family-friendly area.

Polk Museum of Art

RP Funding Center

You can enjoy a show at RP Funding Center during your stay in Lakeland. Amble around the area's lakeside or attend a sporting event.

RP Funding Center

What to do in Highland City

Playground

Dinosaur World Theme Park

NZ$45
per adult
Dinosaur World Theme Park
Ladies Luncheon Pontoon Tour

Ladies Luncheon Pontoon Tour (Gentleman welcome)

NZ$166
per adult
Ladies Luncheon Pontoon Tour (Gentleman welcome)
See all activities in Highland City

Frequently asked questions

How much does a Highland City holiday package cost?
Offering great value package deals from NZ$2,720 on Expedia, you'll be pleasantly surprised at how much a holiday to Highland City costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Highland City?
January, February and August are great times to search for cheap Highland City holiday packages. Travelling in quieter periods means you can generally find reduced prices on accommodation and flights.
How many days is enough for Highland City?
The ideal duration for your Highland City holiday depends on what you'd like to see. Usually, a few days to a week will give you enough time to hit all the main attractions and discover some hidden gems along the way.
How to find the best Highland City package deals?
Start your search for a Highland City package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Highland City package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Highland City adventure off to a flying start.
Is it cheaper to book a Highland City holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking hotels and flights separately. Better still, you can tailor your Highland City escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Highland City?
If you're planning an impromptu Highland City adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Highland City?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Highland City.
  2. Plan your budget wisely: Besides the cost of your stay, you'll need to factor in other expenses. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that may come up during your trip to Highland City.
  3. Decide how long to go away for: Now that you're more familiar with Highland City, you can figure out the right length of your break. Pull together a rough plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your accommodation and airfare: Once you've settled on your travel dates and duration, book the ideal Highland City holiday package for you.

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