Highland City Vacations from $303

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Your Highland City Vacation

With plenty of highlights as well as some hidden gems, this city is best explored with a Highland City vacation package. Find a place to stay in Downtown Lakeland, which is good for shopping, bars and pubs and cafes. A trip to Highland City is a great opportunity to do a bit of sightseeing. Check out big-name attractions such as The Circle B Bar Reserve, The Club at Eaglebrooke and Horney Park. Check out Expedia's wide range of travel options and start organizing your ultimate vacation to Highland City today.

The Latest Highland City vacation packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $753, price is now $303 per person
$303
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,145 reviews)
I never leave reviews, but this place deserves one. It was so clean and employees were so nice. Breakfast was good and a breeze, and lasted all the way til 930 which most places do not do. I’ll definitely be staying here again next time.

Reviewed on Dec 11, 2025

Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Price was $1,558, price is now $582 per person
$582
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
No reviews
Residence Inn by Marriott Daytona Beach Oceanfront

Residence Inn by Marriott Daytona Beach Oceanfront

3 out of 5
Price was $1,423, price is now $542 per person
$542
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
The outside of the building could use some tlc but inside was clean and updated. Staff was attentive, polite, & helpful. Breakfast was surprisingly better than I anticipated with hot options outside of the traditional continental options. Furniture around pool was pressure washed every morning and plentiful. There are no seating options for the beach however we would definitely stay here again.

Reviewed on Nov 30, 2025

The Shores Resort & Spa

The Shores Resort & Spa

4 out of 5
Price was $998, price is now $427 per person
$427
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (1,681 reviews)
The room, hallways everywhere was clean and smelled wonderful. From the minute, I arrived until I left on the second day all employees were quick to assist very pleasant very professional. This was a very relaxing stay I will definitely be back.

Reviewed on Dec 12, 2025

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $2,184, price is now $993 per person
$993
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (500 reviews)
No Beach view but beach is an10m walk so not too bad. Beach chairs falling apart. The pools and tiki bar were awesome. The two room suite was okay and for the most part pretty clean. But there were some dead bugs which is not what I expected for the price point.

Reviewed on Nov 6, 2025

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Discover the most popular places to visit in Highland City

Located downtown Lakeland, enjoyed the walk with my loves.

Lake Mirror

4.5/5(34 reviews)

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
This place is famous for its huge gators. I've been there several times and have always seen some. This guy, however, is an exceptionally large dude. I cut my hike short and let him sit in the sun.

The Circle B Bar Reserve

4.5/5(7 reviews)

Explore the great outdoors at The Circle B Bar Reserve, a lovely green space in Lakeland. Check out the shops and top-notch restaurants in this family-friendly area.

The Circle B Bar Reserve
If you’re ever stuck on I-4 between Orlando and Tampa, just need a driving break or simply are in need of some #culture, take exit 31 and head over to this little gem of a museum #polkmuseumofart. It’s open 10a-5p and it’s FREE!! You won’t regret it! #lakeland #visitcentralflorida #florida #sunshinestate #museums #art #architecture #photography

Polk Museum of Art

4/5(30 reviews)

You can spend time exploring the galleries in 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

Highland City Hotel Deals

La Quinta Inn & Suites by Wyndham Lakeland West

La Quinta Inn & Suites by Wyndham Lakeland West

3 out of 5
1024 Lakeland Park Center Drive Lakeland FL
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $81 total per night from Dec 14 to Dec 15
$81 total
Dec 14 - Dec 15
Total with taxes and fees
7/10 Good! (1,015 reviews)
Updated rooms. Needs to update furniture. Good breakfast.

Reviewed on Dec 10, 2025

La Quinta Inn & Suites by Wyndham Lakeland West
Comfort Inn & Suites Lakeland North I-4

Comfort Inn & Suites Lakeland North I-4

2.5 out of 5
3520 N Hwy 98 Lakeland FL
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $106 total per night from Dec 14 to Dec 15
$106 total
Dec 14 - Dec 15
Total with taxes and fees
8.6/10 Excellent! (603 reviews)
Staff friendly, room was on front of hotel close to road. Lots of road noise.

Reviewed on Dec 10, 2025

Comfort Inn & Suites Lakeland North I-4
Days Inn & Suites by Wyndham Lakeland

Days Inn & Suites by Wyndham Lakeland

2.5 out of 5
4502 N Socrum Loop Rd Lakeland FL
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $82 total per night from Jan 4 to Jan 5
$82 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.4/10 Very Good! (107 reviews)
Room was clean

Reviewed on Dec 4, 2025

Days Inn & Suites by Wyndham Lakeland
See all 1,473 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.

Find the Best Highland City Vacation Packages

Highland City Essential Information

Language
English
Currency
U.S dollars
Population
10,800
Top Sights
Sun N Fun Air Museum, Florida Air Museum and Polk Museum of Art

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Frequently asked questions

How much does a Highland City vacation package cost?
Offering great value package deals from $303 on Expedia, you'll be pleasantly surprised at how much a vacation 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?
You can generally find lower prices and better availability in May, June and July. Check out our cheap Highland City vacation packages and you could land some great off-season discounts.
How many days is enough for Highland City?
With a well-planned schedule, you can easily tick off the top Highland City attractions in a few days. But if you'd like to discover hidden gems or take day trips, consider booking your Highland City vacation for longer.
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 vacation as a package?
An Expedia vacation 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 vacation 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.
Does Expedia offer Book Now, Pay Later Highland City vacation packages?
Secure your dream trip to Highland City with Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait for payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily budget for your trip and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.