Naples Vacations

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Naples Hotel Deals

Best Western Jacksonville Inn

Best Western Jacksonville Inn

2.5 out of 5
1709 W Morton Ave Jacksonville IL
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $85 total per night from May 26 to May 27
$85 total
May 26 - May 27
Total with taxes and fees
8.4/10 Very Good! (793 reviews)
"The man at the front desk was nice, this was the first time I have ever seen him, but he was friendly. My husband and I work night shift so our sleep schedule is kinda messed up so we were up most of the night and it was quiet even though it was packed no one was loud. Breakfast could have been a ..."

Reviewed on May 23, 2026

Best Western Jacksonville Inn
Hampton Inn Jacksonville

Hampton Inn Jacksonville

2.5 out of 5
1725 W Morton Ave Jacksonville IL
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $113 total per night from Jun 7 to Jun 8
$113 total
Jun 7 - Jun 8
Total with taxes and fees
8.8/10 Excellent! (522 reviews)
"Usually I have high expectations for Hampton Inn's but this one was lacking."

Reviewed on May 18, 2026

Hampton Inn Jacksonville
William Watson Hotel

William Watson Hotel

3 out of 5
105 East Washington Street Pittsfield IL
$77 nightly
The price is $84 total per night from May 26 to May 27
$84 total
May 26 - May 27
Total with taxes and fees
9.2/10 Wonderful! (358 reviews)
"The historic feel, but still maintained well and VERY clean. Staff was nice as well. I really like the upgrades, and hope to try the restaurant next time. Hoping they will start allowing dogs back sometime, if they can sort it out bit still had a great stay."

Reviewed on May 18, 2026

William Watson Hotel
See all 52 properties in Naples
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 Naples Vacation Packages

Naples Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Naples vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Naples costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Naples?
December, January and February are the best times to look for cheap Naples vacation packages. Traveling in less busy periods means you'll typically find reduced prices on accommodations and flights.
How many days is enough for Naples?
With a well-planned schedule, you can easily hit the most popular Naples attractions in a handful of days. But if you want to discover lesser-known spots or go on day trips, think about booking your Naples vacation for longer.
How to find the best Naples package deals?
Use Expedia's filter tool to help you find some of the best Naples package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Naples 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 usually best to book your vacation package well in advance.
Is it cheaper to book a Naples vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays separately. Better still, you can personalize your Naples getaway to match your exact style. 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 Naples?
If you've got your Naples vacation dates confirmed, book early to snap up some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Naples vacation packages?
Your Naples trip should be an escape from your daily routine, not a source of money worries. So to give you that extra flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.