Naples Vacations
Book a Hotel + Flight or Car together to unlock savings
Find the Best Naples Vacation Packages
Naples Hotel Deals
Oxford Casino Hotel
777 Casino Way Oxford ME
Fully refundableReserve now, pay when you stay
NT$3,788
NT$4,129 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (1,012 reviews)
"Room.was.specious"
Reviewed on 2026/8/25
The Poland Spring Resort
640 Maine Street Poland ME
NT$4,728
NT$5,154 total
Aug 27 - Aug 28
includes taxes & fees
8/10 Very Good! (862 reviews)
"They were helpful letting us get keys early enough to go to event and for multiple rooms. It was very clean and quiet."
Reviewed on 2026/8/23
Dormir
965 Roosevelt Trail Windham ME
Fully refundableReserve now, pay when you stay
NT$6,625
NT$7,221 total
Aug 27 - Aug 28
includes taxes & fees
9/10 Wonderful! (1,020 reviews)
"Love this hotel! Always clean! Great sized rooms and breakfast is a nice added touch"
Reviewed on 2026/8/25
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.
Stay near popular Naples attractions
Trickey Pond
Trickey Pond dazzles with extraordinary water clarity reaching depths of 33 feet, among Maine's clearest lakes. Glide across its pristine surface while listening for loons' haunting calls in this motorized craft-free sanctuary.
Brandy Pond
10.0/10 (2 reviews)
Brandy Pond connects Long Lake to Sebago Lake, offering 40 miles of pristine navigable waterways in Naples, Maine. Rent a boat from local marinas to explore its serene waters and enjoy waterfront dining.
Sebago Cove
10.0/10 (1 review)
This tranquil Sebago Lake inlet offers serene waters perfect for kayaking and paddleboarding. Rent a watercraft to explore at your own pace while enjoying the peaceful atmosphere away from busier lake areas.
Frequently asked questions
How much does a Naples vacation package cost?
You'll find cheap prices on Expedia for your Naples getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Naples costs.
What are the cheapest months to go to Naples?
If you're looking to snag a cheap Naples vacation package, consider visiting in November, December and January. You're likely to find better rates on flights and hotels during these months — ideal for travelers wishing to save money.
How many days is enough for Naples?
Generally, a few days is great for a Naples vacation. With a well-organized schedule, you can check out all the major sights like Sebago Cove, as well as discover some hidden treasures along the way.
Is it worth booking a vacation package to Naples?
It's no wonder a Naples vacation is on the must-do list of many travelers. Popular attractions like Brandy Pond are just the beginning of things to keep you busy here.
How to find the best Naples package deals?
Use Expedia's filters to find some great Naples package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Naples package deals in the low season. Play around with your travel dates and you may land even bigger 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 Naples vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and hotels separately. Better still, you can tailor your Naples escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Naples?
Enjoy incredible discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Naples escape.
How to plan a trip to Naples?
- Pick the ideal time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to visit Naples.
- Calculate your budget: Ensure you have enough money to cover everything from dining out and transportation to activities and airfares. Your hotel will likely be the biggest expense during your trip to Naples.
- Decide how long to go for: Now that you know more about Naples, you can figure out the right length of your vacation. Create a draft plan and allocate enough time to get through everything on your must-do list.
- Combine your accommodations and airfare: Once you've nailed down your dates and duration, lock in the perfect Naples vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
