Naples Vacation Packages

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Your Naples Vacation

Spend less time travel planning and more time having awesome adventures with a Naples vacation package. The neighborhood of Bristol Hills, which is great for camping and hiking, makes a fantastic base for your city escape. If your trip to Naples includes some sightseeing, take in major attractions such as Inspire Moore Winery and Vineyard, Conklin Gully and Hunt Hollow. Check out Expedia's wide range of travel options and begin planning your dream vacation to Naples now.

Top Naples Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Lenox Hotel and Suites

Lenox Hotel and Suites

Downtown Buffalo
CA $1,204
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Buffalo (BUF)
8.4/10 Very good! (84 reviews)
The Richardson Hotel

The Richardson Hotel

Elmwood Bidwell
CA $1,746
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Buffalo (BUF)
9/10 Wonderful! (1,000 reviews)
We heard about this property from friends. The fact that they repurposed the old State Insane Asylum was unique, but they have turned it into a wonderful property and preserved the memories of many of the patients who stayed there! We loved it. Also the breakfast was moderately priced and excellent quality.

Reviewed on Sep 11, 2026

Hyatt Regency Buffalo / Hotel and Conference Center

Hyatt Regency Buffalo / Hotel and Conference Center

Downtown Buffalo
CA $1,417
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Buffalo (BUF)
8.2/10 Very good! (1,811 reviews)
I really enjoyed my stay at the Hyatt Regency. Coming from Canada, I was a little apprehensive about the local reception. Everyone was very kind and helpful. The hotel is extremely well located, Make sure you explore the area right outside the back door before going elsewhere as there are a no of very nice pubs, breakfast places and restaurants within steps. I only discovered this on my last day. Nearby, the International market was interesting with its culinary choices and it has a huge bar. The theater district looked amazing but the season hadn't started. Will return for this. Had breakfast at the Streetside Brasserie - it is a happening place. Right behind the hotel is a delightful plaza with some old, historic buildings. The hotel itself has an expansive, glass roofed lobby area, and a great pub - also a Starbucks inside. The staff are very patient, especially the people at the front desk - the valets are nice too. The room was huge - much bigger than what I expected. Adam's market nearby has beer. The liquor store is a drive. I really liked Buffalo. It is a small but charming town. Lots of good places to eat. More like a relaxed, easy vacation spot. The theater district looked amazing. Cananduigua is a short drive but it was not as nice as places in Canada, honestly. The pizza place (Coho) was a high point though. Enough with the tariffs and the ridiculuous renaming of places just to spite us. Places like this would be a lot ore visited by us without this.

Reviewed on Sep 11, 2026

Niagara Crossing Hotel & Spa

Niagara Crossing Hotel & Spa

CA $1,261
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Buffalo (BUF)
9/10 Wonderful! (1,800 reviews)
Aloft by Marriott Buffalo Airport

Aloft by Marriott Buffalo Airport

CA $1,622
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Buffalo (BUF)
8/10 Very good! (1,003 reviews)
I was charge the night double when I had already paid only. When I got there they ask for a credit card for deposit but instead of charging only deposit they charge the full night again even it has been paid online in full.

Reviewed on Sep 11, 2026

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Naples Hotel Deals

41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lake Front Blvd Geneva NY
Fully refundableReserve now, pay when you stay
CA $197
CA $224 total
Sep 27 - Sep 28
includes taxes & fees
41 Lakefront Hotel, Trademark Collection By Wyndham
The Lake House on Canandaigua

The Lake House on Canandaigua

770 South Main Street Canandaigua NY
Fully refundableReserve now, pay when you stay
CA $435
CA $554 total
Oct 1 - Oct 2
includes taxes & fees
The Lake House on Canandaigua
Best Western Plus Victor Inn & Suites

Best Western Plus Victor Inn & Suites

7449 State Route 96 Victor NY
Fully refundableReserve now, pay when you stay
CA $141
CA $156 total
Oct 12 - Oct 13
includes taxes & fees
Best Western Plus Victor Inn & Suites
See all 1,593 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.

Stay near popular Naples attractions

A scenic view of a valley with autumn foliage, a small house, and distant hills.

Ontario County Park at Gannett Hill

9.0/10 (2 reviews)
Explore the great outdoors at Ontario County Park at Gannett Hill, a lovely green space in Naples. Amble around this relaxing area's lakeside, or seek out the hiking trails.
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A rocky shoreline with water and moss.
Photo by Stephanie Garling

Grimes Glen

8.0/10 (3 reviews)
Commune with nature and explore the great outdoors at Grimes Glen during your travels in Naples. Amble around this relaxing area's lakeside, or seek out the hiking trails.
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A golf course with a person walking on the green, surrounded by trees and under a cloudy sky.
Photo by Jay Sothoron

Reservoir Creek Golf Course

8.0/10 (3 reviews)
Enjoy a round of golf in Naples at Reservoir Creek Golf Course. Amble around this relaxing area's lakeside, or seek out the hiking trails.
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Cumming Nature Center

9.2/10 (5 reviews)
Explore the great outdoors at Cumming Nature Center, a lovely green space in Naples. Amble around this relaxing area's lakeside, or seek out the hiking trails.
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Inspire Moore Winery and Vineyard

9.0/10 (4 reviews)
You can enjoy a tasting or tour at Inspire Moore Winery and Vineyard during your travels to Naples. Wander the lakeside and forest in this relaxing area.
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Hunt Hollow

9.4/10 (8 reviews)
Hit the slopes in Naples with a visit to Hunt Hollow. Stroll along this relaxing area's lakeside, or simply enjoy its wineries.
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Bristol Valley Theater

9.0/10 (2 reviews)
You can enjoy a show at Bristol Valley Theater during your trip to Naples. Stroll along this relaxing area's lakeside, or simply enjoy its wineries.
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Majestic Hills Golf Course

Enjoy a round of golf in Naples at Majestic Hills Golf Course. Amble around this relaxing area's lakeside and enjoy its top-notch restaurants.
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What to do in Naples

Keuka Lake Wine Tour - Customizable

Keuka Lake Wine Tour - Customizable

CA $545
per traveller
Keuka Lake Wine Tour - Customizable
Canandaigua Lake Wine Tour - Customizable

Canandaigua Lake Wine Tour - Customizable

CA $545
per traveller
Canandaigua Lake Wine Tour - Customizable
Seneca Lake Wine Tour - Customizable

Seneca Lake Wine Tour - Customizable

CA $545
per traveller
Seneca Lake Wine Tour - Customizable
See all activities in Naples

Frequently asked questions

How much does a Naples vacation package cost?
Offering excellent value package deals from CA $1,204 on Expedia, you'll be surprised at how little a vacation to Naples costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Naples?
January, March and November are the best times to search for cheap Naples vacation packages. Choosing to travel in less busy months means you can typically find lower prices on hotels and flights.
How many days is enough for Naples?
Generally, a handful of days is ideal for a Naples vacation. With a well-organized schedule, you can check out all the popular attractions including Hunt Hollow, as well as discover some hidden gems along the way.
Is it worth booking a vacation package to Naples?
Popular for its nature, family-friendly attractions and views, a Naples vacation is a hit with all kinds of visitors. Be sure to visit top sights like Grimes Glen and Reservoir Creek Golf Course, and consider renting a car for day trips to discover even more.
How to find the best Naples package deals?
Begin your search for a Naples package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Naples package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Naples escape off to a flying start.
Is it cheaper to book a Naples vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component individually. And you'll still get the freedom to create a tailored Naples vacation by choosing your favourite accommodation type, airline and car class.
How to plan a trip to Naples?
  1. Pick your travel dates: The things you'd like to do in Naples and your preferred season will help you decide when to travel.
  2. Set your budget: Consider expenses like food, flights and transportation when calculating how much to save for your trip to Naples. Then, pick a property that works with your budget, whether that's a low-cost stay or a swankier retreat.
  3. Set the duration of your trip: Start by compiling a list of the activities and attractions you'd like to get to in Naples. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your accommodations and airfare: After you've nailed down your trip dates and duration, lock in the right Naples vacation package for you.

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