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

2.5 out of 5
Downtown Buffalo
Price was CA $1,582, price is now CA $1,250 per person
CA $1,250
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Buffalo (BUF)
8.4/10 Very good! (120 reviews)
Kind amd helpful staff. It appears that many of the rooms are actually rented as long-term apartments so does not seem to operate fully as a hotel. Older hotel that could be renovated and maintained into something special but not there yet.

Reviewed on Oct 27, 2026

The Richardson Hotel

The Richardson Hotel

3.5 out of 5
Elmwood Bidwell
Price was CA $2,236, price is now CA $1,643 per person
CA $1,643
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Buffalo (BUF)
9/10 Wonderful! (1,000 reviews)
One of the most beautiful properties I have every visited. Wide hallways, high ceilings, beautiful art, and a cheerful staff. Highly recommended.

Reviewed on Oct 27, 2026

Holiday Inn Express Hotel & Suites Hamburg by IHG

Holiday Inn Express Hotel & Suites Hamburg by IHG

2.5 out of 5
Price was CA $1,836, price is now CA $1,463 per person
CA $1,463
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Buffalo (BUF)
8.6/10 Excellent! (1,004 reviews)
The staff are always pleasant. The breakfast area is very clean with a nice variety of choices. The coffee is very good. Our room is clean & everything was in working order. Beds are very high so if you are tiny they do provide step stools.

Reviewed on Oct 26, 2026

The Mansion On Delaware Ave

The Mansion On Delaware Ave

4 out of 5
Downtown Buffalo
Price was CA $2,412, price is now CA $2,002 per person
CA $2,002
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Buffalo (BUF)
9.4/10 Exceptional! (1,001 reviews)
Clean room

Reviewed on Oct 26, 2026

Holiday Inn Express Cheektowaga North East by IHG

Holiday Inn Express Cheektowaga North East by IHG

2.5 out of 5
Price was CA $1,519, price is now CA $1,264 per person
CA $1,264
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Buffalo (BUF)
8.6/10 Excellent! (1,478 reviews)
Clean, Quiet & very Conveniently located to Downtown, Highmark Stadium & the Airport … Thank you!

Reviewed on Oct 27, 2026

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Naples Hotel Deals

41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham

3 out of 5
41 Lake Front Blvd Geneva NY
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Nov 1 to Nov 2
CA $152
CA $172 total
Nov 1 - Nov 2
includes taxes & fees
8/10 Very good! (1,265 reviews)
"A good hotel in a nice location. Room was clean. Price reasonable. A little noisy. Stay away from elevators and the pool."

Reviewed on Oct 26, 2026

41 Lakefront Hotel, Trademark Collection By Wyndham
The Lake House on Canandaigua

The Lake House on Canandaigua

4.5 out of 5
770 South Main Street Canandaigua NY
The price is CA $358 per night from Nov 15 to Nov 16
CA $358
CA $467 total
Nov 15 - Nov 16
includes taxes & fees
9.4/10 Exceptional! (609 reviews)
"The property and rooms are absolutely stunning, think upscale, boutique Nantucket vibes with pockets of ‘old money’ feels. Everything was clean, the lobby and each ‘cabin’ smells phenomenal. The kind of trip you take and think, ‘wow I need to work harder so I can come to places like this more often’. ..."

Reviewed on Oct 25, 2026

The Lake House on Canandaigua
Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region

3 out of 5
124 Elm St Penn Yan NY
Fully refundableReserve now, pay when you stay
The price is CA $108 per night from Nov 8 to Nov 9
CA $108
CA $121 total
Nov 8 - Nov 9
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Everything was great. Just wished there had been a hot tub."

Reviewed on Oct 27, 2026

Microtel by Wyndham Penn Yan Finger Lakes Region
See all 1,560 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.
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Stay near popular Naples attractions

A rocky shoreline with water and moss.
Photo by Stephanie Garling
Open 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.
See properties

Frequently asked questions

How much does a Naples vacation package cost?
Offering excellent value package deals from CA $1,250 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.