A Travel Price Comparison for United States of America Naples vs. Winston-Salem for Food, Families, Couples, and Attractions

Should you visit Naples or Winston-Salem?

Which is cheaper to visit? Which is more expensive for vacation?

Trying to figure out where to travel next? This travel comparison between Naples and Winston-Salem can help. It includes a travel cost comparison in addition to other factors. For many travelers, the cost of a destination is a primary consideration when choosing where to go.

Naples

Naples is a nature-filled, relaxing, and peaceful beach town. It offers plenty of beauty for visitors. Other popular activities here include shopping, museums, and nightlife.

Winston-Salem

Winston-Salem is a friendly, under-rated, and welcoming city. It's also popular because of the food, shopping, and museums.

Naples and Winston-Salem: Pros and Cons

Pros
  • Popular museums and historical sights
  • Active nightlife
  • Nice resorts
  • Good scuba and snorkeling destination
  • Popular beach
  • Good for hiking
  • Family-friendly
  • Good for couples and romance
  • Good for backpackers and budget travelers
Pros
  • Popular museums and historical sights
  • Active nightlife
  • Scenic old town
  • Family-friendly
  • Good for students
Things to Consider
  • Less popular with couples
  • Less popular with backpackers


Is there more to do in Naples or Winston-Salem?

Travelers will usually find more to do in Naples. Although Naples and Winston-Salem are popular destinations, Naples has more sights and attractions for tourists. Naples is very popular for its food, resorts, scuba diving & snorkeling, beaches, hiking, and impressive beauty, while Winston-Salem attracts visitors for its historical sights. Naples is more touristy than Winston-Salem and is popular for its white sand, blue water, water sports, and golf resorts. It is also well known for Naples Pier and the miles of sandy beach. Winston-Salem is famous for it's southern character and quaint college campuses.

How is Naples different from Winston-Salem?

Which is Better for a Holiday?

Let's take a look at the differences and similarities between Winston-Salem and Naples. Then, you can decide for yourself which place is better for your next trip.

Are the Museums and Historical Sights Better in Naples or Winston-Salem?

Naples
Winston-Salem

You'll find a number of nice museums and attractions in both Winston-Salem and Naples.

If you're looking for an educational opportunity, there are a decent number of museums and historical sights around Naples. While most visitors spend most of their time at the beach, on a rainy day you can check out the town's art museums, history museums, or local spots such as the Palm Cottage.

Winston-Salem is a good place to visit if you're interested in museums or other recognizable sights. Old Salem has a nice concentration of museums and gardens. Outside of the old town you'll find several art museums like the Museum of Early Southern Decorative Arts and the Reynolda House Museum of American Art.


Is the Food Better in Naples or Winston-Salem? Which Destination has the Best Restaurants?

Naples
Winston-Salem

Naples is notable for its local cuisine and restaurants. Also, Winston-Salem is not as famous, but is still a good city to visit for its restaurants.

Dining out in Naples is an experience not to be missed. Seafood is a favorite around town, but you'll also find plenty of Italian food. Everything from casual to fine dining is available with many local favorites to choose from.

There are plenty of up and coming restaurants around Winston-Salem. North Carolina barbecue is popular around town. The city is also the birthplace of Krispy Kreme donuts and during the holiday season you should sample the local Moravian Cookies.

Is Naples or Winston-Salem Better for Nightlife?

Naples
Winston-Salem

Both Naples and Winston-Salem have nice vibes after the sun sets.

With a handful of venues, visitors can find a fairly lively vibe in Naples. There are live music venues, cocktail bars, and dance clubs around town.

Winston-Salem has an active nightlife scene for those who seek it out. Local breweries are popping up around town. You'll also find active nightlife venues near the colleges and universities.

Is Naples or Winston-Salem Better for Resorts?

Naples
Winston-Salem

Naples is notable for its resorts. However, Winston-Salem is not a resort destination.

Naples is known as a popular and fun resort destination. There are luxury resorts, family-friendly hotels, and a range of prices to choose from. Most have pools and many have oceanfront views with golf facilities available. Many of the major brands such as Marriott are found here.

Winston-Salem is not a resort destination.


Is Naples or Winston-Salem Better for Scuba Diving and Snorkeling?

Naples
Winston-Salem

Naples is a popular place for snorkeling and scuba diving. However, Winston-Salem is not a scuba or snorkeling destination.

Naples has a few good snorkeling spots. Snorkeling and scuba diving are both available in the area, in part because of the impressive artificial reefs that have been constructed. Snorkeling is available at Tigertail Beach, Clam Pass, and Delnor-Wiggins Pass State Park.

Winston-Salem is not a scuba or snorkeling destination.

Is Naples or Winston-Salem Better for Beaches?

Naples
Winston-Salem

Naples is renowned for the beach. However, Winston-Salem is not a beach destination.

Travelers come from around the world to visit the beaches in Naples. White sand beaches and calm Gulf waters make this an ideal beach destination. Delnor-Wiggins Pass State Park is a favorite beach spot in the area, but you should also check out Naples Municipal Beach which is where you'll find the Naples Pier. If you want a more natural setting, head to Barefoot Beach Preserve County Park.

Winston-Salem is not a beach destination.

Is Naples or Winston-Salem Better for its Old Town?

Naples
Winston-Salem

Winston-Salem is a city with good options for its historic old town charm. However, Naples does not have a historic old town.

Winston-Salem has an old town worth visiting. Nearby Old Salem is filled with historic museums, gardens, and restaurants. A ticket is required for most of the venues, but the atmosphere and architecture are charming.

Naples does not have a historic old town.


Is Naples or Winston-Salem Better for Hiking?

Naples
Winston-Salem

Naples is a popular place for the nearby hiking options. However, Winston-Salem is not a hiking destination.

Naples is a good destination for hiking. The area is filled with state parks and nature reserves where you can explore and enjoy a scenic hike. There are also greenways and coastal paths nearby.

Winston-Salem is not a hiking destination.

Is the Shopping Better in Naples or Winston-Salem?

Naples
Winston-Salem

Shoppers can find a variety of nice stores in both Naples and Winston-Salem.

Naples has a variety of shopping areas worth visiting. You'll find shopping centers, outlet malls, and plenty of retail space around town. Some of the favorite shopping spots are the Mercato, Coastland Center, and Waterside Shops. For souvenirs and beach items head to Tin City Waterfront Shops.

Winston-Salem is a great destination for shopping. You'll find a mix of larger shopping malls, retail outlets, and shopping centers around town.

Is Naples or Winston-Salem Better for Families?

Naples
Winston-Salem

Naples is notable for its family-friendly activities. Also, Winston-Salem is not as famous, but is still a good city to visit for its kid-friendly activities.

Naples is known to be a very family-friendly place to visit. You'll find relaxing beaches, nice parks, plenty of playgrounds, and even the Golisano Childrens Museum for rainy days. There are also nature centers with great walks as well as gardens and wildlife viewpoints.

Winston-Salem is a family-friendly beach town. There are interactive museums like the Kaleideum science museums. There are also outdoor parks and playgrounds, kid-friendly restaurants, and a children's theater.


Is Naples or Winston-Salem Better for Couples?

Naples
Winston-Salem

Naples is notable for couples. However, Winston-Salem is a mediocre city for romance.

Naples is a very popular place to visit for couples. Beautiful beaches and relaxing spas make this a favorite couples destination. Golf, high end restaurants and plenty of romantic activities will ensure you have the anniversary trip or honeymoon to remember.

Winston-Salem is not the best destination for a couple to visit. There are restaurants and movie theaters that make for a nice date night. There are also parks and walks that will get you outdoors.

Is Naples or Winston-Salem Better for Backpackers and Budget Travelers?

Naples
Winston-Salem

Naples is a popular place for backpackers. However, Winston-Salem is a mediocre city for backpackers and budget travelers.

Plenty of budget travelers visit Naples. There's a hostel or two in the area as well as cheaper accommodation than other parts of Florida.

Winston-Salem is not the best destination for backpackers and budget travelers due to its high prices. It's not on the itinerary for most backpackers.

Is Naples or Winston-Salem Better for Students?

Naples
Winston-Salem

Winston-Salem is a city with good options for its student-friendly activities. However, Naples is not popular with students.

Plenty of students visit Winston-Salem. Wake Forest University as well as colleges such as Salem College give parts of the city a collegiate vibe.

Naples is not popular with students.


Is Naples or Winston-Salem Better for Public Transit? Which Is Easier to Get Around Without a Car?

Naples
Winston-Salem

Visitors will find reasonable public transit in both Naples and Winston-Salem.

Public transit is mostly limited in Naples. There's a trolley system as well as a public bus system.

Public transit is generally limited in Winston-Salem. There are bus routes, but they are limited in their frequency and convenience, making a car essential for most visitors.

Is Naples or Winston-Salem a more walkable city?

Naples
Winston-Salem

Naples is a popular place for its ease of walking around. However, Winston-Salem is a mediocre city for its walkability.

Naples is a somewhat walkable beach town. The downtown area is relatively walkable, but to fully explore the region you'll need your own car.

Winston-Salem is generally not a very walkable beach town. The downtown area is the most pedestrian-friendly part of town, but most of the city requires a car.

For even more information, also check out Is Naples Worth Visiting? and Is Winston-Salem Worth Visiting?.

Should I spend more time in Winston-Salem or Naples?

How long in Naples or Winston-Salem?

You'll be able to find lots of things to do in Naples or Winston-Salem to fill your time. Many travelers usually spend more of their time in Naples than Winston-Salem because of the number of activities and things to do in the area. Usually, 2-5 days is a good amount of time for Naples, and 1-2 days is enough time in Winston-Salem.

Families should spend more time in Naples than Winston-Salem. Because of the many family-friendly attractions and fun things to do for kids in Naples, it's a great place to visit with the whole family.

Couples should spend more time in Naples than Winston-Salem. You'll find plenty of romantic sights and fun activities in Naples that are great for a weekend getaway or a longer couple's trip.

Backpackers and budget travelers should spend more time in Naples than Winston-Salem if your budget allows for it. With a larger number of budget-friendly sights, good nightlife, and active things to do, anyone traveling on a budget would have a good time in Naples.


  • How many days in Naples or Winston-Salem? Ideal Length of Stay
    Naples 2-5 
    Winston-Salem 1-2

One day in Naples or Winston-Salem?

Many travelers enjoy the museums and nightlife when visiting the peaceful destination of Naples. It's also a relaxing resort destination. Don't miss the beaches, as that's what most people do. Your budget might influence how long you stay. Since there is so much to do in the area, one day is probably not enough for all of it.

Many travelers enjoy the museums and nightlife when visiting the destination of Winston-Salem. One day is often enough time to do most activities.


A weekend in Naples or Winston-Salem?

It's hard to know how much time to spend in Naples. Most people come for the beaches. Don't miss the beaches, as that's what most people do. It has many unique tourist attractions and fascinating things to do. For many, it makes a great getaway for a weekend. A weekend is usually enough time to experience most activities.

Winston-Salem is a great place to explore. It is common to spend a weekend here. With all of its activities, you can easily fill a weekend here. Your budget might influence how long you stay.

Five days in Naples or Winston-Salem?

Many travelers enjoy the food and scuba diving and snorkeling when visiting the relaxing destination of Naples. Travelers enjoy the resorts in the area as well. This beach town offers a variety of activities to choose from. If you have five days, this is a great place to go. Five days is usually enough time to experience most activities.

It's hard to know how much time to spend in Winston-Salem. Five days may feel like too much time unless you plan to do a lot of relaxing. It has many unique tourist attractions and fascinating things to do.

A week in Naples or Winston-Salem?

You'll find scuba diving and snorkeling and shopping around the beach town of Naples. People often spend their time relaxing at one of the resorts. One week is more than enough time to enjoy everything. Take some day trips to nearby places to fill the extra days. The length of your ideal trip is an individual decision.

Travelers enjoy the shopping and museums when visiting the welcoming destination of Winston-Salem. This city offers a variety of activities to choose from. Most people find that one week is more than enough time to see everything.


For some great organized tour ideas, see The Best Tours Under $1000 in United States of America, The Best Luxury Tours to United States of America, The Best Tours for Seniors to United States of America, and The Best Contiki Tours to United States of America.


Which place is cheaper, Winston-Salem or Naples?

These are the overall average travel costs for the two destinations.

The average daily cost (per person) in Naples is $226, while the average daily cost in Winston-Salem is $150. These costs include accommodation (assuming double occupancy, so the traveler is sharing the room), food, transportation, and entertainment. While every person is different, these costs are an average of past travelers in each destination. What follows is a categorical breakdown of travel costs for Naples and Winston-Salem in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Naples $119
    Winston-Salem $91
  • Accommodation Typical double-occupancy room
    Naples $238
    Winston-Salem $182
Compare Hotels in Naples and Winston-Salem

Looking for a hotel in Naples or Winston-Salem? Prices vary by location, date, season, and the level of luxury. See below for options and compare which is best for your budget and travel style.

Hotels in Naples


Hotels in Winston-Salem


Kayak helps you find the best prices for hotels, flights, and rental cars for destinations around the world. Compare prices for multiple destinations when planning your next trip.


Our Analysis
We've analyzed the average and typical hotel prices based on guest reviews, star ratings, and hotel amenities here: Naples Hotel Prices and Winston-Salem Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Naples $62
    Winston-Salem $23

Hired Cars and Shuttles in Naples

Also for Naples, here are a few examples of actual transportation services:

  • Naples to Southwest Florida Airport (RSW) - Departure Private Transfer: $102

Is it cheaper to fly into Naples or Winston-Salem?

Prices for flights to both Winston-Salem and Naples change regularly based on dates and travel demand. We suggest you find the best prices for your next trip on Kayak, because you can compare the cost of flights across multiple airlines for your prefered dates.





Food
  • Food Meals for one day
    Naples $70
    Winston-Salem $42

Food Tours and Cooking Classes in Naples

For Naples, here are some samples of tours and activities related to meals and dining experiences:

  • Traditional Greek Cooking Class in Naples Florida: $224

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Naples $26
    Winston-Salem $20

Tours and Activities in Naples

For Naples, here are a few prices for actual activities, tours, and tickets provided by various companies:

  • Self-Guided Island Tour - CLEAR or Standard Kayak or Board - Bonita Springs : $30
  • Naples Sightseeing Boat Tour: $51
  • Trike Tour of Naples Florida - Fun Activity Downtown Naples: $55
  • Segway Tour of Downtown Naples FL - Explore The Fun Way: $55
  • Naples, Florida - Segway Electric Moped Tour - Family Fun: $55
  • Naples, Florida: Family Friendly Guided Electric Trike Tour: $55
  • Guided Sightseeing Bike Tour - Explore Naples Florida: $55
  • Naples, FL: Group Sightseeing Guided Bike Tour: $55
  • 90 Minute Segway Tour - Explore Naples Florida - Family Fun: $55
  • Gulf of Mexico Sunset Cruise from Naples: $55
  • Segway Tour Of Naples Florida Fun Family Experience: $55
  • 2 Hours Cycle Boat Sunset Tour in Marco Island : $59

Tours and Activities in Winston-Salem

Some specific costs of activities, tours, and entrance tickets for Winston-Salem are as follows:

  • Carolina History & Haunts Winston-Salem Historical Ghost Tour: $26
  • Unique Scavenger Hunt Experience in Winston-Salem by Wacky Walks: $10

Alcohol
  • Alcohol Drinks for one day
    Naples $38
    Winston-Salem $24

Sample the Local Flavors in Naples

Here are a few nightlife and alcohol tours and activities from local tour providers in Naples:

  • Epic Naples Bar Crawl: By Let’s Roam: $12


When we compare the travel costs of actual travelers between Naples and Winston-Salem, we can see that Naples is more expensive. And not only is Winston-Salem much less expensive, but it is actually a significantly cheaper destination. So, traveling to Winston-Salem would let you spend less money overall. Or, you could decide to spend more money in Winston-Salem and be able to afford a more luxurious travel style by staying in nicer hotels, eating at more expensive restaurants, taking tours, and experiencing more activities. The same level of travel in Naples would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Naples than you might in Winston-Salem.

If you're trying to decide if either of these two destinations are within your price range, also see Is Naples Expensive? and Is Winston-Salem Expensive?.


Which is Bigger, Naples or Winston-Salem?

Winston-Salem has a larger population, and is about 9 times larger than the population of Naples. When comparing the sizes of Naples and Winston-Salem, keep in mind that a larger population does not always imply the destination has more attractions or better activities. So, always research the type of place that you want to visit along with the activities and attractions that interest you.