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

Should you visit Winston-Salem or Pittsburgh?

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

Should I visit Winston-Salem or Pittsburgh? This is a common question asked by many travelers. By figuring out which city has activities that align with your interests along with knowing which is more affordable, you'll understand where you can get more bang for your buck. So, let's dive into the details and the data, which all comes from actual travelers.

Winston-Salem

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

Pittsburgh

Pittsburgh is a under-rated, industrial, and authentic city. Because this is such a big city, visitors will find many sights and attractions around town. Other popular activities here include nightlife, food, and shopping.

Winston-Salem and Pittsburgh: Pros and Cons

Pros
  • Popular museums and historical sights
  • Active nightlife
  • Scenic old town
  • Family-friendly
  • Good for students
Things to Consider
  • Less popular with couples
Pros
  • Popular museums and historical sights
  • Active nightlife
  • Family-friendly
Things to Consider
  • Less popular with couples


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

Tourists will generally find more to do in Pittsburgh than Winston-Salem. It is bigger and it has more sights, attractions, and activities for travelers. Pittsburgh is very popular for its museums, nightlife, and big city activities, while Winston-Salem attracts visitors for its historical sights. Winston-Salem is famous for it's southern character and quaint college campuses. Pittsburgh is famous for its many bridges, its steel industry, and being the home of "Mr. Roger's Neighborhood". It is also well known for Mount Washington.

How is Winston-Salem different from Pittsburgh?

Which is Better for a Holiday?

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

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

Winston-Salem
Pittsburgh

Pittsburgh is notable for its sights and museums. Also, Winston-Salem is not as famous, but is still a good city to visit for its museums and history.

Pittsburgh offers many unique museums, sights, and landmarks that will make for a memorable trip. The museums range from science and nature focused, like the Phipps Conservatory and Botanical Garden, to quirky and artsy, like the Mattress Factory. The Warhol Museum is dedicated to the works of Andy Warhol and it's not to be missed. Also worth a visit is the Heinz History Center, Randyland, and the Carnegie Museums of Art and Natural History.

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 Winston-Salem or Pittsburgh? Which Destination has the Best Restaurants?

Winston-Salem
Pittsburgh

There are opportunities to sample the local cuisine at nice restaurants in both Winston-Salem and Pittsburgh.

There are many up and coming restaurants in the Winston-Salem area. 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.

There are plenty of up and coming restaurants around Pittsburgh. The city is known for its working class roots, and the food is hearty and filling, which is great for those on a budget. Popular local dishes include pierogis, deli sandwiches, Pittsburgh salads (complete with French fries), and hotcakes.

Is Winston-Salem or Pittsburgh Better for Nightlife?

Winston-Salem
Pittsburgh

Pittsburgh is notable for its evening party scene. Also, Winston-Salem is not as famous, but is still a good city to visit for nightlife.

Pittsburgh has plenty to do after the sun goes down. There's an active music and dance scene in town. For the best bars and clubs, head to the Strip and South Side and for live entertainment and casinos check out the North Shore.

With a handful of venues, visitors can find a fairly lively vibe in Winston-Salem. Local breweries are popping up around town. You'll also find active nightlife venues near the colleges and universities.

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

Winston-Salem
Pittsburgh

Winston-Salem is a nice place to visit for its historic old town charm. However, Pittsburgh 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.

Pittsburgh does not have a historic old town.


Is the Shopping Better in Winston-Salem or Pittsburgh?

Winston-Salem
Pittsburgh

Both Winston-Salem and Pittsburgh are nice shopping destinations.

Many visitors go to Winston-Salem to go shopping. You'll find a mix of larger shopping malls, retail outlets, and shopping centers around town.

Plenty of visitors enjoy shopping while in Pittsburgh. You'll find local fashion boutiques and shopping centers in the city's downtown. Other great shopping neighborhoods include Shadyside, Station Square, and Fifth Avenue Place.

Is Winston-Salem or Pittsburgh Better for Families?

Winston-Salem
Pittsburgh

Kids will enjoy a visit to either Winston-Salem or Pittsburgh.

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

Pittsburgh is a family-friendly city. There's a surprising number of kid-friendly activities packed into this city. Check out the National Aviary or visit the popular Pittsburgh Zoo and Aquarium. There are also kid-focused museums and science centers as well as parks and playgrounds. Also make sure you take the cable car up Duquesne Incline or enjoy a boat ride on one of the rivers as well.

Is Winston-Salem or Pittsburgh Better for Couples?

Winston-Salem
Pittsburgh

Most people don't think of either Winston-Salem or Pittsburgh as a couple's destination.

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

Pittsburgh is not the best destination for a couple to visit. There are a few good date night activities like taking river cruises, enjoying dinner and show, or going to a Pirate's game.


Is Winston-Salem or Pittsburgh Better for Students?

Winston-Salem
Pittsburgh

Winston-Salem is a nice place to visit for its student-friendly activities. However, Pittsburgh is not popular with students.

It's common for students to visit Winston-Salem. Wake Forest University as well as colleges such as Salem College give parts of the city a collegiate vibe.

Pittsburgh is not popular with students.

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

Winston-Salem
Pittsburgh

Pittsburgh is a popular place for its public transit. However, Winston-Salem is a mediocre city for times when you don't have a car.

Pittsburgh has a few public transit options. There are bus and lightrail options through the city's downtown. There's also the unique incline, which is an experience worth doing.

Public transit is mostly 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 Winston-Salem or Pittsburgh a more walkable city?

Winston-Salem
Pittsburgh

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

Pittsburgh is a somewhat walkable city. Some of the attractions are spread out, but if you're willing to do a bit of walking, it's possible to get around on foot.

Winston-Salem is generally not a very walkable city. 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 Winston-Salem Worth Visiting? and Is Pittsburgh Worth Visiting?.

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

How long in Winston-Salem or Pittsburgh?

Visitors can find plenty of fun things to do in both Winston-Salem and Pittsburgh. With generally more activities and things to do, visitors tend to spend more time in Pittsburgh than in Winston-Salem. Usually, 1-2 days is a good amount of time for Winston-Salem, and 2-3 days is enough time in Pittsburgh.

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

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

Backpackers and budget travelers should spend more time in Pittsburgh 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 Pittsburgh.


  • How many days in Winston-Salem or Pittsburgh? Ideal Length of Stay
    Winston-Salem 1-2 
    Pittsburgh 2-3

One day in Winston-Salem or Pittsburgh?

With museums and nightlife around the friendly city of Winston-Salem, there's plenty to do. Anyone can find something fun to do here. While some people choose to spend more or less time in Winston-Salem, one day is sufficent for most.

Many travelers enjoy the shopping and museums when visiting the industrial destination of Pittsburgh. 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.

A weekend in Winston-Salem or Pittsburgh?

With nightlife and food around the destination of Winston-Salem, there's plenty to do. It offers something for everyone. Many people spend a weekend here. In a weekend, you should have a good grasp of this city.

It's hard to know how much time to spend in Pittsburgh. 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.

Five days in Winston-Salem or Pittsburgh?

Winston-Salem, a popular city, is full of activities for travelers. Most people find that five days is more than enough time to see everything. Your budget might influence how long you stay.

Travelers enjoy the nightlife and food when visiting the industrial destination of Pittsburgh. This city offers a variety of activities to choose from. Five days is usually plenty of time to spend here with extra days to spare. With this much time, visitors often visit nearby destinations or take day trips.


A week in Winston-Salem or Pittsburgh?

Winston-Salem is a popular place that is full of things to see and experience. One week is plenty of time to see everything, even with extra days to spare. It has many unique tourist attractions and fascinating things to do.

You'll find food and shopping around the city of Pittsburgh. 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.


For some great organized tour ideas, see The Best Romantic Tours for Couples in United States of America, The Best Polar Tours & Cruises in United States of America, The Best Walking Tours in United States of America, and The Best Tours Under $1000 in United States of America.


Which place is cheaper, Pittsburgh or Winston-Salem?

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

The average daily cost (per person) in Winston-Salem is $150, while the average daily cost in Pittsburgh is $181. 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 Winston-Salem and Pittsburgh in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Winston-Salem $91
    Pittsburgh $106
  • Accommodation Typical double-occupancy room
    Winston-Salem $182
    Pittsburgh $212
Compare Hotels in Winston-Salem and Pittsburgh

Looking for a hotel in Winston-Salem or Pittsburgh? 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 Winston-Salem


Hotels in Pittsburgh


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: Winston-Salem Hotel Prices and Pittsburgh Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Winston-Salem $23
    Pittsburgh $22

Hired Cars and Shuttles in Pittsburgh

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

  • Pittsburgh City to Pittsburgh Airport (PIT) - Departure Private Transfer: $48
  • Pittsburgh Airport (PIT) to Pittsburgh hotel/address - Arrival Private Transfer: $48
  • Pittsburgh Airport (PIT) to Pittsburgh City - Round-Trip Private Transfer: $96

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

Prices for flights to both Pittsburgh and Winston-Salem 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
    Winston-Salem $42
    Pittsburgh $54

Food Tours and Cooking Classes in Pittsburgh

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

  • Pittsburgh's Strip District Food Tour: $70
  • Pittsburgh's Strip District Food Tour: $70

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Winston-Salem $20
    Pittsburgh $38

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

Tours and Activities in Pittsburgh

Also, here are some specific examples of entertainment, tickets, and activities for Pittsburgh.

  • Eastbound Pennsylvania Turnpike: A Self-Guided Driving Tour: $6.22
  • Pittsburgh to Logstown Settler's History: A Self-Guided Driving Tour: $6.32
  • Entrance Ticket to AT BLAQK House Collections: $7.00
  • Scavenger Hunt Adventure in Pittsburgh by Crazy Dash: $10
  • Sinister Shadows of Steel City Ghost Tour: $24
  • Smartphone-Guided Walking Tour of Downtown Pittsburgh: $25
  • Smartphone-Guided Tour of Downtown Pittsburgh Sights & Stories: $28
  • Public Art Walking Tour: $30
  • Best of the Burgh Walking Tour: $30
  • Discover Oakland Tour: $30
  • New! Art & Artists Tour: $30
  • Black & Ghost Tour: $30

Alcohol
  • Alcohol Drinks for one day
    Winston-Salem $24
    Pittsburgh $33

Sample the Local Flavors in Pittsburgh

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

  • Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl: $13
  • Wigle Whiskey Rebellion Distillery Tour: $22
  • New! Bites & Brews: Pittsburgh Brewery Walk: $40
  • Bike and Brewery Tour: $69
  • Pittsburgh Signature Guided Brewery Tour: $105


When we compare the travel costs of actual travelers between Winston-Salem and Pittsburgh, we can see that Pittsburgh 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 Pittsburgh would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Pittsburgh 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 Winston-Salem Expensive? and Is Pittsburgh Expensive?.


Which is Bigger, Winston-Salem or Pittsburgh?

Pittsburgh has a larger population, and is about 65% larger than the population of Winston-Salem. When comparing the sizes of Winston-Salem and Pittsburgh, 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.