A Travel Price Comparison for United States of America Woodstock vs. Pittsburgh for Vacations, Tours, and Honeymoons

Should you visit Woodstock or Pittsburgh?

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

Should I visit Woodstock 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.

Where Should I go: Woodstock or Pittsburgh?

Woodstock

While this town does lend its name to the 1969 Woodstock Festival, the legendary event was actually held on a dairy farm almost 60 miles away in Bethel, NY. So if you are looking to see the field where it all happened and a museum dedicated to its history, you will need to take a day trip outside of town.

Woodstock, New York, however, does stay true to the spirit of the arts. Since 1903, the place lay home to Byrdcliffe Art Colony, the oldest of its kind in the nation, and even attracted artists of the Hudson River School during the late 1800s. Today, artists from all disciplines-visual, ceramic, music, fiction, nonfiction, screenwriting, playwriting, and poetry-take up residence at the colony and have works displayed in galleries open in the main part of town.

Tinker Street and Mill Hill Road are lined with a mix of restaurants and shops all teeming with the essence of hippie living, arts, and spirituality. From shops selling Woodstock paraphernalia, incense, and Himalayan products, to yoga studios, vegan restaurants, and local art galleries-the town of Woodstock is one dedicated to keeping the spirit of the Woodstock Festival and the arts alive.

Pittsburgh

Pittsburgh is a city in western Pennsylvania at the junction of 3 rivers. Set between the Monongahela and Allegheny Rivers, and a mountain ridge called Mt Washington, Pittsburgh has a unique character that is evident from the moment you arrive. Juxtaposed with the rumbling freight trains and the iconic bridges are the Bladerunner-esque self-driving Uber vehicles, scanning the roads with spinning Lidar scanners. Its Gilded Age sites, including the Carnegie Museum of Natural History, the Carnegie Museum of Art, and the Phipps Conservatory and Botanical Gardens, speak to its history as an early-20th-century industrial capital. In the North Shore neighborhood are the modern Andy Warhol Museum, Heinz Field football stadium, and PNC Park baseball stadium. Experiencing periods of boom and bust since its founding, the city is in a boom now, and it's a fun place to visit, with top-notch museums, great gardens and parks, and amazing food.

For some great organized tour ideas, see The Best Luxury Tours to United States of America, The Best Tours for Seniors to United States of America, The Best Contiki Tours to United States of America, and The Best G Adventures Tours to United States of America.


Which place is cheaper, Pittsburgh or Woodstock?

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

The average daily cost (per person) in Woodstock is $154, 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 Woodstock and Pittsburgh in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Woodstock $81
    Pittsburgh $106
  • Accommodation Typical double-occupancy room
    Woodstock $162
    Pittsburgh $212
Compare Hotels in Woodstock and Pittsburgh

Looking for a hotel in Woodstock 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 Woodstock


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: Pittsburgh Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Woodstock $60
    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 Woodstock or Pittsburgh?

Prices for flights to both Pittsburgh and Woodstock 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
    Woodstock $34
    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.
    Woodstock $35
    Pittsburgh $38

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
  • Smartphone-Guided Walking Tour of Downtown Pittsburgh: $25
  • Smartphone-Guided Tour of Downtown Pittsburgh Sights & Stories: $28
  • Public Art Walking Tour: $30
  • Pittsburg 101 Tour: $30
  • Pittsburgh 101 Walking History Tour: $32
  • Black & Ghost Tour: $33
  • Downtown History and Architecture Tour: $33
  • Best of the Burgh Walking Tour: $33

Alcohol
  • Alcohol Drinks for one day
    Woodstock $22
    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: $50
  • Bike and Brewery Tour: $69
  • Pittsburgh Signature Guided Brewery Tour: $105


When we compare the travel costs of actual travelers between Woodstock and Pittsburgh, we can see that Pittsburgh is more expensive. And not only is Woodstock much less expensive, but it is actually a significantly cheaper destination. So, traveling to Woodstock would let you spend less money overall. Or, you could decide to spend more money in Woodstock 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 Woodstock.

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


Which is Bigger, Woodstock or Pittsburgh?

Pittsburgh has a larger population, and is about 150 times larger than the population of Woodstock. When comparing the sizes of Woodstock 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.