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

Should you visit Woodstock or Vail?

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

Should I visit Woodstock or Vail? 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 Vail?

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.

Vail

Vail is one of the premier ski resort areas in the United States. Located in central Colorado, Vail is not far from Denver and situated in the heart of the Rockies. Here you'll find a quaint mountain town designed around tourism, especially for the winter, although plenty of visitors come in the warmer months, too.

High-end hotels, condos, and other accommodation options are surrounded by shops and restaurants that are all somewhat expensive compared to other costs in the United States. Because of this, Vail is definitely not considered an "affordable" travel option for many. However, good deals can be found if you look around and do some research.

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, Vail 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 Vail is $291. 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 Vail in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Woodstock $81
    Vail $174
  • Accommodation Typical double-occupancy room
    Woodstock $162
    Vail $348
Compare Hotels in Woodstock and Vail

Looking for a hotel in Woodstock or Vail? 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 Vail


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: Vail Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Woodstock $60
    Vail $19

Hired Cars and Shuttles in Vail

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

  • Eagle County Airport(EGE) to Steamboat - Arrival Private Transfer: $77
  • Eagle County Airport to Breckenridge Keystone: Arrival Transfer: $93
  • Eagle County Airport to Vail/Beaver Creek/Avon-Arrival Transfer: $115
  • Eagle County Airport to Steamboat Springs-Round-Trip Transfer: $121
  • Eagle County Regional (EGE) to Steamboat Springs-Arrival Transfer: $121
  • Private Departure Transfer to Vail Airport EGE: $128
  • Eagle County Airport to Steamboat - Round-Trip Private Transfer: $154
  • Eagle Airport (EGE) to Glenwood Resorts Round-Trip Transfer: $154
  • Private Arrival Transfer from Vail Airport EGE: $156
  • Vail/Beaver Creek/Avon to Denver Airport DEN - Departure Transfer: $219
  • EGE Airport Roundtrip Transfer to Vail, Beaver Creek, and Avon: $230
  • Avon/Vail Valley to Denver Airport (DEN) - Departure Private Transfer : $239

Is it cheaper to fly into Woodstock or Vail?

Prices for flights to both Vail 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
    Vail $74

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Woodstock $35
    Vail $133

Tours and Activities in Vail

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

  • Smartphone Driving Tour between Denver & Vail / Breckenridge: $7.99
  • Save the Mountain Escape Room Adventure: $45
  • Stand Up Paddle Board Colorado River Adventure: Guided Half Day : $98
  • Inflatable Kayak Adventure Colorado River: Half Day Guided Tour : $109
  • Bike Tour or Mountain Bike down Vail Mountain: $120
  • Dillon Marina & Shopping Tour: $267

Alcohol
  • Alcohol Drinks for one day
    Woodstock $22
    Vail $9.79


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


Which is Bigger, Woodstock or Vail?

Vail has a larger population, and is about 2 times larger than the population of Woodstock. When comparing the sizes of Woodstock and Vail, 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.