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

Should you visit Charlottesville or Woodstock?

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

Which city should you visit? Read on to compare the activities as well as the prices of travel for Charlottesville and Woodstock. We'll break down costs for accommodation, food, transportation and more to help you learn more about these two destinations. Then, you can figure out if either of these two places are accessible based on your travel budget, schedule, and interests. So, let's dig into it.

Where Should I go: Charlottesville or Woodstock?

Charlottesville

Located in central Virginia, Charlottesville is a little university town steeped in history and culture. Home to Thomas Jefferson, much of the town's architecture is heavily influenced by his hand, while the people scene is full of activities, dining, and entertainment. Many visitors are drawn to the area for the University of Virginia, the Historic Downtown Mall, plus many quaint vineyards and farms in the surrounding countryside.

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.

For some great organized tour ideas, see The Best Adventure Tours to United States of America, The Best Train & Rail Tours in United States of America, The Best Sightseeing Tours in United States of America, and The Best Cruise Tours and Packages in United States of America.


Which place is cheaper, Woodstock or Charlottesville?

These are the overall average travel costs for the two destinations. These travel costs come from the actual spending of real travelers.

  • Charlottesville Prices
    USA Prices
    Woodstock Prices
    USA Prices
  • Average Daily Cost Per person, per day
    Charlottesville $185
    Woodstock $178

The average daily cost (per person) in Charlottesville is $185, while the average daily cost in Woodstock is $178. 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 Charlottesville and Woodstock in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Charlottesville $80
    Woodstock $81
  • Accommodation Typical double-occupancy room
    Charlottesville $160
    Woodstock $162
Compare Hotels in Charlottesville and Woodstock

Looking for a hotel in Charlottesville or Woodstock? 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 Charlottesville


Hotels in Woodstock


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: Charlottesville Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Charlottesville $53
    Woodstock $60

Hired Cars and Shuttles in Charlottesville

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

  • Private Arrival Transfer from Charlotteville Airport (CHO): $50
  • Private Departure Transfer to Charlottesville Airport (CHO): $50

Is it cheaper to fly into Charlottesville or Woodstock?

Prices for flights to both Woodstock and Charlottesville 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
    Charlottesville $73
    Woodstock $59

Food Tours and Cooking Classes in Charlottesville

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

  • The Dairy Market Food Tour: $75

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Charlottesville $18
    Woodstock $35

Tours and Activities in Charlottesville

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

  • Charlottesville Historic Downtown APP/GPS Smartphone Walking Tour: $7.75
  • Charlottesville Scavenger Hunt Experience: $15
  • Chains, Coffins, & Curses: Charlottesville Ghost Tours: $24
  • Chains, Coffins, & Curses: Charlottesville Ghost Tours: $32
  • Small Group Washington DC to Thomas Jefferson Monticello Day Tour: $180
  • Wine and Culinary Delight Private Tour: $248

Alcohol
  • Alcohol Drinks for one day
    Charlottesville $53
    Woodstock $22

Sample the Local Flavors in Charlottesville

Also in Charlottesville, these are the prices for nightlife and alcohol related activities from various tour providers:

  • Family Wine Tour: $85
  • Private Wine Tours (Minimum 3 & Maximum 6 ) Pickup Maximum 30 Mi : $95
  • 5 Hour Historic Thomas Jefferson Wine Tour: $248
  • Private Charlottesville Area Wine Tour: $248


When comparing the travel costs between Charlottesville and Woodstock, we can see that Charlottesville is more expensive. However, the two cities are actually relatively comparable in price, as the difference is somewhat minimal. Generally, this means that you could travel with generally the same travel style and level of luxury in each place. Since both cities are in North America, it's no surprise that their costs are relatively close, as many destinations here have somewhat similar travel prices overall.

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


Which is Bigger, Charlottesville or Woodstock?

Charlottesville has a larger population, and is about 20 times larger than the population of Woodstock. When comparing the sizes of Charlottesville and Woodstock, 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.


When is the best time to visit Charlottesville or Woodstock?

Both places have a temperate climate with four distinct seasons. As both cities are in the northern hemisphere, summer is in July and winter is in January.

Should I visit Charlottesville or Woodstock in the Summer?

Both Woodstock and Charlottesville during the summer are popular places to visit. The hiking, the small town charm, and the family-friendly experiences are the main draw to Charlottesville this time of year.

In July, Charlottesville is generally around the same temperature as Woodstock. Daily temperatures in Charlottesville average around 78°F (26°C), and Woodstock fluctuates around 74°F (24°C).

In Woodstock, it's very sunny this time of the year. It's quite sunny in Charlottesville. In the summer, Charlottesville often gets around the same amount of sunshine as Woodstock. Charlottesville gets 305 hours of sunny skies this time of year, while Woodstock receives 293 hours of full sun.

It rains a lot this time of the year in Charlottesville. Charlottesville usually gets more rain in July than Woodstock. Charlottesville gets 5 inches (128 mm) of rain, while Woodstock receives 3.4 inches (87 mm) of rain this time of the year.


  • Summer Average Temperatures July
    Charlottesville 78°F (26°C) 
    Woodstock 74°F (24°C)

Should I visit Charlottesville or Woodstock in the Autumn?

The autumn attracts plenty of travelers to both Charlottesville and Woodstock. Many travelers come to Charlottesville for the hiking trails, the small town atmosphere, and the natural beauty of the area.

Charlottesville is a little warmer than Woodstock in the autumn. The daily temperature in Charlottesville averages around 59°F (15°C) in October, and Woodstock fluctuates around 53°F (12°C).

In Charlottesville, it's very sunny this time of the year. Charlottesville usually receives more sunshine than Woodstock during autumn. Charlottesville gets 221 hours of sunny skies, while Woodstock receives 197 hours of full sun in the autumn.

In October, Charlottesville usually receives more rain than Woodstock. Charlottesville gets 3.5 inches (90 mm) of rain, while Woodstock receives 3 inches (77 mm) of rain each month for the autumn.


  • Autumn Average Temperatures October
    Charlottesville 59°F (15°C) 
    Woodstock 53°F (12°C)

Should I visit Charlottesville or Woodstock in the Winter?

The winter brings many poeple to Charlottesville as well as Woodstock. Many visitors come to Charlottesville in the winter for the museums, the Christmas ambience, and the cuisine.

Woodstock can be very cold during winter. Charlottesville can get quite cold in the winter. In the winter, Charlottesville is much warmer than Woodstock. Typically, the winter temperatures in Charlottesville in January average around 36°F (2°C), and Woodstock averages at about 25°F (-4°C).

In the winter, Charlottesville often gets around the same amount of sunshine as Woodstock. Charlottesville gets 169 hours of sunny skies this time of year, while Woodstock receives 167 hours of full sun.

Charlottesville usually gets around the same amount of rain in January as Woodstock. Charlottesville gets 3.2 inches (83 mm) of rain, while Woodstock receives 3.3 inches (83 mm) of rain this time of the year.


  • Winter Average Temperatures January
    Charlottesville 36°F (2°C) 
    Woodstock 25°F (-4°C)

Should I visit Charlottesville or Woodstock in the Spring?

Both Woodstock and Charlottesville are popular destinations to visit in the spring with plenty of activities. Most visitors come to Charlottesville for the small town charm and the natural beauty during these months.

In April, Charlottesville is generally a little warmer than Woodstock. Daily temperatures in Charlottesville average around 58°F (14°C), and Woodstock fluctuates around 49°F (10°C).

It's quite sunny in Woodstock. The sun comes out a lot this time of the year in Charlottesville. Charlottesville usually receives more sunshine than Woodstock during spring. Charlottesville gets 265 hours of sunny skies, while Woodstock receives 227 hours of full sun in the spring.

In April, Charlottesville usually receives less rain than Woodstock. Charlottesville gets 3 inches (75 mm) of rain, while Woodstock receives 3.7 inches (95 mm) of rain each month for the spring.


  • Spring Average Temperatures April
    Charlottesville 58°F (14°C) 
    Woodstock 49°F (10°C)

Typical Weather for Woodstock and Charlottesville

Charlottesville Woodstock
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 36°F (2°C) 3.2 inches (83 mm) 25°F (-4°C) 3.3 inches (83 mm)
Feb 39°F (4°C) 3.2 inches (80 mm) 28°F (-2°C) 3.2 inches (81 mm)
Mar 49°F (9°C) 3.6 inches (92 mm) 38°F (3°C) 3.8 inches (97 mm)
Apr 58°F (14°C) 3 inches (75 mm) 49°F (10°C) 3.7 inches (95 mm)
May 67°F (19°C) 3.8 inches (98 mm) 60°F (16°C) 3.5 inches (89 mm)
Jun 74°F (24°C) 3.6 inches (92 mm) 69°F (21°C) 3.5 inches (90 mm)
Jul 78°F (26°C) 5 inches (128 mm) 74°F (24°C) 3.4 inches (87 mm)
Aug 77°F (25°C) 4.4 inches (113 mm) 72°F (22°C) 3.9 inches (100 mm)
Sep 71°F (21°C) 3.3 inches (85 mm) 64°F (18°C) 3.5 inches (90 mm)
Oct 59°F (15°C) 3.5 inches (90 mm) 53°F (12°C) 3 inches (77 mm)
Nov 50°F (10°C) 3.2 inches (81 mm) 43°F (6°C) 4.3 inches (110 mm)
Dec 41°F (5°C) 3.3 inches (83 mm) 30°F (-1°C) 4.1 inches (103 mm)