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

Should you visit Hilton Head Island or Woodstock?

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

Which city is more affordable and which is best for your travel style? If you're trying to figure out where to go next, comparing the travel costs between Hilton Head Island and Woodstock can help you decide which place is right for you.

Where Should I go: Hilton Head Island or Woodstock?

Hilton Head Island

Hilton Head, also called Hilton Head Island, is primarily a resort and beach town off the coast of South Carolina. Located on a barrier island, the place is best known for its beaches and golf courses overlooking the Atlantic Ocean.

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 One-Week (7-Day) Tours from Anchorage, The Best One-Week (7-Day) Tours from Los Angeles, The Best One-Week (7-Day) Tours from New York City, and The Best 2-Week Tours from New York City.

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

Which is Bigger, Hilton Head Island or Woodstock?

Hilton Head Island has a larger population, and is about 20 times larger than the population of Woodstock. When comparing the sizes of Hilton Head Island 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 Hilton Head Island 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 Hilton Head Island or Woodstock in the Summer?

The summer brings many poeple to Hilton Head Island as well as Woodstock. Most visitors come to Hilton Head Island for the beaches and the family-friendly experiences during these months.

In the summer, Hilton Head Island is a little warmer than Woodstock. Typically, the summer temperatures in Hilton Head Island in July average around 82°F (28°C), and Woodstock averages at about 74°F (24°C).

The sun comes out a lot this time of the year in Woodstock. People are often attracted to the plentiful sunshine in Hilton Head Island this time of the year. In the summer, Hilton Head Island often gets less sunshine than Woodstock. Hilton Head Island gets 267 hours of sunny skies this time of year, while Woodstock receives 293 hours of full sun.

Hilton Head Island receives a lot of rain in the summer. Hilton Head Island usually gets more rain in July than Woodstock. Hilton Head Island gets 7.9 inches (200 mm) of rain, while Woodstock receives 3.4 inches (87 mm) of rain this time of the year.

Should I visit Hilton Head Island or Woodstock in the Autumn?

Both Woodstock and Hilton Head Island are popular destinations to visit in the autumn with plenty of activities. The autumn months attract visitors to Hilton Head Island because of the shopping scene and the natural beauty of the area.

In October, Hilton Head Island is generally much warmer than Woodstock. Daily temperatures in Hilton Head Island average around 68°F (20°C), and Woodstock fluctuates around 53°F (12°C).

The sun comes out a lot this time of the year in Hilton Head Island. Hilton Head Island usually receives more sunshine than Woodstock during autumn. Hilton Head Island gets 223 hours of sunny skies, while Woodstock receives 197 hours of full sun in the autumn.

In October, Hilton Head Island usually receives less rain than Woodstock. Hilton Head Island gets 2.8 inches (71 mm) of rain, while Woodstock receives 3 inches (77 mm) of rain each month for the autumn.

Should I visit Hilton Head Island or Woodstock in the Winter?

Both Woodstock and Hilton Head Island during the winter are popular places to visit. The shopping scene and the cuisine are the main draw to Hilton Head Island this time of year.

Be prepared for some very cold days in Woodstock. Hilton Head Island is much warmer than Woodstock in the winter. The daily temperature in Hilton Head Island averages around 48°F (9°C) in January, and Woodstock fluctuates around 25°F (-4°C).

In the winter, Hilton Head Island often gets around the same amount of sunshine as Woodstock. Hilton Head Island gets 176 hours of sunny skies this time of year, while Woodstock receives 167 hours of full sun.

Hilton Head Island usually gets less rain in January than Woodstock. Hilton Head Island gets 2.9 inches (74 mm) of rain, while Woodstock receives 3.3 inches (83 mm) of rain this time of the year.

Should I visit Hilton Head Island or Woodstock in the Spring?

The spring attracts plenty of travelers to both Hilton Head Island and Woodstock. Many travelers come to Hilton Head Island for the beaches and the natural beauty.

In the spring, Hilton Head Island is much warmer than Woodstock. Typically, the spring temperatures in Hilton Head Island in April average around 67°F (19°C), and Woodstock averages at about 49°F (10°C).

People are often attracted to the plentiful sunshine in Woodstock this time of the year. In Hilton Head Island, it's very sunny this time of the year. Hilton Head Island usually receives more sunshine than Woodstock during spring. Hilton Head Island gets 275 hours of sunny skies, while Woodstock receives 227 hours of full sun in the spring.

In April, Hilton Head Island usually receives less rain than Woodstock. Hilton Head Island gets 2.9 inches (74 mm) of rain, while Woodstock receives 3.7 inches (95 mm) of rain each month for the spring.

Typical Weather for Woodstock and Hilton Head Island