A Travel Price Comparison for Families, Couples, and Backpackers Havana vs. Woodstock for Vacations, Tours, and Honeymoons

Should you visit Havana 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 Havana and Woodstock can help you decide which place is right for you.

Where Should I go: Havana or Woodstock?

Havana

The city of Havana is at the top of most peoples' bucket list - mostly because of the allure of a forbidden land. Before the Communist revolution, Cuba was a popular tourist destination. Since it has reopened in the 1990s, it has drawn tourists from all over the world (except the US).

This capital city is a land trapped in the past. With 50 years of neglect, when you step off the plane, prepare to step back in time. A trip to Havana is meant for those with truly open minds - and when they arrive they'll be swept away.

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 Luxury Tours to United States of America, and The Best Tours for Seniors to United States of America.

When we compare the travel costs of actual travelers between Havana and Woodstock, we can see that Woodstock is more expensive. And not only is Havana much less expensive, but it is actually a significantly cheaper destination. Since Havana is in Caribbean Islands and Woodstock is in North America, this is one of the main reasons why the costs are so different, as different regions of the world tend to have overall different travel costs. So, traveling to Havana would let you spend less money overall. Or, you could decide to spend more money in Havana 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 Woodstock would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Woodstock than you might in Havana.

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

Which is Bigger, Havana or Woodstock?

Havana has a larger population, and is about 990 times larger than the population of Woodstock. When comparing the sizes of Havana 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 Havana or Woodstock?

Woodstock has a temperate climate with four distinct seasons, but Havana experiences a warm climate with fairly sunny weather most of the year.

Should I visit Havana or Woodstock in the Summer?

The summer attracts plenty of travelers to both Havana and Woodstock. Warm weather and sunshine bring visitors to Havana year-round.

In the summer, Havana is a little warmer than Woodstock. Typically, the summer temperatures in Havana in July average around 27°C (81°F), and Woodstock averages at about 74°F (24°C).

In July, Havana usually receives less rain than Woodstock. Havana gets 50 mm (2 in) of rain, while Woodstock receives 3.4 inches (87 mm) of rain each month for the summer.

Should I visit Havana or Woodstock in the Autumn?

The autumn brings many poeple to Havana as well as Woodstock. Havana attracts visitors year-round for its warm weather and sunny climate.

In October, Havana is generally much warmer than Woodstock. Daily temperatures in Havana average around 25°C (77°F), and Woodstock fluctuates around 53°F (12°C).

Havana usually gets around the same amount of rain in October as Woodstock. Havana gets 80 mm (3.1 in) of rain, while Woodstock receives 3 inches (77 mm) of rain this time of the year.

Should I visit Havana or Woodstock in the Winter?

Both Woodstock and Havana are popular destinations to visit in the winter with plenty of activities. The warm climate attracts visitors to Havana throughout the year.

Be prepared for some very cold days in Woodstock. Havana is much warmer than Woodstock in the winter. The daily temperature in Havana averages around 21°C (70°F) in January, and Woodstock fluctuates around 25°F (-4°C).

In January, Havana usually receives less rain than Woodstock. Havana gets 20 mm (0.8 in) of rain, while Woodstock receives 3.3 inches (83 mm) of rain each month for the winter.

Should I visit Havana or Woodstock in the Spring?

Both Woodstock and Havana during the spring are popular places to visit. Plenty of visitors come to Havana because of the warm climate and sunshine that lasts throughout the year.

In the spring, Havana is much warmer than Woodstock. Typically, the spring temperatures in Havana in April average around 24°C (75°F), and Woodstock averages at about 49°F (10°C).

Havana usually gets less rain in April than Woodstock. Havana gets 30 mm (1.2 in) of rain, while Woodstock receives 3.7 inches (95 mm) of rain this time of the year.

Typical Weather for Woodstock and Havana