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

Should you visit Woodstock or Winnipeg?

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

Should I visit Woodstock or Winnipeg? 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 Winnipeg?

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.

Winnipeg

Winnipeg is the capital of the Canadian province of Manitoba. Its heart is The Forks, a historic site at the intersection of the Red and Assiniboine rivers, with warehouses converted to shops and restaurants, plus ample green space dedicated to festivals, concerts and exhibits. Nearby, the Exchange District is known for its well-preserved, early 20th-century architecture and numerous art galleries. Rising above the prairie, Winnipeg is a metropolis where you least expect it. Cultured, confident and captivating, it’s more than just a pit stop on the Trans-Canada haul, but a destination in its own right, with a couple of world-class museums and a wonderfully diverse dining scene.

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, Tours for Outdoor and Nature Lovers in Canada, and The Best Coach Bus Tours in Canada.

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

Which is Bigger, Woodstock or Winnipeg?

Winnipeg has a larger population, and is about 290 times larger than the population of Woodstock. When comparing the sizes of Woodstock and Winnipeg, 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 Woodstock or Winnipeg?

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 Woodstock or Winnipeg in the Summer?

The summer brings many poeple to Woodstock as well as Winnipeg.

In the summer, Woodstock is around the same temperature as Winnipeg. Typically, the summer temperatures in Woodstock in July average around 74°F (24°C), and Winnipeg averages at about 21°C (71°F).

The sun comes out a lot this time of the year in Winnipeg. People are often attracted to the plentiful sunshine in Woodstock this time of the year. In the summer, Woodstock often gets less sunshine than Winnipeg. Woodstock gets 293 hours of sunny skies this time of year, while Winnipeg receives 328 hours of full sun.

Woodstock usually gets more rain in July than Winnipeg. Woodstock gets 3.4 inches (87 mm) of rain, while Winnipeg receives 72 mm (2.8 in) of rain this time of the year.

Should I visit Woodstock or Winnipeg in the Autumn?

Both Winnipeg and Woodstock are popular destinations to visit in the autumn with plenty of activities.

In October, Woodstock is generally much warmer than Winnipeg. Daily temperatures in Woodstock average around 53°F (12°C), and Winnipeg fluctuates around 7°C (45°F).

Woodstock usually receives more sunshine than Winnipeg during autumn. Woodstock gets 197 hours of sunny skies, while Winnipeg receives 147 hours of full sun in the autumn.

In October, Woodstock usually receives more rain than Winnipeg. Woodstock gets 3 inches (77 mm) of rain, while Winnipeg receives 30 mm (1.2 in) of rain each month for the autumn.

Should I visit Woodstock or Winnipeg in the Winter?

Both Winnipeg and Woodstock during the winter are popular places to visit.

It's quite cold in Winnipeg in the winter. The weather in Woodstock can be very cold. Woodstock is much warmer than Winnipeg in the winter. The daily temperature in Woodstock averages around 25°F (-4°C) in January, and Winnipeg fluctuates around -17°C (2°F).

In the winter, Woodstock often gets more sunshine than Winnipeg. Woodstock gets 167 hours of sunny skies this time of year, while Winnipeg receives 115 hours of full sun.

Woodstock usually gets more rain in January than Winnipeg. Woodstock gets 3.3 inches (83 mm) of rain, while Winnipeg receives 19 mm (0.7 in) of rain this time of the year.

Should I visit Woodstock or Winnipeg in the Spring?

The spring attracts plenty of travelers to both Woodstock and Winnipeg.

In the spring, Woodstock is much warmer than Winnipeg. Typically, the spring temperatures in Woodstock in April average around 49°F (10°C), and Winnipeg averages at about 5°C (42°F).

People are often attracted to the plentiful sunshine in Winnipeg this time of the year. In Woodstock, it's very sunny this time of the year. Woodstock usually receives less sunshine than Winnipeg during spring. Woodstock gets 227 hours of sunny skies, while Winnipeg receives 248 hours of full sun in the spring.

In April, Woodstock usually receives more rain than Winnipeg. Woodstock gets 3.7 inches (95 mm) of rain, while Winnipeg receives 36 mm (1.4 in) of rain each month for the spring.

Typical Weather for Winnipeg and Woodstock