A Travel Price Comparison for Families, Couples, and Backpackers Port-of-Spain vs. Woodstock for Vacations, Tours, and Honeymoons

Should you visit Port-of-Spain or Woodstock?

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

Trying to figure out where to travel next? This travel comparison between Port-of-Spain and Woodstock can help. It includes a travel cost comparison in addition to other factors. For many travelers, the cost of a destination is a primary consideration when choosing where to go.

Where Should I go: Port-of-Spain or Woodstock?

Port-of-Spain

Located on the northwest coast of Trinidad island, Port of Spain is the capital of the Caribbean island nation Trinidad & Tobago. It is a hub of activity, especially during the celebration of Carnival for which the island nation is famous.

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.


Which place is cheaper, Woodstock or Port-of-Spain?

These are the overall average travel costs for the two destinations.

The average daily cost (per person) in Port-of-Spain is $174, while the average daily cost in Woodstock is $154. 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 Port-of-Spain and Woodstock in more detail.



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

Looking for a hotel in Port-of-Spain 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 Port-of-Spain


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: Port-of-Spain Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Port-of-Spain $49
    Woodstock $60

Is it cheaper to fly into Port-of-Spain or Woodstock?

Prices for flights to both Woodstock and Port-of-Spain 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
    Port-of-Spain $54
    Woodstock $34

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Port-of-Spain $59
    Woodstock $35

Alcohol
  • Alcohol Drinks for one day
    Port-of-Spain $22
    Woodstock $22


When comparing the travel costs between Port-of-Spain and Woodstock, we can see that Port-of-Spain 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. Even though Port-of-Spain is in Caribbean Islands and Woodstock is in North America, both of these destinations have relatively similar prices of travel. Generally, the levels of luxury and expenses are the same for these cities even though they are geographically far apart.

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


Which is Bigger, Port-of-Spain or Woodstock?

Port-of-Spain has a larger population, and is about 20 times larger than the population of Woodstock. When comparing the sizes of Port-of-Spain 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 Port-of-Spain or Woodstock?

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

Should I visit Port-of-Spain or Woodstock in the Summer?

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

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

People are often attracted to the plentiful sunshine in Woodstock this time of the year. In Port-of-Spain, it's very sunny this time of the year. Port-of-Spain usually receives less sunshine than Woodstock during summer. Port-of-Spain gets 206 hours of sunny skies, while Woodstock receives 293 hours of full sun in the summer.

Port-of-Spain gets a good bit of rain this time of year. In July, Port-of-Spain usually receives more rain than Woodstock. Port-of-Spain gets 266 mm (10.5 in) of rain, while Woodstock receives 3.4 inches (87 mm) of rain each month for the summer.


  • Summer Average Temperatures July
    Port-of-Spain 27°C (81°F) 
    Woodstock 74°F (24°C)

Should I visit Port-of-Spain or Woodstock in the Autumn?

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

In October, Port-of-Spain is generally much warmer than Woodstock. Daily temperatures in Port-of-Spain average around 27°C (81°F), and Woodstock fluctuates around 53°F (12°C).

People are often attracted to the plentiful sunshine in Port-of-Spain this time of the year. In the autumn, Port-of-Spain often gets around the same amount of sunshine as Woodstock. Port-of-Spain gets 207 hours of sunny skies this time of year, while Woodstock receives 197 hours of full sun.

Port-of-Spain receives a lot of rain in the autumn. Port-of-Spain usually gets more rain in October than Woodstock. Port-of-Spain gets 199 mm (7.8 in) of rain, while Woodstock receives 3 inches (77 mm) of rain this time of the year.


  • Autumn Average Temperatures October
    Port-of-Spain 27°C (81°F) 
    Woodstock 53°F (12°C)

Should I visit Port-of-Spain or Woodstock in the Winter?

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

The weather in Woodstock can be very cold. Port-of-Spain is much warmer than Woodstock in the winter. The daily temperature in Port-of-Spain averages around 26°C (78°F) in January, and Woodstock fluctuates around 25°F (-4°C).

The sun comes out a lot this time of the year in Port-of-Spain. Port-of-Spain usually receives more sunshine than Woodstock during winter. Port-of-Spain gets 241 hours of sunny skies, while Woodstock receives 167 hours of full sun in the winter.

In January, Port-of-Spain usually receives less rain than Woodstock. Port-of-Spain gets 71 mm (2.8 in) of rain, while Woodstock receives 3.3 inches (83 mm) of rain each month for the winter.


  • Winter Average Temperatures January
    Port-of-Spain 26°C (78°F) 
    Woodstock 25°F (-4°C)

Should I visit Port-of-Spain or Woodstock in the Spring?

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

In the spring, Port-of-Spain is much warmer than Woodstock. Typically, the spring temperatures in Port-of-Spain in April average around 27°C (81°F), and Woodstock averages at about 49°F (10°C).

In Woodstock, it's very sunny this time of the year. It's quite sunny in Port-of-Spain. In the spring, Port-of-Spain often gets around the same amount of sunshine as Woodstock. Port-of-Spain gets 238 hours of sunny skies this time of year, while Woodstock receives 227 hours of full sun.

Port-of-Spain usually gets less rain in April than Woodstock. Port-of-Spain gets 51 mm (2 in) of rain, while Woodstock receives 3.7 inches (95 mm) of rain this time of the year.


  • Spring Average Temperatures April
    Port-of-Spain 27°C (81°F) 
    Woodstock 49°F (10°C)

Typical Weather for Woodstock and Port-of-Spain

Port-of-Spain Woodstock
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 26°C (78°F) 71 mm (2.8 in) 25°F (-4°C) 3.3 inches (83 mm)
Feb 26°C (79°F) 43 mm (1.7 in) 28°F (-2°C) 3.2 inches (81 mm)
Mar 26°C (80°F) 34 mm (1.3 in) 38°F (3°C) 3.8 inches (97 mm)
Apr 27°C (81°F) 51 mm (2 in) 49°F (10°C) 3.7 inches (95 mm)
May 28°C (82°F) 117 mm (4.6 in) 60°F (16°C) 3.5 inches (89 mm)
Jun 27°C (81°F) 252 mm (9.9 in) 69°F (21°C) 3.5 inches (90 mm)
Jul 27°C (81°F) 266 mm (10.5 in) 74°F (24°C) 3.4 inches (87 mm)
Aug 27°C (81°F) 225 mm (8.9 in) 72°F (22°C) 3.9 inches (100 mm)
Sep 27°C (81°F) 203 mm (8 in) 64°F (18°C) 3.5 inches (90 mm)
Oct 27°C (81°F) 199 mm (7.8 in) 53°F (12°C) 3 inches (77 mm)
Nov 27°C (80°F) 228 mm (9 in) 43°F (6°C) 4.3 inches (110 mm)
Dec 26°C (79°F) 155 mm (6.1 in) 30°F (-1°C) 4.1 inches (103 mm)


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