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

Should you visit Saint Thomas or Woodstock?

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

Should I visit Saint Thomas or Woodstock? 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: Saint Thomas or Woodstock?

Saint Thomas

Saint Thomas is a beautiful island in the U.S. Virgin Islands. Together with St. John, St. Croix, and Water Island, it forms the unincorporated territory of the United States. The island is also home to the territorial capital and port of Charlotte Amalie. The island's population is just over 50,000, which is slightly less than half of the territory's total population.

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 Hiking & Trekking Tours in United States of America, and The Best Historical Tours in United States of America.


Which place is cheaper, Woodstock or Saint Thomas?

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

  • Saint Thomas Prices
    USVI Prices
    Woodstock Prices
    USA Prices
  • Average Daily Cost Per person, per day
    Saint Thomas $258
    Woodstock $178

The average daily cost (per person) in Saint Thomas is $258, 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 Saint Thomas and Woodstock in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Saint Thomas $131
    Woodstock $81
  • Accommodation Typical double-occupancy room
    Saint Thomas $262
    Woodstock $162
Compare Hotels in Saint Thomas and Woodstock

Looking for a hotel in Saint Thomas 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 Saint Thomas


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.


Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Saint Thomas $37
    Woodstock $60
Typical Local Transportation Prices in Saint Thomas

Some typical examples of transportation costs in Saint Thomas are as follows:


  • Scooter Rental
    $65
  • Taxi Ride
    $5.00

Hired Cars and Shuttles in Saint Thomas

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

  • Transfer from Cyril E. King Airport(STT) to Charlotte Amalie Port: $83
  • VI Top Taxi and Tours - St. Thomas - Airport Transfer to Red Hook Ferry: $90
  • Paradise Taxi & Tours USVI- St.Thomas Airport Transfer to Bolongo Bay / Limetree: $110
  • Vi Top Taxi & Tours -Airport Transfer to Bolongo Bay/ Limetree: $110
  • PARADISE TAXI & TOURS USVI-St.Thomas-Airport Transfer to Marriott Frenchman Cove: $110
  • St.Thomas to St.Thomas Airport (STT) - Departure Private Transfer: $115
  • Private Ground Transfers: $120
  • Exclusive Airport Transfers (up to 4 persons) One-Way: $135
  • St.Thomas island to Cyril E. King Airport(STT)-Departure Transfer: $135
  • St. Thomas USVI Airport Transfer to the Redhook Ferry: $144
  • St. Thomas USVI Airport Transfer to The Ritz Carlton Resort: $144
  • Paradise Taxi & Tours USVI- St. Thomas - Airport Transfer to Red Hook Ferry: $160

Is it cheaper to fly into Saint Thomas or Woodstock?

Prices for flights to both Woodstock and Saint Thomas 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
    Saint Thomas $94
    Woodstock $59

Food Tours and Cooking Classes in Saint Thomas

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

  • Flavors: Cultural Cooking Class, St Thomas, USVI, USA : $81
  • St. John Sail with Bar and Hors d'Oeuvres to Lovango Dinner: $119
  • Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove: $119
  • Afternoon Snorkel, Pizza & Sunset Tour departing from St. Thomas & St. John: $120
  • Local Experience, St. John U.S. Virgin Islands Food Tour: $125
  • Pizza Pi Shuttle (Official) - Jet Ski Trip St Thomas: $148
  • St. John PiZZA Pi Snorkel Sail with Beach Stop, Lunch & Open Bar - Westin: $149
  • Christmas Cove and Pizza Pi Happy Hour Sail Tour: $185
  • Turtles, Pizza Pi & Sunset trip: $295

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Saint Thomas $60
    Woodstock $35

Tours and Activities in Saint Thomas

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

  • Nature and Sightseeing Tour at Phantasea Tropical Botanical Garden: $16
  • Children's Treasure Hunt Walking Tour: $25
  • Coral World Ocean Park General Admission Ticket: $29
  • Cruise Ship Shuttle to Ferry going to St. John: $34
  • Rum Tasting Experience in the Old Barrel House: $35
  • Admission Ticket to Coral World & Coki Point Beach with Snorkeling: $40
  • St. Thomas Sightseeing Tour with a Guide: $40
  • Guided Tour of Coral World Ocean Park & Happy Hour: $40
  • St. Thomas Ghost Tour of Historic Charlotte Amalie : $41
  • Prince taxi & Tours St.Thomas Virgin Islands-Island Scenic Tour: $45
  • Guided Kayak Tour from Margaritaville: $48
  • Guided Kayak Tour from Elysian: $48

Alcohol
  • Alcohol Drinks for one day
    Saint Thomas $27
    Woodstock $22


When we compare the travel costs of actual travelers between Saint Thomas and Woodstock, we can see that Saint Thomas is more expensive. And not only is Woodstock much less expensive, but it is actually a significantly cheaper destination. Since Saint Thomas 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 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 Saint Thomas would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Saint Thomas 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 Saint Thomas Expensive? and Is Woodstock Expensive?.


Which is Bigger, Saint Thomas or Woodstock?

Saint Thomas has a larger population, and is about 9 times larger than the population of Woodstock. When comparing the sizes of Saint Thomas 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 Saint Thomas or Woodstock?

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

Should I visit Saint Thomas or Woodstock in the Summer?

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

Saint Thomas is a little warmer than Woodstock in the summer. The daily temperature in Saint Thomas averages around 29°C (83°F) in July, and Woodstock fluctuates around 74°F (24°C).

In Woodstock, it's very sunny this time of the year. It's quite sunny in Saint Thomas. In the summer, Saint Thomas often gets around the same amount of sunshine as Woodstock. Saint Thomas gets 287 hours of sunny skies this time of year, while Woodstock receives 293 hours of full sun.

Saint Thomas usually gets less rain in July than Woodstock. Saint Thomas gets 66 mm (2.6 in) of rain, while Woodstock receives 3.4 inches (87 mm) of rain this time of the year.


  • Summer Average Temperatures July
    Saint Thomas 29°C (83°F) 
    Woodstock 74°F (24°C)

Should I visit Saint Thomas or Woodstock in the Autumn?

The autumn attracts plenty of travelers to both Saint Thomas and Woodstock. Warm weather and sunshine bring visitors to Saint Thomas year-round.

In the autumn, Saint Thomas is much warmer than Woodstock. Typically, the autumn temperatures in Saint Thomas in October average around 28°C (82°F), and Woodstock averages at about 53°F (12°C).

In Saint Thomas, it's very sunny this time of the year. Saint Thomas usually receives more sunshine than Woodstock during autumn. Saint Thomas gets 235 hours of sunny skies, while Woodstock receives 197 hours of full sun in the autumn.

Saint Thomas gets a good bit of rain this time of year. In October, Saint Thomas usually receives more rain than Woodstock. Saint Thomas gets 146 mm (5.7 in) of rain, while Woodstock receives 3 inches (77 mm) of rain each month for the autumn.


  • Autumn Average Temperatures October
    Saint Thomas 28°C (82°F) 
    Woodstock 53°F (12°C)

Should I visit Saint Thomas or Woodstock in the Winter?

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

Woodstock can get quite cold in the winter. In January, Saint Thomas is generally much warmer than Woodstock. Daily temperatures in Saint Thomas average around 26°C (78°F), and Woodstock fluctuates around 25°F (-4°C).

People are often attracted to the plentiful sunshine in Saint Thomas this time of the year. In the winter, Saint Thomas often gets more sunshine than Woodstock. Saint Thomas gets 240 hours of sunny skies this time of year, while Woodstock receives 167 hours of full sun.

Saint Thomas usually gets less rain in January than Woodstock. Saint Thomas gets 43 mm (1.7 in) of rain, while Woodstock receives 3.3 inches (83 mm) of rain this time of the year.


  • Winter Average Temperatures January
    Saint Thomas 26°C (78°F) 
    Woodstock 25°F (-4°C)

Should I visit Saint Thomas or Woodstock in the Spring?

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

Saint Thomas is much warmer than Woodstock in the spring. The daily temperature in Saint Thomas averages around 27°C (80°F) in April, 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 Saint Thomas. Saint Thomas usually receives more sunshine than Woodstock during spring. Saint Thomas gets 272 hours of sunny skies, while Woodstock receives 227 hours of full sun in the spring.

In April, Saint Thomas usually receives less rain than Woodstock. Saint Thomas gets 72 mm (2.8 in) of rain, while Woodstock receives 3.7 inches (95 mm) of rain each month for the spring.


  • Spring Average Temperatures April
    Saint Thomas 27°C (80°F) 
    Woodstock 49°F (10°C)

Typical Weather for Woodstock and Saint Thomas

Saint Thomas Woodstock
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 26°C (78°F) 43 mm (1.7 in) 25°F (-4°C) 3.3 inches (83 mm)
Feb 26°C (78°F) 39 mm (1.5 in) 28°F (-2°C) 3.2 inches (81 mm)
Mar 26°C (79°F) 49 mm (1.9 in) 38°F (3°C) 3.8 inches (97 mm)
Apr 27°C (80°F) 72 mm (2.8 in) 49°F (10°C) 3.7 inches (95 mm)
May 28°C (82°F) 94 mm (3.7 in) 60°F (16°C) 3.5 inches (89 mm)
Jun 28°C (83°F) 64 mm (2.5 in) 69°F (21°C) 3.5 inches (90 mm)
Jul 29°C (83°F) 66 mm (2.6 in) 74°F (24°C) 3.4 inches (87 mm)
Aug 29°C (84°F) 101 mm (4 in) 72°F (22°C) 3.9 inches (100 mm)
Sep 28°C (83°F) 127 mm (5 in) 64°F (18°C) 3.5 inches (90 mm)
Oct 28°C (82°F) 146 mm (5.7 in) 53°F (12°C) 3 inches (77 mm)
Nov 27°C (81°F) 126 mm (4.9 in) 43°F (6°C) 4.3 inches (110 mm)
Dec 26°C (80°F) 71 mm (2.8 in) 30°F (-1°C) 4.1 inches (103 mm)


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