A Travel Price Comparison for United States of America Saint Augustine vs. Woodstock for Vacations, Tours, and Honeymoons

Should you visit Saint Augustine or Woodstock?

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

If you're trying to decide where to visit between Saint Augustine or Woodstock, this travel comparison, which includes costs, can help. The overall cost of travel is usually a consideration when deciding where to go next, and the cost comparison down below can help you decide based on the average prices from other travelers along with your own travel budget.

Where Should I go: Saint Augustine or Woodstock?

Saint Augustine

St. Augustine is the oldest European-established settlement in the United States. Spanish explorer Juan Ponce de Leon landed nearby and claimed the land now known as Florida in the name of Spain in 1513. They had originally named the land La Florida, which means "Land of Flowers". The city was founded by Spanish explorer Pedro Menendez de Aviles in 1565. Sir Francis Drake and John Davis burnt the city to the ground in 1586 and 1665 respectively, but St. Augustine soon became strong enough to fend off such attacks. Florida was purchased by the United States from Spain in 1819; it seceded during the Civil War, during which St. Augustine was occupied by Union forces.

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 Train & Rail Tours in United States of America, The Best Sightseeing Tours in United States of America, The Best Cruise Tours and Packages in United States of America, and The Best Cultural Tours in United States of America.


Which place is cheaper, Woodstock or Saint Augustine?

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

The average daily cost (per person) in Saint Augustine is $159, 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 Saint Augustine and Woodstock in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Saint Augustine $86
    Woodstock $81
  • Accommodation Typical double-occupancy room
    Saint Augustine $172
    Woodstock $162
Compare Hotels in Saint Augustine and Woodstock

Looking for a hotel in Saint Augustine 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 Augustine


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: Saint Augustine Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Saint Augustine $39
    Woodstock $60

Is it cheaper to fly into Saint Augustine or Woodstock?

Prices for flights to both Woodstock and Saint Augustine 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 Augustine $49
    Woodstock $34

Food Tours and Cooking Classes in Saint Augustine

Also, here are some specific examples of food and dining related activities in Saint Augustine.

  • Feast of Saint Augustine Walking Food Tour: $139

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Saint Augustine $18
    Woodstock $35

Tours and Activities in Saint Augustine

Here are a few actual costs in Saint Augustine for available activities, ticket prices, and tours:

  • St Augustine Haunted History: A Self-Guided Audio Tour: $6.99
  • Child Friendly Pirate Walking Tour: $10
  • Historic Museum Tour Ticket: $16
  • Haunting Hour Walking Ghost Tour: $18
  • Old Jail Museum Tour in St. Augustine: $18
  • A Self-Guided Audio Tour of St Augustine's Twisted History: $20
  • America‘s Oldest City: A Self-Guided Walking Tour of St Augustine: $20
  • Walking History Tour of St. Augustine's Historic District: $25
  • Walking Tour in North City Cemeteries of St. Augustine: $25
  • St. Augustine Ghost Tour: A Ghostly Encounter: $25
  • Afterlife Tours- Beyond the Grave Tour: $25
  • Ghost Tour of St. Augustine: The Original Haunted History Tour: $25

Alcohol
  • Alcohol Drinks for one day
    Saint Augustine $25
    Woodstock $22

Sample the Local Flavors in Saint Augustine

Some specific costs for nightlife related activities in Saint Augustine:

  • The Original Haunted Pub Tour: $24
  • Ghosts and Spirits of St Augustine Pub Crawl Tour: $39
  • Toast of St. Augustine Walking Pub Crawl - drinks included: $63


When comparing the travel costs between Saint Augustine and Woodstock, we can see that Saint Augustine 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. Since both cities are in North America, it's no surprise that their costs are relatively close, as many destinations here have somewhat similar travel prices overall.

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


Which is Bigger, Saint Augustine or Woodstock?

Saint Augustine has a larger population, and is about 6 times larger than the population of Woodstock. When comparing the sizes of Saint Augustine 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 Augustine or Woodstock?

Both destinations experience a temperate climate with four distinct seasons. And since both cities are in the northern hemisphere, summer is in July and winter is in January.

Should I visit Saint Augustine or Woodstock in the Summer?

The summer attracts plenty of travelers to both Saint Augustine and Woodstock. Many visitors come to Saint Augustine in the summer for the beaches and the family-friendly experiences.

Saint Augustine is a little warmer than Woodstock in the summer. The daily temperature in Saint Augustine averages around 82°F (28°C) in July, and Woodstock fluctuates around 74°F (24°C).

People are often attracted to the plentiful sunshine in Woodstock this time of the year. In Saint Augustine, it's very sunny this time of the year. Saint Augustine usually receives around the same amount of sunshine as Woodstock during summer. Saint Augustine gets 286 hours of sunny skies, while Woodstock receives 293 hours of full sun in the summer.

Saint Augustine gets a good bit of rain this time of year. In July, Saint Augustine usually receives more rain than Woodstock. Saint Augustine gets 5.4 inches (137 mm) of rain, while Woodstock receives 3.4 inches (87 mm) of rain each month for the summer.


  • Summer Average Temperatures July
    Saint Augustine 82°F (28°C) 
    Woodstock 74°F (24°C)

Should I visit Saint Augustine or Woodstock in the Autumn?

The autumn brings many poeple to Saint Augustine as well as Woodstock. Most visitors come to Saint Augustine for the shopping scene and the natural beauty of the area during these months.

In the autumn, Saint Augustine is much warmer than Woodstock. Typically, the autumn temperatures in Saint Augustine in October average around 70°F (21°C), and Woodstock averages at about 53°F (12°C).

People are often attracted to the plentiful sunshine in Saint Augustine this time of the year. In the autumn, Saint Augustine often gets more sunshine than Woodstock. Saint Augustine gets 214 hours of sunny skies this time of year, while Woodstock receives 197 hours of full sun.

Saint Augustine usually gets around the same amount of rain in October as Woodstock. Saint Augustine gets 2.9 inches (73 mm) of rain, while Woodstock receives 3 inches (77 mm) of rain this time of the year. Also, the hurricane season in Saint Augustine is June to November.


  • Autumn Average Temperatures October
    Saint Augustine 70°F (21°C) 
    Woodstock 53°F (12°C)

Should I visit Saint Augustine or Woodstock in the Winter?

Both Woodstock and Saint Augustine are popular destinations to visit in the winter with plenty of activities. The winter months attract visitors to Saint Augustine because of the museums, the shopping scene, and the cuisine.

It's quite cold in Woodstock in the winter. In January, Saint Augustine is generally much warmer than Woodstock. Daily temperatures in Saint Augustine average around 53°F (12°C), and Woodstock fluctuates around 25°F (-4°C).

Saint Augustine usually receives more sunshine than Woodstock during winter. Saint Augustine gets 191 hours of sunny skies, while Woodstock receives 167 hours of full sun in the winter.

In January, Saint Augustine usually receives around the same amount of rain as Woodstock. Saint Augustine gets 3.3 inches (83 mm) of rain, while Woodstock receives 3.3 inches (83 mm) of rain each month for the winter.


  • Winter Average Temperatures January
    Saint Augustine 53°F (12°C) 
    Woodstock 25°F (-4°C)

Should I visit Saint Augustine or Woodstock in the Spring?

Both Woodstock and Saint Augustine during the spring are popular places to visit. The beaches and the natural beauty are the main draw to Saint Augustine this time of year.

Saint Augustine is much warmer than Woodstock in the spring. The daily temperature in Saint Augustine averages around 68°F (20°C) in April, and Woodstock fluctuates around 49°F (10°C).

In Woodstock, it's very sunny this time of the year. It's quite sunny in Saint Augustine. In the spring, Saint Augustine often gets more sunshine than Woodstock. Saint Augustine gets 285 hours of sunny skies this time of year, while Woodstock receives 227 hours of full sun.

Saint Augustine usually gets less rain in April than Woodstock. Saint Augustine gets 2.8 inches (72 mm) of rain, while Woodstock receives 3.7 inches (95 mm) of rain this time of the year. Keep in mind that June to November is the hurricane season in Saint Augustine.


  • Spring Average Temperatures April
    Saint Augustine 68°F (20°C) 
    Woodstock 49°F (10°C)

Typical Weather for Woodstock and Saint Augustine

Saint Augustine Woodstock
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 53°F (12°C) 3.3 inches (83 mm) 25°F (-4°C) 3.3 inches (83 mm)
Feb 56°F (13°C) 3.9 inches (100 mm) 28°F (-2°C) 3.2 inches (81 mm)
Mar 62°F (17°C) 3.7 inches (93 mm) 38°F (3°C) 3.8 inches (97 mm)
Apr 68°F (20°C) 2.8 inches (72 mm) 49°F (10°C) 3.7 inches (95 mm)
May 74°F (24°C) 3.7 inches (93 mm) 60°F (16°C) 3.5 inches (89 mm)
Jun 80°F (27°C) 5.7 inches (146 mm) 69°F (21°C) 3.5 inches (90 mm)
Jul 82°F (28°C) 5.4 inches (137 mm) 74°F (24°C) 3.4 inches (87 mm)
Aug 82°F (28°C) 7.8 inches (199 mm) 72°F (22°C) 3.9 inches (100 mm)
Sep 79°F (26°C) 7.1 inches (180 mm) 64°F (18°C) 3.5 inches (90 mm)
Oct 70°F (21°C) 2.9 inches (73 mm) 53°F (12°C) 3 inches (77 mm)
Nov 62°F (17°C) 2.2 inches (55 mm) 43°F (6°C) 4.3 inches (110 mm)
Dec 56°F (13°C) 2.7 inches (69 mm) 30°F (-1°C) 4.1 inches (103 mm)