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

Should you visit Clearwater or Woodstock?

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

Which city should you visit? Read on to compare the activities as well as the prices of travel for Clearwater and Woodstock. We'll break down costs for accommodation, food, transportation and more to help you learn more about these two destinations. Then, you can figure out if either of these two places are accessible based on your travel budget, schedule, and interests. So, let's dig into it.

Where Should I go: Clearwater or Woodstock?

Clearwater

Clearwater is a city in Florida's Tampa Bay area known for its sunny weather and gulf coast beaches. Its most famous beach (Clearwater Beach) is located on a barrier island with white sands and crystal waters - a perfect setting for activities such as fishing, sailing, kayaking, jet skiing, dolphin and sunset tours, parasailing, and more.

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 Wildlife Tours to United States of America, The Best Hiking & Trekking Tours in United States of America, The Best Historical Tours in United States of America, and The Best 10-Day Tours in United States of America.


Which place is cheaper, Woodstock or Clearwater?

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

  • Clearwater Prices
    USA Prices
    Woodstock Prices
    USA Prices
  • Average Daily Cost Per person, per day
    Clearwater $343
    Woodstock $178

The average daily cost (per person) in Clearwater is $343, 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 Clearwater and Woodstock in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Clearwater $141
    Woodstock $81
  • Accommodation Typical double-occupancy room
    Clearwater $282
    Woodstock $162
Compare Hotels in Clearwater and Woodstock

Looking for a hotel in Clearwater 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 Clearwater


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: Clearwater Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Clearwater $221
    Woodstock $60

Is it cheaper to fly into Clearwater or Woodstock?

Prices for flights to both Woodstock and Clearwater 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
    Clearwater $79
    Woodstock $59

Food Tours and Cooking Classes in Clearwater

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

  • Clearwater Beach Fun and Tropical Food Tour: $99
  • Clearwater Beach: Tropical Delights Walking Food Tour: $106
  • Taste of Downtown St Petersburg-A Walking/Food Tour: $115

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Clearwater -
    Woodstock $35

Tours and Activities in Clearwater

Some specific costs of activities, tours, and entrance tickets for Clearwater are as follows:

  • Scavenger Hunt Adventure in Clearwater by Operation City Quest: $10
  • St Petersburg Ultimate (ALL-IN-ONE) City Trolley Tour : $25
  • Clearwater Daytime Yacht Sightseeing Cruise with Optional Dining : $27
  • Clearwater; Aspirations Winery Tour and Tasting Experience: $27
  • Happy Hour Cruise: $27
  • Dolphin Watching Intercoastal Cruise: $27
  • Clearwater Beach Tiki Getaway Cruise BYOB: $27
  • Clearwater Beach: Dolphin & Island Sandbar Cruise: $28
  • Clearwater Beach: Sunset and Harbor Lights Cruise: $28
  • Mega Bite Dolphin Tour Boat in Clearwater Beach: $28
  • Clearwater Beach: Dolphin-Watching Sunset Cruise: $29
  • Dolphin Watching Nature Cruise and Eco Tour from Hubbard's Marina in John's Pass: $29

Alcohol
  • Alcohol Drinks for one day
    Clearwater -
    Woodstock $22

Sample the Local Flavors in Clearwater

Some specific costs for nightlife related activities in Clearwater:

  • The Tour and Wine Tasting Experience at Aspirations Winery: $25


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


Which is Bigger, Clearwater or Woodstock?

Clearwater has a larger population, and is about 50 times larger than the population of Woodstock. When comparing the sizes of Clearwater 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 Clearwater 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 Clearwater or Woodstock in the Summer?

Both Woodstock and Clearwater are popular destinations to visit in the summer with plenty of activities. The beaches, snorkeling, and the family-friendly experiences are the main draw to Clearwater this time of year.

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

It's quite sunny in Woodstock. The sun comes out a lot this time of the year in Clearwater. Clearwater usually receives less sunshine than Woodstock during summer. Clearwater gets 265 hours of sunny skies, while Woodstock receives 293 hours of full sun in the summer.

It's quite rainy in Clearwater. In July, Clearwater usually receives more rain than Woodstock. Clearwater gets 8.4 inches (214 mm) of rain, while Woodstock receives 3.4 inches (87 mm) of rain each month for the summer.


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

Should I visit Clearwater or Woodstock in the Autumn?

Both Woodstock and Clearwater during the autumn are popular places to visit. Many travelers come to Clearwater for the shopping scene.

In the autumn, Clearwater is much warmer than Woodstock. Typically, the autumn temperatures in Clearwater in October average around 75°F (24°C), and Woodstock averages at about 53°F (12°C).

It's quite sunny in Clearwater. In the autumn, Clearwater often gets more sunshine than Woodstock. Clearwater gets 234 hours of sunny skies this time of year, while Woodstock receives 197 hours of full sun.

Clearwater usually gets less rain in October than Woodstock. Clearwater gets 2.6 inches (65 mm) of rain, while Woodstock receives 3 inches (77 mm) of rain this time of the year. Also, the hurricane season in Clearwater is June to November.


  • Autumn Average Temperatures October
    Clearwater 75°F (24°C) 
    Woodstock 53°F (12°C)

Should I visit Clearwater or Woodstock in the Winter?

The winter attracts plenty of travelers to both Clearwater and Woodstock. Many visitors come to Clearwater in the winter for the museums, the shopping scene, and the cuisine.

Woodstock can be very cold during winter. In January, Clearwater is generally much warmer than Woodstock. Daily temperatures in Clearwater average around 60°F (15°C), and Woodstock fluctuates around 25°F (-4°C).

In Clearwater, it's very sunny this time of the year. Clearwater usually receives more sunshine than Woodstock during winter. Clearwater gets 200 hours of sunny skies, while Woodstock receives 167 hours of full sun in the winter.

In January, Clearwater usually receives less rain than Woodstock. Clearwater gets 2.3 inches (59 mm) of rain, while Woodstock receives 3.3 inches (83 mm) of rain each month for the winter.


  • Winter Average Temperatures January
    Clearwater 60°F (15°C) 
    Woodstock 25°F (-4°C)

Should I visit Clearwater or Woodstock in the Spring?

The spring brings many poeple to Clearwater as well as Woodstock. Most visitors come to Clearwater for the beaches during these months.

Clearwater is much warmer than Woodstock in the spring. The daily temperature in Clearwater averages around 71°F (22°C) in April, and Woodstock fluctuates around 49°F (10°C).

The sun comes out a lot this time of the year in Woodstock. People are often attracted to the plentiful sunshine in Clearwater this time of the year. In the spring, Clearwater often gets more sunshine than Woodstock. Clearwater gets 299 hours of sunny skies this time of year, while Woodstock receives 227 hours of full sun.

Clearwater usually gets less rain in April than Woodstock. Clearwater gets 2.1 inches (53 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 Clearwater.


  • Spring Average Temperatures April
    Clearwater 71°F (22°C) 
    Woodstock 49°F (10°C)

Typical Weather for Woodstock and Clearwater

Clearwater Woodstock
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 60°F (15°C) 2.3 inches (59 mm) 25°F (-4°C) 3.3 inches (83 mm)
Feb 61°F (16°C) 2.9 inches (73 mm) 28°F (-2°C) 3.2 inches (81 mm)
Mar 67°F (19°C) 3.9 inches (99 mm) 38°F (3°C) 3.8 inches (97 mm)
Apr 71°F (22°C) 2.1 inches (53 mm) 49°F (10°C) 3.7 inches (95 mm)
May 77°F (25°C) 2.4 inches (61 mm) 60°F (16°C) 3.5 inches (89 mm)
Jun 81°F (27°C) 6.5 inches (165 mm) 69°F (21°C) 3.5 inches (90 mm)
Jul 82°F (28°C) 8.4 inches (214 mm) 74°F (24°C) 3.4 inches (87 mm)
Aug 82°F (28°C) 8 inches (203 mm) 72°F (22°C) 3.9 inches (100 mm)
Sep 81°F (27°C) 6.3 inches (161 mm) 64°F (18°C) 3.5 inches (90 mm)
Oct 75°F (24°C) 2.6 inches (65 mm) 53°F (12°C) 3 inches (77 mm)
Nov 68°F (20°C) 1.8 inches (45 mm) 43°F (6°C) 4.3 inches (110 mm)
Dec 62°F (17°C) 2.2 inches (56 mm) 30°F (-1°C) 4.1 inches (103 mm)