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

Should you visit Kennebunkport or Woodstock?

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

Should I visit Kennebunkport 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: Kennebunkport or Woodstock?

Kennebunkport

Kennebunkport is a beautiful coastal town in southern Maine that attracts a number of tourists who enjoy it's quaint atmosphere, upscale shopping, and great restaurants. While the town's history is grounded in the shipbuilding and fishing industries, it long ago became a summer holiday destination for wealthy New Englanders. The town is now one of the wealthiest areas in the state of Maine. It's also notable as the location of Walker's Point, which is a vacation estate for the Bush Family.

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 Tours Under $1000 in United States of America, The Best Luxury Tours to United States of America, The Best Tours for Seniors to United States of America, and The Best Contiki Tours to United States of America.


Which place is cheaper, Woodstock or Kennebunkport?

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

The average daily cost (per person) in Kennebunkport is $220, 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 Kennebunkport and Woodstock in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Kennebunkport $124
    Woodstock $81
  • Accommodation Typical double-occupancy room
    Kennebunkport $248
    Woodstock $162
Compare Hotels in Kennebunkport and Woodstock

Looking for a hotel in Kennebunkport 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 Kennebunkport


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: Kennebunkport Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Kennebunkport $49
    Woodstock $60

Is it cheaper to fly into Kennebunkport or Woodstock?

Prices for flights to both Woodstock and Kennebunkport 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
    Kennebunkport $67
    Woodstock $34

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Kennebunkport $21
    Woodstock $35

Tours and Activities in Kennebunkport

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

  • Ghost Tour with Folklore, Gossip & Scandals: $29
  • 90 Minutes Ghost Walking Tour in Kennebunkport: $30
  • Historic District Walking Tour: $45
  • 2-Hour Historical Walking Tour: $50
  • A Tasty Lunchtime Walking Tour: $140

Alcohol
  • Alcohol Drinks for one day
    Kennebunkport $31
    Woodstock $22


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


Which is Bigger, Kennebunkport or Woodstock?

Woodstock has a larger population, and is about 40% larger than the population of Kennebunkport. When comparing the sizes of Kennebunkport 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 Kennebunkport or Woodstock?

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 Kennebunkport or Woodstock in the Summer?

Both Woodstock and Kennebunkport during the summer are popular places to visit. The summer months attract visitors to Kennebunkport because of the hiking, the small town charm, and the family-friendly experiences.

Kennebunkport is cooler than Woodstock in the summer. The daily temperature in Kennebunkport averages around 69°F (20°C) 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 Kennebunkport. In the summer, Kennebunkport often gets around the same amount of sunshine as Woodstock. Kennebunkport gets 282 hours of sunny skies this time of year, while Woodstock receives 293 hours of full sun.

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


  • Summer Average Temperatures July
    Kennebunkport 69°F (20°C) 
    Woodstock 74°F (24°C)

Should I visit Kennebunkport or Woodstock in the Autumn?

The autumn attracts plenty of travelers to both Kennebunkport and Woodstock. The hiking trails, the shopping scene, the small town atmosphere, and the natural beauty of the area are the main draw to Kennebunkport this time of year.

In the autumn, Kennebunkport is cooler than Woodstock. Typically, the autumn temperatures in Kennebunkport in October average around 49°F (9°C), and Woodstock averages at about 53°F (12°C).

Kennebunkport usually receives around the same amount of sunshine as Woodstock during autumn. Kennebunkport gets 196 hours of sunny skies, while Woodstock receives 197 hours of full sun in the autumn.

In October, Kennebunkport usually receives more rain than Woodstock. Kennebunkport gets 3.3 inches (84 mm) of rain, while Woodstock receives 3 inches (77 mm) of rain each month for the autumn.


  • Autumn Average Temperatures October
    Kennebunkport 49°F (9°C) 
    Woodstock 53°F (12°C)

Should I visit Kennebunkport or Woodstock in the Winter?

The winter brings many poeple to Kennebunkport as well as Woodstock. Many travelers come to Kennebunkport for the museums, the shopping scene, and the cuisine.

Woodstock can get quite cold in the winter. Be prepared for some very cold days in Kennebunkport. In January, Kennebunkport is generally much colder than Woodstock. Daily temperatures in Kennebunkport average around 21°F (-6°C), and Woodstock fluctuates around 25°F (-4°C).

In the winter, Kennebunkport often gets around the same amount of sunshine as Woodstock. Kennebunkport gets 163 hours of sunny skies this time of year, while Woodstock receives 167 hours of full sun.

Kennebunkport usually gets around the same amount of rain in January as Woodstock. Kennebunkport gets 3.4 inches (86 mm) of rain, while Woodstock receives 3.3 inches (83 mm) of rain this time of the year.


  • Winter Average Temperatures January
    Kennebunkport 21°F (-6°C) 
    Woodstock 25°F (-4°C)

Should I visit Kennebunkport or Woodstock in the Spring?

Both Woodstock and Kennebunkport are popular destinations to visit in the spring with plenty of activities. Many visitors come to Kennebunkport in the spring for the small town charm and the natural beauty.

Kennebunkport is much colder than Woodstock in the spring. The daily temperature in Kennebunkport averages around 43°F (6°C) 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 Kennebunkport. Kennebunkport usually receives around the same amount of sunshine as Woodstock during spring. Kennebunkport gets 212 hours of sunny skies, while Woodstock receives 227 hours of full sun in the spring.

In April, Kennebunkport usually receives less rain than Woodstock. Kennebunkport gets 3.3 inches (85 mm) of rain, while Woodstock receives 3.7 inches (95 mm) of rain each month for the spring.


  • Spring Average Temperatures April
    Kennebunkport 43°F (6°C) 
    Woodstock 49°F (10°C)

Typical Weather for Woodstock and Kennebunkport

Kennebunkport Woodstock
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 21°F (-6°C) 3.4 inches (86 mm) 25°F (-4°C) 3.3 inches (83 mm)
Feb 24°F (-5°C) 3.5 inches (89 mm) 28°F (-2°C) 3.2 inches (81 mm)
Mar 33°F (1°C) 3.6 inches (91 mm) 38°F (3°C) 3.8 inches (97 mm)
Apr 43°F (6°C) 3.3 inches (85 mm) 49°F (10°C) 3.7 inches (95 mm)
May 53°F (12°C) 3.3 inches (85 mm) 60°F (16°C) 3.5 inches (89 mm)
Jun 63°F (17°C) 3.1 inches (79 mm) 69°F (21°C) 3.5 inches (90 mm)
Jul 69°F (20°C) 2.6 inches (66 mm) 74°F (24°C) 3.4 inches (87 mm)
Aug 67°F (20°C) 2.6 inches (66 mm) 72°F (22°C) 3.9 inches (100 mm)
Sep 59°F (15°C) 3.1 inches (78 mm) 64°F (18°C) 3.5 inches (90 mm)
Oct 49°F (9°C) 3.3 inches (84 mm) 53°F (12°C) 3 inches (77 mm)
Nov 39°F (4°C) 4.8 inches (123 mm) 43°F (6°C) 4.3 inches (110 mm)
Dec 27°F (-3°C) 4.1 inches (103 mm) 30°F (-1°C) 4.1 inches (103 mm)