A Travel Price Comparison for Families, Couples, and Backpackers Kennebunkport vs. Winnipeg for Attractions, Food, Families, and Couples

Should you visit Kennebunkport or Winnipeg?

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

Should I visit Kennebunkport or Winnipeg? 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.

Kennebunkport

Kennebunkport is a quaint, character-filled, and charming town. With plenty of activities and sights, this is a small town worth visiting. Kennebunkport is a beautiful place to visit, too. Visitors also love the nightlife, food, and hiking. See Kennebunkport travel costs.

Winnipeg

Winnipeg is a friendly, welcoming, and cultural city. Other reasons to visit include museums, nightlife, and food. See Winnipeg travel costs.

Kennebunkport and Winnipeg: Pros and Cons

Pros
  • Popular museums and historical sights
  • Active nightlife
  • Nice resorts
  • Good for hiking
  • Known for its beauty
  • Family-friendly
  • Good for couples and romance
  • Small town charm
Things to Consider
  • Less popular with backpackers
Pros
  • Popular museums and historical sights
  • Active nightlife
  • Family-friendly
  • Good for couples and romance
  • Good for backpackers and budget travelers


Is there more to do in Kennebunkport or Winnipeg?

Travelers will usually find more to do in Kennebunkport. Although Kennebunkport and Winnipeg are popular destinations, Kennebunkport has more sights and attractions for tourists. Kennebunkport is very popular for its food, resorts, hiking, shopping, small town charm, and impressive beauty, while Winnipeg attracts visitors for its museums and attractions. Kennebunkport is more touristy than Winnipeg and is known for its historic and charming atmosphere, its wonderful local seafood, and its stunning coastline. It is also well known for Dock Square. Winnipeg is famous for its festivals, culture, and railway connections.

How is Kennebunkport different from Winnipeg?

Which is Better for a Holiday?

Let's take a look at the differences and similarities between Winnipeg and Kennebunkport. Then, you can decide for yourself which place is better for your next trip.

Are the Museums and Historical Sights Better in Kennebunkport or Winnipeg?

Kennebunkport
Winnipeg

Winnipeg is great for its historical sights. Also, Kennebunkport is not as popular, but is still a nice town for its sights and museums.

Winnipeg offers many unique museums, sights, and landmarks that will make for a memorable trip. There are some unique museums around town including the Canadian Museum for Human Rights. Other popular museums are the Manitoba Museum and the Manitoba Children's Museum.

Kennebunkport offers a variety of museums and landmarks to choose from. There are a handful of local museums around town like the Brick Store Museum, the First Families Kennebunkport Museum, and the Seashore Trolley Museum.


Is the Food Better in Kennebunkport or Winnipeg? Which Destination has the Best Restaurants?

Kennebunkport
Winnipeg

Kennebunkport is great for its local flavors and cuisine. Also, Winnipeg is not as popular, but is still a nice city for its local cuisine and restaurants.

Kennebunkport has a huge number of terrific restaurants. Fine dining, seafood restaurants, and local cafes all make this a wonderful town for foodies. The town's famous for its lobster, but you can also try the scallops, crab, or oysters.

There are many up and coming restaurants in the Winnipeg area. You'll find a wide variety of restaurants around town that serve a mix of local dishes and international cuisines. A must-see part of the city is the historic Forks Market.

Is Kennebunkport or Winnipeg Better for Nightlife?

Kennebunkport
Winnipeg

The vibe at night is nice in both Kennebunkport and Winnipeg.

If you're looking for night time activities Kennebunkport has a few options to choose from. You can check out the happy hours that many of the bars in the waterfront area host regularly.

There's a variety of activities in the evening in Winnipeg. The city has an active nightlife, even during the winter months. You'll find dance clubs, bars, and pubs around town that are popular with locals and visitors alike.

Is Kennebunkport or Winnipeg Better for Resorts?

Kennebunkport
Winnipeg

Kennebunkport is great for its luxury resorts. However, Winnipeg is not a resort destination.

In Kennebunkport, you'll find some of the region's top resorts. Luxury resorts and classic inns provide traditional and local accommodation options for visitors.

Winnipeg is not a resort destination.


Is Kennebunkport or Winnipeg Better for Hiking?

Kennebunkport
Winnipeg

Kennebunkport is a town with good options for hiking. However, Winnipeg is not a hiking destination.

Plenty of visitors go hiking around Kennebunkport. There are waterfront walks and coastal trails. There are also trails that wander through forests or past marshland.

Winnipeg is not a hiking destination.

Is the Shopping Better in Kennebunkport or Winnipeg?

Kennebunkport
Winnipeg

Kennebunkport is great for its shopping opportunities. Also, Winnipeg is not as popular, but is still a nice city for its shopping areas.

Kennebunkport is well-known for its shopping. Head to Dock's Square for the best local shops with a charming atmosphere.

Many visitors go to Winnipeg to go shopping. You'll find all of the standard shopping options around town, from boutiques to big box shops and even some outlets.

Is Kennebunkport or Winnipeg More Beautiful?

Kennebunkport
Winnipeg

Kennebunkport is a town with good options for its scenery and beauty. However, Winnipeg is not a destination known for its beauty.

Kennebunkport is a beautiful place to visit, too. It's scenic coastline and dramatic lighthouses make this a beautiful area.

Winnipeg is not a destination known for its beauty.


Is Kennebunkport or Winnipeg Better for Families?

Kennebunkport
Winnipeg

Kennebunkport is great for its kid-friendly activities. Also, Winnipeg is not as popular, but is still a nice city for its family-friendly activities.

Because of its large number of kid-friendly activities, Kennebunkport is very family-friendly. You can explore the rocks around Mother's Beach or take the kids out on a lobster boat. There's also a lot of history around Dock's Square and plenty of kid-friendly restaurants in town.

Winnipeg is a family-friendly place to visit. Kids will love a visit to the Assiniboine Park Zoo or the Manitoba Children's Museum. There are a number of parks and playgrounds around town as well as the Prairie Dog Central Railway. There are many kid-friendly restaurants in the city as well.

Is Kennebunkport or Winnipeg Better for Couples?

Kennebunkport
Winnipeg

Kennebunkport is great for its romantic activities. Also, Winnipeg is not as popular, but is still a nice city for couples.

Kennebunkport is a great town if you're traveling as a couple. Beaches, romantic hotels, and charming local restaurants make this a perfect couple's destination.

Winnipeg is a good town for couples to visit. Many couples enjoy wandering through Assiniboine Park. There are also many romantic restaurants and spas for couples.

Is Kennebunkport or Winnipeg Better for Backpackers and Budget Travelers?

Kennebunkport
Winnipeg

Winnipeg is a popular place for backpackers and budget travelers. However, Kennebunkport is not a good destination for backpackers.

Plenty of budget travelers visit Winnipeg. While it's often overlooked by backpackers, there are a couple of hostels around town.

Kennebunkport is a challenging destination for budget travelers and backpackers due to the higher prices. You'll find cabins and motels in the area, but no real hostels.


Is Kennebunkport or Winnipeg Better for Public Transit? Which Is Easier to Get Around Without a Car?

Kennebunkport
Winnipeg

Kennebunkport and Winnipeg both offer reasonable public transit to get you around.

Public transit is mostly limited in Kennebunkport. During the summer months there's a Shoreline Trolley that connects towns.

Public transit is generally limited in Winnipeg. There's a bus system around town, but many visitors prefer to have a vehicle.

Is Kennebunkport or Winnipeg a more walkable city?

Kennebunkport
Winnipeg

Kennebunkport is a town with good options for its high level of walkability. However, Winnipeg is not a good destination for its ease of walking around.

Kennebunkport is a somewhat walkable place. It's downtown is compact and particularly walkable.

Winnipeg is generally not very walkable. While there are a few walkable neighborhoods, the city itself is not particularly walkable, particularly during the cold winter months.

For even more information, also check out Is Kennebunkport Worth Visiting? and Is Winnipeg Worth Visiting?.

Should I spend more time in Winnipeg or Kennebunkport?

How long in Kennebunkport or Winnipeg?

It's fun to spend time in either Kennebunkport or Winnipeg. In our opinion, Kennebunkport has more to see and do, so we recommend that you spend more time in Kennebunkport than Winnipeg. However, 2-4 days is a good amount of time to spend in either destination.

Families should spend more time in Kennebunkport than Winnipeg. Because of the many family-friendly attractions and fun things to do for kids in Kennebunkport, it's a great place to visit with the whole family.

Couples should spend more time in Kennebunkport than Winnipeg. You'll find plenty of romantic sights and fun activities in Kennebunkport that are great for a weekend getaway or a longer couple's trip.

Backpackers and budget travelers should spend more time in Winnipeg than Kennebunkport if your budget allows for it. With a larger number of budget-friendly sights, good nightlife, and active things to do, anyone traveling on a budget would have a good time in Winnipeg.


  • How many days in Kennebunkport or Winnipeg? Ideal Length of Stay
    Kennebunkport 2-4 
    Winnipeg 2-4

One day in Kennebunkport or Winnipeg?

Kennebunkport is a small town where visitors enjoy the food and shopping. It's also a relaxing resort destination. With so much to do, one day is probably not enough time to see everything. It will give you the chance to have new experiences.

Many travelers enjoy the shopping and museums when visiting the friendly destination of Winnipeg. Your budget might influence how long you stay. Since there is so much to do in the area, one day is probably not enough for all of it.


A weekend in Kennebunkport or Winnipeg?

Kennebunkport is a popular place that is full of things to see and experience. If you have a weekend, this town makes for a great vacation. People enjoy relaxing at one of the resorts. While some people choose to spend more or less time in Kennebunkport, a weekend is sufficent for most. Take your pick from the many activities offered here.

It's hard to know how much time to spend in Winnipeg. It has many unique tourist attractions and fascinating things to do. For many, it makes a great getaway for a weekend. A weekend is usually enough time to experience most activities.

Five days in Kennebunkport or Winnipeg?

Kennebunkport is a popular choice for travelers. Five days is usually plenty of time to spend here with extra days to spare. With this much time, visitors often visit nearby destinations or take day trips. The entire region has so many activities, and you'll want time to do everything.

Travelers enjoy the nightlife and food when visiting the welcoming destination of Winnipeg. This city offers a variety of activities to choose from. Five days is usually plenty of time to spend here with extra days to spare. With this much time, visitors often visit nearby destinations or take day trips.

A week in Kennebunkport or Winnipeg?

Kennebunkport is a great place to explore. People often spend their time relaxing at one of the resorts. One week is more than enough time to enjoy everything. Take some day trips to nearby places to fill the extra days. This town offers something for everyone.

You'll find food and shopping around the city of Winnipeg. One week is more than enough time to enjoy everything. Take some day trips to nearby places to fill the extra days. The length of your ideal trip is an individual decision.


For some great organized tour ideas, see The Best 3-Week Tours in United States of America, The Best Bicycle Tours in United States of America, Tours for Outdoor and Nature Lovers in Canada, and The Best Coach Bus Tours in Canada.


Which place is cheaper, Winnipeg or Kennebunkport?

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

  • Kennebunkport Prices
    USA Prices
    Winnipeg Prices
    Canada Prices
  • Average Daily Cost Per person, per day
    Kennebunkport $269
    Winnipeg $255

The average daily cost (per person) in Kennebunkport is $269, while the average daily cost in Winnipeg is $255. 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 Winnipeg in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Kennebunkport $124
    Winnipeg $92
  • Accommodation Typical double-occupancy room
    Kennebunkport $248
    Winnipeg $184
Compare Hotels in Kennebunkport and Winnipeg

Looking for a hotel in Kennebunkport or Winnipeg? 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 Winnipeg


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 and Winnipeg Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Kennebunkport $49
    Winnipeg -

Hired Cars and Shuttles in Winnipeg

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

  • Winnipeg One way Private transfer from/to the Airport: $200
  • Winnipeg Airport (YWG) to Winnipeg accomodation - Round-Trip Private Transfer: $165
  • Private Transfer from Winnipeg Airport (YWG) to Winnipeg Hotels: $97
  • Private Transfer from Winnipeg Hotels to Winnipeg Airport (YWG): $97
  • Winnipeg accomodation to Winnipeg Airport (YWG) - Departure Private Transfer: $83
  • Winnipeg Airport (YWG) to Winnipeg accomodation - Arrival Private Transfer: $83
  • Private Transfer from Winnipeg Airport to Winnipeg Accommodation : $37

Is it cheaper to fly into Kennebunkport or Winnipeg?

Prices for flights to both Winnipeg 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 $115
    Winnipeg $9.33

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Kennebunkport $21
    Winnipeg $2.52

Tours and Activities in Kennebunkport

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

  • 90 Minutes Ghost Walking Tour in Kennebunkport: $35
  • From Boston: Kennebunkport Day Trip & Optional Trolley Tour: $125
  • Kennebunkport, Maine: Lunchtime Culinary Walking Tour: $150
  • 2-Hour Historical Walking Tour: $50
  • A Tasty Lunchtime Walking Tour: $160
  • Haunted Ghost Walking Tour: $35

Tours and Activities in Winnipeg

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

  • Discover Assiniboine Park with a Smartphone Audio Tour: $6.61
  • Explore The Challenge of Moderninity with Walking Tours in Winnipeg, MB: $6.61
  • Manitoba Legislative Grounds: Smartphone Audio Tour: $6.61
  • Murder Mystery Detective Experience in Winnipeg MB: $11
  • Private City Tour in Winnipeg: $96
  • The Forks Historic Site: a Smartphone Audio Tour: $6.61
  • The Sights of South a Smartphone Audio Tour: $6.61
  • Unique Scavenger Hunt Experience in Winnipeg by Operation City Quest: $10
  • Walk 4 Smartphone Audio Walking Tours: $19
  • Winnipeg Private Walking Tour with a Local: $40
  • Winnipeg in the Limelight: a Smartphone Audio Walking Tour: $6.61
  • Winnipeg's Most Haunted: a Smartphone Audio Ghost Tour: $6.61

Alcohol
  • Alcohol Drinks for one day
    Kennebunkport $31
    Winnipeg -


When comparing the travel costs between Kennebunkport and Winnipeg, we can see that Kennebunkport 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 Kennebunkport Expensive? and Is Winnipeg Expensive?.


Which is Bigger, Kennebunkport or Winnipeg?

Winnipeg has a larger population, and is about 400 times larger than the population of Kennebunkport. When comparing the sizes of Kennebunkport and Winnipeg, 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 Winnipeg?

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 Kennebunkport or Winnipeg in the Summer?

Both Winnipeg and Kennebunkport are popular destinations to visit in the summer with plenty of activities. Many visitors come to Kennebunkport in the summer for the hiking, the small town charm, and the family-friendly experiences. Also, most visitors come to Winnipeg for the family-friendly experiences during these months.

In the summer, Kennebunkport is around the same temperature as Winnipeg. Typically, the summer temperatures in Kennebunkport in July average around 69°F (20°C), and Winnipeg averages at about 21°C (71°F).

It's quite sunny in Winnipeg. The sun comes out a lot this time of the year in Kennebunkport. Kennebunkport usually receives less sunshine than Winnipeg during summer. Kennebunkport gets 282 hours of sunny skies, while Winnipeg receives 328 hours of full sun in the summer.

In July, Kennebunkport usually receives less rain than Winnipeg. Kennebunkport gets 2.6 inches (66 mm) of rain, while Winnipeg receives 72 mm (2.8 in) of rain each month for the summer.


  • Summer Average Temperatures July
    Kennebunkport 69°F (20°C) 
    Winnipeg 21°C (71°F)

Should I visit Kennebunkport or Winnipeg in the Autumn?

Both Winnipeg and Kennebunkport during the autumn are popular places to visit. Most visitors come to Kennebunkport for the hiking trails, the shopping scene, the small town atmosphere, and the natural beauty of the area during these months. Also, the autumn months attract visitors to Winnipeg because of the shopping scene.

In October, Kennebunkport is generally a little warmer than Winnipeg. Daily temperatures in Kennebunkport average around 49°F (9°C), and Winnipeg fluctuates around 7°C (45°F).

In the autumn, Kennebunkport often gets more sunshine than Winnipeg. Kennebunkport gets 196 hours of sunny skies this time of year, while Winnipeg receives 147 hours of full sun.

Kennebunkport usually gets more rain in October than Winnipeg. Kennebunkport gets 3.3 inches (84 mm) of rain, while Winnipeg receives 30 mm (1.2 in) of rain this time of the year.


  • Autumn Average Temperatures October
    Kennebunkport 49°F (9°C) 
    Winnipeg 7°C (45°F)

Should I visit Kennebunkport or Winnipeg in the Winter?

The winter attracts plenty of travelers to both Kennebunkport and Winnipeg. The winter months attract visitors to Kennebunkport because of the museums, the shopping scene, and the cuisine. Also, the museums, the shopping scene, and the cuisine are the main draw to Winnipeg this time of year.

It's quite cold in Winnipeg in the winter. The weather in Kennebunkport can be very cold. Kennebunkport is much warmer than Winnipeg in the winter. The daily temperature in Kennebunkport averages around 21°F (-6°C) in January, and Winnipeg fluctuates around -17°C (2°F).

Kennebunkport usually receives more sunshine than Winnipeg during winter. Kennebunkport gets 163 hours of sunny skies, while Winnipeg receives 115 hours of full sun in the winter.

In January, Kennebunkport usually receives more rain than Winnipeg. Kennebunkport gets 3.4 inches (86 mm) of rain, while Winnipeg receives 19 mm (0.7 in) of rain each month for the winter.


  • Winter Average Temperatures January
    Kennebunkport 21°F (-6°C) 
    Winnipeg -17°C (2°F)

Should I visit Kennebunkport or Winnipeg in the Spring?

The spring brings many poeple to Kennebunkport as well as Winnipeg. The small town charm and the natural beauty are the main draw to Kennebunkport this time of year.

In the spring, Kennebunkport is a little warmer than Winnipeg. Typically, the spring temperatures in Kennebunkport in April average around 43°F (6°C), and Winnipeg averages at about 5°C (42°F).

The sun comes out a lot this time of the year in Winnipeg. People are often attracted to the plentiful sunshine in Kennebunkport this time of the year. In the spring, Kennebunkport often gets less sunshine than Winnipeg. Kennebunkport gets 212 hours of sunny skies this time of year, while Winnipeg receives 248 hours of full sun.

Kennebunkport usually gets more rain in April than Winnipeg. Kennebunkport gets 3.3 inches (85 mm) of rain, while Winnipeg receives 36 mm (1.4 in) of rain this time of the year.


  • Spring Average Temperatures April
    Kennebunkport 43°F (6°C) 
    Winnipeg 5°C (42°F)

Typical Weather for Winnipeg and Kennebunkport

Kennebunkport Winnipeg
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 21°F (-6°C) 3.4 inches (86 mm) -17°C (2°F) 19 mm (0.7 in)
Feb 24°F (-5°C) 3.5 inches (89 mm) -14°C (8°F) 15 mm (0.6 in)
Mar 33°F (1°C) 3.6 inches (91 mm) -6°C (22°F) 23 mm (0.9 in)
Apr 43°F (6°C) 3.3 inches (85 mm) 5°C (42°F) 36 mm (1.4 in)
May 53°F (12°C) 3.3 inches (85 mm) 13°C (56°F) 60 mm (2.4 in)
Jun 63°F (17°C) 3.1 inches (79 mm) 19°C (65°F) 84 mm (3.3 in)
Jul 69°F (20°C) 2.6 inches (66 mm) 21°C (71°F) 72 mm (2.8 in)
Aug 67°F (20°C) 2.6 inches (66 mm) 20°C (68°F) 75 mm (3 in)
Sep 59°F (15°C) 3.1 inches (78 mm) 14°C (57°F) 51 mm (2 in)
Oct 49°F (9°C) 3.3 inches (84 mm) 7°C (45°F) 30 mm (1.2 in)
Nov 39°F (4°C) 4.8 inches (123 mm) -3°C (26°F) 21 mm (0.8 in)
Dec 27°F (-3°C) 4.1 inches (103 mm) -13°C (9°F) 19 mm (0.7 in)


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