A Travel Price Comparison for Families, Couples, and Backpackers The Hamptons vs. Winnipeg for Couples, Food, Nightlife, and Families

Should you visit The Hamptons or Winnipeg?

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

Trying to figure out where to travel next? This travel comparison between The Hamptons and Winnipeg can help. It includes a travel cost comparison in addition to other factors. For many travelers, the cost of a destination is a primary consideration when choosing where to go.

The Hamptons

The Hamptons is a opulent, lavish, and wealthy beach destination. The Hamptons is a beautiful place to visit, too. Visitors also love the nightlife, food, and beaches. See The Hamptons travel costs.

Winnipeg

Winnipeg is a friendly, welcoming, and cultural city. It's also known for shopping, museums, and nightlife. See Winnipeg travel costs.

The Hamptons and Winnipeg: Pros and Cons

Pros
  • Active nightlife
  • Nice resorts
  • Popular beach
  • Good for hiking
  • Fun shopping
  • Known for its beauty
  • Family-friendly
  • Good for couples and romance
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
Things to Consider
  • Less popular for shopping


Is there more to do in The Hamptons or Winnipeg?

Travelers will usually find more to do in The Hamptons. Although The Hamptons and Winnipeg are popular destinations, The Hamptons has more sights and attractions for tourists. The Hamptons is very popular for its resorts, beaches, hiking, shopping, and impressive beauty, while Winnipeg attracts visitors for its museums and attractions. The Hamptons is more touristy than Winnipeg and is popular for its long sandy beaches, charming seaside communities, opulent villas, and vacationing celebrities. It is also well known for The Montauk Lighthouse. Winnipeg is famous for its festivals, culture, and railway connections.

How is The Hamptons different from Winnipeg?

Which is Better for a Holiday?

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

Are the Museums and Historical Sights Better in The Hamptons or Winnipeg?

The Hamptons
Winnipeg

Winnipeg is a great destination for its museums and landmarks. However, The Hamptons does not have museums and landmarks.

You'll find a good number of museums and monuments packed into Winnipeg. 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.

The Hamptons does not have museums and landmarks.


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

The Hamptons
Winnipeg

Foodies will find both The Hamptons and Winnipeg both to be nice destinations.

The Hamptons offers number of good local restaurants to choose from. There are a number of fine dining restaurants in the area and seafood is a favorite. Some restaurants are known to be frequented by vacationing celebrities, so if you're hoping to spot someone famous, do some research and you may have some luck.

Winnipeg has a delicious restaurant scene that relies on local flavors. 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 The Hamptons or Winnipeg Better for Nightlife?

The Hamptons
Winnipeg

It's hard to distinguish whether The Hamptons or Winnipeg has a better nightlife scene.

The Hamptons has an active nightlife scene for those who seek it out. There are plenty of nightclubs and bars throughout the area. Head to East Hampton for some of the best options.

If you're looking for night time activities Winnipeg has a few options to choose from. 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 The Hamptons or Winnipeg Better for Resorts?

The Hamptons
Winnipeg

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

In The Hamptons, you'll find some of the region's top resorts. Known as a hangout for the rich and famous, there is no shortage of luxury hotels and resorts in the area.

Winnipeg is not a resort destination.


Is The Hamptons or Winnipeg Better for Beaches?

The Hamptons
Winnipeg

The Hamptons is a beach destination with good options for the beach. However, Winnipeg is not a beach destination.

Plenty of visitors enjoy relaxing on the beach in The Hamptons. The beaches in the area feature long stretches of soft sand and plenty of space to spread out. Many beaches do come with a hefty price tag though as they require you to pay for parking or a permit.

Winnipeg is not a beach destination.

Is The Hamptons or Winnipeg Better for Hiking?

The Hamptons
Winnipeg

The Hamptons is a beach destination with good options for hiking. However, Winnipeg is not a hiking destination.

Plenty of visitors go hiking around The Hamptons. There are a number of picturesque walks through the dunes and wetlands around the area. There is plenty of peaceful nature to explore if you're looking for a break from city life.

Winnipeg is not a hiking destination.

Is the Shopping Better in The Hamptons or Winnipeg?

The Hamptons
Winnipeg

The Hamptons is an unbeatable place for its shopping opportunities. Also, Winnipeg is not as popular, but is still a nice city for its shopping areas.

Known for shopping, The Hamptons draws large crowds to its stores. Known as a playground for the rich and famous, you can be assured there are plenty of shopping opportunities where you can flash your cash around town.

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 The Hamptons or Winnipeg More Beautiful?

The Hamptons
Winnipeg

The Hamptons is a beach destination with good options for its scenery and beauty. However, Winnipeg is not a destination known for its beauty.

The Hamptons is a beautiful place to visit, too. For a beautiful, upscale setting, this is a great destination near NYC.

Winnipeg is not a destination known for its beauty.

Is The Hamptons or Winnipeg Better for Families?

The Hamptons
Winnipeg

Both The Hamptons and Winnipeg are nice to visit with kids.

You'll find plenty of kid-friendly things to do in The Hamptons. The area has a family-friendly setting with many outdoor activities and a children's museum. There are music events, children's parks, small zoos, and, of course, the beach. Also make sure you pick up some ice cream and enjoy that quintessential beach experience.

Winnipeg offers lots of family activities. 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 The Hamptons or Winnipeg Better for Couples?

The Hamptons
Winnipeg

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

The Hamptons is a great beach destination if you're traveling as a couple. Couples who enjoy beaches, dining out, and escaping the chaos of city life will enjoy a retreat here. The area has many beautiful parks and outdoor spaces, but there are also amazing restaurants that make for a great date night.

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


Is The Hamptons or Winnipeg Better for Backpackers and Budget Travelers?

The Hamptons
Winnipeg

Winnipeg is a city with good options for backpackers. However, The Hamptons is a beach destination with minimal options for backpackers and budget travelers.

Winnipeg is a good city to visit for backpackers. While it's often overlooked by backpackers, there are a couple of hostels around town.

The Hamptons is not the best destination for backpackers and budget travelers due to its high prices. It's more popular with the rich and famous than it is with the budget crowd, so you may struggle to find an affordable place to stay, much less a hostel.

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

The Hamptons
Winnipeg

Winnipeg is a city with a few options for its public transit. However, The Hamptons is a beach destination with minimal options for times when you don't have a car.

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

Public transit is quite limited in The Hamptons. While there are trains between towns, there aren't many options when it comes to public transit.

Is The Hamptons or Winnipeg a more walkable city?

The Hamptons
Winnipeg

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

The Hamptons is a somewhat walkable place. While some of the towns offer a nice place for a stroll, most of the Hamptons is not very walkable and it's best to have a car.

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 The Hamptons Worth Visiting? and Is Winnipeg Worth Visiting?.

Should I spend more time in Winnipeg or The Hamptons?

How long in The Hamptons or Winnipeg?

It's fun to spend time in either The Hamptons or Winnipeg. Generally, people tend to spend more time in The Hamptons due to the larger number of activities and things to do. Usually, 3-7 days is a good amount of time for The Hamptons, and 2-4 days is enough time in Winnipeg.

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

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

Backpackers and budget travelers should spend more time in Winnipeg than The Hamptons 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 The Hamptons or Winnipeg? Ideal Length of Stay
    The Hamptons 3-7 
    Winnipeg 2-4

One day in The Hamptons or Winnipeg?

The beach destination of The Hamptons offers nightlife and food. 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.

In Winnipeg, many people enjoy the food and shopping that this cultural city offers. The length of your ideal trip is an individual decision. With so much to do, one day is probably not enough time to see everything.

A weekend in The Hamptons or Winnipeg?

The Hamptons is a popular place that is full of things to see and experience. People enjoy relaxing at one of the resorts. But since there are so many activities, you'll likely want to spend more than a weekend exploring. Take your pick from the many activities offered here.

Winnipeg is a fun place to experience. If you have a weekend, this is a great place to go. It will give you the chance to have new experiences. So, a weekend is just the right amount of time to spend here.

Five days in The Hamptons or Winnipeg?

The Hamptons is a popular choice for travelers. Five days here is typical. It's no surprise that shopping is why people visit. While some people choose to spend more or less time in The Hamptons, five days is sufficent for most. The entire region has so many activities, and you'll want time to do everything.

You'll find museums and nightlife around the friendly destination of Winnipeg. Take your pick from the many activities offered here. Five days is more than enough time to enjoy everything. Take some day trips to nearby places to fill the extra days.


A week in The Hamptons or Winnipeg?

The Hamptons is a great place to explore. It's no surprise that shopping is why people visit. It is common to spend one week here. People often spend their time relaxing at one of the resorts. One week is a great amount of time to relax and see the many things that The Hamptons has to offer. This beach destination offers something for everyone.

Winnipeg is a popular place to visit. One week may feel like too much time unless you plan to do a lot of relaxing. The entire region has so many activities, and you'll want time to do everything.


For some great organized tour ideas, see The Best Cultural Tours in United States of America, The Best Photography 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 The Hamptons?

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

  • The Hamptons Prices
    USA Prices
    Winnipeg Prices
    Canada Prices
  • Average Daily Cost Per person, per day
    The Hamptons $267
    Winnipeg $255

The average daily cost (per person) in The Hamptons is $267, 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 The Hamptons and Winnipeg in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    The Hamptons $126
    Winnipeg $92
  • Accommodation Typical double-occupancy room
    The Hamptons $252
    Winnipeg $184
Compare Hotels in The Hamptons and Winnipeg

Looking for a hotel in The Hamptons 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 The Hamptons


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: Winnipeg Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    The Hamptons $63
    Winnipeg -

Hired Cars and Shuttles in Winnipeg

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

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

Is it cheaper to fly into The Hamptons or Winnipeg?

Prices for flights to both Winnipeg and The Hamptons 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
    The Hamptons $104
    Winnipeg $9.33

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    The Hamptons $22
    Winnipeg $2.52

Tours and Activities in Winnipeg

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

  • The Forks Historic Site: a Smartphone Audio Tour: $6.61
  • Manitoba Legislative Grounds: Smartphone Audio Tour: $6.61
  • Winnipeg's Most Haunted: a Smartphone Audio Ghost Tour: $6.61
  • Winnipeg's Wealthy Beginnings: a Smartphone Audio Walking Tour: $6.61
  • The Sights of South a Smartphone Audio Tour: $6.61
  • Discover Assiniboine Park with a Smartphone Audio Tour: $6.61
  • Winnipeg in the Limelight: a Smartphone Audio Walking Tour: $6.61
  • Explore The Challenge of Moderninity with Walking Tours in Winnipeg, MB: $6.61
  • Unique Scavenger Hunt Experience in Winnipeg by Operation City Quest: $10
  • Murder Mystery Detective Experience in Winnipeg MB: $11
  • Wonderful 3 Smartphone Audio Guided Walking Tours: $14
  • Winnipeg's Outdoor Secret Agent Audio Experience: $15

Alcohol
  • Alcohol Drinks for one day
    The Hamptons $31
    Winnipeg -


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


Which is Bigger, The Hamptons or Winnipeg?

Winnipeg has a larger population, and is about 150 times larger than the population of The Hamptons. When comparing the sizes of The Hamptons 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 The Hamptons or Winnipeg?

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 The Hamptons or Winnipeg in the Summer?

Both Winnipeg and The Hamptons during the summer are popular places to visit. The summer months attract visitors to The Hamptons because of the beaches, the hiking, and the family-friendly experiences. Furthermore, the family-friendly experiences are the main draw to Winnipeg this time of year.

In the summer, The Hamptons is a little warmer than Winnipeg. Typically, the summer temperatures in The Hamptons in July average around 76°F (25°C), and Winnipeg averages at about 21°C (71°F).

It rains a lot this time of the year in The Hamptons. The Hamptons usually gets more rain in July than Winnipeg. The Hamptons gets 4.1 inches (104 mm) of rain, while Winnipeg receives 72 mm (2.8 in) of rain this time of the year.


  • Summer Average Temperatures July
    The Hamptons 76°F (25°C) 
    Winnipeg 21°C (71°F)

Should I visit The Hamptons or Winnipeg in the Autumn?

The autumn attracts plenty of travelers to both The Hamptons and Winnipeg. The hiking trails, the shopping scene, and the natural beauty of the area are the main draw to The Hamptons this time of year. Furthermore, many travelers come to Winnipeg for the shopping scene.

In October, The Hamptons is generally much warmer than Winnipeg. Daily temperatures in The Hamptons average around 58°F (14°C), and Winnipeg fluctuates around 7°C (45°F).

In October, The Hamptons usually receives more rain than Winnipeg. The Hamptons gets 3 inches (77 mm) of rain, while Winnipeg receives 30 mm (1.2 in) of rain each month for the autumn.


  • Autumn Average Temperatures October
    The Hamptons 58°F (14°C) 
    Winnipeg 7°C (45°F)

Should I visit The Hamptons or Winnipeg in the Winter?

The winter brings many poeple to The Hamptons as well as Winnipeg. Many travelers come to The Hamptons for the shopping scene and the cuisine. Additionally, many visitors come to Winnipeg in the winter for the museums, the shopping scene, and the cuisine.

Winnipeg can get quite cold in the winter. Be prepared for some very cold days in The Hamptons. The Hamptons is much warmer than Winnipeg in the winter. The daily temperature in The Hamptons averages around 31°F (-0°C) in January, and Winnipeg fluctuates around -17°C (2°F).

The Hamptons usually gets more rain in January than Winnipeg. The Hamptons gets 3.2 inches (81 mm) of rain, while Winnipeg receives 19 mm (0.7 in) of rain this time of the year.


  • Winter Average Temperatures January
    The Hamptons 31°F (-0°C) 
    Winnipeg -17°C (2°F)

Should I visit The Hamptons or Winnipeg in the Spring?

Both Winnipeg and The Hamptons are popular destinations to visit in the spring with plenty of activities. Many visitors come to The Hamptons in the spring for the beaches and the natural beauty.

In the spring, The Hamptons is much warmer than Winnipeg. Typically, the spring temperatures in The Hamptons in April average around 51°F (11°C), and Winnipeg averages at about 5°C (42°F).

In April, The Hamptons usually receives more rain than Winnipeg. The Hamptons gets 3.8 inches (96 mm) of rain, while Winnipeg receives 36 mm (1.4 in) of rain each month for the spring.


  • Spring Average Temperatures April
    The Hamptons 51°F (11°C) 
    Winnipeg 5°C (42°F)

Typical Weather for Winnipeg and The Hamptons

The Hamptons Winnipeg
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 31°F (-0°C) 3.2 inches (81 mm) -17°C (2°F) 19 mm (0.7 in)
Feb 33°F (1°C) 2.8 inches (72 mm) -14°C (8°F) 15 mm (0.6 in)
Mar 41°F (5°C) 3.6 inches (91 mm) -6°C (22°F) 23 mm (0.9 in)
Apr 51°F (11°C) 3.8 inches (96 mm) 5°C (42°F) 36 mm (1.4 in)
May 62°F (17°C) 3.8 inches (96 mm) 13°C (56°F) 60 mm (2.4 in)
Jun 71°F (22°C) 3.6 inches (91 mm) 19°C (65°F) 84 mm (3.3 in)
Jul 76°F (25°C) 4.1 inches (104 mm) 21°C (71°F) 72 mm (2.8 in)
Aug 75°F (24°C) 3.7 inches (95 mm) 20°C (68°F) 75 mm (3 in)
Sep 68°F (20°C) 3.4 inches (86 mm) 14°C (57°F) 51 mm (2 in)
Oct 58°F (14°C) 3 inches (77 mm) 7°C (45°F) 30 mm (1.2 in)
Nov 47°F (9°C) 3.8 inches (96 mm) -3°C (26°F) 21 mm (0.8 in)
Dec 37°F (3°C) 3.4 inches (86 mm) -13°C (9°F) 19 mm (0.7 in)