A Travel Price Comparison for United States of America Winston-Salem vs. The Hamptons for Couples, Food, Nightlife, and Families

Should you visit Winston-Salem or The Hamptons?

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

Should I visit Winston-Salem or The Hamptons? 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.

Winston-Salem

Winston-Salem is a under-rated, welcoming, and friendly city. It's also known for shopping, museums, and nightlife. See Winston-Salem travel costs.

The Hamptons

The Hamptons is a lavish, wealthy, and opulent beach destination. The Hamptons offers plenty of beauty for visitors. Other popular activities here include beaches, hiking, and shopping. See The Hamptons travel costs.

Winston-Salem and The Hamptons: Pros and Cons

Pros
  • Popular museums and historical sights
  • Active nightlife
  • Scenic old town
  • Family-friendly
  • Good for students
Things to Consider
  • Less popular for shopping
  • Less popular with couples
Pros
  • Active nightlife
  • Nice resorts
  • Popular beach
  • Good for hiking
  • Fun shopping
  • Known for its beauty
  • Family-friendly
  • Good for couples and romance


Is there more to do in Winston-Salem or The Hamptons?

Visitors will usually find more to do in The Hamptons than Winston-Salem, as it offers more sights, attractions, and activities. The Hamptons is better known for its resorts, beaches, hiking, shopping, and impressive beauty, while Winston-Salem is more popular for its museums and attractions and historical sights. The Hamptons is more touristy than Winston-Salem and is known for its long sandy beaches, charming seaside communities, opulent villas, and vacationing celebrities. Also, The Hamptons is famous for The Montauk Lighthouse. Winston-Salem is well known for it's southern character and quaint college campuses.

How is Winston-Salem different from The Hamptons?

Which is Better for a Holiday?

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

Are the Museums and Historical Sights Better in Winston-Salem or The Hamptons?

Winston-Salem
The Hamptons

Winston-Salem is a city with good options for its museums and landmarks. However, The Hamptons does not have museums and landmarks.

Winston-Salem is a good place to visit if you're interested in museums or other recognizable sights. Old Salem has a nice concentration of museums and gardens. Outside of the old town you'll find several art museums like the Museum of Early Southern Decorative Arts and the Reynolda House Museum of American Art.

The Hamptons does not have museums and landmarks.


Is the Food Better in Winston-Salem or The Hamptons? Which Destination has the Best Restaurants?

Winston-Salem
The Hamptons

There are opportunities to sample the local cuisine at notable restaurants in both Winston-Salem and The Hamptons.

There are many up and coming restaurants in the Winston-Salem area. North Carolina barbecue is popular around town. The city is also the birthplace of Krispy Kreme donuts and during the holiday season you should sample the local Moravian Cookies.

There are plenty of up and coming restaurants around The Hamptons. 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.

Is Winston-Salem or The Hamptons Better for Nightlife?

Winston-Salem
The Hamptons

Evening events are notable in both Winston-Salem and The Hamptons.

There's a variety of activities in the evening in Winston-Salem. Local breweries are popping up around town. You'll also find active nightlife venues near the colleges and universities.

With a handful of venues, visitors can find a fairly lively vibe in The Hamptons. There are plenty of nightclubs and bars throughout the area. Head to East Hampton for some of the best options.

Is Winston-Salem or The Hamptons Better for Resorts?

Winston-Salem
The Hamptons

The Hamptons is notable for its resorts. However, Winston-Salem is not a resort destination.

The Hamptons is known as a popular and fun resort destination. Known as a hangout for the rich and famous, there is no shortage of luxury hotels and resorts in the area.

Winston-Salem is not a resort destination.


Is Winston-Salem or The Hamptons Better for Beaches?

Winston-Salem
The Hamptons

The Hamptons is a popular place for the beach. However, Winston-Salem is not a beach destination.

The Hamptons is a good option for a beach vacation. 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.

Winston-Salem is not a beach destination.

Is Winston-Salem or The Hamptons Better for its Old Town?

Winston-Salem
The Hamptons

Winston-Salem is a city with good options for its historic old town. However, The Hamptons does not have a historic old town.

Many visitors go to Winston-Salem to see the historical old town. Nearby Old Salem is filled with historic museums, gardens, and restaurants. A ticket is required for most of the venues, but the atmosphere and architecture are charming.

The Hamptons does not have a historic old town.

Is Winston-Salem or The Hamptons Better for Hiking?

Winston-Salem
The Hamptons

The Hamptons is a popular place for the nearby hiking options. However, Winston-Salem is not a hiking destination.

The Hamptons is a good destination for hiking. 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.

Winston-Salem is not a hiking destination.


Is the Shopping Better in Winston-Salem or The Hamptons?

Winston-Salem
The Hamptons

The Hamptons is renowned for its shopping areas. Also, Winston-Salem is not as famous, but is still a good city to visit for shopping.

The Hamptons is a world class destination for shoppers. 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.

Plenty of visitors enjoy shopping while in Winston-Salem. You'll find a mix of larger shopping malls, retail outlets, and shopping centers around town.

Is Winston-Salem or The Hamptons More Beautiful?

Winston-Salem
The Hamptons

The Hamptons is a popular place for its scenery and beauty. However, Winston-Salem is not a destination known for its beauty.

The Hamptons offers plenty of beauty for visitors. For a beautiful, upscale setting, this is a great destination near NYC.

Winston-Salem is not a destination known for its beauty.

Is Winston-Salem or The Hamptons Better for Families?

Winston-Salem
The Hamptons

Kids will enjoy a visit to either Winston-Salem or The Hamptons.

Winston-Salem is a family-friendly place to visit. There are interactive museums like the Kaleideum science museums. There are also outdoor parks and playgrounds, kid-friendly restaurants, and a children's theater.

The Hamptons is a family-friendly city. 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.


Is Winston-Salem or The Hamptons Better for Couples?

Winston-Salem
The Hamptons

The Hamptons is notable for couples. However, Winston-Salem is a mediocre city for romance.

The Hamptons is a very popular place to visit for couples. 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.

Winston-Salem is not the best destination for a couple to visit. There are restaurants and movie theaters that make for a nice date night. There are also parks and walks that will get you outdoors.

Is Winston-Salem or The Hamptons Better for Students?

Winston-Salem
The Hamptons

Winston-Salem is a city with good options for students. However, The Hamptons is not popular with students.

Winston-Salem is popular with students. Wake Forest University as well as colleges such as Salem College give parts of the city a collegiate vibe.

The Hamptons is not popular with students.

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

Winston-Salem
The Hamptons

Winston-Salem 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 Winston-Salem. There are bus routes, but they are limited in their frequency and convenience, making a car essential for most visitors.

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 Winston-Salem or The Hamptons a more walkable city?

Winston-Salem
The Hamptons

The Hamptons is a popular place for its ease of walking around. However, Winston-Salem is a mediocre city for its walkability.

The Hamptons is a somewhat walkable beach destination. 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.

Winston-Salem is generally not a very walkable city. The downtown area is the most pedestrian-friendly part of town, but most of the city requires a car.

For even more information, also check out Is Winston-Salem Worth Visiting? and Is The Hamptons Worth Visiting?.

Should I spend more time in The Hamptons or Winston-Salem?

How long in Winston-Salem or The Hamptons?

Both Winston-Salem and The Hamptons have a number of activities to choose from. With generally more activities and things to do, visitors tend to spend more time in The Hamptons than in Winston-Salem. Usually, 1-2 days is a good amount of time for Winston-Salem, and 3-7 days is enough time in The Hamptons.

Families should spend more time in The Hamptons than Winston-Salem. 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 Winston-Salem. You'll find plenty of romantic sights and fun activities in The Hamptons that are perfect for a weekend getaway or a longer couple's trip.


  • How many days in Winston-Salem or The Hamptons? Ideal Length of Stay
    Winston-Salem 1-2 
    The Hamptons 3-7

One day in Winston-Salem or The Hamptons?

In Winston-Salem, many people enjoy the food and shopping that this under-rated city offers. The length of your ideal trip is an individual decision. In one day, you should have a good grasp of this city.

Many travelers enjoy the shopping and nightlife when visiting the lavish destination of The Hamptons. It's also a relaxing resort destination. Don't miss the shopping, as that's what most people do. 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 Winston-Salem or The Hamptons?

Winston-Salem 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.

It's hard to know how much time to spend in The Hamptons. People enjoy relaxing at one of the resorts. Don't miss the shopping, as that's what most people do. It has many unique tourist attractions and fascinating things to do. A weekend is usually not enough time for a trip here as there is plenty to do.


Five days in Winston-Salem or The Hamptons?

You'll find museums and nightlife around the under-rated destination of Winston-Salem. 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.

Many travelers enjoy the food and shopping when visiting the wealthy destination of The Hamptons. Travelers enjoy the resorts in the area as well. This beach destination offers a variety of activities to choose from. If you have five days, this is a great place to go. Five days is usually enough time to experience most activities.

A week in Winston-Salem or The Hamptons?

Winston-Salem 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.

Many travelers enjoy the shopping and nightlife when visiting the beach destination of The Hamptons. People often spend their time relaxing at one of the resorts. Plenty of people spend one week in the area when traveling.So, one week is just the right amount of time to spend here. The length of your ideal trip is an individual decision.


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, The Hamptons or Winston-Salem?

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

  • Winston-Salem Prices
    USA Prices
    The Hamptons Prices
    USA Prices
  • Average Daily Cost Per person, per day
    Winston-Salem $181
    The Hamptons $267

The average daily cost (per person) in Winston-Salem is $181, while the average daily cost in The Hamptons is $267. 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 Winston-Salem and The Hamptons in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Winston-Salem $91
    The Hamptons $126
  • Accommodation Typical double-occupancy room
    Winston-Salem $182
    The Hamptons $252
Compare Hotels in Winston-Salem and The Hamptons

Looking for a hotel in Winston-Salem or The Hamptons? 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 Winston-Salem


Hotels in The Hamptons


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: Winston-Salem Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Winston-Salem $23
    The Hamptons $63

Is it cheaper to fly into Winston-Salem or The Hamptons?

Prices for flights to both The Hamptons and Winston-Salem 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
    Winston-Salem $73
    The Hamptons $104

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Winston-Salem $20
    The Hamptons $22

Tours and Activities in Winston-Salem

Some specific costs of activities, tours, and entrance tickets for Winston-Salem are as follows:

  • Old Salem's Ghost Self Guided Outside Walking Tour: $7.75
  • Winston-Salem Historic Guided Walking Tour: $19
  • Winston-Salem True Crime Tour: $19
  • Winston Salem African American History Tour: $19
  • Carolina History & Haunts Winston-Salem Historical Ghost Tour: $26

Alcohol
  • Alcohol Drinks for one day
    Winston-Salem $24
    The Hamptons $31


When we compare the travel costs of actual travelers between Winston-Salem and The Hamptons, we can see that The Hamptons is more expensive. And not only is Winston-Salem much less expensive, but it is actually a significantly cheaper destination. So, traveling to Winston-Salem would let you spend less money overall. Or, you could decide to spend more money in Winston-Salem 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 The Hamptons would naturally cost you much more money, so you would probably want to keep your budget a little tighter in The Hamptons than you might in Winston-Salem.

If you're trying to decide if either of these two destinations are within your price range, also see Is Winston-Salem Expensive? and Is The Hamptons Expensive?.


Which is Bigger, Winston-Salem or The Hamptons?

Winston-Salem has a larger population, and is about 50 times larger than the population of The Hamptons. When comparing the sizes of Winston-Salem and The Hamptons, 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 Winston-Salem or The Hamptons?

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 Winston-Salem or The Hamptons in the Summer?

The summer attracts plenty of travelers to both Winston-Salem and The Hamptons. Many visitors come to Winston-Salem in the summer for the family-friendly experiences. Also, most visitors come to The Hamptons for the beaches, the hiking, and the family-friendly experiences during these months.

In the summer, Winston-Salem is around the same temperature as The Hamptons. Typically, the summer temperatures in Winston-Salem in July average around 81°F (27°C), and The Hamptons averages at about 76°F (25°C).

The Hamptons receives a lot of rain in the summer. Winston-Salem gets a good bit of rain this time of year. In July, Winston-Salem usually receives around the same amount of rain as The Hamptons. Winston-Salem gets 4.4 inches (112 mm) of rain, while The Hamptons receives 4.1 inches (104 mm) of rain each month for the summer.


  • Summer Average Temperatures July
    Winston-Salem 81°F (27°C) 
    The Hamptons 76°F (25°C)

Should I visit Winston-Salem or The Hamptons in the Autumn?

The autumn brings many poeple to Winston-Salem as well as The Hamptons. Most visitors come to Winston-Salem for the shopping scene during these months. Also, the autumn months attract visitors to The Hamptons because of the hiking trails, the shopping scene, and the natural beauty of the area.

In October, Winston-Salem is generally a little warmer than The Hamptons. Daily temperatures in Winston-Salem average around 62°F (17°C), and The Hamptons fluctuates around 58°F (14°C).

Winston-Salem usually gets around the same amount of rain in October as The Hamptons. Winston-Salem gets 3 inches (75 mm) of rain, while The Hamptons receives 3 inches (77 mm) of rain this time of the year.


  • Autumn Average Temperatures October
    Winston-Salem 62°F (17°C) 
    The Hamptons 58°F (14°C)

Should I visit Winston-Salem or The Hamptons in the Winter?

Both The Hamptons and Winston-Salem are popular destinations to visit in the winter with plenty of activities. The winter months attract visitors to Winston-Salem because of the museums, the shopping scene, and the cuisine. Also, the shopping scene and the cuisine are the main draw to The Hamptons this time of year.

It's quite cold in The Hamptons in the winter. The weather in Winston-Salem can be very cold. Winston-Salem is much warmer than The Hamptons in the winter. The daily temperature in Winston-Salem averages around 40°F (4°C) in January, and The Hamptons fluctuates around 31°F (-0°C).

In January, Winston-Salem usually receives around the same amount of rain as The Hamptons. Winston-Salem gets 3.2 inches (82 mm) of rain, while The Hamptons receives 3.2 inches (81 mm) of rain each month for the winter.


  • Winter Average Temperatures January
    Winston-Salem 40°F (4°C) 
    The Hamptons 31°F (-0°C)

Should I visit Winston-Salem or The Hamptons in the Spring?

Both The Hamptons and Winston-Salem during the spring are popular places to visit. Furthermore, many travelers come to The Hamptons for the beaches and the natural beauty.

In the spring, Winston-Salem is a little warmer than The Hamptons. Typically, the spring temperatures in Winston-Salem in April average around 61°F (16°C), and The Hamptons averages at about 51°F (11°C).

Winston-Salem usually gets less rain in April than The Hamptons. Winston-Salem gets 3.1 inches (80 mm) of rain, while The Hamptons receives 3.8 inches (96 mm) of rain this time of the year.


  • Spring Average Temperatures April
    Winston-Salem 61°F (16°C) 
    The Hamptons 51°F (11°C)

Typical Weather for The Hamptons and Winston-Salem

Winston-Salem The Hamptons
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 40°F (4°C) 3.2 inches (82 mm) 31°F (-0°C) 3.2 inches (81 mm)
Feb 43°F (6°C) 3.4 inches (86 mm) 33°F (1°C) 2.8 inches (72 mm)
Mar 52°F (11°C) 3.7 inches (94 mm) 41°F (5°C) 3.6 inches (91 mm)
Apr 61°F (16°C) 3.1 inches (80 mm) 51°F (11°C) 3.8 inches (96 mm)
May 69°F (21°C) 3 inches (77 mm) 62°F (17°C) 3.8 inches (96 mm)
Jun 77°F (25°C) 3.9 inches (99 mm) 71°F (22°C) 3.6 inches (91 mm)
Jul 81°F (27°C) 4.4 inches (112 mm) 76°F (25°C) 4.1 inches (104 mm)
Aug 80°F (26°C) 4.3 inches (109 mm) 75°F (24°C) 3.7 inches (95 mm)
Sep 73°F (23°C) 3.5 inches (90 mm) 68°F (20°C) 3.4 inches (86 mm)
Oct 62°F (17°C) 3 inches (75 mm) 58°F (14°C) 3 inches (77 mm)
Nov 53°F (12°C) 2.6 inches (67 mm) 47°F (9°C) 3.8 inches (96 mm)
Dec 44°F (7°C) 3.1 inches (80 mm) 37°F (3°C) 3.4 inches (86 mm)