A Travel Price Comparison for United States of America Boston vs. The Hamptons for Food, Nightlife, Families, and Beaches

Should you visit Boston or The Hamptons?

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 Boston and The Hamptons. 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.

Boston

Boston is a historic, traditional, and classic classic. It's a large city with plenty of activites for visitors as well. It's a gorgeous place to visit. This is a quaint and attractive place to visit, too. It's also known for nightlife, live music, and food.

The Hamptons

The Hamptons is a wealthy, opulent, and lavish beach destination. It's a gorgeous place to visit. It's also known for food, beaches, and hiking.

Boston and The Hamptons: Pros and Cons

Pros
  • Family-friendly
  • Good for couples and romance
  • Good public transit
  • Very walkable
  • Big city activities
Cons
  • Less attractive beach
  • Less popular for shopping
Pros
  • Popular beach
  • Good for shopping
  • Family-friendly
  • Good for couples and romance
Cons
  • Public transit not as usable
  • Less walkable


How is Boston different from The Hamptons?

Which is Better for a Holiday?

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

Is Boston or The Hamptons better for Food?

Dining out at restaurants in both Boston and The Hamptons can be an enjoyable experience.

With its innovative style combined with traditional elements, Boston makes for a great culinary experience. Famous local foods include New England Clam Chowder, lobster rolls, and baked beans.

The Hamptons has a delicious restaurant scene that relies on local flavors. There are a number of fine dining restaurants in the area and seafood is a favorite.

Boston
The Hamptons


Is Boston or The Hamptons better for Nightlife?

Evening events are similar in both Boston and The Hamptons.

Boston has plenty to do after the sun goes down. The city is known for its breweries, craft beer, and vibrant university neighborhoods. It also hosts regular outdoor movies and world class sporting events.

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.

Boston
The Hamptons

Is Boston or The Hamptons better for Beaches?

Boston and The Hamptons both offer beautiful beaches.

Boston is a good spot to see the beach. There are a few urban beaches in the greater Boston area that you can explore on a nice day.

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.

Boston
The Hamptons

Is Boston or The Hamptons better for Shopping?

The Hamptons is generally considered to be a more popular shopping destination.

The Hamptons is a famous shopping destination with plenty of 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.

Shopping is a popular activity when visiting Boston. Head to Back Bay for some of the best high end shops.

Boston
The Hamptons

Is Boston or The Hamptons better for Families?

Both Boston and The Hamptons are family-friendly destinations.

Boston is a very family-friendly place to visit. Popular activities for all ages include the Museum of Science, the New England Aquarium, and exploring the history, gardens, and parks around town.

The Hamptons is a family-friendly classic. The area has a family-friendly setting with many outdoor activities and a children's museum.

Boston
The Hamptons


Is Boston or The Hamptons better for Couples?

Boston and The Hamptons both fun destinations for a couple.

Boston is a nice destination for couples. Couples who enjoy history will enjoy exploring the city. Take a swan boat ride in the Public Garden and wander the unique route along the Freedom Trail.

The Hamptons makes for a fun place to visit for a couple. Couples who enjoy beaches, dining out, and escaping the chaos of city life will enjoy a retreat here.

Boston
The Hamptons

Is Boston or The Hamptons better for Public Transit?

While The Hamptons and Boston both provide public transit, overall the system in Boston is considered to be better.

Visitors in Boston can get around quickly with the extensive public transit system. There's the T, which is the subway, as well as a trolley, bus, and water transportation system.

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.

Boston
The Hamptons

Is Boston or The Hamptons a more walkable city?

Boston is generally more walkable than The Hamptons.

It is easy to get around Boston on foot. The many parks and compact neighborhoods are best explored on foot.

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.

Boston
The Hamptons

Should I spend more time in The Hamptons or Boston?

How long in Boston or The Hamptons?

Visitors can find plenty of fun things to do in both Boston and The Hamptons. With generally more activities and things to do, visitors tend to spend more time in Boston than The Hamptons.

The ideal length of time for a trip to Boston is 3-5 days, and the ideal length of time for a trip to The Hamptons is 3 days.


  • How many days in Boston or The Hamptons? Ideal Length of Stay
    Boston 3-5 
    The Hamptons 3

One day in Boston or The Hamptons?

Each neighborhood in Boston has its own distinct appeal, so there are pleny of areas to explore. Most visitors spend time around the old town while in the area. 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.

Many travelers enjoy the food and shopping when visiting the destination of The Hamptons. You can also relax and pamper yourself at one of the resorts. But since there are so many activities, you'll likely want to spend more than one day exploring.


A weekend in Boston or The Hamptons?

Boston is a fun place to experience. Visiting the old town is also a must. It will give you the chance to have new experiences. Lots of people come for the museums. But since there are so many activities, you'll likely want to spend more than a weekend exploring.

The Hamptons is a great place to explore. Don't miss the shopping, as that's what most people do. With so much to do, a weekend is probably not enough time to see everything. Your budget might influence how long you stay.

Five days in Boston or The Hamptons?

Each neighborhood in Boston has its own distinct appeal, so there are pleny of areas to explore. The old town is one of the main draws for visitors. Take your pick from the many activities offered around the area. Plenty of people spend five days here when traveling. Lots of people come for the museums. So, five days is just the right amount of time to spend here.

It's hard to know how much time to spend in The Hamptons. Don't miss the shopping, as that's what most people do. People enjoy relaxing at one of the resorts. Five days may feel like too much time here unless you plan to do a lot of relaxing. It has many unique tourist attractions and fascinating things to do.

A week in Boston or The Hamptons?

Boston is a popular place to visit. Exploring the old town is a popular activity. One week may feel like too much time here unless you plan to do a lot of relaxing. The entire area has lots to do.

Travelers enjoy the food and shopping when visiting the wealthy destination of The Hamptons. This beach destination offers a variety of activities to choose from. Travelers enjoy the resorts in the area as well. Most people find that one week is more than enough time to see everything.

Which city is cheaper, The Hamptons or Boston?

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

The average daily cost (per person) in Boston is $203, while the average daily cost in The Hamptons 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 city. What follows is a categorical breakdown of travel costs for Boston and The Hamptons in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Boston $132
    The Hamptons $101
  • Accommodation Typical double-occupancy room
    Boston $264
    The Hamptons $202
Compare Hotels in Boston and The Hamptons

Looking for a hotel in Boston 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 Boston


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.


Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Boston $28
    The Hamptons $50
Typical Local Transportation prices in Boston

Some typical examples of transportation costs in Boston are as follows:


  • Taxi
    $35
  • Subway Daily Pass
    $9.00

Hired Cars and Shuttles in Boston

Some specific examples of transportation prices in Boston:

  • Airport Transfer by Private Car Service: $55
  • Arrival Private Transfer Boston Airport BOS to Boston Business or Luxury Vehicle: $67
  • Boston Airport Private Sedan Transfer: $143
  • Boston Airport Transfer Arrival And Departure: $340
  • Boston Logan Airport (BOS) to Boston - Arrival Private Transfer: $71
  • Boston Logan Airport (BOS) to Boston - Round-Trip Private Transfer: $142
  • Boston to Boston Logan Airport (BOS) - Departure Private Transfer: $71
  • Boston Logan International Airport Private Transfer: $68
  • Private Boston International Airport (BOS) Transfer: $112
  • Boston’s Logan International Airport to Providence - Round-Trip Private Transfer: $361
  • Boston’s Logan International Airport to Providence – Arrival Private Transfer: $180
  • Departure Private Transfer Boston to Boston Airport BOS Business-Luxury Vehicle: $67

Is it cheaper to fly into Boston or The Hamptons?

Prices for flights to both The Hamptons and Boston 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
    Boston $40
    The Hamptons $48

Food Tours and Cooking Classes in Boston

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

  • Boston's North End "Little Italy" Pizza, Cannoli, and Freedom Trail Walking Tour: $49
  • Boston's North End Small-Group Walking Food Tour: $71
  • Fenway Neighborhood Food Tour (Boston): $79
  • Buffet Lunch or Dinner Cruise on Boston Harbor: $81
  • Private Tour: Secret Food Tours Boston North End: $103
  • Spirit of Boston Sunset Dinner Cruise with Buffet: $105
  • Boston Odyssey Dinner Cruise: $118
  • Lunch or Dinner Cruise on the Odyssey: $122
  • North End Neighborhood Food Tour: $150

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Boston $26
    The Hamptons $18
Typical Entertainment prices in Boston

Some typical examples of activities, tours, and entrance ticket prices in Boston are as follows:


  • Two Tickets to Celtics Game
    $101
  • Duck Tour
    $32

Tours and Activities in Boston

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

  • Self-Guided Smartphone Ghost Walking Tour in Boston: $3.95
  • Self-Guided Boston Christmas Tour: $4.50
  • The Great Cannoli Tour: $5.00
  • Boston Harborwalk & Tea Party Self-Guided Audio Tour: $5.00
  • Boston's Freedom Trail - Smart Phone guided (GPS) walking tour - go anytime: $5.00
  • The Ghosts of Boston's Past Haunted Self-guided Tour: $5.00
  • Boston's Freedom Trail, 3 tours in 1, Smart Phone Guided Tour (GPS) - go anytime: $7.99
  • Freedom Trail Best Tour (Boston Common to Faneuil Hall): $15
  • Boston Self-Guided Audio Tour: $15
  • Freedom Trail Walking Tours: $16
  • Tour of The Freedom Trail: $16
  • Downtown Freedom Trail Walking Tour in Boston: $20

For more ideas for your next trip, check out Free Things to Do in Boston, Must-See Monuments and Memorials In Boston, and The Best Things To Do in Boston with Kids.


Alcohol
  • Alcohol Drinks for one day
    Boston $22
    The Hamptons $25

Sample the Local Flavors in Boston

Some specific costs for nightlife related activities in Boston:

  • Haunted Boston Ghost and Pub Walking Tour: $27
  • Historic Pub Crawl Tour along the Freedom Trail: $56
  • Sip of Boston Guided Brewery Tour: $90


When comparing the travel costs between Boston and The Hamptons, we can see that Boston 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.


When is the best time to visit Boston 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 Boston or The Hamptons in the Summer?

The summer attracts plenty of travelers to both Boston and The Hamptons. Most visitors come to Boston for the beaches, the city activities, the music scene, and the family-friendly experiences during these months. Also, the summer months attract visitors to The Hamptons because of the beaches, the hiking, and the family-friendly experiences.

Boston is around the same temperature as The Hamptons in the summer. The temperature in Boston is usually 73°F (23°C) in July, and The Hamptons stays around 76°F (25°C).

The Hamptons receives a lot of rain in the summer. In July, Boston usually receives less rain than The Hamptons. At this time of the year, Boston gets 2.9 inches (74 mm) of rain, while The Hamptons receives 4.1 inches (104 mm) of rain.


  • Summer Average Temperatures July
    Boston 73°F (23°C) 
    The Hamptons 76°F (25°C)

Should I visit Boston or The Hamptons in the Autumn?

The autumn brings many poeple to Boston as well as The Hamptons. The autumn months attract visitors to Boston because of the city's sights and attractions, the shopping scene, the music scene, and the natural beauty of the area. Also, the hiking trails, the shopping scene, and the natural beauty of the area are the main draw to The Hamptons this time of year.

In the autumn, Boston is cooler than The Hamptons. Typically, the autumn temperatures in Boston in October are around 54°F (12°C), and The Hamptons is about 58°F (14°C).

Boston usually gets more rain in October than The Hamptons. Boston gets 3.3 inches (84 mm) of rain, while The Hamptons receives 3 inches (77 mm) of rain this time of the year.


  • Autumn Average Temperatures October
    Boston 54°F (12°C) 
    The Hamptons 58°F (14°C)

Should I visit Boston or The Hamptons in the Winter?

Both The Hamptons and Boston are popular destinations to visit in the winter with plenty of activities. The museums, the Christmas ambience, the shopping scene, the theater shows, and the cuisine are the main draw to Boston this time of year. Also, many travelers come to The Hamptons for the shopping scene and the cuisine.

Be prepared for some very cold days in The Hamptons. It's quite cold in Boston in the winter. In January, Boston is generally much colder than The Hamptons. Temperatures in Boston average around 29°F (-2°C), and The Hamptons stays around 31°F (-0°C).

In January, Boston usually receives around the same amount of rain as The Hamptons. At this time of the year, Boston gets 3.4 inches (87 mm) of rain, while The Hamptons receives 3.2 inches (81 mm) of rain.


  • Winter Average Temperatures January
    Boston 29°F (-2°C) 
    The Hamptons 31°F (-0°C)

Should I visit Boston or The Hamptons in the Spring?

Both The Hamptons and Boston during the spring are popular places to visit. Many travelers come to Boston for the beaches, the activities around the city, and the natural beauty. Furthermore, many visitors come to The Hamptons in the spring for the beaches and the natural beauty.

Boston is cooler than The Hamptons in the spring. The temperature in Boston is usually 48°F (9°C) in April, and The Hamptons stays around 51°F (11°C).

Boston usually gets less rain in April than The Hamptons. Boston gets 3.5 inches (89 mm) of rain, while The Hamptons receives 3.8 inches (96 mm) of rain this time of the year.


  • Spring Average Temperatures April
    Boston 48°F (9°C) 
    The Hamptons 51°F (11°C)

Typical Weather for The Hamptons and Boston

Boston The Hamptons
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 29°F (-2°C) 3.4 inches (87 mm) 31°F (-0°C) 3.2 inches (81 mm)
Feb 30°F (-1°C) 3.7 inches (94 mm) 33°F (1°C) 2.8 inches (72 mm)
Mar 38°F (4°C) 3.7 inches (95 mm) 41°F (5°C) 3.6 inches (91 mm)
Apr 48°F (9°C) 3.5 inches (89 mm) 51°F (11°C) 3.8 inches (96 mm)
May 58°F (15°C) 3.2 inches (82 mm) 62°F (17°C) 3.8 inches (96 mm)
Jun 68°F (20°C) 3.1 inches (79 mm) 71°F (22°C) 3.6 inches (91 mm)
Jul 73°F (23°C) 2.9 inches (74 mm) 76°F (25°C) 4.1 inches (104 mm)
Aug 72°F (22°C) 3.2 inches (82 mm) 75°F (24°C) 3.7 inches (95 mm)
Sep 64°F (18°C) 3.1 inches (79 mm) 68°F (20°C) 3.4 inches (86 mm)
Oct 54°F (12°C) 3.3 inches (84 mm) 58°F (14°C) 3 inches (77 mm)
Nov 45°F (7°C) 4.3 inches (108 mm) 47°F (9°C) 3.8 inches (96 mm)
Dec 33°F (1°C) 3.9 inches (99 mm) 37°F (3°C) 3.4 inches (86 mm)


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Boston vs. The Hamptons Travel Comparison

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