A Travel Price Comparison for Massachusetts Berkshires vs. Boston for Vacations, Tours, and Honeymoons

Should you visit Berkshires or Boston?

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

Trying to figure out where to travel next? This travel comparison between Berkshires and Boston 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.

Where Should I go: Berkshires or Boston?

Berkshires

The Berkshires are a popular highland destination in the western part of Massachusetts and northwest Connecticut. The region has scenic landscape, hiking, lakes, recreational opportunities and other outdoor experiences. The Berkshires also has an impressive cultural scene with music, arts, museums, and live theaters.

The Berkshires can be a bit expensive to visit if you stay at a luxury resort and take advantage of the award winning restaurants in the area. Alternatively, the experience can be equally rewarding by camping, picnicking, and spending your time hiking and enjoying the beautiful natural setting.

Boston

Boston is one of the oldest and most historic cities in New England. It is also the capital of the state of Massachusetts and the largest city in the region. The city proper covers 48 square miles and has a population of more than 600,000. The Greater Boston area has 4.5 million people and is the tenth largest metropolitan area in the country.

Which city is cheaper, Boston or Berkshires?

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

The average daily cost (per person) in Berkshires is $195, while the average daily cost in Boston is $203. 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 Berkshires and Boston in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Berkshires $113
    Boston $132
  • Accommodation Typical double-occupancy room
    Berkshires $226
    Boston $264
Compare Hotels in Berkshires and Boston

Looking for a hotel in Berkshires or Boston? 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 Berkshires


Hotels in Boston


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.
    Berkshires $38
    Boston $28

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 Berkshires or Boston?

Prices for flights to both Boston and Berkshires 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
    Berkshires $58
    Boston $40

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.
    Berkshires $20
    Boston $26

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
    Berkshires $25
    Boston $22

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 Berkshires and Boston, 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 Berkshires or Boston?

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 Berkshires or Boston in the Summer?

The summer attracts plenty of travelers to both Berkshires and Boston. Furthermore, many travelers come to Boston for the beaches, the city activities, the music scene, and the family-friendly experiences.

In July, Berkshires is generally around the same temperature as Boston. Temperatures in Berkshires average around 72°F (22°C), and Boston stays around 73°F (23°C).

People are often attracted to the plentiful sunshine in Boston this time of the year. In Berkshires, it's very sunny this time of the year. Berkshires usually receives around the same amount of sunshine as Boston during summer. At this time of the year, Berkshires gets 289 hours of sunny skies, while Boston receives 304 hours of full sun.

In July, Berkshires usually receives around the same amount of rain as Boston. At this time of the year, Berkshires gets 2.7 inches (69 mm) of rain, while Boston receives 2.9 inches (74 mm) of rain.


  • Summer Average Temperatures July
    Berkshires 72°F (22°C) 
    Boston 73°F (23°C)

Should I visit Berkshires or Boston in the Autumn?

The autumn brings many poeple to Berkshires as well as Boston. Additionally, many visitors come to Boston in the autumn for the city's sights and attractions, the shopping scene, the music scene, and the natural beauty of the area.

Berkshires is cooler than Boston in the autumn. The temperature in Berkshires is usually 51°F (11°C) in October, and Boston stays around 54°F (12°C).

In the autumn, Berkshires often gets less sunshine than Boston. Berkshires gets 162 hours of sunny skies this time of year, while Boston receives 194 hours of full sun.

Berkshires usually gets less rain in October than Boston. Berkshires gets 2.6 inches (67 mm) of rain, while Boston receives 3.3 inches (84 mm) of rain this time of the year.


  • Autumn Average Temperatures October
    Berkshires 51°F (11°C) 
    Boston 54°F (12°C)

Should I visit Berkshires or Boston in the Winter?

Both Boston and Berkshires are popular destinations to visit in the winter with plenty of activities. Also, most visitors come to Boston for the museums, the Christmas ambience, the shopping scene, the theater shows, and the cuisine during these months.

Boston can be very cold during winter. Berkshires can get quite cold in the winter. In the winter, Berkshires is much colder than Boston. Typically, the winter temperatures in Berkshires in January are around 22°F (-6°C), and Boston is about 29°F (-2°C).

Berkshires usually receives less sunshine than Boston during winter. At this time of the year, Berkshires gets 138 hours of sunny skies, while Boston receives 153 hours of full sun.

In January, Berkshires usually receives less rain than Boston. At this time of the year, Berkshires gets 1.9 inches (49 mm) of rain, while Boston receives 3.4 inches (87 mm) of rain.


  • Winter Average Temperatures January
    Berkshires 22°F (-6°C) 
    Boston 29°F (-2°C)

Should I visit Berkshires or Boston in the Spring?

Both Boston and Berkshires during the spring are popular places to visit. Also, the spring months attract visitors to Boston because of the beaches, the activities around the city, and the natural beauty.

In April, Berkshires is generally around the same temperature as Boston. Temperatures in Berkshires average around 47°F (9°C), and Boston stays around 48°F (9°C).

In Boston, it's very sunny this time of the year. It's quite sunny in Berkshires. In the spring, Berkshires often gets around the same amount of sunshine as Boston. Berkshires gets 223 hours of sunny skies this time of year, while Boston receives 225 hours of full sun.

Berkshires usually gets less rain in April than Boston. Berkshires gets 2.6 inches (66 mm) of rain, while Boston receives 3.5 inches (89 mm) of rain this time of the year.


  • Spring Average Temperatures April
    Berkshires 47°F (9°C) 
    Boston 48°F (9°C)

Typical Weather for Boston and Berkshires

Berkshires Boston
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 22°F (-6°C) 1.9 inches (49 mm) 29°F (-2°C) 3.4 inches (87 mm)
Feb 24°F (-4°C) 2 inches (51 mm) 30°F (-1°C) 3.7 inches (94 mm)
Mar 35°F (2°C) 2.5 inches (63 mm) 38°F (4°C) 3.7 inches (95 mm)
Apr 47°F (9°C) 2.6 inches (66 mm) 48°F (9°C) 3.5 inches (89 mm)
May 59°F (15°C) 3 inches (75 mm) 58°F (15°C) 3.2 inches (82 mm)
Jun 67°F (20°C) 3.3 inches (83 mm) 68°F (20°C) 3.1 inches (79 mm)
Jul 72°F (22°C) 2.7 inches (69 mm) 73°F (23°C) 2.9 inches (74 mm)
Aug 70°F (21°C) 3 inches (76 mm) 72°F (22°C) 3.2 inches (82 mm)
Sep 62°F (17°C) 2.8 inches (71 mm) 64°F (18°C) 3.1 inches (79 mm)
Oct 51°F (11°C) 2.6 inches (67 mm) 54°F (12°C) 3.3 inches (84 mm)
Nov 41°F (5°C) 2.9 inches (73 mm) 45°F (7°C) 4.3 inches (108 mm)
Dec 28°F (-2°C) 2.7 inches (69 mm) 33°F (1°C) 3.9 inches (99 mm)


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Berkshires vs. Boston Travel Comparison

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