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

Should you visit Boston or Woodstock?

Which city should you visit? Read on to compare the prices of travel for Boston and Woodstock. 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. So, let's dig into it.

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.

Woodstock

While this town does lend its name to the 1969 Woodstock Festival, the legendary event was actually held on a dairy farm almost 60 miles away in Bethel, NY. So if you are looking to see the field where it all happened and a museum dedicated to its history, you will need to take a day trip outside of town.

Woodstock, New York, however, does stay true to the spirit of the arts. Since 1903, the place lay home to Byrdcliffe Art Colony, the oldest of its kind in the nation, and even attracted artists of the Hudson River School during the late 1800s. Today, artists from all disciplines—visual, ceramic, music, fiction, nonfiction, screenwriting, playwriting, and poetry—take up residence at the colony and have works displayed in galleries open in the main part of town.

Tinker Street and Mill Hill Road are lined with a mix of restaurants and shops all teeming with the essence of hippie living, arts, and spirituality. From shops selling Woodstock paraphernalia, incense, and Himalayan products, to yoga studios, vegan restaurants, and local art galleries—the town of Woodstock is one dedicated to keeping the spirit of the Woodstock Festival and the arts alive.

Which city is cheaper, Woodstock 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 Woodstock is $123. 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. Below is a breakdown of travel costs for Boston and Woodstock in more detail.



Accommodation

Accommodation prices vary by location and style, but travelers pay on average about $264 for a double occupancy room in Boston.

If you're traveling alone, you may be able to find a budget hotel or hostel for around $65. But for two people in a standard two-person hotel room in Woodstock the cost is $130 on average.


  • Accommodation Hotel or hostel for one person
    Boston $132
    Woodstock $65
  • Accommodation Typical double-occupancy room
    Boston $264
    Woodstock $130

Food

In Boston travelers spend around $40 a day on food. You can save money by choosing casual restaurants or food stalls, or you can spend plenty more by dining in nicer restaurants at every meal.

In Woodstock travelers spend around $27 a day on food. You can save money by choosing casual restaurants or food stalls, or you can spend plenty more by dining in nicer restaurants at every meal.


  • Food Meals for one day
    Boston $40
    Woodstock $27

Food Tours and Cooking Classes in Boston

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

  • Boston North End Pizza Tour: $49
  • Historic Taverns and Pizza Tour: $49
  • Boston's North End "Little Italy" Pizza, Cannoli, and Freedom Trail Walking Tour: $49
  • Haunted Pizza Tour: $66
  • Italian Food Tour with Pizza, Meats, Cheese, & Bread: $69
  • Boston's North End Small-Group Walking Food Tour: $71
  • Fenway Neighborhood Food Tour (Boston): $79
  • Boston Buffet Dinner Cruise: $99
  • Private Tour: Secret Food Tours Boston North End: $103
  • Spirit of Boston Sunset Dinner Cruise with Buffet: $105
  • Boston Dinner Cruise On The Odyssey: $111
  • Boston Odyssey Dinner Cruise: $118

Local Transportation

The cost of a taxi ride in Boston is significantly more than public transportation. On average, past travelers have spent $28 per person, per day, on local transportation in Boston.

The cost of a taxi ride in Woodstock is significantly more than public transportation. On average, past travelers have spent $48 per person, per day, on local transportation in Woodstock.


  • Local Transportation Taxis, local buses, subway, etc.
    Boston $28
    Woodstock $48
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:

  • Private Arrival Transfer from Boston Airport BOS: $28
  • Private Departure Transfer to Boston Airport BOS: $28
  • Boston Airport Shared Transfer Service: $29
  • Shared Arrival Transfer: Boston Airport to Hotel: $30
  • Shared Departure Transfer: Hotel to Boston Airport: $30
  • Airport Transfer by Private Car Service: $55
  • Private Arrival Transfer Boston Airport to Boston City: $60
  • Private Departure Transfer from Boston City to Boston Airport: $60
  • Private Airport Transfer: Logan International Airport (BOS) to Boston: $64
  • Arrival Private Transfer Boston Airport BOS to Boston Business or Luxury Vehicle: $67
  • Departure Private Transfer Boston to Boston Airport BOS Business-Luxury Vehicle: $67
  • Transfer in private vehicle from Boston City Downtown to Boston Airport (BOS): $69

Entertainment

Entertainment and activities in Boston typically cost an average of $26 per person, per day. This includes fees paid for admission tickets to museums and attractions, day tours, and other sightseeing expenses.

Entertainment and activities in Woodstock typically cost an average of $28 per person, per day. This includes fees paid for admission tickets to museums and attractions, day tours, and other sightseeing expenses.


  • Entertainment Entrance tickets, shows, etc.
    Boston $26
    Woodstock $28
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
  • Boston's Freedom Trail - Smart Phone guided (GPS) walking tour - go anytime: $5.00
  • The Great Cannoli Tour: $5.00
  • Boston Harborwalk & Tea Party Self-Guided Audio Tour: $5.00
  • The Ghosts of Boston's Past Haunted Self-guided Tour: $5.00
  • Freedom Trail Self-Guided Tour: $6.33
  • Boston's Freedom Trail, 3 tours in 1, Smart Phone Guided Tour (GPS) - go anytime: $7.99
  • Harvard: 70-Minute Hahvahd Tour: $12
  • Public Tour of MIT: $12
  • Self-Guided Audio Tour: $14
  • Freedom Trail Lantern Tour: $14

Tours and Activities in Woodstock

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

  • Kancamagus Scenic Highway Self-Driving Audio Tour: $2.50
  • Day Tour through Stowe, Vermont: $131
  • A Unique Lifecasting Experience in Woodstock: $256

Alcohol

The average person spends about $22 on alcoholic beverages in Boston per day. The more you spend on alcohol, the more fun you might be having despite your higher budget.

The average person spends about $18 on alcoholic beverages in Woodstock per day. The more you spend on alcohol, the more fun you might be having despite your higher budget.


  • Alcohol Drinks for one day
    Boston $22
    Woodstock $18

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: $40
  • Craft Brewery Beer Tour: $82
  • Sip of Boston Guided Brewery Tour: $90
  • North End Wine Tasting Tour: $96
  • Back Bay Wine Tasting Tour: $96
  • South End Wine Tasting Tour: $96

Sample the Local Flavors in Woodstock

Some specific costs for nightlife related activities in Woodstock:

  • Brewery & Spirits Tour: $131


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

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Boston vs. Woodstock Travel Comparison

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