A Travel Price Comparison for United States of America Boston vs. Vail for Families, Couples, Food, and Nightlife

Should you visit Boston or Vail?

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 Vail. 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 classic, proud, and loyal city. Travelers will also find plenty of sights and attractions here, as it's a big city that attracts lots of visitors. It's a beautiful place to visit, too. This destination also has one of those special and quaint feelings. Visitors also love the live music, food, and shopping.

Vail

Vail is a charming, picturesque, and scenic ski town. This is also a fantastic small town with plenty of charm and local activities. This is also a very beautiful destination which attracts plenty of visitors. It also has that perfectly quaint feel that is like no other place. It's also known for skiing, nightlife, and live music.

Boston and Vail: Pros and Cons

Pros
  • Popular museums and historical sights
  • Numerous theater shows
  • Active nightlife
  • Good music scene
  • Popular beach
  • Scenic old town
  • Family-friendly
  • Good for backpackers and budget travelers
  • Good for students
  • Good public transit
  • Big city activities
  • Home to the Freedom Trail
Things to Consider
  • Less popular with couples
Pros
  • Popular for skiing
  • Active nightlife
  • Good music scene
  • Nice resorts
  • Good for hiking
  • Family-friendly
  • Good for couples and romance
  • Good for backpackers and budget travelers
  • Small town charm
  • Impressive beauty
  • Quaint atmosphere
  • Home to the Vail Ski Resort
Things to Consider
  • Public transit not as usable


Is there more to do in Boston or Vail?

Travelers will usually find more to do in Boston. Although Boston and Vail are popular destinations, Boston has more sights and attractions for tourists. Boston is very popular for its museums, theatre productions, food, beaches, historical sights, and big city activities, while Vail attracts visitors for its skiing, resorts, hiking, shopping, small town charm, impressive beauty, and quaint atmosphere. Vail is more touristy than Boston and is popular for its world-class skiing, charming mountain town atmosphere, and adventurous outdoor activities. Boston is famous for its enthusiastic sports fans, influential history, beautiful parks, and world-class universities. It is also well known for The Freedom Trail.

How is Boston different from Vail?

Which is Better for a Holiday?

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

Is Boston or Vail Better for Skiing?

Boston
Vail

Vail is an unbeatable place for snow skiing. However, Boston is not a skiing destination.

Vail is a top destination for snow skiing, and it attracts visitors from around the world. This ski town has produced its share of Olympians. Vail is the third largest ski resort in the US and it has 31 lifts and 195 runs. There are five different bowls that offer beautiful views.

Boston is not a skiing destination.


Are the Museums and Historical Sights Better in Boston or Vail?

Boston
Vail

Boston is a must-visit destination for its historical sights. However, Vail does not have museums and landmarks.

The museums and tourist attractions in Boston are world-renowned. The city itself feels like a living museum. It is famous for Faneuil Hall, the Museum of Fine Arts, the Isabelle Stewart Gardner Museum, the USS Constitution, as well as the many sites along the Freedom Trail. There are also many museums on the campuses of the world renowned universities in the city.

Vail does not have museums and landmarks.

Is Boston or Vail Better for Theater?

Boston
Vail

Boston is a great city for its theatre productions. However, Vail is not a theatre destination.

While in town, many visitors enjoy seeing a show in Boston. The city has many historic, beautifully restored theaters where you can enjoy a show. Head to the theater district for some of the most famous venues.

Vail is not a theatre destination.

Is the Food Better in Boston or Vail? Which Destination has the Best Restaurants?

Boston
Vail

Boston is a great city for its local flavors and cuisine. Also, Vail is not as popular, but is still a nice ski town for its local cuisine and restaurants.

Boston has a huge number of terrific restaurants. There are many local dishes that utilize fresh caught seafood and comfort food flavors. The cuisine also takes advantage of the city's Italian and Irish populations. Famous local foods include New England Clam Chowder, lobster rolls, and baked beans. You'll find hearty sandwiches and filling meals that warm your soul.

There are many up and coming restaurants in the Vail area. The town has a diverse sampling of restaurants that include different ethnic options as well as taverns with comfort food. It's easy to find mountain-friendly restaurants where you can refuel during your ski vacation.


Is Boston or Vail Better for Nightlife?

Boston
Vail

Evening events are superb in both Boston and Vail.

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. The nightlife scene is varied, with some areas catering to the student population and other areas focused on the professional or sport-loving crowds.

Vail has a lively atmosphere and nightlife is popular here. Happy Hours start early, and then the partying can go late into the night. There are bars, lounges, breweries and live music that keep the atmosphere light and offer entertainment after your long day on the slopes. Do keep in mind that many places close or dramatically reduce their hours during the off-peak fall and spring months.

Is Boston or Vail Better for Music?

Boston
Vail

Both Boston and Vail offer nice live music venues.

You don't have to look far to find a unique music venue in Boston. Popular music venues include Lizard Lounge, Blue Hills Bank Pavilion, and The Middle East.

The music scene in Vail is active and vibrant. You can often find live music at Shakedown Bar, Bridge Street Bar, and the Red Lion.

Is Boston or Vail Better for Resorts?

Boston
Vail

Vail is notable for its resorts. However, Boston is not a resort destination.

There are plenty of resorts in Vail to choose from. Designed as a resort town, Vail offers great accommodation. Nice resorts include Four Seasons Resort and Residences, the Ritz Carlton Club, and the Grand Hyatt.

Boston is not a resort destination.


Is Boston or Vail Better for Beaches?

Boston
Vail

Boston is adequate for the beache. However, Vail is not a beach destination.

You can check out the beach in Boston. There are a few urban beaches in the greater Boston area that you can explore on a nice day.

Vail is not a beach destination.

Is Boston or Vail Better for its Old Town?

Boston
Vail

Boston is a must-visit destination for its old town. However, Vail does not have a historic old town.

The rich history of Boston can be explored in its historical center. Boston is famous for its Freedom Trail, which takes visitors around the city's rich history. The oldest parts of the city are known as Boston Proper and include the neighborhoods of Beacon Hill, Historic Downtown, the North End, and the West End.

Vail does not have a historic old town.

Is Boston or Vail Better for Hiking?

Boston
Vail

Vail is notable for the nearby hiking options. However, Boston is not a hiking destination.

Vail is a popular spot for hiking. During the warmer months, this resort town is surrounded by world-class hiking trails. You can enjoy the wildflowers, search for wildlife, or take in the sweeping mountain views. Popular hikes near Vail include Booth Falls, Davos Trail, and Shrine Ridge.

Boston is not a hiking destination.


Is the Shopping Better in Boston or Vail?

Boston
Vail

Vail is notable for shopping. Also, Boston is not as famous, but is still a good city to visit for its shopping opportunities.

Vail is an extremely popular place for shoppers. The cobblestone streets are lined with boutiques and ski shops that sell everything from evening dresses to outdoor gear. It's easy to pop into the many shops around downtown Vail and find anything you might need.

Shopping is a popular activity when visiting Boston. Head to Back Bay for some of the best high end shops. There are luxury brands and boutique venues that sell local art or crafts.

Is Boston or Vail Better for Christmas?

Boston
Vail

Vail is an unbeatable place for its Christmas activities. Also, Boston is not as famous, but is still a good city to visit for its Christmas holiday experiences.

Vail is a fantastic destination at Christmas. The town is a winter wonderland during the holidays. Check out the iconic Christmas tree lighting and wander through the fairytale streets.

Since it has plenty to do, Boston is a very popular place to visit during Christmas. Christmas comes to life in the city with its Christmas Trees, holiday shows, and festivals.

Is Boston or Vail Better for Christmas Markets?

Boston
Vail

Visitors can find superb Christmas markets in both Boston and Vail.

Boston has a large number of Christmas markets. There are a number of European style Christmas markets that pop up during the holiday season around town.

Many people head to Vail to see its Christmas markets. The town's Christmas Market is picturesque, and the perfect place to pick up some unique gifts.


Is Boston or Vail Better for Families?

Boston
Vail

Both Boston and Vail are amazing family-friendly destinations.

With a huge array of activities for kids, Boston is very family-friendly. It's filled with history, but there are also many activities for kids who need a break from all of the historical stuff. Popular activities for all ages include the Museum of Science, the New England Aquarium, and exploring the waterfront, gardens, and parks around town.

As it has a large number of activities for kids, Vail is a very family-friendly destination. With its world class skiing, rock climbing, ice skating, and ice cream, kids love this ski resort. The resort town has two terrain parks - Golden Peak and Avanti. Avanti is perfect for kids. It has small jumps, wide rails, and kid-friendly amenities. Golden Peak is designed for more advanced athletes. Vail also has nice beginner slopes that are great for kids.

Is Boston or Vail Better for Couples?

Boston
Vail

Vail is an unbeatable place for romance. Also, Boston is not as famous, but is still a good city to visit for its romantic activities.

Vail is fantastic couple's destination with fun and romantic activities. Couples who enjoy skiing and outdoor adventure will appreciate everything that this ski town has to offer. There are nice restaurants, beautiful gardens, and plenty of romantic activities to choose from.

Boston makes for a fun place to visit for a couple. 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. There are also many sporting and entertainment options around town.

Is Boston or Vail Better for Backpackers and Budget Travelers?

Boston
Vail

Both Boston and Vail are nice destinations for backpackers.

Plenty of backpackers visit Boston. Like most larger American cities, the city has a handful of hostels to choose from.

Plenty of budget travelers visit Vail. This ski town isn't completely closed off to budget travelers as there are a couple of hostels around town.


Is Boston or Vail Better for Students?

Boston
Vail

Boston is a must-visit destination for its student-friendly activities. However, Vail is not popular with students.

Many students frequent Boston. It is a city of students, with a number of world renowned universities located here including Harvard University, Boston College, and MIT. Many neighborhoods are filled with students and there are many student-centered activities around town including festivals and an active nightlife scene.

Vail is not popular with students.

Is Boston or Vail Better for Public Transit? Which Is Easier to Get Around Without a Car?

Boston
Vail

Boston is a must-visit destination for times when you don't have a car. Also, Vail is not as popular, but is still a nice ski town for its public transit.

Boston has a world-class public transit network to take passengers everywhere in the city. There's the T, which is the subway, as well as a trolley, bus, and water transportation system.

Vail has a few public transit options. There is a free bus service through the area.

Is Boston or Vail a more walkable city?

Boston
Vail

Boston and Vail both are amazing when exploring on foot.

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

It's very easy to get around on foot in Vail. The main downtown is pedestrian-only and perfect for popping in shops and restaurants.


For even more information, also check out Is Boston Worth Visiting? and Is Vail Worth Visiting?.

Should I spend more time in Vail or Boston?

How long in Boston or Vail?

Both Boston and Vail have a number of activities to choose from. With generally more activities and things to do, visitors tend to spend more time in Vail than in Boston. Usually, 3-5 days is a good amount of time for Boston, and 3-7 days is enough time in Vail.

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

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

Backpackers and budget travelers should spend more time in Boston than Vail 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 Boston.


  • How many days in Boston or Vail? Ideal Length of Stay
    Boston 3-5 
    Vail 3-7

One day in Boston or Vail?

Boston is a big city destination where you can fill many days. Visiting the old town is also a must. Take your pick from the many activities offered here. With so much to do, one day is probably not enough time to see everything.

Vail might be a small town, but there's plenty to do in the area. Hikers are also drawn to this area. But since there are so many activities, you'll likely want to spend more than one day exploring.

A weekend in Boston or Vail?

Boston is a fun place to experience. Most people visit for the museums. The old town is one of the main draws for visitors. But since there are so many activities, you'll likely want to spend more than a weekend exploring. The entire region has so many activities, and you'll want time to do everything.

Vail is a great place to explore. Don't miss the skiing, 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 Vail?

Boston is a traditional big city where you can fill many days. This city offers something for everyone. Exploring the old town is a popular activity. Plenty of people spend five days in the area when traveling. Five days is often enough time to do most activities.

It's hard to know how much time to spend in Vail. Don't miss the skiing, as that's what most people do. For many, it makes a great getaway for five days. Make sure you spend some time hiking while you're in the area. With all of its activities, you can easily fill five days here. It has many unique tourist attractions and fascinating things to do.


A week in Boston or Vail?

The loyal city of Boston offers food and shopping. Make sure you visit the old town while you're here. The length of your trip often depends on your style of travel. One week is usually plenty of time to spend here with extra days to spare. With this much time, visitors often visit nearby destinations or take day trips.

Vail is a small town with plenty to do. This ski town offers a variety of activities to choose from. Many travelers plan to spend time hiking while in the area. If you have one week, this is a great place to go. This would be the perfect place to spend one week, as it has just the right amount of activities.


For some great organized tour ideas, see The Best 10-Day Tours in United States of America, The Best One Week (7-Day) Tours in United States of America, The Best 2-Week Tours in United States of America, and The Best 3-Week Tours in United States of America.


Which place is cheaper, Vail or Boston?

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

The average daily cost (per person) in Boston is $255, while the average daily cost in Vail is $291. 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 Boston and Vail in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Boston $166
    Vail $174
  • Accommodation Typical double-occupancy room
    Boston $332
    Vail $348
Compare Hotels in Boston and Vail

Looking for a hotel in Boston or Vail? 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 Vail


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: Boston Hotel Prices and Vail Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Boston $37
    Vail $19
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:

  • Luxor Limo Private Transfer and City Tour: $1,195
  • Private Transfer: between Manhattan and Boston: $959
  • Flynn Cruiseport Private Transfer to Boston: $684
  • Round trip Airport Transfer: Logan - Boston: $300
  • Boston Logan Airport to Killington/Okemo Private Transfer: $283
  • Boston Logan Airport (BOS): Private Transfer to Boston city: $243
  • Boston’s Logan International Airport to Providence – Arrival Private Transfer : $170
  • Boston Airport (BOS): Transfer to Flynn Cruise Port Boston: $168
  • Limo Private Transfer Boston to Logan International Airport : $160
  • Limo Private Transfer Logan International Airport to Boston: $160
  • Private Transfer in Boston (BOS) Airport/Home/Hotel/Work : $160
  • Boston Logan Airport (BOS) to Boston - Round-Trip Private Transfer: $157

Hired Cars and Shuttles in Vail

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

  • Eagle County Airport(EGE) to Steamboat - Arrival Private Transfer: $76
  • Eagle Airport (EGE) to Glenwood Springs Resorts Arrival Transfer: $76
  • Eagle County Airport to Breckenridge Keystone: Arrival Transfer: $93
  • Vail/Beaver Creek/Avon to Eagle County Airport-Departure Transfer: $114
  • Eagle County Airport to Vail/Beaver Creek/Avon-Arrival Transfer: $114
  • Eagle County Airport to Steamboat Springs-Round-Trip Transfer: $120
  • Eagle County Regional (EGE) to Steamboat Springs-Arrival Transfer: $120
  • Private Departure Transfer to Vail Airport EGE: $128
  • Eagle County Airport to Steamboat - Round-Trip Private Transfer: $153
  • Eagle Airport (EGE) to Glenwood Resorts Round-Trip Transfer: $153
  • Private Arrival Transfer from Vail Airport EGE: $156
  • Vail/Beaver Creek/Avon to Denver Airport DEN - Departure Transfer: $218

Is it cheaper to fly into Boston or Vail?

Prices for flights to both Vail 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 $49
    Vail $74

Food Tours and Cooking Classes in Boston

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

  • AM Coffee Walks with Salem Food Tours: $34
  • Boston's North End Pizza & History Walking Food Tour: $49
  • North End Pizza Tour with 3 Slices and Cannoli: $55
  • Pizza Beer and Paul Revere Tour: $60
  • North End Food Experience with Pizza, Meats & Cheese: $68
  • Boston Delicious Donut Adventure & Walking Food Tour: $70
  • Buffet Lunch or Dinner Cruise on Boston Harbor: $77
  • Ultimate Food Tour of North End & Public Market: $79
  • Boston's North End Small Group Food Tour : $81
  • Union Square, Somerville Neighborhood Food Tour: $90
  • Ultimate Boston Food Tour: North End & Boston Public Market: $99
  • Boston Harbor: Gourmet Brunch or Dinner Cruise: $108

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Boston $33
    Vail $133
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:

  • "Ghosts of Boston" Walking Ghost Tour: $25
  • "Witch Trials" Walking Tour in Salem: $25
  • 1 If By Land Walking Tours: History Walking Tour of Boston: $45
  • 1 or 2 Day Hop-On Hop-Off Trolley Tour with Harbor Cruise Option: $46
  • 1-Day Tour to Portland-Maine from Boston: $175
  • 1692 Salem Day Tour: $32
  • 1692 Salem Night Walking Tour: $32
  • 2 Hour North End 'Little Italy' Walking Tour : $35
  • 2-Hour Beacon Hill True Crime Expert Guided Tour: $35
  • 90-Minute Boston Harbor Sunset Sightseeing Cruise: $48
  • A Bostonian Christmas Tour: $216
  • A Bostonian Christmas Tour: $423

Tours and Activities in Vail

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

  • Smartphone Driving Tour between Denver & Vail / Breckenridge: $7.99
  • Save the Mountain Escape Room Adventure: $45
  • Vail Segway Tour from Vail Village: $89
  • Bike Tour or Mountain Bike down Vail Mountain: $120
  • Dillon Marina & Shopping Tour: $267

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 $27
    Vail $9.79

Sample the Local Flavors in Boston

Some specific costs for nightlife related activities in Boston:

  • Boston Haunted Pub Crawl: $30
  • Haunted Pub Crawl of Historic Pubs and Taverns: $30
  • Boston Ghosts Boos and Brews Haunted Pub Crawl : $34
  • Salem Booze and Brews Haunted Pub Crawl by US Ghost Adventures: $35
  • Boos and Brews Haunted Pub Crawl: $35
  • History Pub Crawl Tour Along the Freedom Trail: $59
  • Boston Small-Group Freedom Trail History Tour Pub Crawl: $60
  • Boston Signature Guided Brewery Tour: $105
  • Guided Craft Brewery Tour with a Snack: $105


When comparing the travel costs between Boston and Vail, we can see that Vail 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 Boston Expensive? and Is Vail Expensive?.


Which is Bigger, Boston or Vail?

Boston has a larger population, and is about 130 times larger than the population of Vail. When comparing the sizes of Boston and Vail, 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.