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

Should you visit Vail or Portland?

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

Should I visit Vail or Portland? 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.

Vail

Vail is a vibrant, upscale, and resort-filled ski town. Since it offers so much small town charm with a variety of activities, it attracts plenty of visitors, too. Vail is also a very beautiful destination which attracts plenty of visitors. It also has that perfectly quaint feel that is like no other place. Other reasons to visit include food, hiking, and shopping. See Vail travel costs.

Portland

Portland is a nature-filled, scenic, and laid-back city. With fun activities and sights, this is a small town worth visiting. Portland is a beautiful place to visit, too. Visitors also love the shopping, nightlife, and live music. See Portland travel costs.

Vail and Portland: Pros and Cons

Pros
  • Popular for skiing
  • Active nightlife
  • Good music scene
  • Nice resorts
  • Good for hiking
  • Popular at Christmas
  • Known for Christmas markets
  • 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
Pros
  • Popular museums and historical sights
  • Active nightlife
  • Good music scene
  • Good for hiking
  • Good for backpackers and budget travelers
  • Good for students
Things to Consider
  • Less family-friendly
  • Less popular with couples


Is there more to do in Vail or Portland?

Travelers will usually find more to do in Vail. Although Vail and Portland are popular destinations, Vail has more sights and attractions for tourists. Vail is very popular for its skiing, food, nightlife, resorts, shopping, christmas markets, small town charm, impressive beauty, and quaint atmosphere, while Portland attracts visitors for its museums and attractions. Vail is more touristy than Portland and is known for its world-class skiing, charming mountain town atmosphere, and adventurous outdoor activities. It is also well known for The Vail Ski Resort. Portland is famous for its independent and vintage shops, thriving art scene, lush parks and gardens, progressive and quirky personality, and easy access to amazing natural beauty.

How is Vail different from Portland?

Which is Better for a Holiday?

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

Is Vail or Portland Better for Skiing?

Vail
Portland

Vail is very popular for skiing and snowboarding. However, Portland is not a skiing destination.

Visitors will find world class skiing in Vail. 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.

Portland is not a skiing destination.


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

Vail
Portland

Portland is adequate for its historical sights. However, Vail does not have museums and landmarks.

While most people don't head to Portland specifically for the museums and attractions, it does offer a few options. Visitors usually come for the city's outdoor recreation and eclectic personality more than the landmarks and museums. There are a few places to visit on a rainy day though including Pittock Mansion, the Portland Art Museum, and the Oregon Museum of Science and Industry.

Vail does not have museums and landmarks.

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

Vail
Portland

Vail is a ski town with good options for its restaurants. However, Portland is lacking in good options for its restaurant scene.

There are plenty of up and coming restaurants around Vail. 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.

You'll find the standard options when it comes to food in Portland. The town is more famous for it's craft beer than it's food, but there are still a number of local restaurants that offer unique Oregon dishes. You'll find no shortage of vegetarian and vegan options on most menus. There is also a big farm-to-table scene with many farmers markets around town as well.

Is Vail or Portland Better for Nightlife?

Vail
Portland

Vail is a very popular place for nightlife. Also, Portland is not quite as popular, but is fairly good for nightlife and partying.

Vail has a large number of nightlife venues. 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.

Portland has an active nightlife scene for those who seek it out. Famously, this town's nightlife is all about the craft beer and local breweries. Make sure you check out Bailey's Taproom, The Big Legrowlski, and The Commons Brewery.


Is Vail or Portland Better for Music?

Vail
Portland

Vail and Portland are both destinations where visitors can find nice live music.

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.

Music lovers will find a few good venues in Portland. The town has a thriving live music and international folk dancing scene.

Is Vail or Portland Better for Resorts?

Vail
Portland

Vail is a very popular place for its luxury resorts. However, Portland is not a resort destination.

In Vail, you'll find some of the region's top resorts. 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.

Portland is not a resort destination.

Is Vail or Portland Better for Hiking?

Vail
Portland

If you're looking to go hiking, Vail and Portland both have excellent trails.

Many visitors go to Vail for the hiking trails. 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.

Portland is a popular spot for hiking. Just outside of town you'll find amazing hikes and stunning natural beauty. In town there are many urban hikes through parks and gardens, but in just a short drive you also have access to Mount Hood and many of the region's most beautiful hikes around the Columbia River Gorge.


Is the Shopping Better in Vail or Portland?

Vail
Portland

Vail is a very popular place for shopping. Also, Portland is not quite as popular, but is fairly good for its shopping opportunities.

Shopping is a popular activity when visiting Vail. 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.

Portland offers some nice shopping areas. To fully experience shopping in town, head to the local vendors and thrift shops. There are many vintage clothing shops, book stores, and independent sellers around town. The city is also full of farmers markets. For some of the most interesting shopping, check out the Pearl District, Pioneer Place, Union Way, and Downtown neighborhoods.

Is Vail or Portland Better for Christmas?

Vail
Portland

Vail is very popular for its Christmas holiday experiences. However, Portland does not offer Christmas activities.

Vail offers plenty of sights and activities around Christmas. The town is a winter wonderland during the holidays. Check out the iconic Christmas tree lighting and wander through the fairytale streets.

Portland does not offer Christmas activities.

Is Vail or Portland Better for Christmas Markets?

Vail
Portland

Vail is a very popular place for visiting Christmas markets. However, Portland does not offer Christmas markets.

Vail is a popular destination to visit Christmas markets. The town's Christmas Market is picturesque, and the perfect place to pick up some unique gifts.

Portland does not offer Christmas markets.


Is Vail or Portland More Beautiful?

Vail
Portland

Vail is a very popular place for its scenery and beauty. Also, Portland is not quite as popular, but is fairly good for its scenery and beauty.

Vail is also a very beautiful destination which attracts plenty of visitors. It is a beautiful town that has stunning views of the surrounding mountains.

Portland is a beautiful place to visit, too. Surrounded by mountains and filled with parks and greenspace, many people find this town to be quite beautiful.

Is Vail or Portland Better for Families?

Vail
Portland

Vail is very popular for its kid-friendly activities. Also, Portland is not quite as popular, but is fairly good for its family-friendly activities.

Vail is an extremely popular ski town to visit for families. 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.

You'll find plenty of kid-friendly things to do in Portland. This is an outdoor city by nature, so families will appreciate the many parks and outdoor recreational activities around town. It's easy to fill a couple of days exploring and having fun with the kids. Kid-friendly activities include the zoo, the aerial tram, and several great museums.

Is Vail or Portland Better for Couples?

Vail
Portland

Vail is very popular for romance. Also, Portland is not quite as popular, but is fairly good for its romantic activities.

Vail is a great ski town for couples, as it has plenty to offer. 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.

Portland makes for a fun place to visit for a couple. The laid-back, alternative vibe is fun to explore as a couple. There are independent bookstores, nice parks, and plenty of outdoor activities to choose from. Couples who enjoy an eclectic city, breweries, and nature, will find a lot to do in town.


Is Vail or Portland Better for Backpackers and Budget Travelers?

Vail
Portland

Portland is a great city for backpackers and budget travelers. Also, Vail is not as popular, but is still a nice ski town for backpackers.

Many backpackers visit Portland. The town has drawn young explorers for years, and backpackers who like to step away from the mainstream will feel right at home here.

Vail is popular with backpackers and budget travelers. This ski town isn't completely closed off to budget travelers as there are a couple of hostels around town.

Is Vail or Portland Better for Students?

Vail
Portland

Portland is a popular place for its student-friendly activities. However, Vail is not popular with students.

It's common for students to visit Portland. It's a young and relaxed city that attracts independent thinkers. There are many bookstores and breweries around town. The cost of living can be a bit high though.

Vail is not popular with students.

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

Vail
Portland

Vail and Portland both offer nice public transit to get you around.

While Vail offers some public transit options, it might not be your first choice. There is a free bus service through the area.

Portland has a few public transit options. The town has a bus and light rail system as well the Aerial tram.


Is Vail or Portland a more walkable city?

Vail
Portland

Vail is very popular for its walkability. Also, Portland is not quite as popular, but is fairly good for its high level of walkability.

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.

Portland is a very walkable ski town. It is quite walkable, particularly in the tourist areas such as Downtown, Pearl, and Old Town Chinatown.

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

Should I spend more time in Portland or Vail?

How long in Vail or Portland?

Visitors can find plenty of fun things to do in both Vail and Portland. With generally more activities and things to do, visitors tend to spend more time in Vail than in Portland. Usually, 3-7 days is a good amount of time for Vail, and 2-3 days is enough time in Portland.

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

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

Backpackers and budget travelers should spend more time in Portland 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 Portland.


  • How many days in Vail or Portland? Ideal Length of Stay
    Vail 3-7 
    Portland 2-3

One day in Vail or Portland?

Vail is a small town where visitors enjoy the shopping and skiing. Many visitors also spend a good bit of time hiking. With so much to do, one day is probably not enough time to see everything. It will give you the chance to have new experiences.

Visitors enjoy the shopping and nightlife when visiting the destination of Portland. Hiking can easily take up a good amount of your time here, too. Take your pick from the many activities offered here. With so much to do, one day is probably not enough time to see everything.

A weekend in Vail or Portland?

Vail is a popular place that is full of things to see and experience. People enjoy relaxing at one of the resorts. But since there are so many activities, you'll likely want to spend more than a weekend exploring. Take your pick from the many activities offered here.

Portland is a fun place to experience. If you have a weekend, this is a great place to go. Hikers are also drawn to this area. A weekend is often enough time to do most activities. The entire region has so many activities, and you'll want time to do everything.


Five days in Vail or Portland?

Vail is a popular choice for travelers. Five days here is typical. It's no surprise that skiing is why people visit. While some people choose to spend more or less time in Vail, five days is sufficent for most. The entire region has so many activities, and you'll want time to do everything.

You'll find live music and shopping around the tree-lined destination of Portland. This city offers something for everyone. Many visitors also spend a good bit of time hiking. Five days is plenty of time to see everything, even with extra days to spare.

A week in Vail or Portland?

Vail is a great place to explore. It's no surprise that skiing is why people visit. It is common to spend one week here. Hiking can easily take up a good amount of your time here, too. One week is a great amount of time to relax and see the many things that Vail has to offer. This ski town offers something for everyone.

The tree-lined city of Portland offers shopping and nightlife. Make sure you spend some time hiking while you're in the area. 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.


For some great organized tour ideas, see The Best Camping Tours in United States of America, The Best Romantic Tours for Couples in United States of America, The Best Polar Tours & Cruises in United States of America, and The Best Walking Tours in United States of America.


Which place is cheaper, Portland or Vail?

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

  • Vail Prices
    USA Prices
    Portland Prices
    USA Prices
  • Average Daily Cost Per person, per day
    Vail $345
    Portland $211

The average daily cost (per person) in Vail is $345, while the average daily cost in Portland is $211. 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 Vail and Portland in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Vail $174
    Portland $97
  • Accommodation Typical double-occupancy room
    Vail $348
    Portland $194
Compare Hotels in Vail and Portland

Looking for a hotel in Vail or Portland? 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 Vail


Hotels in Portland


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: Vail Hotel Prices and Portland Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Vail $19
    Portland $28

Hired Cars and Shuttles in Vail

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

  • Vail/Beaver Creek/Avon to Eagle County Airport-Departure Transfer: $280
  • Private Eagle County Regional / Vail Airport Transfer to Beaver Creek: $299
  • Private Eagle County / Vail Airport Transfer to Vail: $299
  • Private Departure Transfer to Vail Airport EGE: $128
  • Eagle County Airport to Vail/Beaver Creek/Avon-Arrival Transfer: $280
  • Eagle Airport (EGE) to Glenwood Springs Resorts Arrival Transfer: $226

Hired Cars and Shuttles in Portland

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

  • Private Transfer from Portland Airport (PDX) to Astoria Port: $291
  • Private Transfer from Portland City Hotels to Astoria Cruise Port: $291
  • Lake Oswego to Portland Airport (PDX) - Departure Private Transfer: $228
  • Portland Airport (PDX) to Lake Oswego - Arrival Private Transfer: $228
  • Tigard hotel or address to Portland Airport (PDX) - Departure Private Transfer: $228
  • Portland Airport (PDX) to Tigard hotel or address - Arrival Private Transfer: $228
  • Portland Airport (PDX) to Beaverton hotel or address - Arrival Private Transfer: $228
  • Waterfall Express -PDX: Waterfall Trolley Tickets + Transfer: $69
  • Private Arrival Transfer from Portland Airport PDX: $40

Is it cheaper to fly into Vail or Portland?

Prices for flights to both Portland and Vail 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
    Vail $129
    Portland $74

Typical Food Prices in Portland

For Portland, here are some examples of average food and meal prices for travelers:


  • Afternoon Drinks (for 2)
    $9.50

Food Tours and Cooking Classes in Portland

For Portland, here are some samples of tours and activities related to meals and dining experiences:

  • Portland Delicious Donut Adventure & Walking Food Tour: $70
  • Walking Pizza Tour: $75
  • Secret Food Tour with Local Guide: $86
  • Brunch on Mississippi Food Tour: $95
  • Mississippi Avenue Walking Food Tour: $95
  • Brunch on Mississippi Food Tour: $95
  • Mississippi Avenue Walking Food Tour: $100
  • Downtown Food Tour: $102
  • The Vibrant Kerns Hood Food Tour: $105
  • The Bustling Buckman Hood Food Tour: $105
  • 2.5-hour Dinner Cruise on Willamette River: $127
  • Willamette River 2.5-hour Dinner Cruise: $127

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Vail $133
    Portland $24

Tours and Activities in Vail

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

  • Bike Tour or Mountain Bike down Vail Mountain: $120
  • Dillon Marina & Shopping Tour: $267
  • Inflatable Kayak Adventure Colorado River: Half Day Guided Tour : $109
  • Private You-Drive Jeep Adventure in Scenic Backcountry: $1,200
  • Save the Mountain Escape Room Adventure: $40
  • Smartphone Driving Tour between Denver & Vail / Breckenridge: $9.99
  • Stand Up Paddle Board Colorado River Adventure: Guided Half Day : $98
  • Vail Venture Amazing Race & Tour: $24

Tours and Activities in Portland

For Portland, here are a few prices for actual activities, tours, and tickets provided by various companies:

  • 2-hour Champagne Brunch Cruise on Willamette River: $102
  • 2-hour Lunch Cruise on Willamette River: $86
  • 7 Wonders of the Gorge 3.5-hour Jetboat Cruise: $90
  • 90 Minute Sailing Tour of Portland: $99
  • Afternoon Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland: $75
  • Afternoon Multnomah Falls and Gorge Waterfalls Tour: $85
  • All Day Northern Oregon Wineries and Forest Bike Tour: $245
  • City of Portland Tour: Historic and iconic sights: $79
  • Columbia Gorge Waterfalls and Mt. Hood Tour - Full Day: $129
  • Columbia River Gorge Half-Day Small-Group Hiking Tour: $69
  • Columbia River Gorge Tour from Portland: $67
  • Columbia River Gorge Waterfalls Tour from Portland, OR: $89

Alcohol
  • Alcohol Drinks for one day
    Vail $9.79
    Portland $17

Sample the Local Flavors in Portland

Some specific costs for nightlife related activities in Portland:

  • Ghosts Boos and Booze Haunted Pub Crawl: $35
  • Weird Portland Pub Tour: $38
  • Haunted Underground Shanghai Tunnel Tour with Brewery Tastings: $40
  • Oregon Priority Wine Tasting Pass: $40
  • Weird Bar Crawl with Fanatical Local: $59
  • Guided Bike Tour with Brewery Visits: $65
  • Portland, Maine: Old Port Brewery & Pub Walking Tour: $89
  • Portland, Maine: Local Brewery & Spirits Bus Tour: $99
  • Waterfalls, Mt Hood, and Wine Tour (Tasting Fees Included): $135
  • Urban Wine Tasting Tour: $139
  • Portland Urban Wine Tasting Tour: $139
  • Willamette Valley Wine Tasting Tour from Portland: $149


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

If you're trying to decide if either of these two destinations are within your price range, also see Is Vail Expensive? and Is Portland Expensive?.


Which is Bigger, Vail or Portland?

Portland has a larger population, and is about 120 times larger than the population of Vail. When comparing the sizes of Vail and Portland, 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.