A Travel Price Comparison for United States of America The Hamptons vs. Portland for Hiking, Couples, Food, and Nightlife

Should you visit The Hamptons or Portland?

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

Trying to figure out where to travel next? This travel comparison between The Hamptons and Portland 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.

The Hamptons

The Hamptons is a wealthy, opulent, and lavish beach destination. It's a gorgeous place to visit. Other reasons to visit include nightlife, food, and beaches.

Portland

Portland is a eclectic, tree-lined, and nature-filled city. Don't miss this spot, as it's a charming small town with plenty of activities. It's a gorgeous place to visit. It's also known for hiking, shopping, and nightlife.

The Hamptons and Portland: Pros and Cons

Pros
  • Active nightlife
  • Nice resorts
  • Popular beach
  • Good for hiking
  • Fun shopping
  • Family-friendly
  • Good for couples and romance
Things to Consider
  • Less popular with backpackers
  • Public transit not as usable
Pros
  • Popular museums and historical sights
  • Active nightlife
  • Good music scene
  • Good for hiking
  • Family-friendly
  • Good for couples and romance
  • Good for backpackers and budget travelers
  • Good for students
  • Good public transit
Things to Consider
  • Less popular for shopping


Is there more to do in The Hamptons or Portland?

Tourists will generally find more to do in Portland. Although The Hamptons and Portland are both popular with visitors, Portland has more sights, activities, and attractions for travelers. Portland is more popular for its museums, music, hiking, and small town charm, while The Hamptons is known for its food, resorts, beaches, and shopping. Portland is more touristy than The Hamptons and is popular for its independent and vintage shops, thriving art scene, lush parks and gardens, progressive and quirky personality, and easy access to amazing natural beauty. It is also home to Washington Park. The Hamptons is popular for its long sandy beaches, charming seaside communities, opulent villas, and vacationing celebrities.

How is The Hamptons different from Portland?

Which is Better for a Holiday?

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

Are the Museums and Historical Sights Better in The Hamptons or Portland?

The Hamptons
Portland

Portland is a city with a few options for its museums and landmarks. However, The Hamptons does not have museums and landmarks.

Portland offers a handful of options for museums and historical sights. 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.

The Hamptons does not have museums and landmarks.


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

The Hamptons
Portland

The Hamptons is a beach destination 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 The Hamptons. There are a number of fine dining restaurants in the area and seafood is a favorite. Some restaurants are known to be frequented by vacationing celebrities, so if you're hoping to spot someone famous, do some research and you may have some luck.

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 The Hamptons or Portland Better for Nightlife?

The Hamptons
Portland

It's hard to distinguish whether The Hamptons or Portland has a better nightlife scene.

The Hamptons has an active nightlife scene for those who seek it out. There are plenty of nightclubs and bars throughout the area. Head to East Hampton for some of the best options.

If you're looking for night time activities Portland has a few options to choose from. 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 The Hamptons or Portland Better for Music?

The Hamptons
Portland

Portland is a city with good options for live music. However, The Hamptons is not a live music destination.

You'll find some good live music in Portland. The town has a thriving live music and international folk dancing scene.

The Hamptons is not a live music destination.


Is The Hamptons or Portland Better for Resorts?

The Hamptons
Portland

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

In The Hamptons, you'll find some of the region's top resorts. Known as a hangout for the rich and famous, there is no shortage of luxury hotels and resorts in the area.

Portland is not a resort destination.

Is The Hamptons or Portland Better for Beaches?

The Hamptons
Portland

The Hamptons is a beach destination with good options for its beaches. However, Portland is not a beach destination.

Plenty of visitors enjoy relaxing on the beach in The Hamptons. 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.

Portland is not a beach destination.

Is The Hamptons or Portland Better for Hiking?

The Hamptons
Portland

Portland is a great destination for its hiking experiences. Also, The Hamptons is still popular, but not quite as popular for hiking.

You'll find a nice variety of hiking trails around Portland. 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.

The Hamptons offers some nice hiking trails. There are a number of picturesque walks through the dunes and wetlands around the area. There is plenty of peaceful nature to explore if you're looking for a break from city life.


Is the Shopping Better in The Hamptons or Portland?

The Hamptons
Portland

The Hamptons is very popular for shopping. Also, Portland is not quite as popular, but is fairly good for its shopping opportunities.

People travel from around the world to go shopping in The Hamptons. 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.

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 The Hamptons or Portland Better for Families?

The Hamptons
Portland

Both The Hamptons and Portland are good to visit with kids.

You'll find plenty of kid-friendly things to do in The Hamptons. The area has a family-friendly setting with many outdoor activities and a children's museum. There are music events, children's parks, small zoos, and, of course, the beach. Also make sure you pick up some ice cream and enjoy that quintessential beach experience.

Portland offers lots of family activities. 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 The Hamptons or Portland Better for Couples?

The Hamptons
Portland

The Hamptons is a very popular place for romance. Also, Portland is not quite as popular, but is fairly good for its romantic activities.

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. The area has many beautiful parks and outdoor spaces, but there are also amazing restaurants that make for a great date night.

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 The Hamptons or Portland Better for Backpackers and Budget Travelers?

The Hamptons
Portland

Portland is a great destination for backpackers. However, The Hamptons is a beach destination with minimal options for backpackers and budget travelers.

Backpackers come from all over to 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.

The Hamptons is not the best destination for backpackers and budget travelers due to its high prices. It's more popular with the rich and famous than it is with the budget crowd, so you may struggle to find an affordable place to stay, much less a hostel.

Is The Hamptons or Portland Better for Students?

The Hamptons
Portland

Portland is a city with good options for students. However, The Hamptons is not popular with students.

Portland is popular with students. 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.

The Hamptons is not popular with students.

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

The Hamptons
Portland

Portland is a city with good options for its public transit. However, The Hamptons is a beach destination with minimal options for times when you don't have a car.

You'll find some public transit in Portland, but it may not be enough to take you everywhere. The town has a bus and light rail system as well the Aerial tram.

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.


Is The Hamptons or Portland a more walkable city?

The Hamptons
Portland

Portland is a great destination for its walkability. Also, The Hamptons is still popular, but not quite as popular for its high level of walkability.

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

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.

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

Should I spend more time in Portland or The Hamptons?

How long in The Hamptons or Portland?

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

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

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

Backpackers and budget travelers should spend more time in Portland than The Hamptons 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 The Hamptons or Portland? Ideal Length of Stay
    The Hamptons 3-7 
    Portland 2-3

One day in The Hamptons or Portland?

The beach destination of The Hamptons offers nightlife and food. It's also a relaxing resort destination. 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.

In Portland, many people enjoy the live music and shopping that this scenic city offers. Many travelers plan to spend time hiking 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.

A weekend in The Hamptons or Portland?

The Hamptons 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. Hiking can easily take up a good amount of your time here, too. If you have a weekend, this is a great place to go. It will give you the chance to have new experiences. So, a weekend is just the right amount of time to spend here.


Five days in The Hamptons or Portland?

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

You'll find nightlife and live music around the laid-back destination of Portland. Hikers are also drawn to this area. Take your pick from the many activities offered here. Five days is more than enough time to enjoy everything. Take some day trips to nearby places to fill the extra days.

A week in The Hamptons or Portland?

The Hamptons is a great place to explore. It's no surprise that shopping is why people visit. It is common to spend one week here. People often spend their time relaxing at one of the resorts. One week is a great amount of time to relax and see the many things that The Hamptons has to offer. This beach destination offers something for everyone.

Portland is a popular place to visit. Many visitors also spend a good bit of time hiking. One week may feel like too much time unless you plan to do a lot of relaxing. The entire region has so many activities, and you'll want time to do everything.


For some great organized tour ideas, see The Best 2-Week Tours from San Francisco, The Best 2-Week Tours from Los Angeles, The Best Family-Friendly Tours to United States of America, and The Best Wildlife Tours to United States of America.


Which place is cheaper, Portland or The Hamptons?

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

The average daily cost (per person) in The Hamptons is $223, while the average daily cost in Portland is $180. 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 The Hamptons and Portland in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    The Hamptons $126
    Portland $97
  • Accommodation Typical double-occupancy room
    The Hamptons $252
    Portland $194
Compare Hotels in The Hamptons and Portland

Looking for a hotel in The Hamptons 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 The Hamptons


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: Portland Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    The Hamptons $63
    Portland $28

Hired Cars and Shuttles in Portland

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

  • Lake Oswego to Portland Airport (PDX) - Departure Private Transfer: $71
  • Portland Airport (PDX) to Beaverton hotel or address - Arrival Private Transfer: $75
  • Portland Airport (PDX) to Lake Oswego - Round-Trip Private Transfer: $142
  • Portland Airport (PDX) to Tigard hotel or address - Round-Trip Private Transfer: $151
  • Portland International Airport - Private transfer from/to Oregon City: $127
  • Portland downtown to Portland Airport (PDX) - Departure Private Transfer: $61
  • Private Transfer from Portland Airport (PDX) to Astoria Port: $88
  • Tigard hotel or address to Portland Airport (PDX) - Departure Private Transfer: $75
  • Waterfall Express -PDX: Waterfall Trolley Tickets + Transfer: $60

Is it cheaper to fly into The Hamptons or Portland?

Prices for flights to both Portland and The Hamptons 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
    The Hamptons $60
    Portland $43

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:

  • Walking Pizza Tour: $75
  • Secret Food Tour with Local Guide: $94
  • Brunch on Mississippi Food Tour: $95
  • Downtown Portland Food Tour : $99
  • Downtown Food Tour: $102
  • Mississippi Avenue Walking Food Tour: $105
  • The Vibrant Kerns Hood Food Tour: $105
  • The Bustling Buckman Hood Food Tour: $105
  • Portland Walking Food Tour With Secret Food Tours: $109
  • Mississippi Avenue Walking Food Tour: $110
  • All-Inclusive Downtown Portland Food Tour: $119
  • All-Inclusive Walking Food Tour: $119

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    The Hamptons $22
    Portland $24

Tours and Activities in Portland

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

  • Smartphone Old Port Portland, ME Audio Walking Tour APP/GPS: $6.75
  • Portland, Maine: Walking Tour Audio Guide: $8.49
  • Downtown Portland In-App Audio Tour (ENG): $9.00
  • Scavenger Hunt Adventure Smartphone Audio Guide: $10
  • Waterfront Scavenger Hunt Self-Guided Tour: $13
  • Downtown Scavenger Hunt & Self-Guided Walking Tour: $13
  • Portland (Along the Waterfront) Scavenger Hunt & Self-Guided Tour: $13
  • Portland Exploration: Self-Guided Driving & Walking Tour: $14
  • Self-Guided Sightseeing Driving Audio Tour: $15
  • Portland Scavenger Hunt Adventure: $21
  • Guided Walking Tour of Downtown Portland, Oregon: $23
  • Smartphone-Guided Walking Tour of Downtown Portland: $25

Alcohol
  • Alcohol Drinks for one day
    The Hamptons $31
    Portland $17

Sample the Local Flavors in Portland

Some specific costs for nightlife related activities in Portland:

  • Haunted Underground Shanghai Tunnel Tour with Brewery Tastings: $40
  • Portland Ghosts Boos and Booze Haunted Pub Crawl: $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
  • Afternoon Tour in Columbia Gorge Waterfall with Free Wine Tasting: $111
  • Waterfalls, Mt Hood, and Wine Tour (Tasting Fees Included): $135
  • Silver Falls Hike and Wine Tour: $179
  • Willamette Valley Wine Tasting from Portland: $189
  • Bed and Breakfast Wine Tour - Small Group, Joinable/Sharable: $198
  • From Willamette Valley Full-Day Wine Tour: $210


When we compare the travel costs of actual travelers between The Hamptons and Portland, we can see that The Hamptons 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 The Hamptons would naturally cost you much more money, so you would probably want to keep your budget a little tighter in The Hamptons 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 The Hamptons Expensive? and Is Portland Expensive?.


Which is Bigger, The Hamptons or Portland?

Portland has a larger population, and is about 130 times larger than the population of The Hamptons. When comparing the sizes of The Hamptons 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.


When is the best time to visit The Hamptons or Portland?

Both places have a temperate climate with four distinct seasons. As both cities are in the northern hemisphere, summer is in July and winter is in January.

Should I visit The Hamptons or Portland in the Summer?

The summer brings many poeple to The Hamptons as well as Portland. The summer months attract visitors to The Hamptons because of the beaches, the hiking, and the family-friendly experiences. Also, the hiking, the small town charm, the music scene, and the family-friendly experiences are the main draw to Portland this time of year.

The Hamptons is a little warmer than Portland in the summer. The daily temperature in The Hamptons averages around 76°F (25°C) in July, and Portland fluctuates around 68°F (20°C).

The Hamptons receives a lot of rain in the summer. The Hamptons usually gets more rain in July than Portland. The Hamptons gets 4.1 inches (104 mm) of rain, while Portland receives 0.7 inches (18 mm) of rain this time of the year.


  • Summer Average Temperatures July
    The Hamptons 76°F (25°C) 
    Portland 68°F (20°C)

Should I visit The Hamptons or Portland in the Autumn?

Both Portland and The Hamptons are popular destinations to visit in the autumn with plenty of activities. The hiking trails, the shopping scene, and the natural beauty of the area are the main draw to The Hamptons this time of year. Also, many travelers come to Portland for the hiking trails, the shopping scene, the music scene, the small town atmosphere, and the natural beauty of the area.

In the autumn, The Hamptons is a little warmer than Portland. Typically, the autumn temperatures in The Hamptons in October average around 58°F (14°C), and Portland averages at about 55°F (13°C).

In October, The Hamptons usually receives more rain than Portland. The Hamptons gets 3 inches (77 mm) of rain, while Portland receives 2.6 inches (67 mm) of rain each month for the autumn.


  • Autumn Average Temperatures October
    The Hamptons 58°F (14°C) 
    Portland 55°F (13°C)

Should I visit The Hamptons or Portland in the Winter?

Both Portland and The Hamptons during the winter are popular places to visit. Many travelers come to The Hamptons for the shopping scene and the cuisine. Furthermore, many visitors come to Portland in the winter for the museums, the shopping scene, and the cuisine.

Portland can get quite cold in the winter. Be prepared for some very cold days in The Hamptons. In January, The Hamptons is generally much colder than Portland. Daily temperatures in The Hamptons average around 31°F (-0°C), and Portland fluctuates around 40°F (4°C).

Portland gets a good bit of rain this time of year. The Hamptons usually gets less rain in January than Portland. The Hamptons gets 3.2 inches (81 mm) of rain, while Portland receives 5.2 inches (132 mm) of rain this time of the year.


  • Winter Average Temperatures January
    The Hamptons 31°F (-0°C) 
    Portland 40°F (4°C)

Should I visit The Hamptons or Portland in the Spring?

The spring attracts plenty of travelers to both The Hamptons and Portland. Many visitors come to The Hamptons in the spring for the beaches and the natural beauty. Furthermore, most visitors come to Portland for the small town charm and the natural beauty during these months.

The Hamptons is around the same temperature as Portland in the spring. The daily temperature in The Hamptons averages around 51°F (11°C) in April, and Portland fluctuates around 51°F (11°C).

In April, The Hamptons usually receives more rain than Portland. The Hamptons gets 3.8 inches (96 mm) of rain, while Portland receives 2.4 inches (61 mm) of rain each month for the spring.


  • Spring Average Temperatures April
    The Hamptons 51°F (11°C) 
    Portland 51°F (11°C)

Typical Weather for Portland and The Hamptons

The Hamptons Portland
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 31°F (-0°C) 3.2 inches (81 mm) 40°F (4°C) 5.2 inches (132 mm)
Feb 33°F (1°C) 2.8 inches (72 mm) 44°F (7°C) 3.9 inches (98 mm)
Mar 41°F (5°C) 3.6 inches (91 mm) 47°F (9°C) 3.6 inches (92 mm)
Apr 51°F (11°C) 3.8 inches (96 mm) 51°F (11°C) 2.4 inches (61 mm)
May 62°F (17°C) 3.8 inches (96 mm) 57°F (14°C) 2 inches (51 mm)
Jun 71°F (22°C) 3.6 inches (91 mm) 64°F (18°C) 1.5 inches (39 mm)
Jul 76°F (25°C) 4.1 inches (104 mm) 68°F (20°C) 0.7 inches (18 mm)
Aug 75°F (24°C) 3.7 inches (95 mm) 69°F (20°C) 1 inches (25 mm)
Sep 68°F (20°C) 3.4 inches (86 mm) 63°F (17°C) 1.7 inches (44 mm)
Oct 58°F (14°C) 3 inches (77 mm) 55°F (13°C) 2.6 inches (67 mm)
Nov 47°F (9°C) 3.8 inches (96 mm) 46°F (8°C) 5.4 inches (136 mm)
Dec 37°F (3°C) 3.4 inches (86 mm) 40°F (5°C) 6.1 inches (156 mm)