Sandwiched between the Cascade and Maury Mountains, Bend is a popular destination in Oregon for those looking to explore the stunning scenery. Oozing hipster cool, it’s a youthful destination that is particularly well-loved by cyclists and creatives. If you’re looking for a unique staycation destination, Bend is well worth a place on your hitlist.

It is a little bit off the beaten path, so there aren’t many guides available online. This can make figuring out where to stay really frustrating. There’s a lot to offer in the surrounding region, so it’s important to gain a sense of the best places to stay before you arrive. A little research will help you plan a truly epic itinerary.

Thankfully, we’ve done a big chunk of that research for you. We’ve combined our personal experience with advice from locals and travel experts to bring you the low down on the three best places to stay in Bend. Whether you want to take in the views, head off on excursions, or save some cash on a laid-back staycation, we’ve got you covered.

So let’s get right into it!

Where to Stay in Bend

Beautiful Renovation in Bend – 1918 Bungalow

1918 Bungalow

Airbnb Plus properties are hand-selected for their stylish interiors and exceptional guest service. This charming little bungalow in the heart of Redmond is a great example. Built in 1918, it has recently been renovated with a touch of modern design and traditional elegance. It’s also only a two-minute walk from the main shopping, dining, and nightlife district.

Family Friendly Accommodation Near Bend – Riverfront Home

Riverfront Home

Nestled along the banks of Whychus Creek, this peaceful abode is perfect for families looking for a laid-back escape. The large rooms feature traditional décor and large windows that let in plenty of natural light and show off the beautiful scenery. There’s a cute little hot tub in the outdoor area overlooking the creek – the perfect spot to relax after a long day of exploring.

Welcoming Hotel in Bend – Tetherow Hotel

Tetherow Hotel

Bordering Deschutes National Forest, Tetherow Hotel is the perfect place to stay if you want to get up close and personal with the stunning scenery surrounding Bend. This five-star hotel is well worth splurging on and is the perfect location for a relaxing hotel away from life’s stresses. It’s on the outskirts of Bend, but they provide a complimentary shuttle to the city centre.

Bend Neighborhood Guide

FIRST TIME IN BEND
Central Bend
FIRST TIME IN BEND

Central Bend

It’s the destination this guide is all about, so of course, Bend takes the top spot for first-time travellers! It’s super convenient for travelling to both the Cascade and Maury Mountains, as well as Redmond and Sisters.

ON A BUDGET
Redmond
ON A BUDGET

Redmond

Although administratively a northern suburb of Bend, Redmond is really a town in its own right. It’s a little bit rougher around the edges than its southern neighbour, but it more than makes up for it in charm.

FOR ADVENTURE
Sisters
FOR ADVENTURE

Sisters

About 30 minutes to the northwest of Bend, Sisters is an epic destination for adventure travellers. It’s considerably smaller than the city, so it comes with a secluded atmosphere. This gives visitors a more authentic insight into rural life in Oregon.

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Top 3 Places to Stay in Bend

Bend is small and rural, so it’s a pretty safe destination to bring the family. If you want to explore further afield, it would be worthwhile bringing a car. Most importantly, though, bring your bike! This is the most popular mode of transport in the city, so you’ll feel perfectly safe.

Since it’s quite a small city, we consider Bend a neighbourhood in its own right. For first time visitors, Bend is a fantastic gateway into one of Oregon’s most unique regions. Although we’ve recommended bringing your own vehicle, there are enough tour providers in Bend for you to get by if you need a little help getting into the more scenic areas.

There’s no escaping, however, that Bend is a super expensive destination. Budget travellers shouldn’t run away just yet though; Redmond is a fantastic alternative only a short drive away from the city. Though functionally its own city, Redmond is often considered a northern suburb of Bend. It also has a decent nightlife and dining scene, and some more laid-back hikes nearby.

Those looking for a more adventurous USA travel experience should opt for Sisters instead. Whether you’re into hiking, kayaking or fishing – it’s all on offer in this cute little town. It’s even more secluded than Bend, so you’ll really feel like you’re living out in the sticks. Scratch beneath the surface, however, and you’ll find a unique insight into Oregon’s rural culture.

Still not quite decided? We totally understand – it’s important to make sure you’ve got everything right before venturing off on vacation. To help you, we’ve got some more information about each area below – including our top hotel and accommodation picks in each.

#1 Central Bend – Best Place to Stay in Bend for your First Time

Central Bend
Bend is perfect for a scenic getaway!

It’s the destination this guide is all about, so of course Bend takes the top spot for first-time travellers! It’s a super convenient location if you’re planning a road trip through Oregon – the Cascade and Maury Mountains are easy to get to from Bend, as well as Redmond and Sisters. In the city centre you will find a cool, laid-back atmosphere that will have you never wanting to go home.

We reckon cycling is the best way to get around Bend. It’s is hugely popular in the town, with most residents opting for their bikes instead of cars. This makes it a paradise for cyclists seeking a safe destination. After your cycling adventure, kick back and relax in one of the many coffee shops and bars.

Cosy Suite in Bend: Nature Boutique

Nature Boutique

This stunning Airbnb Plus studio is a great way to stay in the heart of the city in style. With nature-themed décor and verdant houseplants, this property brings the outside in for a laid-back vibe. Out the window, you will catch gorgeous views of the treetops and the city centre. The Deschutes River Trail is only a short walk away – perfect for checking out the local scenery.

Unique Home in Bend: Dome Sweet Dome

Dome Sweet Dome

Looking for something a bit more unique? Look no further than this cute little dome. The rustic interior is nestled among the treetops, giving you a homely atmosphere. Inside you will discover an adorable little cabin perfect for couples and small families. This is a popular option during the winter, thanks to the gorgeous snowy scenery that surrounds the dome.

Luxurious Hotel in Bend: Tetherow Hotel

Tetherow Hotel

If you’re ready to splurge, Tetherow Hotel is worth every penny. The resort is located on a private golf course, and the two on-site restaurants feature different takes on locally sourced ingredients, with menus to suit most budgets. It’s a little bit out of the way, but with views like this, you won’t mind having to take their complimentary shuttle into the city centre.

Things to See and Do in Central Bend:

Things to See and Do in Central Bend
Biking is a great way to take in all the scenery!
  • Sucker for speciality coffee? Go beyond just hitting up the local hipster joint and try your hand at roasting your own blend in this highly rated experience.
  • Inhale…and exhale…in this relaxing meditation experience and healing experience (including reiki) at the Blissful Heart Wellness Centre.
  • Cycling doesn’t stop in the city centre – head to the outskirts to get your adrenaline pumping on a mountain biking adventure.
  • You’ll find some of Oregon’s best hikes around Bend – we love Smith Rock in particular, which offers a stunning river walk and views across the city.
  • Breweries, coffee shops and locally owned bars create a hip vibe throughout the town, with Deschutes Brewery a must-visit for their world-famous dark beers.

#2 Redmond – Where to Stay in Bend on a Budget

Redmond
You’ll wanna pack your hiking boots!

Although administratively a northern suburb of Bend, Redmond is really a town in its own right. It’s a little bit rougher around the edges than its southern neighbour, but it more than makes up for it in charm. It is also considerably cheaper when it comes to accommodation and dining, so you won’t have to break the bank to stay in Redmond.

Redmond has some fantastic breweries in the town centre, so it maintains the same youthful atmosphere as Bend. It is only a ten-minute drive from the city, so those travelling by car won’t have any trouble exploring the region. There are also some great hikes nearby, including Smith Rock State Park.

Charming Renovation in Redmond: 1918 Bungalow

1918 Bungalow

We can’t get enough of this gorgeous renovated bungalow in the heart of Redmond! The stylish interiors come with a calm atmosphere and modern amenities that will have you never wanting to leave. Luxury details give it an inviting charm, and the main attractions in Redmond are within walking distance. It’s also only a five-minute drive from the airport – so you won’t lose too much of your day!

Budget Bungalow in Redmond: Downtown Retreat

Downtown Retreat

Well, since Redmond is our affordable pick, we had no choice but to include this gorgeous budget-friendly bungalow, which is also right in the heart of the city! Despite the favourable rates it maintains a stylish interior, and the location is simply unbeatable. The most popular breweries are right on your doorstep, as well as some peaceful parks for a calmer experience.

Affordable Hotel in Redmond: SCP Redmond Hotel

SCP Redmond Hotel

This three-star hotel might be within the budget range, but that doesn’t mean it compromises on style. Rooms are spacious and bright, with luxury finishes that add a sense of elegance. They also provide a complimentary hot breakfast – so you’ll save even more money. We love the lavish sun terrace that gives you stunning views of the city centre.

Things to See and Do in Redmond:

Things to See and Do in Redmond
  • Want to try out rock climbing but feel a little intimidated? Head on this excursion in Smith Rock State Park with an experienced guide for some extra peace of mind.
  • Smith Rock State Park is also a photographer’s paradise, with plenty of beautiful scenery to capture.
  • Make a circuit around the breweries in the area – some of our favorites are Cascade Lakes Brewing Company, Rimrock Brewery and Geist Beerworks.
  • The Redmond Caves are a popular destination for tourists, showcasing the fascinating geological history of the region.
  • Cline Falls Scenic Viewpoint is another excellent trail offering gorgeous views towards Smith Rock State Park on one side, and the airport on the other.
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#3 Sisters – Best Area Near Bend for Adventure

Sisters
Sisters is our top destination for avid adventurers.

About 30 minutes to the northwest of Bend, Sisters is an epic destination for adventure travellers. It’s considerably smaller than the city, so it comes with a secluded atmosphere. This gives visitors a more authentic insight into rural life in Oregon. Sisters is totally off the beaten path, so you’ll have ample opportunity to mingle with locals.

Secluded location aside, Sisters is packed with adventure activities. Though relatively unknown to outside tourists, residents from Bend and Redmond visit the area often to connect with nature. In the winter it’s also home to a small ski resort – which is among the most affordable in the United States. 

Rustic Retreat in Sisters: Sisters Home

Sisters Home

This quirky home sleeps up to five guests – making it a great option for families and groups. The rustic interiors give the home a traditional vibe, while modern facilities ensure comfort. There are ski resorts within a five-minute drive, making this a great choice for winter visits. Coming as a larger group? You can also book the lower apartment.

Peaceful Retreat in Sisters: Riverfront Home

Riverfront Home

Kick back and relax in this extraordinarily chilled out dwelling. It backs on to the river, so you’ll get to wake up to the relaxing babble of the creek. The hot tub is our favourite feature, with gorgeous views and plenty of room. Sleeping up to eight, this is another great choice for families and groups. A telescope is included for connecting with the galaxy at night.

Inviting Hotel in Sisters: FivePine Lodge

FivePine Lodge

Another extravagant five-star hotel, this one really is for those looking to splurge. Designed to resemble a cabin, the surrounding forest (and snow in the winter) provide a romantic setting. Complimentary bicycle hire is available to guests during the warmer months, which is a great way to take in the marvellous surroundings. They also include a complimentary breakfast to set you up for the day.

Things to See and Do in Sisters:

Things to See and Do in Sisters
Ski enthusiasts will love Sisters in the winter!
  • Head on down to Long Hollow Ranch and saddle up for an epic horseback riding experience around the scenic town of Sisters.
  • Hoodoo is a popular ski destination with locals in the winter – it’s pretty basic but super affordable and really gets the adrenaline going.
  • Sisters has some truly unique retail options – including Antler Arts, where everything is antler themed (though some of them are real, so be aware if you’re squeamish).
  • The downtown area in Sisters is Western-themed – with many of the restaurants offering both classic American cuisine and flavoursome Mexican options.

Final Thoughts on Where To Stay in Bend

Whether you’re planning a staycation or finally embarking on that epic West Coast road trip, Bend is the ideal destination for anyone looking for breathtaking scenery. It’s an extraordinary place that’s managed to stay off the mass-tourism radar, so you’ll get to soak up the creative spirit and mingle with locals while admiring the scenic backdrop.

Of course, the city itself is our favourite place to stay mentioned in this guide. It is quite central, so you’ll be able to travel to both Sisters and Redmond with ease. You can also benefit from the many tour operators in the city offering excursions into the mountains.

That being said, the best place for you really depends on what you want to get out of your trip. If you can, make some time for all three of the destinations mentioned in this guide. They all offer something a little different, meaning you can enjoy a truly diverse staycation right in the heart of Oregon.

Lastly, don’t forget to keep an eye on the weather in Oregon. It tends to have a mind of its own, so it’s best to plan your activities around this to avoid any surprises!

Did we miss anything? Let us know in the comments!

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Getting an estimate from World Nomads is simple—just click the button or image below, fill out the necessary info, and you’re on your way!

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