Top 12 Cool and Trendy Hotels in Bend 2023

One of my favorite places, the pet and bike-friendly McMenamin Old St. Francis School in downtown Bend, stole my heart. Renovated from a 1936 Catholic schoolhouse, this gem, opened in 2004, is the brainchild of Mike and Brian McMenamin, pioneers who turned a small pub in 1974 into a franchise with over 50 locations.

While staying at this Bend party haven, I explored its evolution from 19 rooms to a whopping 61, discovering its unique gallery ambiance. Adorned with historical artifacts, art from local students, and captivating photography, the hotel beautifully narrates Bend’s tales and showcases its vibrant characters.

I experienced the quirky charm of the McMenamins Old St. Francis School, immersing myself in the distinctive tile mosaics around the indoor pool, the custom-made light fixtures, and the allure of secret hallways leading to a fascinating Bar.

Conveniently located less than a mile from Deschutes River Trail and 1.6 miles from Pilot Butte State Scenic Viewpoint, this hotel became my haven.

I discovered one of my favorite places in sunny Oregon – Bend, a year-round playground. While staying at LOGE Bend, a kid and pet-friendly haven perfectly located on the trails leading to the cherished ‘Phil’s Trail,’ I fell in love with the easy access to mountain biking and leisurely strolls along the river. Plus, it’s the closest in-town spot to the captivating Mt. Bachelor escape.

During my visit, I experienced the thrill of biking just a ride away, thanks to the convenience of top-notch gear rentals. The fire pits, perfect for roasting delicious marshmallows, and the on-site taproom added an exclusive touch to my adventure.

For an outdoor enthusiast like me, LOGE Bend served as a highly comfortable base for my fairy-tale adventures, offering options like rock climbing, river rafting, skiing, and paddling in the nearby vicinity.

The guestrooms were equipped with air conditioning, a refrigerator, and high-speed wifi. However, the allure of the many breweries, restaurants, and charming neighborhoods surrounding Bend left me constantly wanting to return to this enchanting town.

Waypoint Hotel, nestled near the majestic Deschutes River, became one of my favorite places during my recent visit. The blend of classic Americana and mid-century design creates a laid-back ambiance that immediately captivates.

While staying at Waypoint, I loved its dreamy atmosphere, perfect for both meetings and retreats. The spacious lobby, adorned with mid-century trends, became my go-to spot, offering not only a cozy setting but also a taste of local delights with eight brews and ciders on tap. The on-site food truck added a delightful touch to my culinary experiences.

The outdoor firepits, a cozy haven, were perfect for winding down after a day of exploring the heart of Oregon. Surrounded by a rich, diverse landscape and renowned golf courses, Waypoint truly stood out as a haven for recreation enthusiasts.

What makes this place unique is the vibrant energy resonating from the small mountain town. During my stay, I experienced the unique comfort that this hotel emanates.

One of my favorite places, the Campfire Hotel, seamlessly blends urban and outdoor adventure with the charm of Pacific Northwest camp culture. During my visit, I was captivated by the ingenious minds behind it—Portland developers Tod Breslau, Kelsey Bunker, Chris Gunderson, and Sasha Kirovski.

While staying at this hip hotel, I immersed myself in the spirit of the post-COVID road-tripping movement, evident in the thoughtfully designed 100 vintage-camping-inspired rooms. The experience was nothing short of pure excellence, striking a perfect balance between a strong community vibe reminiscent of campsites and the comforts expected from a cozy hotel stay.

I loved the communal fire pit and the year-round heated pool and hot tub that added to the overall appeal. The epic restaurant collaboration, along with classic touches like mid-century telephones, acoustic instruments on walls, and vintage radios, created a pet-friendly boutique motor lodge that felt like a home away from home.

Exploring the Campfire’s curated merch store and enjoying the cabin vibes at the Canteen and Lobby bar became highlights of my stay, providing ample opportunities for Instagram-worthy moments.

The Riverhouse is one of my favorite places, where I immersed myself in unparalleled tranquility. This hotel is dedicated to sustainability, offering world-class amenities with modern sophistication on the banks of the Deschutes.

While visiting, I had abundant opportunities to reconnect with nature. I strolled along the scenic river trail and relaxed in the pools or hot tub, winding down after an awesome day exploring the untamed beauty and wilderness that surrounds the lodge.

I loved indulging at Currents, the hotel’s new restaurant and riverside patio. The Pacific Northwestern cuisine, thoughtfully sourced and deliciously prepared, was a highlight before drifting off into a blissful night’s sleep in one of the modern, spacious rooms.

While staying at the Riverhouse on the Deschutes, I experienced a truly remarkable place catering to guests traveling for business or pleasure, adventure or relaxation, for both extended stays or short.

Element Bend Hotel is one of my favorite places, where the commitment to guest well-being and environmental sustainability is palpable. While staying here, I loved the seamless design that ensures spacious rooms, complemented by a full kitchen for all your culinary needs. It’s a setup that keeps you balanced and energized, essential for embracing the abundance of local outdoor activities.

Waking up in this inviting space, I experienced the joy of the signature Rise complimentary breakfast, setting the perfect tone for the day ahead. I took advantage of the complimentary bikes, embarking on a journey to explore the picturesque city of Oregon.

Throughout my stay, the hotel provided valuable insights for navigating the surrounding area. Following their suggestions, I ventured on a hike in the high desert and rafted down the Deschutes River, immersing myself in the natural wonders.

To complete my visit, I thoroughly enjoyed exploring downtown Bend and the Old Mill District. The local shops, breweries, and restaurants added character to the experience.

Nestled above the Old Mill District, this modern hotel quickly became one of my favorite places. The breathtaking mountain view captivated me as I marveled at the unrivaled location. It’s not just a hotel; it’s an experience.

While visiting, I discovered the perfect blend of shopping, riverside dining, and outdoor adventure in the Old Mill District. The convenience of being steps away from river walking trails and only moments from downtown made my stay even more enjoyable.

What I love about this extravagant hotel is the seamless fusion of timeless elegance and a rustic atmosphere. It’s a unique charm that caters to both business travelers and families on vacation. My spacious guestroom, equipped with an executive workstation, complimentary high-speed internet access, and a Keurig coffee maker, felt like a home away from home.

While staying at this remarkable place, I couldn’t resist trying out the on-site restaurant and full bar. The leisure facilities added another layer to my genuinely restful experience.

Otter Run, with its three bedrooms and two bathrooms, became one of my favorite places for a family getaway. The dog-friendly vibe adds to the charm, and its prime location on the Deschutes’ banks makes it even more special.

While visiting, I fell in love with the seamless blend of tranquility and nature at this retreat. The holiday home’s riverfront deck became my go-to spot, featuring cozy seating and offering easy access to a firepit just steps away from a private beach. A semi-circular sofa added a touch of nostalgia to my outdoor evenings, complemented by the soothing experience of the hot tub.

I explored an inviting lounge area. Comfy loveseats encircled a large smart TV, creating the perfect setting for memorable movie nights. The kitchen’s dry bar, complete with a fridge and cocktail shaker, added a touch of sophistication to the overall experience.

I stumbled upon this gem owned by an incredibly active, rock-climbing family – a six-bedroom modern vacation home nestled in a tranquil residential neighborhood. Bend Vacation Home became one of my favorite places, perfectly embodying the quaint yet lively charm of Bend.

From the moment I stepped inside, the pristinely furnished space radiated character. Conveniently situated just 5km from Drake Park, a sprawling green haven along Mirror Pond on the Deschutes River, the location was ideal.

The memory foam mattresses in all six bedrooms provided unparalleled comfort. After a day of adventure, bouncing between Bend’s natural and urban wonders, I found solace in the backyard. The fire pit and gas grill beckoned, allowing me to unwind and create my own haven.

I love this place for its perfect blend of comfort and charm.

While visiting this cozy townhouse, situated between downtown and the Old Mill District, I found it to be one of my favorite places, offering easy access to all the city has to offer. The adventure awaited just around the corner. Whether I chose to embark on a hike to one of the invigorating waterfalls nearby or indulge in some summer fun on the Deschutes River with the provided inflatable paddleboards, the experience was exhilarating.

After these outdoor escapades, recovering and unwinding was a delight with several flatscreen TVs equipped with SNES classic and an Xbox 360, keeping me thoroughly entertained. The fully furnished kitchen, boasting quality stainless steel appliances, became my go-to spot to whip up fresh meals.

One of my favorite places, Meadow House 24, became my ultimate retreat. The cozy single-level condo boasts a private hot tub, a captivating lava rock wood-burning fireplace, and a room with a vaulted cedar ceiling. It features two bedrooms, a fully equipped kitchen, and a patio with breathtaking mountain views.

While staying at this chic haven, I fell in love with the super-cool retro cabin ambiance created by the stylish furnishings. The duplex’s prime location, just a short 10-minute walk from SHARC, the Meadows Golf Course, and the Sunriver Village Mall, made my experience even more delightful.

I tried out the complimentary bikes provided by the owners and explored the mesmerizing beauty of the surroundings. It was such a fantastic touch to have these bikes at my disposal, giving me the freedom to effortlessly navigate the stunning landscape.

While visiting this incredible retreat near Mount Bachelor, I found it to be one of my favorite places, just minutes away from downtown Bend. The proximity to the best trails and activities made it perfect for my outdoor adventures.

Upon stepping inside, I immediately fell in love with the eclectic design and the beautiful touches of hardwood flooring and exposed beams. The modern and elegant interior created a cozy atmosphere, making it an ideal home base for exploring the outdoors.

I experienced a sense of luxury as I entered, thanks to the unique furnishings, mood lighting, and captivating artwork. The family-friendly atmosphere even attracted frequent visits from deer, adding a touch of nature to my stay.

One of my favorite moments was unwinding in the private hot tub and enjoying the warmth of the backyard firepit. I couldn’t resist indulging in some s’mores on the comfortable outdoor sofa.

The kitchen, a true highlight, impressed me with its magnificent features—quartz countertops, a breakfast bar, a farm sink, and a convenient wall-mounted oven.

Upstairs, I discovered a game room that quickly became a favorite spot. The multifunctional game table offered air hockey, ping-pong, and pool, all accompanied by a high-quality sound system that added to the overall enjoyment of my stay.