Welcome to Portland, the hipster paradise nestled in the beautiful Pacific Northwest. Known for its vibrant culture, artisanal coffee shops, and breathtaking natural landscapes, Portland has something for everyone. Whether you're a foodie looking to indulge in mouthwatering farm-to-table cuisine, an outdoor enthusiast ready to explore the nearby mountains and forests, or an art lover seeking inspiration in the city's numerous galleries and street murals, Portland has it all. With its laid-back vibe and friendly locals, you'll quickly find yourself immersed in the unique charm and eccentricity that makes Portland such a special place to visit.
We’ve curated a short-list of moderately priced boutique hotels perfect for your next girls’ weekend.
Note: some of the boutique hotels we recommend have a nightly amenities fee for some awesome extras included in your stay. Be sure to read about what’s included to take full advantage!
A dreamy, wellness-focused escape for a girls weekend, Cascada is a modern boutique retreat in Portland’s vibrant Alberta Arts District. This eco-luxury hotel centers around relaxation, featuring a stunning underground thermal spa with multiple soaking pools, saunas, and steam rooms. Rooms feel like chic apartments with kitchens, balconies, and calming natural design touches. Spend your days unwinding with spa treatments, yoga classes, and healthy dining, then explore nearby shops and restaurants. It’s the perfect blend of rejuvenation, connection, and elevated self-care for an unforgettable, laid-back girls getaway.
Located in the vibrant Eastside neighborhood, Hotel Eastlund offers modern and stylish accommodations. The hotel features a rooftop restaurant with panoramic views of the city, as well as a retail wine bar located on street level. The rooms are well-appointed and contemporary in design, and the hotel also houses a restaurant and a bar. Its convenient location provides easy access to Portland's popular attractions, shops, and restaurants.
Kimpton Hotel Vintage Portland is a boutique gem nestled in the heart of downtown Portland. This chic hotel exudes timeless elegance with its vintage-inspired decor and modern amenities. Indulge in luxurious rooms, hosted evening social hours with wine tasting and live music, a game lounge, complimentary bikes, and a 24-hour fitness center. With its prime location near popular attractions and top-notch dining options, Kimpton Hotel Vintage Portland offers an unforgettable stay for a unique and sophisticated girls weekend in the city.
Located in the Central Eastside of Portland, The Jupiter Hotel is a trendy and art-focused boutique hotel. Two hotels, two restaurants, two bars, and a music venue. The Jupiter Original is housed in a converted 1960s motor lodge where the vibe is vintage, lively, and alternative. The Jupiter NEXT is modern and intentional with spectacular city views.
Recommending restaurants can be tricky – there are so many choices! Here we have recommended a few of our favorites, but be sure to check out our local search links below if you are looking for something specific. Bon Appétit!
Known as the world’s first steampunk tea room, Clockwork Rose offers a fully immersive afternoon tea experience where Victorian elegance meets playful, storybook fantasy. The experience comes complete with tiered trays of savories, scones with clotted cream, and bite‑size desserts, all paired with expertly guided tea selections. The richly detailed décor (gears, airships, vintage china) makes it wildly photo‑worthy.
This immersive tiki bar is designed as a full tropical escape, complete with dramatic décor, thunder‑and‑volcano effects, and an atmosphere that makes you forget you’re in Portland the second you walk in. The menu features dozens of exotic, beautifully crafted tiki cocktails (many designed for sharing) along with island‑inspired small plates. Whether you’re sipping something flaming, posing for photos in the moody glow, or settling into the escapist vibe, Hale Pele delivers for a great girls night out.
Located in a beautifully restored industrial space, Olympia Provisions offers a charming, relaxed‑but‑polished atmosphere that’s ideal for lingering conversations and shared plates. The menu naturally lends itself to group dining, with standout charcuterie and cheese boards, small plates, and European‑inspired dishes that encourage grazing and sharing. Pair everything with craft cocktails or wine; its perfect for brunch, lunch, happy hour or dinner.
Known for its Southern hospitality and legendary Southern comfort food, it’s famous for indulgent brunch favorites like fried chicken, chicken & waffles, shrimp and grits, and house‑baked pastries, all made with fresh, locally sourced ingredients. The vibe is warm, lively, and welcoming, making it an ideal place for a long brunch or refueling after a late night. With its cozy dining rooms and classic, feel‑good menu, Screen Door serves up the kind of meal that feels both nostalgic and special.
The Sports Bra is the nation’s first sports bar dedicated exclusively to women’s sports, creating an inclusive, welcoming atmosphere where cheering loudly and getting fully invested is the whole point. It’s perfect for a group hang because the energy is communal and fun, whether you’re die‑hard sports fans or just there for the cocktails, camaraderie, and great food. The menu puts a thoughtful, creative spin on classic sports‑bar favorites, and the space is designed to feel safe and affirming for women and LGBTQ+ guests.
Since opening in 2003, VooDoo Doughnut has become famous for its over‑the‑top, wildly creative doughnuts (from the legendary Bacon Maple Bar to sugar‑cereal‑covered and candy‑topped creations) served in instantly recognizable pink boxes. Whether it’s a post‑cocktail stop, a quirky morning pick‑me‑up, or a “we can’t leave Portland without doing this” moment, Voodoo Doughnut delivers fun, nostalgia, and sugary chaos in the best way.
Want to see more options? We’ve included our favorite search links for this destination below. Use them for research or bookmark this site to use them on the fly when you want to search nearby.
Forest Park is one of Portland’s best escapes into nature without ever leaving the city. Spanning 5,100+ acres in the West Hills, it’s one of the largest urban forests in the country, with 80+ miles of trails that wind through lush, mossy scenery, pockets of wildlife, and occasional peek‑through views of the Willamette River and the city below. It’s also a great spot for birders (more than 100 bird species have been recorded here) along with 50+ mammal species, so it’s not unusual to spot wildlife along the quieter stretches.
The park’s signature route is the Wildwood Trail, a 30‑mile path that runs the length of Forest Park and links up with other Portland favorites, including the Bird Alliance of Oregon’s nature sanctuary, Pittock Mansion, and Washington Park. For a more manageable outing that still feels like a full experience, the most popular option is the scenic 5‑mile roundtrip hike from Lower Macleay Park to Pittock Mansion. It’s a great choice for a girls’ weekend morning: enough movement to feel accomplished, plenty of time to chat along the way, and a payoff at the top with those classic Portland views.
Governor Tom McCall Waterfront Park is one of downtown Portland’s best “reset” spots, an easy, scenic stretch along the Willamette River that’s great for a relaxed walk, a bike ride, or a little downtime on the grass. Spanning about 1.5 miles, this 30.9‑acre riverfront park is a standout example of Portland’s urban glow‑up: what used to be a highway was transformed into green space back in 1978.
There’s plenty to do without overplanning. Salmon Street Springs is a favorite on warm days, with interactive fountain jets that are genuinely fun to watch (and hard to resist). The park also includes meaningful landmarks like the Japanese American Historical Plaza and the Battleship Oregon Memorial, making it easy to blend pretty views with a bit of local history. When you’re ready to keep moving, the Vera Katz Eastbank Esplanade is right across the river and connects smoothly for a longer waterfront stroll or ride.
This park also doubles as Portland’s outdoor “living room” for big seasonal events (think the Portland Rose Festival, Oregon Brewers Festival, and the Waterfront Blues Festival) so it’s worth checking what’s on during your weekend. Whether you’re going for skyline-and-river photos, a casual picnic in the open lawn “Bowl,” or a breezy riverside walk between stops, Waterfront Park is an easy win for a girls’ getaway.
Pittock Mansion is one of Portland’s most scenic historic stops, a 14,000-square-foot, French Renaissance–style estate built in 1914 for newspaper publisher Henry Pittock and his wife, Georgiana. Perched about 1,000 feet up in the West Hills, it’s known for its sweeping views over downtown and out to five Cascade mountain peaks, which makes the visit just as much about the setting as the house itself.
Inside, the mansion is styled with Edwardian-era antiques and period details, offering a glimpse into early 20th‑century Portland life. It operates as a historic house museum with daily tours (hours vary), so it’s an easy add‑on to a day of exploring the city. Outside, the 46-acre grounds include public gardens, especially beautiful when the rhododendrons and roses are blooming, and access to nearby hiking trails if your weekend mood leans a little more outdoorsy.
For a seasonal bonus, Pittock Mansion is especially popular from November through January, when it’s decorated for its annual “Home for the Holidays” theme, festive, cozy, and perfect for a winter trip photo moment.
Washington Park is Portland’s “do‑it‑all” green space, a 410‑acre hillside park filled with easy-to-pair attractions that make for a great girls’ day of wandering, photos, and little mini-adventures. In one area, you can move from gardens to trails to animals without feeling like you’re crisscrossing the city.
The International Rose Test Garden is the headline stop, and it’s especially gorgeous in bloom season (typically late May through September) with more than 10,000 rose bushes. Nearby, the Portland Japanese Garden offers a calmer, more tucked‑away vibe with eight unique gardenscapes (strolling pond, ceremonial teahouse, natural garden, etc.), a lovely place to slow down and take it all in. For something more active, Hoyt Arboretum feels like a “living museum” of trees, with 12+ miles of trails that are perfect for a scenic walk and a little fresh air reset.
Washington Park also includes the Oregon Zoo, home to 2,000+ animals, so it’s easy to mix in something playful and memorable before heading to dinner. And if your trip lands in August, keep an eye on the Washington Park Amphitheater, which hosts the Washington Park Summer Festival as part of Portland Parks’ Summer Free for All programming, a fun excuse to catch an outdoor performance in a beautiful setting.
Step aboard for Portland’s most unique evening escape: the City Lights & Tiki Nights Cruise. This 21+ 1-hour journey along the Willamette River combines the laid-back fun of a floating tiki lounge with unbeatable views of the city skyline sparkling against the night sky. Sip your favorite drink as you glide past glowing bridges and the illuminated waterfront, all while island-inspired décor, tropical music, and tiki lounge vibes set the perfect mood. Each week brings a different theme, from masquerade parties to neon nights and other festive celebrations, so every cruise is a one-of-a-kind experience.
This day isn’t just about sipping wine — it’s about celebrating the amazing women in your life and creating unforgettable moments together! Kickstart your adventure through Oregon’s stunning Willamette Valley with the perfect blend of bubbles, bonding, and boutique fun. Instead of rushing through wine tastings, we slow it down and deep dive into two unforgettable wine adventures. You might find yourself chatting with a vineyard owner, sampling pours at one of the area’s incredible women-owned wineries, or soaking up the energy at one of the valley’s most upbeat, offbeat, and Instagram-worthy spots. After the wine, the celebration continues! You and your crew will be whisked away to a private shopping experience — glass in hand, laughter flowing, and memories in the making.
Taste your way through Oregon’s renowned wine scene right in the heart of Portland! Try a variety of wine varietals and savor delicious bites, all while exploring the vibrant Pearl and Slabtown neighborhoods. What makes this wine tour special? We’ve met with the wine experts themselves and did all the research for you, so the tastings and snacks are curated and included. You’ll try 10+ wines at two winery tasting rooms plus one wine bar, including a variety of white, rosé, and red, and snack small bite pairings.
Oregon’s Willamette Valley is known for its fantastic wine, and while it’s easy to get to from Portland by car, driving yourself means limiting your consumption. This small-group tours includes the services of a driver so you can taste wine without worrying about designating a driver, showcasing off-the-beaten-path wineries that you might otherwise miss.
Arrive at The Wine Spa, named one of TIME’s 100 Greatest Places to Visit in the United States. This is the only vinotherapy spa experience in the country, set in a relaxed boutique setting. Begin with a tasting of three local Oregon wines. Choose your favorite and enjoy a full complimentary glass while socializing with your group. Next, move into your private vinotherapy room. Each guest gets their own tub filled with warm water, minerals, and yes – red wine! Designed to promote relaxation, increase circulation, and relieve stress. If requested, two guests may fit in one tub at the same time. During your 30-minute soak, apply a body scrub, hydrating lotion, and red wine face mask at your own pace for a full self-care experience. Then, rinse off in your tub and head back into Portland feeling relaxed, refreshed, and ready for the rest of your day.
Stretching along SE Hawthorne Boulevard between 11th and 60th Avenues, this vibrant, walk‑friendly area is known for its laid‑back, creative vibe. Together, you can browse vintage shops, indie bookstores, quirky boutiques, and charming cafés before grabbing bites at one of the district’s many diverse restaurants. Don’t miss local landmarks like the Bagdad Theater or a stop at the Cartopia food cart pod. You’ll enjoy being just steps from scenic Mount Tabor Park. It’s the perfect blend of personality, shopping, and relaxed Portland charm for a memorable girls’ day out.
This trendy, highly walkable area is lined with historic Victorian homes, upscale boutiques, and a vibrant dining scene, ideal for browsing together and pausing for a great meal or coffee. Plus, it’s just steps from two of Portland’s most beloved parks: Washington Park and the expansive Forest Park, home to 70 miles of scenic trails in the west hills. It’s a chic, lively district perfect for a girls’ shopping adventure.
Once a neighborhood of industrial warehouses, Pearl District has transformed into a chic haven filled with art galleries, upscale boutiques, breweries, and some of the city’s most beloved restaurants. Wander together through its walkable streets near downtown, popping into iconic spots like Powell’s City of Books and Oblation Paper & Press, then browse block after block of trendy shops and big‑name stores. With its creative energy and beautifully repurposed buildings, the Pearl District sets the scene for an effortlessly fun and fashionable girls’ shopping outing.
Spend the day browsing, discovering, and soaking up local creativity at the Portland Saturday Market. As the largest continually operating open‑air arts and crafts market in the U.S., it brings together more than 300 local artisans in the heart of Old Town/Chinatown. Set along the river at Tom McCall Waterfront Park, the market runs every Saturday from March through December 24, offering endless aisles of handmade goods, live music, and delicious international food. It’s a vibrant, colorful spot where the group can shop for unique finds, enjoy great eats, and make a full day of fun memories together.
For those of you looking for a fun night out on your girls’ getaway, we’ve got your back. Whether it’s dancing the night away or girl talk over delicious cocktails, we’ve got options. We’ll help you find the right fit with our favorite local search links below.
Elegant, cozy, and quietly glamorous, Abigail Hall is a cocktail bar inside the historic Woodlark Hotel in downtown Portland. The space pays tribute to women’s history and femininity, with floral walls, pink and maroon leather banquettes, candlelit tables, and a vintage‑inspired lounge feel. Known for its beautifully crafted martinis, refined cocktails, and elevated comfort bites (think fries, burgers, and classic bar snacks done right), Abigail Hall feels intimate and polished without ever being stiff. The bar also offers a popular weekend high tea experience.
Moody, immersive, and irresistibly cool, Bible Club is a Prohibition‑era speakeasy hidden inside a vintage Craftsman house in Southeast Portland. Designed to feel like a secret you’re lucky enough to uncover, the space is filled with antique details, low lighting, jazz‑era ambiance, and an expertly crafted cocktail program inspired by classic and house‑made recipes. There’s also a back patio that offers a more casual vibe with outdoor seating and DJ or live music on select nights.
Lush, colorful, and effortlessly cool, Hey Love is a plant‑filled cocktail lounge tucked inside the Jupiter NEXT Hotel on East Burnside. It is known for its award‑winning craft cocktails, playful drink names, soulful music, and a menu of bold, comfort‑forward dishes inspired by Mexico City street food. The vibe lands somewhere between a stylish house party and a hidden garden oasis. Whether you start your night here or use it as a glamorous wind‑down spot, it’s ideal when you want something trendy but not chaotic.
Hip Chicks Do Wine is the city’s oldest urban winery, tucked into a cozy Southeast neighborhood just minutes from downtown. Run by pioneering women winemakers, this laid‑back tasting room focuses on approachable, playful wines and creative blends made from grapes sourced across Oregon. The vibe is casual and welcoming (no wine snobbery here) making it easy to pop in for a flight, a glass, or linger over bottles with friends. They also regularly host themed events, tastings, and weekend happenings that add to the fun, so be sure to check the calendar.
Holocene is one of Portland’s most iconic music and dance venues, located in the Buckman neighborhood on Southeast Morrison. Set inside a former warehouse, the space features soaring ceilings, a sunken dance floor, multiple rooms, and a high‑energy bar. Holocene hosts a wide range of events from touring bands and local artists to themed DJ nights, throwback dance parties, and club events, and it’s long been a cornerstone of Portland’s nightlife scene.
Pink Rabbit is a Pearl District cocktail bar that delivers big nightlife energy with a stylish edge. Known for its neon‑lit pink‑and‑blue interior, velvet booths, and creative, lyric‑inspired cocktails, the space feels part retro, part modern lounge. The menu features inventive cocktails alongside fun, Asian‑influenced small plates and snacks. As the evening goes on, the music amps up and the crowd gets livelier, shifting the vibe from cocktail bar to late‑night hangout.
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