Looking for the perfect May getaway? You’re in luck – this might be the best month to explore the US. The spring crowds haven’t hit summer levels yet, temperatures are perfect for outdoor adventures, and hotel prices haven’t reached peak season. After years of traveling across America, I’ve pinpointed exactly where you should be heading this May.
From desert national parks before the scorching heat hits, to mountain towns coming alive with wildflowers, these destinations shine brightest in May. We’re talking waterfall-chasing in the Pacific Northwest, catching the tail end of cherry blossoms in the Northeast, and scoring amazing deals in places most people visit during peak season.
Ready to make the most of this sweet spot in the travel calendar? Here are the 10 best places to visit in May 2025 that’ll give you perfect weather, smaller crowds, and unforgettable experiences.
#1 tip for finding cheap flights in the USA and beyond
Looking for deals on some of the best spring destinations? Here’s a quick tip to save money on airfare in May.
For the past 4 years, I’ve used Scott’s Cheap Flights (now called Going) to find cheap flight deals. It’s free and super easy to use. All you have to do is enter your home airport (e.g., BOS) and where you want to go, and they’ll send you mistake fares and other ridiculously cheap flight deals.
Last year, I saved thousands of dollars thanks to their email alerts. This includes a recent roundtrip flight from Boston to Honolulu for under $600! On average, I save about $350 roundtrip. So, I’m a huge fan and couldn’t recommend them more!
If you’re a frequent flier, consider getting their premium version. It costs $49 per year, but it will easily save you hundreds (or thousands) of dollars if you fly just once or twice. I also recommend signing up for the free trial (which you can cancel at any time) to test it out for yourself. And if you like it, use my coupon code JON20 to save 20%!
At a Glance: Best Places to Visit in May 2025
Ready to dive in? Your May vacation adventure awaits in these ten popular US destinations. I will cover each in more detail below.
- Charleston, South Carolina: Perfect spring temperatures, blooming azaleas, and the renowned Spoleto Festival USA
- Sedona, Arizona: Ideal hiking weather, stunning red rock formations, and fewer tourists than peak season
- Napa Valley, California: Wine tasting paradise during Cabernet Season with milder temperatures and smaller crowds
- Key West, Florida: Crystal clear waters, perfect beach weather, and the quirky Conch Republic Independence Festival
- Portland, Oregon: Rose Gardens in full bloom, vibrant farmers markets, and the famous Rose Festival
- Maui, Hawaii: Optimal weather before summer crowds, perfect for snorkeling and catching the Maui Film Festival
- Aspen, Colorado: Off-season charm with hiking trails opening up and early summer music festivals beginning
- Austin, Texas: Live music scene in full swing and the Austin Food and Wine Festival
- Seattle, Washington: Cherry blossoms at peak bloom, Seattle International Film Festival, and perfect temperatures for outdoor activities
- Savannah, Georgia: Southern charm with warm (but not hot) temperatures and oak trees draped in Spanish moss
1. Charleston, South Carolina
Charleston in May is absolute Southern charm in full bloom. The historic homes are draped in jasmine, the weather is warm but not oppressive, and the city’s gardens, like those at Magnolia Plantation, are bursting with color. Average temperatures hover around 80°F (27°C), making it perfect for exploring the French Quarter, walking along The Battery, or hopping on a horse-drawn carriage tour.
May also brings events like Spoleto Festival USA, a world-class celebration of the performing arts. Take a short ferry to Fort Sumter, where the Civil War began, or dine al fresco on fresh seafood and shrimp & grits in King Street’s buzzing restaurant scene. I spent an entire afternoon wandering through the historic squares with jasmine perfuming the air, feeling like I had stepped into a Southern novel where every porch told a story.
Whether you’re here for the history, the cuisine, or the coastal views, Charleston is one of the best places to soak up early summer before the southern heat kicks in.
- Read next: Affordable Places to Fly from Charleston
- You may also like: Best Things to Do in the Southeast USA
Where to stay in Charleston
For the best of Southern hospitality, here are our picks on where to stay in Charleston:
- The Palmetto Hotel. Indulge in The Palmetto Hotel’s opulent rooms, gourmet dining, and top-tier amenities, redefining city luxury.
- The Pinch Charleston. Experience Southern charm at The Pinch Charleston, where historic elegance meets modern comfort.
- The Loutrel. Savor timeless elegance at The Loutrel Hotel, blending Charleston’s rich history with contemporary luxury.
2. Sedona, Arizona
May is one of the best months to visit Sedona, where red rock landscapes meet perfect hiking weather. With average highs around 80°F (27°C) and cool, dry evenings, the desert is fully in bloom. Trails like Cathedral Rock, Devil’s Bridge, and Bell Rock are popular, but May’s shoulder-season status means you can still beat the crowds with early starts.
Wildflowers add pops of color to already-stunning views, and the energy of Sedona’s vortex sites makes it a favorite for spiritual travelers too. After a day of exploring, unwind at a luxe spa or with a glass of wine in nearby Page Springs. The town itself is packed with art galleries, metaphysical shops, and casual cafés with red rock views.
For a trip that blends natural beauty, wellness, and adventure, Sedona in May hits all the right notes. I hiked to Devil’s Bridge at sunrise and watched the red rocks glow like embers while desert wildflowers bloomed at my feet, feeling completely connected to the ancient energy of this mystical landscape.
✈️ My #1 Tip for Cheap Flights:
If you’re not using Going, you’re probably overpaying for flights. I’ve scored roundtrips to Europe for under $300 - and I never would’ve found them on Google Flights.
Their free version is great, but Premium is where the real magic happens. I recommend doing the 14-day free trial. And right now, you can get 25% off Premium or Elite with my code: JON25.
Seriously, it’s the best travel decision I’ve ever made (in 8+ years).
- Read next: Cheap Places to Fly in Spring
- You may also like: Most Mesmerizing Locations in Arizona
Where to stay in Sedona
Looking for a place to stay in Sedona? Check out my three top picks below:
- El Portal Sedona Hotel. Nestled amidst Sedona’s red rocks, El Portal offers a serene retreat with handcrafted arts and crafts design. Experience unparalleled comfort paired with natural beauty.
- Adobe Grand Villas. Adobe Grand Villas encapsulates Sedona’s majestic landscapes with its luxurious accommodations. Dive into opulence with each suite’s unique theme and personal touch.
- Grasshopper Gem. Stay at Grasshopper Gem for a cozy, intimate escape amidst Sedona’s breathtaking scenery. Enjoy the fusion of modern comforts with nature’s grandeur.
Looking to save BIG on airfare? I recommend signing up for Dollar Flight Club. Thanks to DFC, I’ve saved $5,000+ on travel this year…so I couldn’t recommend it more!
3. Napa Valley, California
Napa Valley in May is all about vineyard picnics, fresh vintages, and golden hills waking up for summer. Average temps range from 75–80°F (24–27°C), and the crowds of summer haven’t arrived yet. It’s a dreamy time to explore top-tier wineries like Domaine Carneros, Stag’s Leap, and Castello di Amorosa, or cycle the Napa Valley Vine Trail for a more active experience.
May also brings seasonal farmer’s markets, blooming lavender fields, and outdoor tasting events throughout Yountville, St. Helena, and Calistoga. Book a hot air balloon ride at sunrise, take a wine train through the valley, or indulge in a farm-to-table meal with a view. I floated over endless vineyards in a hot air balloon as the morning mist lifted from the valley, sipping champagne while watching the sun paint the hills gold. Whether you’re here for romance, relaxation, or refined wine tasting, Napa Valley in May is about as good as it gets.
- Read next: Magical Northern California Destinations
- You may also like: Best Wellness Retreats
- For more reading: Stunning Hidden Gems in California
Where to stay in Napa Valley
Stay at these fine hotels while on your May vacation in Napa Valley.
- The Setting Inn. Relax amidst Napa’s rolling vineyards at The Setting Inn, where rustic charm meets modern luxury.
- The Francis House. Dive into history at The Francis House, a rejuvenated landmark blending timeless architecture with upscale amenities.
- Archer Hotel Napa. Stand at the intersection of urban sophistication and vineyard tranquility at Archer Hotel Napa.
4. Key West, Florida
Before hurricane season and summer humidity set in, Key West in May hits that perfect sweet spot. Expect highs around 85°F (29°C) with tropical breezes and plenty of sunshine. The beaches are beautiful, the water’s warm, and crowds are lighter than the spring break rush.
Spend your days snorkeling at Fort Zachary Taylor State Park, biking around the Old Town, or sipping rum runners on Duval Street. May is also prime time for dolphin watching and sunset sails. Be sure to catch the nightly celebration in Mallory Square, where performers and musicians gather for one of the best sunsets in the country.
For a warm-weather getaway that blends island life with quirky charm, Key West is a top May pick. I watched the sun melt into the Gulf of Mexico from Mallory Square while a man played saxophone and street performers juggled fire, feeling like I was at the edge of the world where anything could happen.
- Read next: How to Find Cheap Flights to Miami
- You may also like: Mind-Blowing Places in the Caribbean
Where to stay in Key West
The carefree vibe of Key West certainly doesn’t get lost when staying at these three hotels! Check them out:
- Truman’s Garden. Escape to Truman’s Garden, where Key West’s vibrant history intertwines with lush tropical landscapes.
- The Mermaid & The Alligator. Dive into the whimsy of The Mermaid & The Alligator, capturing Key West’s magical allure.
- The Porch on Frances Inn- Adults Only. Find intimate elegance at The Porch on Frances Inn, an adults-only sanctuary in the heart of Key West.
5. Portland, Oregon
May is when Portland fully emerges from its rainy slumber and bursts into bloom. With highs around 70°F (21°C), this is the month for food trucks, forest hikes, and flower festivals. Visit the iconic International Rose Test Garden, wander through the Portland Japanese Garden, or hike to Multnomah Falls just outside the city.
May is also beer festival season, and you’ll find plenty of IPAs and sour ales flowing from local breweries in the Pearl District and East Burnside. The city’s farmers markets come alive with berries, mushrooms, and fresh blooms. I spent an entire Saturday morning at the Portland Farmers Market sampling local cheeses and craft beer while live musicians played under blooming cherry trees.
For coffee lovers, creatives, and nature-seekers, Portland in May is a breath of fresh Pacific Northwest air.
- Plan your visit here: Travel Portland
Where to stay in Portland
Here are some top-notch places to stay in Portland on a May vacation:
- Firehouse 17. Step into Firehouse 17, where Portland’s historic charm meets chic urban design.
- Inn at Northrup Station. Experience a splash of color and retro flair at the Inn at Northrup Station.
- The Bidwell Marriott. Discover sophistication at The Bidwell Marriott, a seamless fusion of Portland’s eclectic spirit with modern elegance.
6. Maui, Hawaii
May is the perfect time to visit Maui…before summer crowds and with lower hotel rates still in play. Expect daytime highs around 83°F (28°C), with dry skies and balmy trade winds. It’s ideal weather for snorkeling at Molokini Crater, hiking the bamboo forests of Pipiwai Trail, or watching the sunrise from the summit of Haleakalā.
May also brings calmer surf and great visibility for diving. Whether you want to explore the winding Road to Hana, lounge at Kaanapali Beach, or take a sunset cruise out of Lahaina, the island is at its best this time of year. I snorkeled with sea turtles at Molokini Crater in crystal-clear water, feeling like I was swimming in a natural aquarium where tropical fish danced around ancient volcanic walls.
With shoulder-season pricing and postcard weather, Maui in May is paradise without the peak.
- Read next: Best Places to Stay in Maui
- You may also like: Unique Things to Do on the Big Island of Hawaii
- For more reading: Picture-Perfect Places in Hawaii
- Explore more Maui events: Go Hawaii
Where to stay in Maui
To be in Hawaii is a dream, but you’re guaranteed to have great dreams, too, if you choose to stay at one of the hotels below:
- Papakea Resort. Embrace the spirit of aloha at Papakea Resort, where Maui’s natural beauty meets island-inspired luxury. Set between ocean and gardens, it’s your tropical haven.
- Hotel Wailea, Relais & Chateau- Adults Only. Indulge in exclusivity at Hotel Wailea, a Relais & Châteaux gem. An adults-only oasis offering refined elegance, elevated by panoramic ocean views and bespoke services.
- Four Seasons Resort Maui at Wailea. Step into the epitome of luxury at the Four Seasons Resort Maui at Wailea. Experience world-class amenities and unparalleled service amidst Maui’s breathtaking coastline.
7. Aspen, Colorado
You might think of Aspen as a winter destination, but May is a surprisingly magical time to visit. The ski season has just ended, so the crowds have vanished, but the mountains remain snowcapped and stunning. Average highs sit around 60°F (16°C), making it perfect for hiking low-elevation trails or exploring the Maroon Bells without snow gear.
By late May, wildflowers begin to bloom and rivers run high, ideal for scenic rafting trips. Aspen also kicks off its arts and music season this month, with outdoor concerts and gallery events. Restaurants and luxury hotels often offer spring discounts, giving you the town’s upscale charm without the high-season price tag.
If you love mountain scenery and fresh air—but not the ski crowds—Aspen in May is your kind of place. I hiked to Maroon Lake in complete solitude, watching snow-capped peaks reflect in still water while aspen leaves whispered in the mountain breeze, feeling like I had discovered a secret alpine paradise.
- Read next: Jaw-Dropping Mountain Towns in Colorado
- You may also like: Must-See Attractions in Rocky Mountain National Park
Where to stay in Aspen
Wondering where to stay in Aspen? Here are my top choices:
- The Gant. Unwind amidst Aspen’s spring blooms at The Gant. Experience mountain luxury with spacious suites and panoramic views, making it your perfect gateway to all-weather adventures.
- The Little Nell. Nestle in the heart of Aspen at The Little Nell. With its unmatched elegance and proximity to vibrant downtown, embrace the natural beauty and culture of a mountain spring.
- St. Regis Aspen Resort. Luxuriate in the opulence of St. Regis Aspen Resort this May. Relish in spa retreats, gourmet dining, and the breathtaking landscapes of Aspen.
8. Austin, Texas
Austin in May is electric…both in energy and weather. Expect warm, sunny days with highs around 86°F (30°C), ideal for swimming in Barton Springs Pool or kayaking on Lady Bird Lake. May is prime time for festivals, including the Pecan Street Festival, featuring art, food, and live music.
Zilker Park is buzzing, patios are packed, and the city’s food truck scene is in full swing. Catch a show at Austin City Limits Live, sample brisket at Franklin Barbecue, or sip cocktails on a rooftop bar downtown. Nights are warm but breezy, and hotel rates are often better than during SXSW or summer peak.
If you’re looking for live music, good food, and outdoor fun, Austin brings it all together in May. I floated down Lady Bird Lake on a kayak while live music drifted from the shoreline bars, feeling the pulse of a city that never stops celebrating life.
- You may also like: Fun Vacation Spots for Young Adults in the US
Where to stay in Austin
Booking your spring trip to Austin? Here’s where to stay:
- Embassy Suites By Hilton. Experience Southern hospitality at its finest at the Embassy Suites By Hilton in Austin. Spacious suites, complimentary breakfasts, and a central location make for an unbeatable stay in the heart of Texas.
- Aiden by Best Western. Dive into Austin’s eclectic vibe with Aiden by Best Western. Modern design, top-notch amenities, and a touch of local flair offer guests an authentic Austin experience.
- Candlewood Suites. For extended stays or a home away from home, choose Candlewood Suites in Austin. With fully equipped kitchens, spacious rooms, and a relaxed atmosphere, it’s a haven for business and leisure travelers.
9. Seattle, Washington
In May, Seattle starts to shine…literally. The rain begins to taper off, and the city sees longer, sunnier days with highs around 68°F (20°C). It’s the start of farmers market season, and Pike Place Market is bursting with color and flavor.
Visit Discovery Park or Kerry Park for skyline and Mount Rainier views, or take a ferry to Bainbridge Island for a scenic day trip. Rhododendrons, lilacs, and cherry blossoms still linger, especially in the Washington Park Arboretum. Plus, May is oyster season – so it’s a great time for foodies to dive into the city’s seafood scene.
With fewer tourists than summer and unbeatable natural beauty, Seattle is a May must-visit. I watched the sunrise over Mount Rainier from Kerry Park while the city slowly woke up below, feeling like I was witnessing the Pacific Northwest at its most magical moment.
- Read next: Stunning & Affordable Places to Fly from Seattle
- For more spring destinations: Best Weekend Getaways in New England
Where to stay in Seattle
If you take a break from the caffeine, here are some great hotels in Seattle for a restful night’s sleep:
- Four Seasons Hotel. Elevate your Seattle stay at the Four Seasons Hotel. With waterfront views, lavish accommodations, and unmatched service, experience the Pacific Northwest in ultimate luxury.
- Lotte Hotel. Experience a blend of Seattle’s modern vibrancy and timeless elegance at the Lotte Hotel. Nestled in the heart of downtown, it’s a beacon of sophistication with panoramic city vistas.
- Hotel Ballard. Discover the charm of Seattle’s historic Ballard neighborhood with a stay at Hotel Ballard. Combining boutique comfort with local culture, it’s a gateway to authentic Seattle exploration.
10. Savannah, Georgia
Savannah is draped in Spanish moss, bathed in sunshine, and blooming with spring color in May. Highs hover around 85°F (29°C), and the humidity hasn’t yet peaked. Wander through the city’s historic squares, take a riverboat cruise, or explore Forsyth Park in full bloom.
May also brings open-air concerts, garden tours, and warm evenings perfect for ghost tours or rooftop dining. Stroll down Jones Street, often called the prettiest street in America, or take a day trip to Tybee Island for beach time. I took an evening ghost tour through the historic squares while Spanish moss swayed overhead and gas lamps flickered, feeling like I was walking through the pages of a Southern Gothic novel.
With fewer crowds than March and April, May strikes the perfect balance of beauty, warmth, and Southern hospitality in Savannah.
Where to stay in Savannah
Looking for the perfect place to stay on your May vacation in Savannah? Here are my tried and true choices!
- Olde Harbour Inn. Step back in time at the Olde Harbour Inn, nestled on Savannah’s historic riverfront.
- The Drayton Hotel. Embrace Savannah’s elegance at The Drayton Hotel. Located in the city’s heart, its chic interiors and classic architecture provide a luxurious base for your Southern explorations.
- Perry Lane Hotel. Experience sophistication and style at Perry Lane Hotel.
