Vacation home destinations

What's your dream vacation look like? Discover luxury attractions, activities and recommendations for the most coveted destinations across the U.S. and globally.

A photo of Jackson, Wyoming, one of the best spots for fall vacations.
48 hours in Jackson, WY
Jackson, Wyoming is rugged and wild, brimming with old Western nostalgia and timeless glamour. Nestled in the greater Jackson Hole Valley, this charming mountain town is home to renowned ski resorts, epic mountain views, and a ton of Western flair, all on the doorstep of Grand Teton National Park. Here, long summer days are made for exploring with endless mountain trails to wander and mouthwatering dining to enjoy. One visit to this ruggedly beautiful town simply isn’t enough. But if you only have a weekend, here’s how to experience the best of Jackson, plus a few hidden gems and local favorites, in just three unforgettable days. 3:00 p.m. | Explore Jackson Town Square After settling in, stretch your legs with a walk around Jackson Town Square, the heart and soul of the community, framed by massive elk antler arches at each corner. Pop into local shops selling everything from vintage Western trinkets to handmade jewelry and stylish homewares. 4:00 p.m. | Tapas and tannins Once you’ve worked up an appetite, head to 5:30 p.m. | Jackson Hole Shootout Before dinner, catch the 7:00 p.m. | Dinner at The Wort Head to the 10:00 p.m. | Nightlife in the Wild West If you’re still up for more, make your way to the   9:00 a.m. | Jackson Hole Farmers Market Ease into your morning with a relaxed stroll through the 10:00 a.m. | Coffee and breakfast After the market, head to 11:30 a.m. | Ride the aerial tram Head to Teton Village and ride the At the top, grab a famous gourmet waffle at 2:00 p.m. | National Museum of Wildlife Art On your way back into town, consider a quick detour to the 5:30 p.m. | Early dinner in town After a day of adventure and exploring, settle in for dinner at 7:00 p.m. | Moo’s Gourmet Ice Cream Be sure to save room for this fan-favorite ice cream shop. Swing by for a scoop after dinner and don’t forget to try the legendary wild huckleberry flavor. 7:30 p.m. | Jackson Hole Rodeo If you want the true Jackson experience, there’s no better place to find it than the 6:30 a.m. | Wildlife Safari in Grand Teton National Park Wake up bright and early for a one-of-a-kind 12:00 p.m. | Brunch After your safari, make your way to 2:00 p.m. | Last looks and leisure time Back in town, take one last stroll through Jackson’s shops, including Gaslight Alley, a nook that houses locally owned shops including the popular MADE, which features handmade items from American artists. Take a seat on a patio for a refreshing drink as you bid Jackson a fond farewell for now. See the complete collection of
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A photo of Acadia National Park, Maine, one of the most romantic fall getaways.
Top fall destinations for festivals, food, and fun
Fall is more than pumpkin spice and Halloween. It’s a season of nature and community, full of festivals and experiences that make it the perfect time to get out and explore. Grab your coziest sweater, admire the golden leaves, and savor the season like apple pie fresh from the oven. Here are some of our favorite fall destinations, each offering a calendar of fun-filled seasonal events. With crisp mountain air, fewer crowds, and golden aspens lining the trails, fall in Lake Tahoe has a special energy. Seasonal events, traditional celebrations, and family-friendly festivals bring the region to life in between peak seasons. Fall on Kiawah Island is marked by Southern traditions, family-friendly festivals, and music-filled gatherings that celebrate the season in true Low-country style. Golden aspens replace the evergreens and crisp mountain air fills the valleys. Autumn in Vail brings festivals and outdoor traditions that make the season feel truly special. Autumn in Paris brings crisp air, golden leaves along the Seine, and a series of cultural and culinary celebrations. The city’s historic streets and squares host festivals that delight the senses and immerse visitors in French tradition. Autumn is harvest season in Napa, and the most magical time to visit. The vines and rolling hills turn brilliant shades of orange, green, and gold, and clusters of ripe grapes adorn the vines. The season is marked by numerous events celebrating the harvest.  To explore Pacaso homes in these destinations and beyond,
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Top destinations for fall foliage
Fall is that magical season between summer sunshine and winter festivities, when crisp air and colorful foliage transform the landscape. From golden aspens in the west to fiery red maple trees in the east, there’s no shortage of opportunities to soak in the beauty of this cozy time of year. Here are some of our favorite “leaf peeping” destinations. Late September through early October is when Mount Rainier National Park bursts into autumn color. Fiery red huckleberry meadows and golden forests contrast beautifully with the park’s snow-capped peaks, creating a dramatic landscape. Scenic trails at Paradise and Sunrise offer breathtaking overlooks, while quiet forest paths provide a peaceful way to immerse yourself in the season. With fewer crowds than many popular foliage destinations, Mount Rainier offers a serene and awe-inspiring fall experience. In mid-to late October, Late September to early October is when Famous for its shimmering aspen groves, This rugged mountain destination kicks off fall early, with leaves beginning to turn in early September. Across Grand Teton National Park, the trees shift into brilliant shades of yellow, creating a vivid backdrop for scenic drives, wildlife viewing, and mountain biking on trails lined with autumn color. With fewer crowds than many East Coast counterparts, From late September through late October, the rolling hills and rivers of upstate New York transform into sweeping vistas framed by fiery maples and oaks. The region is known for its vibrant reds, yellows, oranges, golds, and even purples, creating a bold palette that feels almost otherworldly. Visitors can take in the scenery along the Hudson River rail line or tour local wineries to experience the magic of harvest season. Mid-October in the Berkshires marks the pinnacle of fall, showcasing classic New England charm with foliage in shades of red, orange, and gold. Lofty peaks and winding river valleys provide breathtaking vistas of the autumn landscape, while pumpkin patches, crisp air, and harvest festivals add a cozy, quintessential seasonal touch. Scenic drives along the Mohawk Trail, views from Mount Greylock, and stops at local festivals make the Berkshires a must-visit destination for fall foliage lovers.
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Fort Lauderdale aerial
Luxury homes in Fort Lauderdale, Florida with marina access
Luxury homes in Fort Lauderdale, Florida on the water Water shapes daily life in Fort Lauderdale. Known as the Venice of America, the city’s 300-plus miles of navigable canals connect luxury homes in Fort Lauderdale, Florida directly to the Intracoastal and ocean, supporting a community of luxury waterfront homes and creating a lifestyle built around boating, For owners who value both a boat-ready lifestyle and design-forward living, Top neighborhoods for boaters Harbor Beach, Las Olas Isles, Seven Isles, and Rio Vista anchor Fort Lauderdale’s most coveted canal addresses for luxury waterfront homes. These enclaves are known for deep-water dockage, elegant architecture, and fast access to the Intracoastal. Seven Isles alone comprises 315 households, and the broader city’s boating culture peaks during the Living close to Las Olas Boulevard A yachting day in the Venice of America Start with a morning cruise along the Intracoastal, then stop at Pier Sixty-Six for provisioning or to meet friends. Its marina offers 5,000 linear feet of dockage and can host yachts up to 400 feet. Return via the Riverwalk for a waterside stroll, or head to Las Olas Boulevard for dinner. If timing aligns, plan a visit around the Fort Lauderdale International Boat Show to see the latest in superyachts and marine innovation. Why co-ownership fits waterfront living Pacaso co-ownership gives you access to luxury homes in Fort Lauderdale without the full burden of sole ownership. You own the time you plan to use in a high-end, professionally designed home, and enjoy a streamlined way to spend more days on the water and fewer days dealing with logistics. Start your Fort Lauderdale search Ready to make the yachting lifestyle your norm in luxury homes in Fort Lauderdale, Florida? Explore current Pacaso listings in
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Rows of lush grapevines stretch toward distant mountains beneath a pastel sky, embodying the serene beauty of Santa Ynez Wine Country at harvest time. This landscape captures the allure of vineyard exploration and wine tasting experiences that are central to the Santa Barbara harvest season.
Explore things to do in Santa Barbara during harvest season
Thing to do in Santa Barbara during harvest season September and October bring an energy that makes planning things to do in Santa Barbara effortless. The coast hums with events while Santa Ynez wine country moves into crush, creating a rare chance to pair oceanfront mornings with vineyard afternoons. Expect marquee festivals, by-appointment tastings, and guided tours that open doors to top producers. With a dedicated base in Santa Barbara or Montecito, you can transition from harbor views to hillside tastings in a single day, then return to private spaces for quiet evenings with your latest finds. What to expect during harvest weekends Harvest weekends balance celebration and access for things to do in Santa Barbara. Here are the highlights to help you curate your schedule: Santa Barbara during harvest season Build your day around the coast-to-vineyard rhythm and focus on high-touch experiences that feel personal and unhurried: Montecito places you minutes from the shoreline and within an easy drive to Santa Ynez wine country, ideal for relaxed harvest weekends. From Montecito, the Los Olivos District AVA is an easy day trip: it spans 22,820 acres and includes 47 vineyards and 12 wineries. It is easy to mix intimate estate settings with standout whites and reds before returning to Where to stay for effortless access to Santa Ynez A second home in Santa Barbara or Montecito creates a dependable base for repeat harvest trips. You keep your own kitchen for effortless pairings, outdoor dining for post-event evenings, and ample space to store and share new bottles with friends. Co-ownership with Pacaso brings the coastal lifestyle together with wine country access, so favorite tastings and festivals are part of your annual rhythm. Your list of things to do in Santa Barbara grows with each visit. Local tips for an easy harvest itinerary A few practical insights help you maximize time during peak season: Why a second home changes the harvest experience Owning in Santa Barbara streamlines harvest season. Your calendar is open for spontaneous tastings, you return to the same home between events, and you can host friends without relying on last minute bookings. Co-ownership with Pacaso means thoughtfully designed spaces and a consistent base for every crush, from first pour to final sunset. Ready to make harvest season a tradition from your own coastal base. Explore our
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Aerial view of San Diego's coastline at sunset, featuring beachfront homes and sailboats, reflecting the luxury and vibrant lifestyle central to the city's food and wine festival.
Luxury by the sea: San Diego's top neighborhoods
San Diego County is home to some of Southern California’s most sought-after communities, each with its own distinct character and lifestyle. With sun-drenched beaches, delectable dining, and laid-back luxury, this coastal region captures the essence of California living. Explore three of San Diego’s most coveted neighborhoods and discover which one feels most like home. Synonymous with prestige and sophistication, La Jolla is defined by its dramatic oceanfront cliffs, panoramic views, and world-class dining. Home to some of the most exclusive properties in California, La Jolla blends privacy, elegance, and outdoor leisure. Featured homes: Tucked along Mission Bay, Crown Point offers a serene waterfront lifestyle ideal for sailing, paddleboarding, and sunset strolls. This exclusive enclave boasts a calm setting and central location, with a perfect balance of privacy and urban accessibility. Residential and private in feel, yet minutes from La Jolla and downtown San Diego. Featured home: A perfect fusion of beach-town charm and upscale living, Encinitas captivates with its endless beaches, boutique shopping, acclaimed dining, and a strong sense of community. Known for its understated luxury and emphasis on wellness and recreation, it’s a destination for homeowners seeking both sophistication in a relaxed coastal town. Featured home:
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A stunning sunset view of a pier stretching into the Pacific at Newport Beach, CA, with the golden hour lighting reflecting on the shoreline and the tranquil ocean. The long pier and open coastal expanse evoke the luxurious and relaxing essence of a Southern California coastal getaway.
Living in Southern California from your luxury home base
Effortless living in Southern California If living in Southern California is your goal, a week based in Newport Beach puts you within easy reach of Orange County’s art, surf and shopping, plus San Diego’s culture and coastline. The region’s sunny, mild weather makes outdoor time a given, and the 85 mile drive from Newport Beach to San Diego keeps day trips simple. Set your home base, then build in Duffy cruises, gallery hopping and oceanfront dinners with room to spare for spontaneous detours, all among the things to do in Southern California. Your coastal home base in Newport Beach Newport Beach blends an easy harbor lifestyle with upscale shopping and dining. Spend a morning along the Balboa Peninsula, take a spin on a From your home base at Orange County days art, surf, and shopping Explore Laguna Beach’s gallery row and Down the coast to San Diego culture and coastline Plan a La Jolla morning by the coves and an afternoon in San Diego highlights to build into your plan: How living in Southern California feels effortless Pacaso co ownership aligns with how you use a second home here, and supports living in Southern California part time. Own a true real estate interest in a high end home in a prime neighborhood, then simply arrive to a well prepared space on your dedicated stays. That means more time on the water and at dinner, and less time coordinating upkeep. Why a Pacaso base works for this itinerary: Make this coast your second home rhythm Ready to shape your version of living in Southern California. Explore Pacaso homes across
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A golfer prepares to take a shot on a scenic course in San Diego, surrounded by palm trees and mountains under a clear sky. This image captures the luxurious and leisurely spirit of coastal golf getaways, evoking the upscale, relaxing vibe of the destination.
Find luxury golf course homes in San Diego or Ft Lauderdale
Luxury golf course homes in San Diego and Fort Lauderdale Coastal golf trips are better when your base is as remarkable as the fairways you play. With luxury golf course homes in San Diego and Fort Lauderdale, you can step from ocean air to first tee in minutes, unwind in designer spaces after the round, and return often without the friction of traditional second-home ownership. Pacaso co-ownership pairs prime locations with professional management so your time is focused on golf, not logistics. San Diego golf at its best San Diego blends cliffside drama with polished club experiences across several top golf courses. Cliffside fairways and ocean breezes define San Diego’s golf rhythm, where pre-round practice can be followed by beach walks and dinner in La Jolla or Del Mar. Fort Lauderdale fairways by the water In Fort Lauderdale, golf pairs naturally with yachting and beachfront dining. Courses in and around the city offer classic parkland routing, palms framing fairways, and quick access to the Intracoastal for a different kind of sunset cruise after your round. As a Pacaso home, Why co-ownership fits a golfers calendar Pacaso’s co-ownership model is designed for frequent, purposeful travel. Owners enjoy turnkey, professionally designed luxury golf course homes in prime golf locations, with management that handles day-to-day care so you arrive to a ready home and focus on your tee sheet. Explore Pacaso’s Planning a seamless, upscale golf vacation Balance marquee tee times with time to unwind. A little strategy goes a long way when booking rounds at top golf courses and organizing off-course dining and wellness routines. Find your coastal golf base with Pacaso Ready to anchor your golf travel with a refined home by the coast? Browse Pacaso homes in
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A scenic Napa winery with rows of grapevines in stunning autumn colors and a rustic building under a clear blue sky, perfectly reflecting the vibrant harvest season and inviting atmosphere of wine country in fall.
Experience Napa vs Sonoma for autumn wine weekends
Napa vs Sonoma in autumn at a glance Planning an autumn wine weekend often starts with the Napa vs Sonoma question. Both deliver outstanding harvest energy, but the feel is distinct. Napa Valley leans polished, with architecturally striking estates and elevated tasting formats, while Sonoma is more relaxed, emphasizing family-owned vineyards and variety. There is depth to explore in each region, and with hundreds of wineries across both valleys, you can shape a weekend that fits your pace and palate. Peak harvest and fall colors Harvest season runs from early September through mid November, bringing grape stomps, harvest dinners, and limited bottling previews. For a Napa vs Sonoma autumn, plan late October through November in Napa, when vineyards turn gold and crimson, and early October through mid November in Sonoma for vibrant yellows and reds. Scenic drives amplify the show. The Beyond tastings, both regions offer memorable vantage points on the season. In Napa, the 47 mile Napa harvest weekend highlights A Napa fall weekend often centers on curated tastings and striking vineyard architecture along the Silverado Trail. Expect library pours, chef led pairings, and cellar experiences that showcase structure and age worthiness. For a change of pace, the Settle into a private base near St. Helena to keep tastings and dinners within easy reach. If vineyard proximity is a top priority, a wine country Pacaso like Sonoma harvest weekend highlights In Sonoma, variety is the headline. Microclimates across the valley and into the hills create range, from cool climate Chardonnay and Pinot to bolder reds. Drive Searching for a Sonoma escape? Sample two-day itinerary for Napa Sample two-day itinerary for Sonoma Napa vs Sonoma which wine weekend suits you When choosing Napa or Sonoma for a fall adventure, choose Napa if you value architectural showpieces, structured Cabernet focused programs, and a polished pace. Choose Sonoma if variety, unhurried drives, and more casual tasting rooms fit your style. If you want things to do in Sonoma beyond tasting rooms, lean into hikes, the garden, and time around the Plaza. Both deliver fall color, memorable bottles, and top tier dining within short drives. Pros and cons for Napa Pros and cons for Sonoma Own your wine country base with Pacaso If harvest is your season, a Pacaso home lets you arrive to a turnkey, professionally designed space in your favorite valley. Choose an address near favorite tasting corridors and make fall weekends easy to repeat. Explore available co owned homes in
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A charming pedestrian alleyway in Charleston, SC, with cobblestone paving, peach-colored walls, and a glowing lantern that evokes a moody, historic ambiance perfect for Halloween. The atmospheric setting captures the city's old-world charm and mysterious allure, ideal for highlighting an autumnal weekend filled with historic tours.
Things to do in Charleston for a memorable Halloween weekend
T Charleston in late October blends candlelit history, cobblestone streets and sea breezes. If you are mapping things to do in Charleston for a festive weekend, think ghost walks through grand townhomes, a table by the harbor for oysters, and ticketed events that bring the citys past to life. With Halloween in Charleston as your backdrop, the experience feels immersive, and returning to your Pacaso after a night out is the final touch. Historic tours after dark in the district The Charleston Historic District is an ideal setting for night tours, from guided ghost walks to Between a ghost walk and a nightcap, pause at Waterfront Park for a quiet moment by the Pineapple Fountain. The harbor glow and the rhythm of waves complement the stories you will hear on tour. Waterfront dining with a fall breeze Autumn is prime time for a harbor-view table. Seafood-driven spots such as After dinner and a ghost walk, settle into your co-owned retreat. Curated Halloween events to book early Tickets and reservations shape a smooth weekend. Consider these highlights for a spirited schedule: Light fades over the Ravenel as the city shifts from daytime tours to ticketed night events. Plan your route with extra time for photos and short walks between venues. A day to night itinerary for Charleston Use this flexible outline to capture the season's best things to do in Charleston, then tailor it to your group and pace. For an oceanfront rhythm to balance downtown energy, owning at If a Lowcountry porch is your seasonal signature, Why a Pacaso home fits the season Halloween in Charleston rewards unhurried time. Co-ownership gives you a consistent home base for repeat weekends, so you can plan premium tours, secure prime dinner slots, and host friends with ease. With a Pacaso nearby, it is simple to pivot between downtown festivities and quiet coastal mornings. Set your weekend in motion Ready to turn this outline into a standing tradition? Explore current homes in
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A vibrant summer street scene in Aspen, Colorado, featuring historic brick buildings adorned with flower boxes, bicycles, and lush green trees. This lively downtown image captures the energetic spirit and charm that visitors experience during Aspen's September festival season.
Things to do in Aspen for September 2025
Things to do in Aspen this September September is festival season in the Roaring Fork Valley, and if you are mapping out things to do in Aspen, the calendar lines up beautifully. Start with sunrise balloons in Snowmass, add a refined tasting afternoon, and close with film premieres in town. With a Pacaso home as your base, your days flow from early launches to evening screenings without cross-town hassles, and your downtime is truly yours. Snowmass Balloon Festival highlights Celebrating its 50th year, the Snowmass Balloon Festival runs September 12 to 14, 2025, with over 40 hot air balloons, making it the largest mountain balloon festival in Colorado. Friday’s Night Glow lets you walk among illuminated balloons with music and concessions, and sunrise launches on Saturday and Sunday pair with breakfast vendors and morning beverage bars. See details at Sip and stroll at Snowmass Wine Festival On Saturday, September 13, the Snowmass Wine Festival pours from 1:30 pm to 5:00 pm at Snowmass Town Park, hosted by the Rotary Club of Snowmass Village. Expect over 30 tables of wines from around the world, a lively silent auction, and a relaxed mountain setting. Proceeds support local and global charitable causes. Full details at Aspen Filmfest evenings in town Mid to late September brings Aspen Film fest to the Aspen Film Isis Theatre, showcasing standout films with pedigrees from Cannes, Sundance, Telluride, Toronto, and Venice. It is an easy shift from daytime mountain scenes to an intimate night at the cinema, with screening schedules typically released closer to the event. It also ranks high among things to do in Aspen for culture lovers. Read more via this overview of the season’s lineup timing at Plan a seamless festival itinerary Use your Pacaso home as a flexible command center and set a rhythm that moves smoothly from sunrise to after-dark. If you want more alpine inspiration beyond Aspen, browse the full range on our Early and late September options Arriving earlier in the month or staying longer expands your calendar. Early September in Snowmass features The Mane Event with equestrian demonstrations, followed by the Axes and Arms Walk on September 11 to honor first responders. Late September brings the Explore Pacaso ownership in Aspen Make the most of Aspen events with a refined home base that keeps travel simple and your schedule flexible. Explore current homes in
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A scenic vineyard with golden rows of grapevines and rolling hills shows why Napa Valley is among the best places for a second home.
Best places to travel in September
September is one of those sweet-spot travel months that sits just beyond the chaos of summer but before the rush of the holidays. The weather is beautiful almost everywhere, the crowds are thinner, and in many destinations, the season brings its magic through colorful fall foliage and soft, warm sunlight. From coastal escapes to mountain adventures, and vineyard harvests, here are five incredible destinations to explore in September. If you think summer is the best beach season in San Diego, think again. September is where the California coast really shines. Ocean temperatures are finally warm enough for swimming, the skies are cloudless, and the tourist crowds have eased. Hit the surf in Encinitas and Oceanside, build sandcastles on Coronado, and kayak alongside sea lions in La Jolla. Evenings stay balmy, perfect for rooftop dinners or sunset bonfires that let you settle into that laid-back Southern California rhythm. Harvest season, also known as “crush,” makes September one of the most exciting times to visit Napa. Vineyards are alive with activity, from grape-picking to barrel tastings, and wineries host farm-to-table dinners that celebrate the season. The sun is golden and the weather is warm, ideal for a picnic at scenic estate or a bike ride through the valley’s rolling hills. Add in the fall colors that begin to sweep across the vines, and you have wine country at its most romantic and magical. September in Bend is a paradise for outdoor enthusiasts who enjoy the quieter side of nature. Trails that were packed in July suddenly feel serene, whether you’re hiking through alpine lakes, biking mountain trails, or golfing against a mountainous backdrop. Float down the Deschutes River in a canoe or kayak, or take a dive along the Cascade Lakes Scenic Byway for breathtaking vistas of towering peaks and jewel-toned lakes framed by early fall foliage. In town, the craft beer scene kicks into fresh-hop season, farmers’ markets brim with late-summer produce, and Bend Oktoberfest adds a festive twist to the month. If you’ve ever dreamed of autumn forests tucked against snow-dusted peaks, September is the perfect time to visit Banff and Jasper. This is larch season, when alpine valleys light up in brilliant yellows and golds. Elk wander the meadows, bears forage before hibernation, and the crisp mountain air is ideal for an invigorating hike without summer crowds. Towns like Banff and Jasper remain lively yet relaxed, with cozy cafés and cinematic mountain views. In the soft September light, every overlook looks like it belongs on a postcard.   There’s something timeless about Tuscany in September. The grape harvest is in full swing, and vineyards welcome guests with tastings, tours, and sometimes even the chance to join in the picking. Days are warm but comfortable, evenings cool enough for al fresco dinners under the stars, and the countryside glows with a golden hue that blankets the rolling hills. Festivals celebrating wine, figs, and porcini mushrooms pop up across villages, adding an extra dose of charm. It’s Tuscany at its most delicious and inviting.   With fewer crowds, comfortable weather, and breathtaking scenery, September is an ideal month to explore near and far. From chasing sunsets on the coast to savoring the rich flavors of harvest season, it’s a great time for both enriching and relaxing travel.
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