July 25, 2025

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Destinations

Ashley Marie

When a long weekend rolls around

It’s the perfect opportunity to escape the routine and explore somewhere new—but why follow the crowds when you could uncover a destination that feels like your own secret find?

In this post, we’re revealing 10 hidden gems across the U.S. that are ideal for a quick, refreshing getaway. From charming small towns to underrated natural wonders, these off-the-radar spots promise beauty, adventure, and relaxation without the hassle of heavy tourism.

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Crested Butte, CO

Best time to visit on a budget: Late spring (May to early June)

Nestled in the heart of Colorado’s towering Elk Mountains, Crested Butte is a captivating mix of rugged wilderness and whimsical small-town character. Charming, colorful, and unpretentious—a long weekend in Crested Butte offers quiet adventure, local flavor, and expansive mountain beauty in one unforgettable destination.

Season timing is key: visit mid‑June through early August for peak wildflower brilliance, and early fall for golden aspen foliage along Kebler Pass, Colorado’s largest aspen grove.

Crested Butte via Cottonwood Pass Private Colorado Adventure Tour

Where To Stay

Eleven Scarp Ridge Lodge – ★★★★★

Housed in a lovingly restored Victorian-era saloon guests are greeted with a dramatic Wild West façade and chic alpine interiors. Spread across roughly 13,500 sq ft, the lodge sleeps up to 14 guests across six suites—including five king bedrooms and a whimsical bunkroom with seven beds and a nanny room, perfect for families.

Amenities include an indoor saltwater pool, rooftop hot tub, sauna, gym, media room, library and a playroom for kids. Foodies will appreciate the open kitchen concept, where guests can help themselves from a stocked pantry and fridge, interact with local chefs, or even take cooking lessons.

Bay Harbor, MI

Best time to visit on a budget: Early fall (September)

Located on the shores of Lake Michigan, Bay Harbor offers a refined, yet relaxed escape. Spanning across five miles of picturesque shoreline lies a resort community offering waterfront dining, upscale shops, and a beautiful horizon you don’t want to miss out on.

Whether you want relaxing downtime, active outdoor adventures, or cultural surprises, Bay Harbor delivers a polished northern Michigan experience that feels intimate, scenic, and unforgettable.

Where To Stay

Inn at Bay Harbor, Autograph Collection – ★★★★

Nestled on the shores of Little Traverse Bay in northern Michigan, the Inn at Bay Harbor, Autograph Collection (soon to operate independently under Boyne Resorts) delivers lakeside luxury framed by pristine beaches, lush gardens, and unbeatable views of Lake Michigan.

This 105-room property includes both hotel rooms and charming lakeside cottages. Outdoor adventurers and culture lovers alike will find plenty to explore: 45 holes of championship golf nearby, seasonal boating with private yachts, lawn games, bike rentals, winter ice skating and snowshoe trails, and easy access to area towns like Petoskey and Charlevoix.

Healdsburg, CA

Best time to visit on a budget: January to March

Nestled in the heart of Sonoma County’s wine country, just a little over 60 miles north of San Francisco, Healdsburg, California is a charming blend of small-town warmth, world-class wine, and farm-to-table cuisine.

With its picturesque downtown plaza, surrounded by tasting rooms, boutiques, and award-winning restaurants, Healdsburg offers a perfect escape for food lovers, wine enthusiasts, and anyone craving a laid-back yet sophisticated getaway.

Healdsburg Wine and Food Pairing Guided Walking Tour

Where To Stay

Montage Healdsburg – ★★★★★

Tucked into 258 acres of vineyards, Montage Healdsburg is a beautifully created luxury sanctuary resort. Each room boasts floor-to-ceiling windows opening onto spacious decks with fire pits, daybeds, and often outdoor showers, creating an immersive indoor‑outdoor retreat.

On-site, Spa Montage offers an 11,500 sq ft wellness haven elevated above the vines, complete with treatments inspired by the land and a yoga garden. Guests can enjoy curated experiences including beekeeping from the on-property apiary, bicycle tours, archery, and private wine tastings, while the team brings a warm, locally rooted hospitality that makes you feel at home in Healdsburg.

Half Day Guided Electric Bike Wine Tasting Tour with Lunch

Hotel Healdsburg – ★★★★

Hotel Healdsburg is a chic, contemporary oasis in the heart of Sonoma County’s wine country. Located just steps from Healdsburg’s vibrant town square, the hotel offers a perfect blend of modern luxury and small-town charm.

Guests can unwind in spacious, stylish rooms featuring sleek design and plenty of natural light, or relax by the inviting courtyard pool. Whether you’re exploring nearby wineries, enjoying the hotel’s art collection, or simply soaking in the laid-back atmosphere, Hotel Healdsburg promises a memorable, elevated experience.

Hudson Valley, NY

Best time to visit on a budget: Late winter (February to early March)

Hudson Valley, New York, offers a captivating blend of scenic beauty, rich history, and vibrant culture. Stretching along the majestic Hudson River, this region is known for its charming small towns, lush vineyards, and sweeping mountain views.

Perfect for weekend getaways or longer retreats, it’s a place where natural beauty and artistic expression come together to create an unforgettable experience.

Private Fall Foliage Helicopter Tour for 2-6 from Westchester

Where To Stay

Troutbeck – ★★★★

Nestled in the rolling hills of the Hudson Valley, Troutbeck is a historic boutique hotel that seamlessly blends rustic charm with modern luxury. Set within 250 acres of lush woodlands, meadows, and gardens, the property offers a peaceful escape with a collection of beautifully restored rooms and cottages.

Originally a 19th-century estate, Troutbeck retains its old-world charm while offering contemporary amenities like a serene spa, farm-to-table dining, and outdoor activities such as hiking and horseback riding. Whether you’re seeking relaxation or adventure, Troutbeck provides a cozy, elegant retreat just a short drive from New York City.

Kiawah Island, SC

Best time to visit on a budget: Late fall (November)

Kiawah Island, South Carolina, is a coastal paradise known for its pristine beaches, lush landscapes, and laid-back charm. Just off the coast of Charleston, this barrier island offers an idyllic getaway with world-class resorts, championship golf courses, and abundant wildlife.

Whether you’re lounging on the beach, cycling through scenic trails, or savoring fresh seafood, Kiawah Island provides the perfect blend of relaxation and adventure. Its natural beauty and tranquil atmosphere make it a favorite destination for nature lovers, golf enthusiasts, and anyone in search of a peaceful retreat.

Private Professional Golf Experience in Kiawah Island

Where To Stay

The Sanctuary at Kiawah Island Golf Resort – ★★★★★

The Sanctuary at Kiawah Island Golf Resort is a luxurious oceanfront hotel that embodies the perfect blend of Southern elegance and coastal charm. The resort features spacious, beautifully appointed rooms, world-class amenities, and a renowned spa.

Guests can enjoy championship golf courses, exquisite dining options, and a variety of outdoor activities, making it an ideal destination for both relaxation and adventure. Whether you’re unwinding at the spa or exploring the island’s natural beauty, The Sanctuary provides a truly unforgettable experience.

Barnard, VT

Best time to visit on a budget: Mud season (April to early May)

Tucked away in the scenic Green Mountains of Vermont, Barnard is a charming and peaceful town that feels like a step back in time. Known for its stunning natural beauty, this small village offers a perfect escape from the hustle and bustle of everyday life.

Whether you’re exploring the serene shores of Silver Lake, hiking through verdant trails, or admiring the town’s historic buildings, Barnard’s welcoming atmosphere and picturesque landscapes make it an ideal spot for a tranquil retreat.

Where To Stay

Twin Farms – ★★★★★

Staying at Twin Farms is like stepping into a luxurious, countryside dream. This exclusive, all-inclusive resort offers guests an unparalleled experience with its beautifully appointed rooms, private cottages, and stunning views of the surrounding Vermont landscape.

Whether you’re enjoying a gourmet meal, exploring the 300 acres of woodlands and gardens, or unwinding at the spa, every detail at Twin Farms is crafted to create a truly unforgettable stay.

Camden, ME

Best time to visit on a budget: Late spring (May to early June)

Nestled along the beautiful coastline of Maine, Camden is a picturesque town known for its stunning harbor views, charming streets, and vibrant arts scene. Often referred to as the “Jewel of the Coast,” Camden offers a perfect mix of outdoor adventure and small-town charm.

Whether you’re hiking up Mount Battie for panoramic views, strolling through quaint boutiques, or enjoying fresh seafood by the water, Camden’s welcoming atmosphere makes it an ideal destination for a relaxing getaway. With its scenic beauty and historic charm, this coastal gem captures the essence of Maine’s allure.

Windjammer Classic Sunset Sail by Schooner Appledore Maine

Where To Stay

Camden Harbour Inn – ★★★★★

Camden Harbour Inn is a luxurious boutique hotel that offers an unforgettable escape with its stunning views of Camden Harbor and the surrounding Penobscot Bay. This elegantly restored inn blends modern amenities with classic New England charm, offering guests beautifully designed rooms, exceptional service, and a peaceful retreat.

St. Michaels, MD

Best time to visit on a budget: March to April

Tucked along Maryland’s scenic Eastern Shore, St. Michaels is a charming waterfront town that feels like a step back in time. With its historic streets, inviting harbor, and rich maritime heritage, this hidden gem offers the perfect mix of relaxation and exploration.

Whether you’re sailing the Chesapeake Bay, savoring fresh seafood, or strolling past 19th-century homes, St. Michaels is an idyllic weekend escape full of coastal charm.

Where To Stay

Inn at Perry Cabin – ★★★★

The Inn at Perry Cabin is a luxurious waterfront retreat in St. Michaels, Maryland, offering timeless charm and upscale comfort. Set along the Miles River, this historic inn features elegant rooms, a world-class spa, and fine dining at STARS restaurant.

With sailing excursions, a Pete Dye–designed golf course, and easy access to town, it’s the perfect escape for those seeking relaxation and classic Eastern Shore beauty.

St. Simons Island, GA

Best time to visit on a budget: January to early March

St. Simons Island, Georgia, is a charming coastal getaway known for its moss-draped oaks, historic landmarks, and laid-back beach vibes. Part of the Golden Isles, this island offers a perfect mix of natural beauty, outdoor adventures, and Southern hospitality.

From biking along scenic trails to exploring centuries-old sites and savoring fresh seafood, St. Simons is an ideal destination for a relaxed and memorable escape.

Half Day Tour To Cave Church of Saint Simon

Where To Stay

The Lodge at Sea Island Golf Club – ★★★★★

The Lodge at Sea Island Golf Club is an intimate, Forbes Five‑Star boutique retreat nestled on St. Simons Island. With just 43 rooms and seven charming cottages, this beautiful resort brings the Southern charm to your vacation.

Guests enjoy 24-hour personalized butler service, nightly turndown with cookies and milk, and access to on‑site dining at The Oak Room and Colt & Alison. As evening settles, the sound of a lone bagpiper at sunset and quiet fire‑pit gatherings capture the timeless charm of this coastal golf haven.

Newport, RI

Best time to visit on a budget: Late fall (November)

Newport, Rhode Island is a captivating seaside city where centuries of history blend seamlessly with coastal charm. Known as the “Sailing Capital of the World,” it draws visitors with its storied Gilded Age mansions.

Wander the iconic 3.5‑mile Cliff Walk for breathtaking ocean views, explore colonial-era streetscapes in the National Historic Landmark District, and dive into cultural scenes at places like Touro Synagogue and the International Tennis Hall of Fame.

Newport Gilded Age Mansions Trolley Tour with Breakers Admission

Where To Stay

The Vanderbilt, Auberge Resorts Collection – ★★★★

The Vanderbilt, Auberge Resorts Collection, is a restored Gilded Age mansion in the heart of Newport, Rhode Island. Blending historic elegance with modern luxury, this boutique hotel features 33 stylish rooms, rooftop views, two pools, and refined coastal dining.

Originally built in the early 1900s by Alfred Gwynne Vanderbilt and eventually renewed as a modern luxury boutique hotel, it joins historic grandeur with chic, contemporary flair.

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