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On the North Fork of Long Island, Shinn Estate Farmhouse Inn is tucked away on a peaceful vineyard. Rooms are in the estate’s historic 1880s homestead, and guests get to experience life on the vineyard—and taste the final product in the winery’s tasting rooms. There is also a lovely front porch and gazebo for kicking back with a glass of wine. A cozy wood-burning stove in the reception area is an ideal spot on a chilly day. Breakfast here is a slow and civilized affair, starting with hot coffee and finishing with a full farmhouse hot breakfast from chef David Page, made from farm-fresh ingredients. This is the pastoral North Fork at its best, designed for lazy afternoons, sleeping in, and one too many glasses of wine.

A historic New York state resort, Mohonk Mountain House first opened in 1869 in the Hudson Valley, about 90 miles from New York City. This Victorian castle has welcomed five U.S. presidents (including Bill Clinton) in addition to countless artists, authors, and actors. Surrounded by thousands of acres of nature, the resort is perched on a cliff overlooking Mohonk Lake. Guests travel specifically for the dramatic, vibrant fall foliage and expertly manicured gardens. Rates are all-inclusive and comprehensive—all meals and activities are included for a single nightly rate. Yoga classes, boating, tennis, horseback riding, and rock climbing are all popular activities. During the winter, ice skating and cross-country skiing lure guests into the great outdoors. Rooms with wood-burning fireplaces and a huge spa with heated indoor and outdoor pool create a peaceful retreat.

An exploration of Tlaxcala can begin and end in the Plaza de la Constitución, the zocalo in the old town center. Within walking distance are the Plaza Xicohtencatl, often full of crafts and food stalls, the Ex-Convento Franciscano de la Asuncion (built in the 1530s and one of Mexico‘s earliest monasteries and cathedrals, boasting a visually spectacular interior within its stone walls), several intriguing museums, and the municipal market. Around the zocalo itself you’ll find a colonial-style arcade of restaurants, cafes, and shops, the government building with an interior courtyard painted with historic murals, the Hotel Posada San Francisco an appealingly intimate bar, and plenty of places to park yourself and kick back in the shade. Ninety-five percent of the tourists you’ll encounter will be Mexican.

Around since 1692, Spier is one of the oldest and best-known wineries in Stellenbosch. Not only does this historic estate continue to receive accolades for its wine, it’s also become a hot spot for travelers thanks to its family-friendly atmosphere. Visitors can easily spend anywhere from a couple hours to an entire day enjoying all the activities Spier has to offer, from picnics on the lawn overlooking the Eerste River to self-guided walking tours of the property. There’s also a farm-to-table restaurant on-site, as well as an outdoor playground for children. For something unique, book the “Eagle Encounter” program to learn how the estate rehabilitates wounded birds and uses them for natural pest control, or take an evening Segway tour of the vineyards, followed by a sunset tasting among the vines.

Beyond tulips, windmills, and weed, Amsterdam’s global image is entwined with water. The Canal Ring (Grachtengordel) is made up of 165 fluid channels developed during the 17th-century Dutch Golden Age. In the ensuing years, the water network has supported maritime trade while evolving into a centerpiece of one of the world’s most recognizable urban landscapes. In 2013, on its 400th birthday, UNESCO added the Grachtengordel to its list of World Heritage sites. Today the Canal Ring is both a historic transportation system and a stunning backdrop for local festivals and celebrations. The canals, notably Prinsengracht, are packed with partygoers on annual festivals like King’s Day (formerly Queen’s Day), in April, as well as Gay Pride and Grachtenfestival in August. Canal cruises offer an excellent introduction to city sights and are a great way to see Amsterdam.

On the second Sunday of every month, bargain hunters, collectors, designers, tourists, and other curious shoppers head to the historic Rose Bowl Stadium in Pasadena, where 2,500 vendors of furniture, accessories, clothes, crafts, vinyl, and more line the perimeter of this 92,000+ seat venue. The sheer size may be overwhelming, the sun may be beating, and it may be early in the morning—but if you come prepared in sneakers, a hat, and with coffee in hand, you’ll be ready to hunt for treasure.

If you find yourself in Asheville, NC (and you should, as AFAR’s recent feature pointed out - there’s a lot to love in Asheville); stay at The Grove Park Inn. This historic hotel is part art deco/part arts and crafts with rambling porches and a view of the mountains to rival other properties in town. The Horizons restaurant serves up Michelin-worthy meals and their sommelier will not steer you wrong. The spa buried in the depths of the property has salt water pools and heated waterfalls, with trained masseurs who can erase any ill your body is suffering. Rooms are spacious and comfortable with updated bathrooms. The elevator is built into a massive fireplace. It’s an incredible place that does an excellent job of showing off the quirky character of the Southern town it calls home.

Spend the night nestled under the Golden Gate Bridge in the most dignified of accommodations: the former living quarters of high-ranking officers in the U.S. Army. Cavallo Point is the result of the luxurious reimagining of a cluster of military lodges located within the Golden Gate National Recreation Area, just over the bridge in Marin County. Today, the 142-room hotel serves as a retreat for in-the-know travelers and locals looking for an easy, elevated escape from everyday city life. Original brick fireplaces and beamed ceilings mingle with modern finishes and furnishings, such as butter-soft leather sofas and whitewashed Adirondack chairs. The expansive grounds are meant to be explored on foot or bicycle. The Wellness Weekend package includes all meals, prepared with an emphasis on health at Murray Circle restaurant, morning yoga classes, guided hikes, a spa treatment, nightly wine receptions, and plenty of free moments to soak in the serene meditation pool—the very best kind of boot camp.

Hello, rooftop pool! Leave it to Chicagoans to remain optimistic that summer will be amazing, even if winter lasts well into May. The rooftop pool (open to restaurant as well as hotel guests), occupies a prime spot on one corner of Six Points, that crazy intersection where three major shopping streets cross paths. That means the regulars are a mixed bag, but all come in for a good time, whether that means for brunch in the newly redesigned Café Robey street-level restaurant, to drink until dawn at the poolside Cabana Club bar, or to sneak up to its new sister, the Up Room, at the top of the deco tower.

Both charming and affordable (it doesn’t charge a resort fee), this intimate 37-room property also has an unbeatable central location—near the heart of Old Town and just a few blocks from Duval Street and Mallory Square. Part of the Historic Key West Inns collection, the Key Lime Inn features classic Key West style with a 19th-century main house highlighted by a double-height colonnaded entrance and green shutters. Rooms follow suit with high ceilings and classical proportions, and beds are done up in crisp, white linens; most have sitting areas and private walkouts or porches to encourage lingering. Though short on amenities, the grounds are shaded by tall palms and dotted with Caribbean-style clapboard cottages painted in cheery colors with gingerbread trim, and all offer free WiFi. And if the beach doesn’t call you, a large wood deck surrounds the heated outdoor pool, and hammocks and porch swings are placed around the property for maximum relaxation.

No one stays at Old Faithful Inn for the amenities: With no Wi-Fi, air conditioning, or TVs in the rooms—some don’t even have private bathrooms—all you can do is watch bison graze unperturbed by the busloads of tourists pulling up, or the namesake geyser spout. The lack of luxury doesn’t seem to deter the crowds, though, who come to sleep under the roof of the original log-and-stone building, which was completed in 1904, and launched the iconic architectural style known as National Park Service rustic, or Parkitecture. Though an east wing was added in 1914, and a west wing in 1927, the lodge remains much as tourists saw it a century ago, with its soaring, open lobby surrounding an enormous four-sided, 86-foot stone fireplace. The pre-existing Crow’s Nest that leads to the roof terrace is off-limits now, but two mezzanine-level interior balconies are coveted seating areas for unwinding with nightly piano performances. While the two wings have better views of Old Faithful and the geyser basin, you can’t beat the Old House for its historic charm.

Founded more than a century ago, the US Grant gracefully mixes its historic legacy with contemporary touches. Ulysses Grant Jr., the son of President Ulysses Grant, began construction on the property at the turn of the 20th century. A time capsule filled with family photos and newspaper articles that he left in 1907 is now part of the hotel’s permanent collection. Since opening in 1910, the hotel has played host to 14 presidents. For a dose of culture without leaving the property, check out the Celebration Fine Art Gallery, where you can view paintings, sculptures, glasswork, and ceramics by national and international artists.

Today, the US Grant’s prime downtown location in the Gaslamp Quarter is hard to beat. When you enter the Grand Lobby, crystal chandeliers and hand-loomed carpets provide a sneak peak of the elegant decor found throughout the property. Guest rooms impress with tall ceilings, Empire-style furniture, and commissioned French and Native American art. No detail has been left out; even the headboards—one-of-a-kind figurative drip paintings—are a work of art.

I couldn’t be a bigger fan of hotelier Liz Lambert and all that she’s done at El Cosmico. My last minute choice to head to Marfa meant that they were all booked up and I headed to the Paisano Hotel for a lovely, old school experience and one heck of a beautiful outdoor dining experience in the courtyard next to that sparkling fountain. A bike friendly location if you have one in tow, and famous for hosting the cast and crew of ‘Giant’ when filming in the 1950’s. Designed by architect Henry Trost, it was at first built to be lodging for cattlemen to make necessary business meetings and consultations. The space is warm, historical and classic and being in the heart of town it makes it easy to explore on foot at any point in your day. If you’re staying elsewhere in Marfa for your hotel, try to still bike or walk over to the Paisano Hotel for a drink and or dinner. The outdoor courtyard dining experience on a cool evening is a real treat.

For adventures in Old Strathcona, at the heart of Edmonton’s cultural, culinary, and nightlife scenes, book a night or three at the Euro-style Varscona Hotel on Whyte. Historic Old Strathcona is home to the iconic Stracona Railway Station (built in 1908), the Princess Theatre (the city’s oldest, built in 1915), and the Strathcona Hotel (built in 1891). The hotel has wonderfully appointed rooms, an excellent breakfast nook, a 24-hour business center, a fitness center, an “oak and leather” lobby with a chill vibe, and an attentive staff always at the ready with a recommendation for a cafe, coffee shop, or curio store. The hotel is within walking distance of Old Strathcona’s 100+ restaurants, cafes, bookshops, and music shops, and makes for a brilliant base for exploring Alberta‘s capital, especially when Edmonton is hosting one of its many festivals — one for nearly every day of the year, in fact, from the Edmonton International Fringe Festival (August 14-24) to Western Canada Fashion Week (September 18-25). [Flash traveled to Alberta courtesy of Travel Alberta.]

While the little mermaid is good for what she is, just about everyone who sees her finds her...well...small. It shouldn’t be a surprise for something that is quite literally called the LITTLE mermaid, but somehow she often still disappoints. What makes the trip out to see her well worthwhile, however, is Kastellet, which is located immediately behind her. This star fortress dates back to the 1600s, still serves as an active military complex, and is one of the best preserved star fortresses left in Europe. No matter what time of year it is, a walk along the fortress’s ramparts is well worth it. The views over the canals are gorgeous, and there are a number of old canons left lying about for photos. You’ll also find one of Copenhagen‘s only remaining windmills. Don’t just explore the ramparts, also head down and look at the historic buildings that fill the interior of the fortress. With their brightly colored paint, tiny windows, and age-weary walls, they’re perfect for a photo.