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Somewhere between a hip designer’s loft and a rock star’s party pad, the Ace Hotel Downtown Los Angeles is located in the Spanish Gothic–style United Artists building built in 1927 for actor and producer Mary Pickford and her team of silver screen stars. The hotel was painstakingly designed to showcase both historic and contemporary artistry, from Noguchi lamps and Pendleton blankets in loftlike rooms to original art deco floors and hand-drawn portraits of famous Angelenos on the restaurant’s walls.

Located 100 miles south of Santiago, the Colchagua Valley has in the past decade become one of Chile‘s wine hotbeds for the production of robust red wines. Stretching from the Andean foothills in the east through the coastal mountains to west, always following the Tinguirrica River, the valley is renowned for its “big” reds like Cabernet Sauvignon, Syrah, and Chile‘s flagship wine, Carmenere. The majority of the vineyards lie in the center of the valley around the small country town of Santa Cruz with its charming colonial plaza and several hotels. New vineyard plantations are also extending into the hillsides in prestigious sub appellations like Apalta nearby and to the west towards the sea. Besides red wine, Colchagua is also steeped heavily in Chile’s country traditions and cowboy culture as an agricultural valley, making it an ideal weekend getaway. For wine enthusiasts, every March during harvest the valley puts on its annual harvest festival during a whole weekend with tastings from valley wineries, regional food, music, dance, and local color.

There is a reason why renting a villa in Tuscany is so popular - rustic farmhouses, rolling hills filled with olive and plum trees, golden sunsets, locally-harvested wine, creamy cheeses, and cool evenings spent with friends and family. Renting a villa provides a relaxing base for your sightseeing in the region. Almost all Tuscan towns allow easy day trips to the main sights: - Florence‘s art and Renaissance history (Duomo, Uffizi Gallery, Michelangelo’s David) - Cortona’s steep, narrow streets and medieval walls - Siena’s cultural city center, now a UNESCO World Heritage Site - San Gimignano’s fortified towers set amidst picture-perfect Tuscan hillsides - Montelpulciano’s world-famous wineries and more This offers the best of both worlds - after a dusty day of sightseeing, you can relax at your villa with a jump in the pool and a glass of wine. Watch the sun go down in a purplish haze, unwind with friends, and enjoy the lovely moment. I recommend YourTuscany.com, which is where we found Villa Coloniale (above) in the town of Pergine Valdarno. The infinity pool and covered patio are guaranteed to put you in a relaxed, Italian frame of mind!

While the Monterey Plaza Hotel is centrally located on the end of Monterey’s main tourist drag, Cannery Road, each of its 290 rooms are a comfortable, quiet retreat from the world.

Quinta de La Rosa was built in an unusual location, on a hill with steep stairs that connect the different levels besides the Douro River. The Bergqvist family has been making Port wine since 1815. The Quinta de La Rosa estate was offered as baptism gift to Claire Feuheerd, Sophia’s grandmother, in 1906. Guests can stay in traditional family House or in the new and more modern building.

Experience the tasting room of Gruet Winery, founded by Gilbert Gruet, whose family originally hailed from the Champagne region of France. The stately winery is a perfect venue for serious sipping of the label’s sparkling wines (popular in both New York and California). Grab a bottle or two to go. The affordable Brut Rose pairs well with some charred hatch chili peppers or a thick, meaty green chili cheeseburger.

Far beyond your usual “bottle shop,” H&F is the brainchild of Atlanta’s star chef Linton Hopkins and is the place to be to improve your wine and spirits know-how and to stock up on everything you need to create at-home craft cocktails. Check listings for regular sipping sessions accompanied by small bites from the critically acclaimed Restaurant Eugene’s Kitchen.

The owners of this bi-level bar in the Prime Tower took great pains to create its visually stunning speakeasy-style décor: the impressive 80-year-old wooden bar and six tons of subway tiles were shipped from New York City. On a recent evening, patrons sipped whiskeys from Japan and ginger wines from Scotland to a soundtrack that ranged from Bob Dylan’s “Mississippi” to Fink’s “Blueberry Pancakes.”

For a special dinner head over to the Schweiger2 Restaurant Showroom where, unlike any other place in Munich you’ll dine, there is no menu. Instead of ordering just select how many courses you’d like and let the chef know your preferences (particularly any allergies). They will then create something seasonal, unique and delicious just for you. Every dish is consistently served with warm hospitality and a bold wine & cheese list to match.

This Romanesque Revival landmark has become Nashville’s crown jewel. The city’s main train station from 1900 until the 1970s, when railway service was discontinued, the building sat vacant for decades until it was restored to its former glory and reopened as a boutique hotel in 2016. Now on the National Register of Historic Places, the hotel retains pieces of the past—including its iconic clock tower, an original arrivals and departures board, and the solid wood staircases—while providing all the comforts of the present. The 125 guest rooms skew contemporary, with soothing tones of gray and neutral walnut, as well as cowhide headboards and custom ironwork lights. By contrast, public spaces veer on the nostalgic: The atrium lobby has painted barrel-vaulted ceilings, 100-year-old stained-glass skylights, bas-relief moldings, and ornate crystal chandeliers. It’s an atmospheric backdrop for the hotel’s “Riffs on the Rails,” a weekly series of live music performances.

Sarma is the third outpost in restaurateur Ana Sortun’s Boston empire after the acclaimed Oleana and Sofra. Meyhanes—literally, “houses of wine”—have been social gathering places in Istanbul since Byzantium, and Sarma channels the communal spirit of these traditional Turkish bar/restaurants while serving up craft cocktails, local beer, and of course wine, not to mention typical meyhane snacks like parsnip fritters and lamb kofte (albeit the latter in slider form). Mezes, the eastern Mediterranean’s version of tapas, are also dished up alongside sarma wraps and shish kebab: Chef/owner Cassie Piuma gets creative with the latter, skewering and grilling scallops, quail, and barbecued duck.

Most people recognize Eugene, Oregon as the home of the “Oregon Ducks” because of the sports programs at the University of Oregon. But Eugene is so much more. Take for instance the Inn at the 5th, a luxury boutique hotel built and owned by the Obie Company who developed the 5th Street Public Market next door. The hotel reminds me of the “Little Engine That Could” an endearing 1930’s children’s book teaching the value of hard work and optimism. And the Inn at 5th presents those core values to guests in a stylish and polished package.

The Schiffbau, a renovated shipbuilding factory, is home to a popular theater, jazz club, bar and this glamorous restaurant, situated in a stunning glass cube. One of its signatures is a fillet of horse loaded with garlic, but for the less adventurous, the French- and Italian-leaning menu also includes classics like braised beef in red wine sauce.

For the most authentic Mexican food in Laguna Beach, head to Carmelita’s, where the kitchen works tirelessly to prepare each dish from scratch using as much local produce as possible. On the menu, diners will find favorites like made-to-order guacamole and fire-roasted street corn alongside traditional options like veggie-stuffed poblanos, carnitas tacos, and tampiqueña (skirt steak served atop enchiladas with guacamole). Pair it all with handcrafted margaritas in flavors like pomegranate, cilantro-cucumber, and pineapple-jalapeño and you might just find yourself planning a trip 85 miles south to the border.

A black, awe-inspiring lava landscape is the welcome mat to our trek into Oregon’s iconic volcano reserve. The Three Sisters: Faith/North, Hope/Middle, and Charity/South are ringed by a trail network that includes a stretch on the infamous Pacific Crest Trail (PCT). The wilderness circumnavigation of these dramatic, dormant peaks challenges hikers to keep their eyes on the trail at every bend. The big diversion on our journey is the climb to the saddle between Middle and South sisters. The area holds a short necklace of glacial lakes and challenging access through snow and ice. Great accommodations when you need to chill that cocktail at 7,500 feet. Trails up to the saddle are well defined but not maintained or officially marked, making getting lost or disoriented par for the course. The weather in August quickly goes from blazing in the lava beds to long sleeves at altitude. One night I had every bit of clothing on inside my sleeping bag to stay warm. Lower elevations produce brilliant meadows of lupine and paintbrush this time of year. Water sources are limited, but two “springs” provide gourmet liquid bubbling out of volcanic rock. This is a moderately strenuous 48-mile walk without the difficult detour to the saddle. The east-side Green Lakes trail has a restricted burn area and is less populated, while the west side PCT portion tends to be busy. Don’t let the 5,000-foot elevation gain/loss scare you off. Every step is like walking through geologic time.