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  • Known for their ability to combine comfort with luxury, Dominica’s best accommodations range from oceanfront cabanas and cliffside condos to a hotel in a former military fortification and an eco-lodge on a working fruit plantation. Many focus on sustainability and adventure travel, while others highlight local art, world-class spas, and proximity to Dominica’s best beaches.
  • Black Rock Lodge is the ultimate Belizean jungle lodge, located a few miles outside San Ignacio and down a dirt road that leads you into a high-walled, karstic river valley. All the cabinas are perched on the hillside with spectacular river views and wildlife viewing opportunities from the front porch. The main dining area offers more opportunities to spot birds and monkeys on the opposing hillside or watch intrepid guests go over the waterfall on an inner tube directly below. The lodge is a great place to base yourself for a range of activities and sights, such as Maya ruins, cave exploration, canoeing and rafting, hiking and bird watching.
  • Driving along the countryside in northern Portugal near Oporto I saw the spectacular hillside vines of the famous Douro Valley spread out in front of me for miles. The sight was breathtaking. I saw the steep hillsides with the vines on the terraces. The vines were loaded with grapes that in a couple of weeks would be ready for harvest. The vineyards were first established in the 12th century by Cistercian monks. There are numerous Cistercian monasteries in the area. UNESCO declared the Douro Valley a World Heritage Site in 2001. The Douro Valley produces the grapes for port, red, and white wines. Douro tours are available and run from a few hours to a few days. The cruises run from April to October. If you want to see the harvest picking of the grapes plan your tour for September. A drive through the Douro Valley or a cruise down the Douro River is an experience to savor. If you get to northern Portugal, look into a side trip to the Douro. You won’t be disappointed.
  • 46 Lighthouse Road
    On a short road trip around the tip of the Cape, I’d been fortunate to be shown a lighthouse from the hillside road which runs along the coast. Working my way down to the beach, I eventually found the Kommetjie lighthouse and Slangkop Nature reserve, which form part of the Table Mountain National Park. A short walk along the boardwalk, with the slow setting sun and great weather made for some amazing views with the lighthouse in the background!
  • Wotten Waven, Dominica
    A charismatic Rasta also known as “Irie Man,” Screw spent years building this colorful, open-air retreat, just a 20-minute drive east of Roseau. Here, you can slip into six pools of varying temperatures on a lush, leafy hillside, pierced by cascades and water features. Open from Tuesday through Sunday, the spa also offers massages and volcanic mud wraps.
  • 1 Mountain Rd, Chapmans Peak, Cape Town, 7985, South Africa
    The multi-tiered wooden decks and cozy thatch-roof rooms, combined with the lush green hillside setting, makes Monkey Valley feel like an island treehouse escape. At the foothills of Chapman’s Peak and rising above Noordhoek Beach, this hotel and restaurant is a secluded spot to have a sundowner among locals. The rustic charm of the hotel combined with the hearty meals served at Thorfynns will make you feel like you’ve escaped to a fairytale world - yet you’re still a mere 40 minutes from Cape Town.
  • Calle Zaragoza, Centro, 48304 Puerto Vallarta, Jal., Mexico
    To stay at the Verana, an eco-lodge outside Puerto Vallarta, guests take a 30-minute boat ride to the village of Yelapa. (Dolphins accompanied me on the journey.) Scattered on a jungle hillside are eight variegated cottages and stand-alone rooms. My cottage, Palapa, had no walls, which maximized the views of the Bay of Banderas. A gang of chatty wild parakeets provided my wake-up call. The hotel spa offers facials and massages, and you can relax by the pool, which is crafted from concrete tinted in the hues of the local trees, rocks, and clouds. —Karen Catchpole
  • Jamaica’s interior beauty includes several botanical gardens. Shaw Park, located in Ocho Rios’ surrounding hillside at up to 800 feet above sea level, is a great stop for families, with a large waterfall cascading through, gorgeous flower gardens and plenty of picnic space. When you want to get away from the heat and chaos of downtown Ocho Rios, head up to the hills and relax here. It’s a US$10 entrance fee and the park is open during regular business hours.
  • 6380 Silverado Trail, Napa, CA 94558, USA
    Set on a steep hillside overlooking vineyards and the Silverado Trail, Stuppa Estate Napa Valley manages to be both secluded and well positioned for exploring Napa Valley’s wineries and towns. The suite-only property has five poet-themed rooms—refreshed in 2021 by Erin Martin Design and embellished with hand-painted murals by artist Michael Duté.

    Each suite is themed after a literary icon, such as Emily Dickenson, and includes a private patio, a soaking tub, and an outdoor shower—including a few oriented toward the valley. Sunset is a highlight: All rooms face west, giving guests unobstructed evening views of the valley and vineyards below.

    Breakfast is a lavish spread with dishes like seasonal pancakes or shakshuka—served either in-room or on the open-air patio. A small outdoor pool and on-site spa treatments add to the quiet atmosphere, and staff can arrange private tastings at Sullivan Rutherford Estate, a boutique winery under the same ownership. Service is a defining feature; the team handles everything from sunset cocktails to dinner reservations with a level of care that consistently elevates the stay.
  • Antigua Guatemala, Guatemala
    On a hillside, just north of Antigua, stands this stone cross. From the top of Cerro de la Cruz (Hill of the Cross), you have sweeping views south over the city of Antigua with the magnificent Volcán de Agua, towering over the landscape. I would recommend going up to Cerro de la Cruz only after you have already spent time in Antigua. That way, when you get up to the hill and look over the city, you can try and find all the landmarks that you visited. That is what we did when were there – trying to spot the Arco de Santa Catalina, Iglesia La Merced, Parque Central, Fernando’s (our favorite place for coffee) etc.
  • Cerro Alegre, Valparaíso, Región de Valparaíso, Chile
    One of the delights of Valparaíso is exploring the colorful hillsides that ramble down towards the sea. Take the century-old funicular elevators Ascensor Concepción (Turri) or El Peral near the main plaza, constructed between 1883 and 1911. Once high into the hills of Cerro Concepción & Alegre, explore the meandering alleyways and cobblestone streets on foot. There are boutiques, cafés, mom-and-pop shops, old school bakeries, bars, restaurants, art galleries, and church bells tolling. It often feels more like a small village than a city. Climb up and down the many staircases often lined with bright graffiti. In the distance, the bay gleams in sunlight and the busy port never tires. At dusk, the lights twinkle like fairylight. Grab a table at a spot like Café Turri for a view of the sunset and a cocktail.
  • Espanola, NM, NM, USA
    Up a dirt road that feels more like someone’s private driveway, past the village cemetery with its handmade crosses framed against a dusty hillside, the Penitente Morada in Abiquiu sits crouched on the earth, a wonderful secret, discreet against one of Georgia O’Keeffe’s signature vistas. A simple bell and three wooden crosses hint to the secret society that gave rise to this chapel, recently restored but dating back to the 1700s. New Mexico‘s depth of history always astounds at these northernmost reaches of the search for Cibola. I like to remember I was hardly trying for a perfect shot when I framed this picture after a two-hour private tour of O’Keeffe’s home; my senses were already on overload. Everything is just clearer and crisper in the high desert light.
  • 5668 Poplar Ave, Memphis, TN 38119, USA
    Commissioned as a public artwork for the Memorial Park Cemetery, Crystal Shine Grotto is the largest—and perhaps only—man-made quartz cavern in the country. In 1938, Mexican artist Dionicio Rodriguez had a 60-foot-deep cave dug into the hillside in the middle of the cemetery, then set to work creating a magical attraction out of sculpted cement and almost five tons of colorful quartz crystals. He even carved niches in the walls, which were later filled with biblical statues to complete an unusual but heartfelt religious shrine that now draws thousands of visitors each year. Accompanied by a loop of harp music, the Grotto can be a peaceful place to pray, though it’s also eminently Instagrammable and has become a favorite posing spot for special-occasion photos.
  • Michoacán, Mexico
    Michoacan can claim only a small stretch of Pacific coastline in comparison with neighboring states, but what it has is lovely and blessedly lacking in tourist overdevelopment. Playa Maruata is the most beautiful of Michoacan’s beaches and the perfect place to get away from it all. Actually three beaches nestled between mountains and coves, the easternmost stretch of sand is perfect for snorkeling and wading and sunbathing. The beaches are located next to a small village where you can find a grocery store and a tiny restaurant or two. You can camp on the beach for a small fee, or you can spend the night in a rustic cabin for a bit more. If comfort is important to you, you can splurge on a room at the Centro Ecoturistico Maruata, situated on a hillside above the coast.
  • Valley Road, Jolly Harbour, Antigua
    Sugar Ridge is much about the view. One of those rare Caribbean hotels that doesn’t sit at the edge of the sand, this boutique luxury resort, ranging up a hillside on Antigua’s west coast, not only overlooks palm-lined beaches and the marina at Jolly Harbour but also looks out across the greens and blues of the Caribbean toward St. Kitts, Nevis, and Redonda. The rooms, in clusters of four, two upstairs, two down, are Caribbean modern, with a focus on the four-poster, netting-draped, king-size beds. There are two restaurants, two pools, an Aveda Spa, and a fitness center so large it’s almost as if they were expecting a sports team to show up. And beach lovers fear not. A complimentary shuttle will have you down to the shore in minutes.