The Best Places to Drink and Stay in Portugal

A boutique hotel cantilevered from a cliff above the Atlantic, which is a sentence that earns its keep. Madeira skews older and colonial-kitsch, so the hardwood floors, whitewash, and Barcelona-adjacent design here read as a quiet statement. All 54 rooms have balconies with ocean or village views, and the whole arrangement is small enough that a poolside cafe counts as the activity menu, though jeep safaris and mountain biking can be arranged.

A former sheepfold in the Extremadura borderlands, now a boutique hotel where the stone walls stayed and the interiors went quietly, confidently contemporary. Each room is named for someone who once worked the land, with a short poem where the description would be. Wild boar and mouflon roam outside; in spring, vultures nest and the rosemary fields go purple. On weekends the whole property rents as one, cook included.

A Relais & Châteaux resort in the Alentejo wine country where many of the suites have retractable roofs, so you fall asleep under the actual stars rather than a painting of them. The low-slung modernist buildings were designed by São Paulo architect Marcio Kogan, all local stone and slate, with outdoor terraces, fireplaces, and plunge pools depending on your suite. Évora's medieval hilltop sits in the middle distance. An hour from Lisbon, and a long way from the world.

A hotel built inside a working UNESCO monastery, where the indoor pool occupies what used to be the Cistercian monks' stables. Pritzker laureates Souto Moura and Siza Vieira stripped the cloister bare and designed every piece of furniture themselves, working in stone, wood, and concrete. The events hall was the great library before Napoleon's troops got to it. Outside your room, the Gothic church holds the tombs of Pedro I and Inês de Castro.

A steel, bracket-shaped structure rising out of a dense pine forest is not the usual Algarve resort pitch, but here we are. The lobby runs market-hall casual, the restaurant does wood-fired pizzas and local produce, and a forest path connects the whole thing to the beach. Families are well looked after, with a kids' club and kitchenette suites. Higher floors earn their keep with sea views over the treetops.

Inland from the Algarve's golf-and-beach machine, this boutique resort leans into what the coast forgot: stately cypress-lined gardens, herb plots you walk through on the way to dinner, and private bungalow-style rooms with morning balconies in a white-and-blue palette that feels more Greek island than Portugal. The on-site restaurant runs a wood oven hard. Reception will arrange oyster tastings or market runs with the chef, which sets the pace nicely.

A Moorish-style palace that spent centuries as a noble family's home before becoming a 36-room boutique hotel, and the transition shows in all the right ways. Contemporary interiors with clean lines sit alongside local crafts and Algarve colors, with rooms split between the original house and a medina wing wrapped around courtyards and gardens. A spa keeps things properly resort-like. Tavira isn't flush with places like this, which explains a lot.

Two treehouses on stilts float above an ancient forest in a nature reserve that was once a royal retreat, which sets the tone for this spa resort an hour from Porto. Twelve eco-houses by architect Luis Rebelo de Andrade were built to disturb as little forest as possible, while the 19th-century thermal spa was quietly refreshed by Pritzker laureate Álvaro Siza Vieira. The thermal baths do the rest.

Hemingway spent time in Câmara de Lobos, the fishing village just west of Funchal, and this boutique hotel leans into that provenance with handwritten passages from "The Old Man and the Sea" printed large above the beds. Forty-seven rooms across a pair of heritage buildings keep things intimate, and the rooftop terrace looks straight out to sea. Breakfast is served on-site; lunch and dinner mean a two-minute walk to the sister property next door.

A Rococo palace a few kilometers inland from the Algarve's beach circus, converted into a hotel where frescoed ceilings and crystal chandeliers float above modernist furniture with no apparent embarrassment. The sixty rooms lean clean and contemporary, each with a private balcony looking out over gardens that borrow heavily from Versailles. The Roman ruins next door are a short stroll, and there's an outdoor pool for when you tire of history.

A working wine estate in the Douro Valley that also happens to run a boutique hotel, so the terraced vineyards you're looking at from your private terrace are the same ones producing what's in your glass. The 18th-century manor is done in calming pastels and Portuguese antiques, breakfast arrives around a communal table in the winery house, and trailheads leave straight from the grounds. Settle in and leave the car keys where they fall.

The name nods to the sugar mill that once occupied this spot on Madeira's coast, now a 243-room seaside resort designed by Nini Andrade Silva, whose modernist touch turns up across half the island's luxury hotels. Rooms face the Atlantic with balconies and proper lounge space. Below, a mosaic-tile pool anchors the spa, and five bars to two restaurants is a ratio that inspires confidence. Funchal is half an hour away when you eventually feel like leaving.

Breakfast arrives in a basket at your door each morning, which sets the tone for this ten-room pine-and-stone retreat in the village of Alvados. No televisions anywhere, but the Serras de Aire e Candeeiros Natural Park begins at the boundary fence, with walking trails and mountain bike routes leaving from the property. A century-old fig and olive grove shades the pool. Three UNESCO sites sit within an hour's drive.

Sharp angles and an aquamarine pool cut a deliberately modern silhouette above a valley most visitors associate with medieval monasteries. This luxury hotel, just minutes from Alcobaça's historic center, offers rooms, suites, and freestanding villas, all with floor-to-ceiling windows and private terraces. The infinity pool sits cleverly among the treetops, and the restaurant's balcony looks out over the valley. A calm, contemporary counterpoint to the restored-cloister circuit nearby.

Some of the suites here were cut from old wine tanks, which tells you exactly what kind of place this is. Ventozelo is a working vineyard estate turned hotel in the Douro Valley, sprawling across terraced hills with rooms split between restored stone buildings and private villas with pools. The restaurant pulls from the land around it, trails map the hillsides, and tastings happen on-site. It's less a hotel than a slow argument for staying one more night.

Spread across the Algarve hills like a small village that got extremely good at hospitality, this resort sits far enough inland that the beach crowds are genuinely someone else's problem. Rooms come with marble bathrooms and furnished balconies; full residences add kitchenettes and private pools for when you're not ready to resurface. A GEO-certified 18-hole golf course, a spa, four pools with cabana service, and several bars scattered across the property mean you may never need a plan.

A heated rooftop pool overlooking the Atlantic on one side and São Miguel's volcanic peaks on the other sets the tone for this boutique eco-stay near Ponta Delgada. Seven self-catering apartments, designed by Nini Andrade Silva, sit in a single modern building a short walk from the Pópulo surf break. The feel is quietly luxurious without announcing it too loudly, which, given the view, seems like the right call.

A 17th-century townhouse turned boutique hotel on Angra do Heroísmo's UNESCO-listed main street, a few doors from the old Teatro Angrense. The rooms lean into the building's history with antique furnishings, and public spaces run from a lobby bar to a spa with a sauna and Turkish bath. Family-run in the hands-on sense, not just as branding, which keeps a place this small feeling genuinely cared for rather than merely managed.

A former 15th-century convent on 23 acres outside Évora, this hotel divides its rooms between traditional opulence (red, gold, headboards carved within an inch of their lives) and a contemporary take where Philippe Starck lighting stands in for chandeliers. Either way, the terrace looks out over green hills and the bathroom resembles a marble quarry. Multiple courtyards, a Gothic cistern, and an olive grove give dinner a different backdrop every night.

A 17th-century convent outside Fundão, now a boutique hotel and spa, where monks' cells have been traded for rooms with full-length windows and countryside views. The spa adds a salt cave, a flotation pool, and a heated indoor pool to the equation. The restaurant puts a contemporary spin on Portuguese cooking, and the bar's double-height lounge is dramatic enough that you probably won't think about the monks at all.

A family-run country house in the Alentejo where the orange juice is squeezed from trees in the garden minutes before it reaches you, which tells you everything about how seriously they take mornings here. Rooms are simple and sunny, each hung with an original painting by one of the owners. Horses take you into the hills or down to the beach. It's the kind of place that makes eating, riding, and doing absolutely nothing feel like a full itinerary.

Two original millstones from the Azores' old milling heartland sit in the shared living space, grounding this five-room guesthouse in what the building used to be. Two siblings from mainland Portugal spent four years converting an abandoned watermill on São Miguel's volcanic Monte Verde Beach, and the interiors show the effort: bespoke pieces by Azorean artists, furniture built partly from recycled skateboards. Surf lessons, board hire, and breakfast on a terrace 149 steps from the ocean.

The estate grows much of what lands on the plate at À Terra, which is a reasonable preview of how seriously Octant Évora takes the agricultural-escape premise. Set on 25 acres of Alentejo countryside outside Évora, this rural resort has 56 rooms and 16 villas, most with a terrace, all villas with a private pool. Cooking classes and farm walks share the calendar with spa time, so there's something to feel virtuous about no matter your mood.

The thermal pools here draw from volcanic springs that have been doing their thing beneath São Miguel for considerably longer than the hotel above them. It's a resort built around a reworked historic thermal center, with floor-to-ceiling glass, natural textures, and rooms that mix clean-lined contemporary furniture with vintage pieces. A Portuguese restaurant uses organic island produce, and the cocktail lounge, all hanging lanterns and greenery, is exactly as dreamy as it sounds.

Copper swivel chairs that belong on a Jetsons set, vintage-bicycle sculptures, and a rooftop pool from which whale-watching is a genuine possibility: this design hotel beside the Ponta Delgada marina announces that the Azores have arrived. Rooms run to marble bathrooms and sea-facing balconies, the lobby market stocks organic snacks, and staff will plan your island excursions if you show up underprepared, which most people do.

A converted convent on pine-forested slopes above Belmonte, where the former chapel is now a lounge and the sacristy pours drinks as a bar. The 24 rooms are named after friars and each has a private balcony facing Serra da Estrela. The restaurant leans into the cooking traditions of the Beiras. History hangs in the stone walls here without anyone having to point it out.

A former neoclassical hospital converted into a pousada, where the granite walls, azulejo corridors, and stone staircase survived intact and the spa moved into what was once the chapel. The cloister at the center now houses the bar, which stocks Dão wines. Rooms occupy the original building plus a discreet fourth-floor addition. It's the kind of conversion that makes you wonder why anyone builds hotels from scratch.

A former castle, ducal palace, monastery, and convent, this pousada in the Alentejo countryside has had more past lives than most small towns. Rooms are sleek and modern against all that ancient stonework, the pool sits in the shadow of the old façade, and the restaurant leans into the region's reputation for excellent cheese, olive oil, and slow-braised everything. The Alentejo is sometimes called Portugal's Tuscany, back when Tuscany was still a secret.

The pillow menu at check-in is not a joke: this Michelin-selected boutique hotel was built around sleep, as the world's first Hästens Sleep Spa property, and the Swedish bed brand's horsehair-and-cotton ethos runs through every room. Marble book motifs nod to the nearby Baroque Biblioteca Joanina, and the Mondego River views from the breakfast room are the kind that make you order a second coffee. The university is a short walk away.

A pair of New Yorkers found a forested hillside near the Costa Vicentina coast and, unlike most people with a dream property, opened the gates. Quinta Camarena is a sustainability-focused boutique hotel built across terraced country houses connected by steep trails, with rooms ranging from light-filled suites in the main house to duplexes hidden in the trees above. The pitch is wellness without the earnestness: yoga and green juice, then convivial dinners with free-flowing wine.

Eight rooms tucked into the hills between Porto and Lisbon, surrounded by orange trees, olive groves, and the peaks of the Serra do Açor. Quinta da Palmeira is a country house retreat in a region better known for outdoor festivals, waterfalls, and long rustic lunches that somehow turn refined. Most guests treat it as a stopover, which the countryside would like a word about, since it takes at least two days to properly slow down.

Modernist villas built from rough local stone, their geometric shapes sitting hard against the north shore of São Miguel island in the Azores. This eco-resort has a beach club, a main restaurant leaning into Azorean seafood, and a bar with picture windows made for watching the Atlantic go dark. The kind of place where the surroundings do half the work, which is convenient because the other half is already sorted.

A "books & wine hotel" is how this boutique property bills itself, and Coimbra, Portugal's quietly formidable university city, is the right place for that pitch. The whitewashed rooms and suites lean toward a spare, rustic minimalism, with artwork made from book pages and enough lounge space, courtyard, and rooftop to actually finish a chapter. Visiting scholars fill the breakfast room, and the wine bar runs on tapas and overheard conversation.

A Portuguese hotelier came back to São Miguel and turned her family's farm into a boutique hotel, and the results are quietly staggering. Dark hardwoods, forest-toned rooms, and photographic murals of local flora give the whole place a lush, greenhouse-adjacent calm. A spa, pool, Pilates studio, rooftop bar, and restaurant round things out. The Azores were already doing fine scenery-wise, but Senhora da Rosa doesn't seem to care.

Grandfather clocks in the hallway, portraits crowding the walls, a fireplace in the ochre sitting room: Solar das Tilias is a centuries-old Serra da Estrela manor house that has simply never bothered to modernize. Rooms come with Persian rugs, original wooden floors, and bathrooms in deep green ceramic with brass fittings. The Queen Saint Suite has a four-poster under blue damask and painted plasterwork ceilings. Breakfast arrives beneath a crystal chandelier.

A cliff above São Miguel's southern shore, with the Atlantic spread out below and an infinity pool in the foreground, is a solid foundation for a boutique resort. Sul Villas & Spa runs just twelve suites, each with a private terrace and kitchenette, and the larger ones add plunge pools or jacuzzis. The former-pro-surfer owner can arrange dolphins and diving, but most guests seem to find the soaking tubs persuasive enough.

Cork shows up everywhere here, which makes sense given that the Alentejo produces most of the world's supply. The Lince Ecorkhotel is a boutique resort just outside Évora, built around 56 cube-like suites with private terraces facing open plains. Rooms run large, colors run warm, and the spa adds a Turkish bath and indoor pool. The restaurant leans into local, seasonal Alentejo cooking, and a poolside bar handles the rest.

A former count's country estate on 245 hectares of mountain land above Belmonte, converted into six adult-only suites named after abstractions, Hope, Balance, Simplicity, each pointedly without a television. Mountain spring water feeds the infinity pool; massages use locally pressed olive oil. Fifteen kilometers of private walking trails start at the door, and the picnic baskets are made by local craftsmen, which feels like the right level of commitment.

A boutique hotel inside colonial-era architecture in Angra do Heroísmo, Torel Terra Brava organizes its rooms around the four elements of Terceira: volcano-dark interiors sit alongside suites that feel lifted from the Atlantic coast. The restaurant reinterprets Azorean cooking with a modern hand, and the cocktail bar works with wild island botanicals. A spa and gardens round things out, and the whole place leans hard into the idea that the landscape outside should follow you indoors.

Two residential villas on a south-facing clifftop in the Azores, both looking straight out to sea in a way that makes you realize cliffside views elsewhere were just practice. Full kitchens, eclectic maritime décor, and zero pretension set the tone. The one-bedroom sleeps three, the two-bedroom five, and they connect for larger groups. Natural lava pools sit below, and in late spring the whales tend to show up whether you booked them or not.

Kitchen knives stabbed into the walls, Alice in Wonderland theatrics, and a staircase that appears to float set the stage at this cocktail bar in Bairro Alto. It sits inside Ljubomir Stanisic's restaurant group, but the vibe here is its own thing, Latin-leaning drinks in a Victorian gothic room that Hendrick's gin helped design, which tells you something about the energy. Wear something interesting; the room is clearly trying to.

A stuffed deer keeps watch over the whitewashed sitting room, which tells you something about how seriously this lakeside farmhouse takes the Alentejo wilderness around it. José Avillez's restored estate on Lake Alqueva books as an exclusive hire for up to 20 guests, meals included, on 65 hectares where time genuinely seems to stop caring. The 50 Discovery named it among their picks.

Around 200 bottled and canned beers line the shelves of this craft beer bar on a quiet Lisbon square near Príncipe Real. Pale wood and plywood give it an IKEA-meets-classroom vibe, which sounds worse than it is, especially once you're deep into something Belgian or Canadian you'd never find elsewhere. It's been around forever by craft beer bar standards, and the range, spanning Belgium, Sweden, the US, and beyond, still pulls serious drinkers across town.

A cocktail bar on the fifth floor of a multi-storey car park, which sounds like a dare until you see the view. The Bairro Alto rooftops stretch out below a genuine garden, complete with trees, flowers, and a timber chalet structure that belongs on a ski slope and somehow belongs here too. Lisbon's hills make rooftop bars easy; finding one this absurd and easygoing is harder.

Polished concrete floors and a back bar stacked with twenty-odd mezcals and scores of tequilas set the tone at this funky Lisbon taqueria, where drinking is a perfectly valid reason to show up. The Latin cocktail list is taken seriously, and regulars who never order food occupy the bar stools without apology. Casual, loud, and happily unpretentious, it's the kind of place that makes Lisbon's growing cocktail scene feel less like a trend.