Top 20 Hotel Destinations for May
Hotelaholic

Where to go · May

Top 20 Hotel Destinations for May

May is the moment for the Mediterranean before summer crowds, the start of Bali's dry season and the Kentucky Derby.

The Hotelaholic Edit
20 destinations20 bookable stays

The places to stay

Check in to something extraordinary.

01 / 20

Positano, Italy

Le Sirenuse

Family-run 18th-century villa above Positano's beach.

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Cernobbio, Italy

Hotel Asnigo

A four-star stay in Cernobbio, a strong base for Lake Como.

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Oia, Greece

Katikies Santorini

Whitewashed cliffside suites in Oia with caldera-view pools.

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Savelletri di Fasano, Italy

Borgo Egnazia

Resort built like a traditional Puglian village near the Adriatic.

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Crillon-le-Brave, France

Crillon le Brave

Hilltop village hotel spread across restored stone houses.

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Deià, Spain

Belmond La Residencia

Mountain-village hotel in Deià with olive groves and orange gardens.

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Hakone, Japan

Gora Kadan

Former imperial summer villa turned ryokan with private onsen baths.

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Ubud, Indonesia

Four Seasons Resort Bali at Sayan

Villas above the Ayung River gorge near Ubud.

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London, United Kingdom

Claridge's

Art Deco Mayfair landmark.

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New York, United States

The Mark

Upper East Side hotel steps from Central Park and the Met.

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Saint-Jean-Cap-Ferrat, France

Grand-Hôtel du Cap-Ferrat, A Four Seasons Hotel

Belle Époque palace on the tip of Cap-Ferrat with a famous seawater pool.

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Taormina, Italy

San Domenico Palace, Taormina, A Four Seasons Hotel

14th-century convent with gardens overlooking the Ionian Sea.

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Vila Nova de Gaia, Portugal

The Yeatman

Wine hotel among the port lodges, with Douro and city views.

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Vienna, Austria

Hotel Sacher Wien

Grand hotel opposite the State Opera, home of the original Sachertorte.

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Machu Picchu, Peru

Belmond Sanctuary Lodge

The only hotel next to the entrance to Machu Picchu.

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Mahé, Seychelles

Four Seasons Resort Seychelles

Treehouse-style villas above Petite Anse bay.

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Princeville, United States

1 Hotel Hanalei Bay

Sustainably designed resort overlooking Hanalei Bay.

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Louisville, United States

The Brown Hotel

1923 landmark and birthplace of the Hot Brown sandwich.

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Auchterarder, United Kingdom

Gleneagles

Historic estate hotel with three championship golf courses.

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Elounda, Greece

Domes of Elounda, Autograph Collection

A five-star stay in Elounda, a strong base for Crete.

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May

Where to go

The full list.

May is the moment for the Mediterranean before summer crowds, the start of Bali's dry season and the Kentucky Derby.

  1. Amalfi Coast, Italy

    Positano, Campania, Italy

    • romance
    • beach

    Why May

    Seasonal hotels and ferries are open, lemon groves are blooming, and it's warm but less crowded than summer.

    Typical weather
    Highs ~72°F (22°C); sunny
    Crowds · season
    Moderate · Shoulder
    Price level
    $$$$

    Where we'd stay

    Le Sirenuse

    $$$$

    Explore Hotel

    Family-run 18th-century villa above Positano's beach.

    Explore Amalfi Coast →
  2. Lake Como, Italy

    Cernobbio, Lombardy, Italy

    • romance
    • nature

    Why May

    Lakeside gardens are usually in full azalea and rhododendron bloom, and villa hotels have reopened for the season.

    Typical weather
    Highs ~72°F (22°C); some showers
    Crowds · season
    Moderate · Shoulder
    Price level
    $$$$

    Where we'd stay

    Hotel Asnigo

    $$$$

    Explore Hotel

    A four-star stay in Cernobbio, a strong base for Lake Como.

    Explore Lake Como →
  3. Santorini, Greece

    Oia, South Aegean, Greece

    • romance
    • beach

    Why May

    Warm, sunny days with fewer cruise crowds than June–August, and every caldera hotel is open.

    Typical weather
    Highs ~72°F (22°C); dry
    Crowds · season
    Moderate · Shoulder
    Price level
    $$$$

    Whitewashed cliffside suites in Oia with caldera-view pools.

    Explore Santorini →
  4. Puglia, Italy

    Savelletri di Fasano, Apulia, Italy

    • romance
    • culture
    • beach

    Why May

    Olive groves are green, wildflowers bloom, and it's warm enough for the beach without summer crowds.

    Typical weather
    Highs ~73°F (23°C); dry
    Crowds · season
    Moderate · Shoulder
    Price level
    $$$$

    Where we'd stay

    Borgo Egnazia

    $$$$

    Explore Hotel

    Resort built like a traditional Puglian village near the Adriatic.

    Explore Puglia →
  5. Crillon-le-Brave, Provence-Alpes-Côte d'Azur, France

    • romance
    • culture

    Why May

    Markets are full of spring produce, cherry orchards bloom, and it's ideal cycling weather at the foot of Mont Ventoux.

    Typical weather
    Highs ~73°F (23°C); sunny
    Crowds · season
    Moderate · Shoulder
    Price level
    $$$

    Hilltop village hotel spread across restored stone houses.

    Hotels in Crillon-le-Brave →
  6. Deià, Balearic Islands, Spain

    • beach
    • adventure
    • romance

    Why May

    Perfect hiking and cycling weather in the Serra de Tramuntana, with the sea warming up before peak season.

    Typical weather
    Highs ~74°F (23°C); dry
    Crowds · season
    Moderate · Shoulder
    Price level
    $$$$

    Mountain-village hotel in Deià with olive groves and orange gardens.

    Hotels in Deià →
  7. Kanagawa, Japan

    • nature
    • romance
    • culture

    Why May

    Fresh spring greenery and clear Mount Fuji views come before the June rainy season. Avoid Golden Week in early May.

    Typical weather
    Highs ~68°F (20°C); mild
    Crowds · season
    Moderate · Shoulder
    Price level
    $$$$

    Where we'd stay

    Gora Kadan

    $$$$

    Explore Hotel

    Former imperial summer villa turned ryokan with private onsen baths.

    Hotels in Hakone →
  8. Bali, Indonesia

    Ubud, Bali, Indonesia

    • culture
    • romance
    • nature

    Why May

    Bali's dry season begins around April–May, with rice terraces still lush and fewer crowds than July–August.

    Typical weather
    Highs ~86°F (30°C); drier
    Crowds · season
    Moderate · Shoulder
    Price level
    $$$

    Villas above the Ayung River gorge near Ubud.

    Explore Bali →
  9. London, United Kingdom

    England, United Kingdom

    • city
    • culture

    Why May

    Long, mild days, parks in bloom and the RHS Chelsea Flower Show, usually held in late May.

    Typical weather
    Highs ~64°F (18°C); showers
    Crowds · season
    High · Shoulder
    Price level
    $$$$

    Where we'd stay

    Claridge's

    $$$$

    Explore Hotel

    Art Deco Mayfair landmark.

    Explore London →
  10. New York City, United States

    New York, New York, United States

    • city
    • culture

    Why May

    Central Park is in full bloom and the weather is ideal for walking, before summer heat and humidity.

    Typical weather
    Highs ~72°F (22°C); mild
    Crowds · season
    High · Shoulder
    Price level
    $$$$

    Where we'd stay

    The Mark

    $$$$

    Explore Hotel

    Upper East Side hotel steps from Central Park and the Met.

    Explore New York City →
  11. Saint-Jean-Cap-Ferrat, Provence-Alpes-Côte d'Azur, France

    • beach
    • romance

    Why May

    The season opens with warm days, while the Cannes Film Festival (usually mid-May) pushes up prices along the coast.

    Typical weather
    Highs ~70°F (21°C); sunny
    Crowds · season
    High · Shoulder
    Price level
    $$$$

    Belle Époque palace on the tip of Cap-Ferrat with a famous seawater pool.

    Hotels in Saint-Jean-Cap-Ferrat →
  12. Taormina, Sicily, Italy

    • culture
    • beach

    Why May

    Warm spring weather suits Mount Etna hikes and Taormina's ancient Greek theater before summer heat.

    Typical weather
    Highs ~72°F (22°C); dry
    Crowds · season
    Moderate · Shoulder
    Price level
    $$$$

    14th-century convent with gardens overlooking the Ionian Sea.

    Hotels in Taormina →
  13. Porto, Portugal

    Vila Nova de Gaia, Porto, Portugal

    • culture
    • city

    Why May

    Mild spring weather for port lodge tastings and Douro river cruises, before summer crowds.

    Typical weather
    Highs ~68°F (20°C); some showers
    Crowds · season
    Moderate · Shoulder
    Price level
    $$$

    Where we'd stay

    The Yeatman

    $$$

    Explore Hotel

    Wine hotel among the port lodges, with Douro and city views.

    Explore Porto →
  14. Vienna, Austria

    Austria

    • city
    • culture

    Why May

    Spring blossoms fill the Prater and palace gardens, and outdoor café season begins.

    Typical weather
    Highs ~68°F (20°C); mild
    Crowds · season
    Moderate · Shoulder
    Price level
    $$$

    Grand hotel opposite the State Opera, home of the original Sachertorte.

    Explore Vienna →
  15. Cusco, Peru

    • adventure
    • culture

    Why May

    The dry season begins in May, with green landscapes after the rains and fewer crowds than June–August.

    Typical weather
    Highs ~70°F (21°C); drier
    Crowds · season
    Moderate · Shoulder
    Price level
    $$$$

    The only hotel next to the entrance to Machu Picchu.

    Hotels in Machu Picchu →
  16. Seychelles, Seychelles

    Mahé, Seychelles

    • beach
    • romance

    Why May

    May falls between monsoons, bringing calm seas, clear water and light winds.

    Typical weather
    Highs ~86°F (30°C); calm
    Crowds · season
    Moderate · Shoulder
    Price level
    $$$$

    Treehouse-style villas above Petite Anse bay.

    Explore Seychelles →
  17. Kauai, United States

    Princeville, Hawaii, United States

    • beach
    • nature
    • adventure

    Why May

    Drier conditions return to Kauai's north shore in late spring, in a quiet window between spring break and summer.

    Typical weather
    Highs ~79°F (26°C); occasional showers
    Crowds · season
    Moderate · Shoulder
    Price level
    $$$$

    Sustainably designed resort overlooking Hanalei Bay.

    Explore Kauai →
  18. Kentucky, United States

    • culture
    • city

    Why May

    The Kentucky Derby is held on the first Saturday in May, capping two weeks of the Kentucky Derby Festival.

    Typical weather
    Highs ~75°F (24°C); spring storms
    Crowds · season
    High during Derby · Peak
    Price level
    $$$$

    1923 landmark and birthplace of the Hot Brown sandwich.

    Hotels in Louisville →
  19. Auchterarder, Perth and Kinross, United Kingdom

    • nature
    • adventure

    Why May

    Long daylight, spring green and fewer midges than midsummer make May ideal for the Highlands.

    Typical weather
    Highs ~59°F (15°C); changeable
    Crowds · season
    Moderate · Shoulder
    Price level
    $$$$

    Where we'd stay

    Gleneagles

    $$$$

    Explore Hotel

    Historic estate hotel with three championship golf courses.

    Hotels in Auchterarder →
  20. Crete, Greece

    Elounda, Crete, Greece

    • beach
    • family
    • culture

    Why May

    Wildflowers cover the island, the sea is warming, and sites like Knossos are comfortable before summer heat.

    Typical weather
    Highs ~75°F (24°C); dry
    Crowds · season
    Moderate · Shoulder
    Price level
    $$$

    A five-star stay in Elounda, a strong base for Crete.

    Explore Crete →

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