Top 20 Hotel Destinations for Labor Day
Hotelaholic

Holiday travel · September 7, 2026

Top 20 Hotel Destinations for Labor Day

Make the most of the last long weekend of summer, from the Telluride Film Festival to warm-water beach towns and the first harvest in wine country.

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20 destinations19 bookable stays

The places to stay

Check in to something extraordinary.

01 / 19

Telluride, United States

The Madeline Hotel & Residences, Auberge Resorts Collection

Mountain Village hotel with gondola access to town.

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Nantucket, United States

White Elephant Hotel

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

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Montauk, United States

Gurney's Montauk Resort & Seawater Spa

Oceanfront resort with a seawater spa.

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Edgartown, United States

Harbor View Hotel

Historic hotel overlooking Edgartown Lighthouse.

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Kennebunkport, United States

White Barn Inn, Auberge Resorts Collection

Classic New England inn known for its candlelit restaurant.

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Stateline, United States

Edgewood Tahoe Resort

Lakefront lodge on a championship golf course.

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Forestville, United States

Farmhouse Inn

Russian River Valley inn known for its restaurant and spa.

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Montecito, United States

Rosewood Miramar Beach

Beachfront estate in Montecito.

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San Francisco, United States

Four Seasons Hotel San Francisco at Embarcadero

High-floor rooms with bay and skyline views in the Financial District.

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Seattle, United States

Four Seasons Hotel Seattle

Waterfront hotel near Pike Place Market with an infinity pool.

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Jackson, United States

Hotel Yellowstone at Jackson Hole

A five-star stay in Jackson, a strong base for Grand Teton.

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Beaver Creek, United States

Park Hyatt Beaver Creek Resort and Spa, Vail Valley

A five-star stay in Beaver Creek, a strong base for Beaver Creek.

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Mackinac Island, United States

The Inn at Stonecliffe

A five-star stay in Mackinac Island, a strong base for Mackinac Island.

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Chicago, United States

The Langham, Chicago

Riverfront hotel in a Mies van der Rohe-designed building.

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Big Sky, United States

Montage Big Sky

Mountain resort with a bowling alley and Spa Montage.

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Whitefish, United States

The Lodge at Whitefish Lake

Lakeside lodge with a marina, about 30 minutes from the park.

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Lake Placid, United States

Whiteface Lodge

Rustic-luxe lodge with an indoor-outdoor pool.

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Newport, United States

The Chanler at Cliff Walk

Oceanfront mansion hotel at the start of the Cliff Walk.

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Chatham, United States

Chatham Bars Inn

Waterfront inn with a private beach and its own farm.

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Labor Day

Where to go

The full list.

Make the most of the last long weekend of summer, from the Telluride Film Festival to warm-water beach towns and the first harvest in wine country.

  1. Telluride, United States

    Colorado, United States

    • adventure
    • culture

    Why Labor Day

    The Telluride Film Festival takes place over Labor Day weekend.

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

    Mountain Village hotel with gondola access to town.

    Explore Telluride →
  2. Wauwinet, Massachusetts, United States

    • beach
    • romance

    Why Labor Day

    The last big summer weekend on Nantucket, with warm water.

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

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

    Hotels in Massachusetts →
  3. New York, United States

    • beach

    Why Labor Day

    Montauk's final summer weekend, with warm water and fewer crowds afterward.

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

    Oceanfront resort with a seawater spa.

    Hotels in Montauk →
  4. Edgartown, Massachusetts, United States

    • beach
    • family

    Why Labor Day

    An end-of-summer weekend on Martha's Vineyard.

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

    Historic hotel overlooking Edgartown Lighthouse.

    Hotels in Edgartown →
  5. Maine, United States

    • beach
    • romance
    • family

    Why Labor Day

    The late-summer coast, with fall foliage just weeks away.

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

    Classic New England inn known for its candlelit restaurant.

    Hotels in Kennebunkport →
  6. Lake Tahoe, United States

    Stateline, Nevada, United States

    • beach
    • adventure
    • family

    Why Labor Day

    Warm, dry Lake Tahoe days, with fewer crowds after the holiday.

    Typical weather
    Highs ~77°F (25°C); dry
    Crowds · season
    High · Peak
    Price level
    $$$$

    Lakefront lodge on a championship golf course.

    Explore Lake Tahoe →
  7. Forestville, California, United States

    • culture
    • romance

    Why Labor Day

    Harvest season begins in Sonoma.

    Typical weather
    Highs ~84°F (29°C); dry
    Crowds · season
    High · Peak
    Price level
    $$$$

    Where we'd stay

    Farmhouse Inn

    $$$$

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    Russian River Valley inn known for its restaurant and spa.

    Hotels in Forestville →
  8. Santa Barbara, United States

    Montecito, California, United States

    • beach
    • romance

    Why Labor Day

    Warm weather returns to Santa Barbara as summer fog fades.

    Typical weather
    Highs ~76°F (24°C); sunny
    Crowds · season
    Moderate · Shoulder
    Price level
    $$$$

    Beachfront estate in Montecito.

    Explore Santa Barbara →
  9. San Francisco, United States

    California, United States

    • city
    • culture

    Why Labor Day

    San Francisco's warmest stretch of the year begins in September.

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

    High-floor rooms with bay and skyline views in the Financial District.

    Explore San Francisco →
  10. Seattle, United States

    Washington, United States

    • city
    • nature

    Why Labor Day

    Bumbershoot, Seattle's long-running music and arts festival, is usually held over Labor Day weekend.

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

    Waterfront hotel near Pike Place Market with an infinity pool.

    Explore Seattle →
  11. Jackson, Wyoming, United States

    • nature
    • adventure

    Why Labor Day

    Early fall color and fewer crowds around Grand Teton.

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

    A five-star stay in Jackson, a strong base for Grand Teton.

    Hotels in Jackson →
  12. Avon, Colorado, United States

    • nature
    • family

    Why Labor Day

    Mountain biking and the first hints of fall color.

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

    A five-star stay in Beaver Creek, a strong base for Beaver Creek.

    Hotels in Colorado →
  13. Mackinac Island, United States

    Michigan, United States

    • family
    • culture

    Why Labor Day

    The annual Mackinac Bridge Walk is held on Labor Day morning.

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

    A five-star stay in Mackinac Island, a strong base for Mackinac Island.

    Explore Mackinac Island →
  14. Chicago, United States

    Illinois, United States

    • city
    • culture
    • family

    Why Labor Day

    The Chicago Jazz Festival is usually held over Labor Day weekend in Millennium Park.

    Typical weather
    Highs ~79°F (26°C); warm
    Crowds · season
    High · Peak
    Price level
    $$$

    Riverfront hotel in a Mies van der Rohe-designed building.

    Explore Chicago →
  15. Willamette Valley, United States

    Newberg, Oregon, United States

    • culture
    • romance

    Why Labor Day

    Harvest begins in the Willamette Valley.

    Typical weather
    Highs ~78°F (26°C); dry
    Crowds · season
    Moderate · Peak
    Price level
    $$$

    Wine country inn surrounded by vineyards.

    Hotels in Oregon →
  16. Montana, United States

    • adventure
    • nature
    • family

    Why Labor Day

    Late-summer hiking and Yellowstone trips as crowds thin.

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

    Mountain resort with a bowling alley and Spa Montage.

    Hotels in Big Sky →
  17. Whitefish, Montana, United States

    • nature
    • adventure

    Why Labor Day

    Going-to-the-Sun Road is still open for late-summer hiking.

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

    Lakeside lodge with a marina, about 30 minutes from the park.

    Hotels in Whitefish →
  18. Lake Placid, New York, United States

    • nature
    • adventure
    • family

    Why Labor Day

    Late-summer paddling and hikes in the Adirondacks.

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

    Rustic-luxe lodge with an indoor-outdoor pool.

    Hotels in Lake Placid →
  19. Rhode Island, United States

    • beach
    • culture

    Why Labor Day

    Newport's last summer weekend before the quieter fall season.

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

    Oceanfront mansion hotel at the start of the Cliff Walk.

    Hotels in Newport →
  20. Cape Cod, United States

    Chatham, Massachusetts, United States

    • beach
    • family

    Why Labor Day

    Warm water at the end of Cape Cod's summer season.

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

    Waterfront inn with a private beach and its own farm.

    Explore Cape Cod →