Looking for a luxurious escape? These U.S. cities offer the ultimate weekend getaway experiences, but they come at a price. Here’s a breakdown of the most lavish destinations for a short but extravagant retreat, with an average overall price included.
Chicago, Illinois: The Windy City Retreat – $850 per day
Unwind in style with luxury hotel rooms in downtown Chicago, priced from $300 to $600 per night. Indulge in steakhouse dinners for two, ranging from $200 to $400, and explore the city’s architecture on a boat tour, priced from $50 to $100 per person.
Boston, Massachusetts: The Historic Hideaway – $900 per day
Explore history in style with hotel rooms in historic buildings priced at $300 to $600 per night. Feast on New England seafood dinners for two, ranging from $200 to $400, and discover the city’s past on a Freedom Trail guided tour priced at $50 to $100 per person.
Portland, Oregon: The Hipster Haven – $950 per day
Immerse yourself in eclectic vibes with trendy hotel stays priced at $300 to $600 per night. Indulge in farm-to-table dinners for two, ranging from $150 to $300, and explore quirky neighborhoods on bike tours priced at $50 to $100 per person.
Seattle, Washington: The Emerald City Escape – $1,000 per day
Relax in luxury with waterfront hotel accommodations priced at $400 to $800 per night. Enjoy Pacific Northwest cuisine dinners for two, ranging from $200 to $400, and admire city views from the Space Needle observation deck priced at $50 to $100 per person.
Los Angeles, California: The Star-Studded Staycation – $1,000 per day
Experience Hollywood glamour with upscale hotel rooms priced at $400 to $800 per night. Dine at celebrity chef restaurants with dinners for two ranging from $300 to $500, and explore celebrity homes on a VIP tour priced at $100 to $200 per person.
San Francisco, California: The Golden Gate Getaway – $1,000 per day
Experience luxury by the bay with boutique hotel accommodations priced at $400 to $800 per night. Enjoy a gourmet dinner for two, ranging from $200 to $400, and embark on a bay cruise with tickets ranging from $50 to $100 per person.
Denver, Colorado: The Adventure-Filled Escapes for $800
With its proximity to the Rockies and bustling downtown, a weekend in Denver costs approximately $800, including hotel stays, meals, and outdoor activities.
Washington, D.C.: The Capital Luxe – $1,200 per day
Immerse yourself in political grandeur with upscale hotel accommodations priced at $400 to $800 per night. Enjoy fine dining experiences for two, ranging from $300 to $500, and explore iconic landmarks on guided tours priced at $100 to $200 per person.
Santa Fe, New Mexico: The Southwestern Serenity – $1,300 per day
Discover artistic charm with boutique hotel stays priced at $500 to $900 per night. Indulge in authentic New Mexican cuisine dinners for two, ranging from $200 to $400, and explore Native American heritage with museum visits priced at $50 to $100 per person.
Miami, Florida: The Beachside Bonanza – $1,500 per day
Bask in luxury on the beach with resort rooms priced between $500 to $1,000 per night. Indulge in Latin fusion dinners for two, ranging from $200 to $400, and cruise the coastline on a private yacht charter priced at $500 to $1,000 per hour.
New York City, New York: The Big Apple Extravaganza – $1,500 per day
In the city that never sleeps, indulge in opulence with a stay at a luxury hotel, costing between $500 to $1,000 per night. Savor a fine dining experience for two, ranging from $300 to $500, and catch a Broadway show with tickets priced at $100 to $300 per person.
Aspen, Colorado: The Snowy Summit Sojourn – $1,600 per day
Embrace luxury in the mountains with ski resort accommodations priced at $800 to $1,500 per night. Indulge in après-ski cocktails and dinner for two, costing between $200 to $400, and hit the slopes with ski lift passes ranging from $100 to $200 per person.
Key West, Florida: The Tropical Paradise – $1,800 per day
Escape to island luxury with waterfront resort accommodations priced at $700 to $1,300 per night. Enjoy fresh seafood dinners for two, ranging from $300 to $500, and embark on snorkeling adventures priced at $100 to $200 per person.
Honolulu, Hawaii: The Aloha Escape – $2,000 per day
Escape to paradise with oceanfront resort rooms priced between $600 and $1,200 per night. Delight in a seafood dinner for two, ranging from $300 to $500, and take in breathtaking views on a helicopter tour priced between $200 and $400 per person.
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The post Expensive U.S. City Weekend Getaways: Top 14 Picks first appeared on From Frugal to Free.
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The content of this article is for informational purposes only and does not constitute or replace professional financial advice.
For transparency, this content was partly developed with AI assistance and carefully curated by an experienced editor to be informative and ensure accuracy.
