Best Chicago and Asheville Hotel Deals



Save up to 50% on these fully refundable reservations.

City vacations have their place in the traveller’s world. A city is a melting pot of cultures, with architecture from different eras, artists who leave their mark in multiple ways, and a mix of ultra-chic restaurants and gutted joints. When you think of a city break, you think of museums and parks and you travel by public transport like a local and dine at establishments that are part of their routine. But it is also discovering new neighborhoods with different personalities and finding what brings its inhabitants together, from sports to festivals.

After the turn of 2020, it’s time to rekindle your love for the cities, and we have some can’t-miss deals for Chicago and Asheville for stays through this fall.


The third largest city in the United States has something for everyone. There is amazing food. Its majestic architecture and towering buildings are spectacular, especially when you discover how the Great Chicago fire destroyed much of the city in 1871. The art scene is inspiring and the Windy City is bursting with creative energy in museums, galleries and on the streets.

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If you want to explore this small town (in Sinatra’s words) check in by the river Swisshotel Chicago. It offers up to 50% off the stay in a classic double or king-size room with city view. Prices have been reduced and you can get a room for $ 109 to $ 139 per night through September 7 and $ 169 per night from September 8 (blackout dates apply). And here’s the best part: you can book this deal now and cancel anytime 48 hours before your trip and you’ll get a full refund.

It’s a stunning location along the Chicago River with panoramic views of the river and Lake Michigan – with the Magnificent Mile within arms length, it’s a great outpost for exploring the city. The hotel’s triangular all-glass design, contemporary interiors and spacious rooms make it an ideal choice for city lovers. What else? There is a penthouse fitness center with city views and the hotel is pet-friendly!


This is what we mean by the personality of a city: Asheville is a stark contrast to Chicago, even though they are two exciting cities. It’s much more laid back, but there’s also a thriving art scene and so much to do. It’s popular with travelers because it has a great vibe: the Appalachian Mountains are the perfect backdrop for this city where people gather every Friday for a drum circle. If you’re not the hiking type, you can find your way to its museums, art deco buildings, and galleries (RAD is a good place to start). The city is known for its microbreweries and Appalachian cuisine. When here, the Blue Ridge Parkway is a must see.

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Travelzoo has a special last minute summer downtown deal AC Hotel by Marriott Asheville Downtown. You can save 45% off your stay in a King room. It will cost you $ 149 per night (Sunday-Thursday) and $ 329 per night (weekend) in August and September. If you want to see the fall foliage, prices in October and November start at $ 219 per night. At the hotel, take the elevator to the rooftop bar for craft cocktails and stunning mountain views. If you want to explore the city’s nightlife, the location is excellent, with cool bars and restaurants within walking distance. You can also go hiking in the area and the Biltmore Estate is just a 10 minute drive from the hotel.

It is a good time to visit the city in the fall when the leaves are changing color. But you can also book this offer now and travel later. It is fully refundable if you do not go.


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