Chicago bed and breakfasts offer a hotel alternative

When I travel outside of the US, I often try to stay at bed and breakfasts. I love the personal attention I get at a b&b. I like the inside tips I get from the owners, who are usually more than happy to sit and chat over a glass of wine and offer recommendations on where to go and what to see in their city. I prefer staying in one of a city’s neighborhoods, rather than downtown, so I can imagine what life would be like if I actually lived there. And I like feeling as though the owners really care that I am there, rather than that I am just one of the many faceless guests at a hotel. These b&bs tend to be simply decorated, with modern furnishings. They’re relaxed, informal places where I can just as easily make friends with fellow travelers as I can keep to myself and enjoy my privacy.

Unfortunately, it seems that in the states, b&bs are envisioned as places overtaken by calico and creaky antique furniture, where “wine and cheese” hour strikes fear in the heart at the thought of awkward, enforced socialization and boring conversation with the far too perky elderly innkeepers. And that may certainly be the case at many bed and breakfasts around the world. But fear not, if you’re planning a trip to Chicago there are several stylish, accommodating options for fun, relaxing b&b stays around the city. Here are just a few.

Ray’s Bucktown B&B
Ray’s garners stellar reviews on TripAdvisor and is perfectly located for anyone seeking to experience some of Chicago’s trendy nightlife. Ray’s is right in the heart of Bucktown, a young ‘hood full of bars, restaurants, and boutiques that is just over 10 minutes from downtown on the El. The b&b offers 10 rooms, most of which have pillow-top mattresses, TVs with DVD and TIVO, free wi-fi, and phones with free local and long-distance calls. Some rooms have en-suite bathrooms, and rooms in the “Annex” have access to a shared kitchen. There is a free cooked-to-order breakfast daily, free parking, free use of the house’s Mac computers, and a steam room and sauna. Rates are on par with most other Chicago hotels and range from $119-$199 a night, but taxes are only 11.9% (downtown hotel tax is $14.9%).


House 5836
House 5836, in the northern neighborhood of Andersonville, boasts “hip urban rooms” for $99-$179 dollars per night. The rooms are simpler, with just a bed and bathroom in most, but the house offers wi-fi throughout and the common living room has a plasma TV. A free continental breakfast is served daily and you can book in-room spa treatments. The house is located just off the Red Line, about 30 minutes north of downtown, in an area known for its excellent ethnic restaurants.

Old Chicago Inn
Cubs fans coming to Chicago for a game won’t find a more convenient place to stay than the Old Chicago Inn. Located in the heart of the Lakeview neighborhood, the Inn is just a few blocks from Wrigley Field and about 20 minutes from downtown Chicago. Rooms feature pillow-top mattresses, free wi-fi, exposed brick walls, and hardwood floors. Some have en-suite bathrooms. Guests can also enjoy free street parking, continental breakfast daily, complimentary dinner at nearby Trader Todd’s restaurant, and a free local gym membership during their stay. Rates range from $100-$210 per night.

Villa Toscana
Villa Toscana earns mixed reviews, but at $99-$159 a night, it might be worth taking a chance on. Located smack dab in the middle of trendy Boystown (a part of the north side’s Lakeview hood), it’s the perfect spot to crash after a wild day at the annual Pride Parade or Market Days (the Midwest’s largest street fest) celebrations, which both take place right out the front door along Halsted Street. If you’re more interested in tamer activities, you can hit the boutique shops and restaurants of Lakeview or ride the El train 25 minutes or so into downtown. Each of the seven rooms in the historic 19th century building is decorated in a different style, from the chic and sleek British Colonial to the colorful Moroccan, and offers private en-suite bathrooms and free wi-fi. A continental breakfast is served daily.

Pay to sleep on a stranger’s couch with AirBnB

I recently came across the website AirBnb.com, which promises to connect “adventurous travelers” with “nice folks” willing to let strangers stay in their apartment, spare room, or even on their couch – for a fee. Basically, if VRBO (Vacation Rentals by Owner) and CouchSurfing had a love child, this would be it.

At first I thought it was just a way to get money out of people who (somehow) still haven’t heard of CouchSurfing. Some of the offerings are downright laughable – why would people pay $70 to sleep on a couch when they can get their very own room at a major hotel chain for $10-$20 more? And if someone really wanted to stay with locals and make new friends, wouldn’t they just CouchSurf?

Despite some of the clearly deluded potential hosts offering to allow you to squat in their apartment for a ridiculous fee, I still wouldn’t write the site off completely. A few of the options listed are actually pretty great, like an entire apartment to yourself in Chicago, tastefully decorated and ideally located, for just $80 a night. There are even established B&Bs and pensions using AirBnB as another outlet for advertising their available rooms. Luckily the site does allow you to set search parameters like “private room” and “entire place” so you can easily find what you want. You can also look at reviews from previous guests and see plenty of photos of the place before you book. You’ll take on more risk than if you book with a traditional hotel, but you could score a great deal.

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Watergate to go on the block

Monument Realty hopes the action on the Watergate Hotel Tuesday will rival what made it famous. The storied property, a monument to our eventual freedom from President Richard Nixon, is set to be auctioned. The real estate developer that bought it five years ago – hoping to restore it – received a foreclosure notice and had to find a buyer. Originally, Monument had its figurative fingers crossed for some relief form lender PB Capital, but it’s pretty clear that the Tooth Fairy wasn’t listening.

Before we rush to lament the forced sale of the most famous hotel in our nation’s capital, keep in mind that it hasn’t been open since Monument bought it in 2004. The company still owes $40 million on the hotel. Nothing’s happening. And, while we can blame today’s economic climate for the failure of this endeavor to launch, the reality is that Monument pissed away several months of prosperity.

Stupidity – rather than economics – is the driver behind this auction.

Picking the best hotel room – when cheap delivers more than upscale and expensive

We are already halfway through our hotel month here on Gadling. In the past week weeks, we’ve written hotel reviews, shown some wacky minibar finds, and described the best way to pick a hotel brand.

Today’s article is going to try and explain some of the logic that goes into picking the best hotel room, and getting the best value for your money. The examples in this article will be based on real hotels, real rates and real stays.

If you are not interested in amenities, and just want to get the cheapest possible room, then this article really isn’t going to help you much. Instead, the target audience for this article is the hotel guest who doesn’t mind paying some extra for their room. After all, paying more gets better service and amenities, right? Wrong!Here is a real world example of the tale of two rooms – you need a room in Chicago, so you start your search. Your requirements are simple; you want a spacious room with a view, a king bed and free Internet access.

Lets pick 2 of the more popular hotels in downtown Chicago (within 5 minutes of each other):

One of these rooms is a 2 room suite on a high floor (with a view of the Hancock building), a kitchen, free breakfast, flat panel HDTV’s in both rooms, recently renovated and access to free wired and wireless Internet.

The other is a smaller room with outdated furnishings, and comes without a “view”. The room does come with butler service and a DVD player. As an added bonus, the hotel does offer wireless Internet, but the signal is too weak to pick up in your room.

Of course, the larger room is the cheapest here. The concession of picking the cheaper hotel is that you don’t get that “luxury hotel” feeling when you step into the lobby. That said, the service in the cheaper hotel did feel much more relaxed and the free breakfast was a great deal.

Of course, I’m not trying to tell you that you should never stay in an expensive hotel – sometimes the occasion calls for some added luxury, but on a “normal” stay, upscale hotels can’t always provide the best value for money. The more expensive hotel often offers better amenities (spa services, valet parking etc…). However, when you are saving $147 a night, you’ll actually have money left to pay for those spa services.

So, next time you head to the hotel booking site, try and think smarter. This will require some homework, as not all cheaper hotels are going to be a good deal. Many of those hotels may not have been renovated in years.

Hotel review sites can be a great tool for this. Try to stay away from the room photos provided by the hotel and do searches for user submitted reviews photos through sites like Tripadvisor or Hotels.com. These photos often paint a much more honest picture of the hotel. When reading reviews, skip the ones with rants and complaints with hyperbole as too many people post totally useless reviews. A good article on how to use Tripadvisor can be found here.

If you do your homework, and read through all the real reviews and photos, you may be able to find that one gem that is able to save you $150 a night. Sure, you may not be in the luxurious location you had expected, but you’ll be able to sleep better at night knowing you’ve got more money to spend on worthless souvenirs.

Kimpton’s Summer Deals – all over the US and Canada!

Kimpton has a number of great specials going on this summer, and if you’re booking any last minute travel (before September 7th), you can totally take advantage!

Their Summer Playground Package, which starts at just $199 per night (enter PLGD in the rate code box or mention “Summer Playground” when calling 1-800-KIMPTON), includes comfy amenities like a $25 food and beverage credit and an in-room movie with popcorn. That doesn’t sound too playground-y, but how about this stuff:

  • Play a game for upgrades. I’m talking rock paper scissors or a hula hoop challenge. You could get a free upgrade.
  • Sangria Happy Hour. Need I say more? There are also “Play Dirty” and “Play Nice” -themed cocktails available.
  • Virtual Wii Sports. Get your golf, tennis, or baseball game on.
  • Tag! They have playground-themed luggage tags available in the lobby.

If the Summer Playground Package sounds like a bunch of insanity to you, perhaps you’d be more interested in the “Cocktail or Breakfast for Just $1 More” deal … which is exactly what it sounds like.

The above deals are available at all of Kimpton’s nearly 50 hotels throughout the US and Canada, but there’s even more special stuff happening at NYC’s 70 Park Avenue, where you can “Shape Up Your Stay” (starts at $229 — which is pretty darn cheap for New York!), a package which includes:

  • 20% off the Best Available Rate
  • Healthy Power Bar and bottled water
  • Complimentary in-room yoga basket for use while at the hotel
  • Jump rope
  • Personalized running route mapped by the concierge

If you like to see some art when you head into to New York, both 70 Park Avenue and The Muse (also in NYC) are offering a “Summer Art in the City” package. This package starts at just $199 per night and includes a complimentary breakfast, a bottle of wine upon arrival, and unlimited daily MTA metrocard — which will take you directly to the ferry to Governor’s Island, where there’s a huge public art quadrennial called Plot 09: This World & Nearer Ones, which features works by artists from nine different countries, including Patti Smith and Mark Wallinger. You also get a map of Governor’s Island. (Rate code: PSMA.)

Basically, Kimpton is rocking this summer. They’ve just earned the Top 2009 Customer Satisfaction Ranking from Market Metrix Hospitality Index — topping their own previous winning scores with a 94.7 percent — beating out Fairmont Hotels & Resorts, W Hotels, and other leading luxury hotel chains.

And the low prices they’re offering at their chic boutique hotels in these tough economic times are no coincidence. “Over Kimpton’s 28 years in business, I don’t believe we’ve ever seen travelers in greater need of the extraordinary kindness and care they find at our hotels,” said Niki Leondakis, chief operating officer, Kimpton Hotels & Restaurants.

So, if you’re traveling anywhere in the US and Canada before September 7, be sure and check out the nearest Kimpton. And if your next trip is happening after that date? Stay tuned; we’ll tell you what’s up.