It’s Rioja Restaurant Week in NYC and Chicago!

Last January, my husband and I took a trip to the Rioja region of Spain. We sampled Rioja wines and visited underground cellars by day, and hopped from bar to bar snacking on tapas and drinking Rioja wines by night. We found that there were several Rioja wines that we loved, at that the tapas served there (while not incredibly creative like those offered in the Basque country) were simply delicious. So I was very excited to see that this week, October 18 to 25, is Rioja Restaurant Week both here in Chicago and in New York City.

From now until Sunday, dozens of restaurants in both cities will offer special deals and dishes to celebrate the wine and cuisine of the Rioja area. Some will offer $12 tapas and wine pairings and others will offer $25 or $50 prix fixe menus paired with wine. Other specials offered as part of the promotion include a 15% discount on dinner or a 20% discount on a bottle of Rioja wine. Not a bad deal. This means that at Eivissa, a Catalan tapas restaurant in Chicago (for example), you can either get a multi-course dinner for two for $50, or just nosh on their signature tapas, which are half off weekdays from 4pm-6pm, and enjoy a bottle of Rioja wine for as little as $30.

Over 50 restaurants in NYC are participating, along with nearly 30 in Chicago.

Collect Marriott freebies with “Trick or Tweet” promotion

As Halloween approaches and the weather gets cooler, we realize that winter in the northern US, with its short hours of daylight and negative wind-chill factors, is just around the corner. Suddenly, it seems like there’s no better time to book a tropical vacation. If you’re thinking about a trip to a sunny island paradise, log in to Twitter and start following Marriott Resorts.

Now through the end of October, the company will be giving away daily coupons for perks at Marriott Resorts in the Caribbean and Mexico. Even if you aren’t planning on traveling until the temps dip a little lower (or even until next year), you can still take advantage of the freebies. The vouchers are good through December 20, 2010.

All you need to do is follow Marriott Resorts on Twitter and watch for their “Trick or Tweet” tweets. Click the link and download your voucher, which will be good for deals like free drinks, free rounds of golf, discounted spa services and more. Each voucher is good at a specific resort, so follow along and collect the deals that work for you.

Free drinks in Grand Cayman or a cheap spa treatment in Aruba? I’m feeling warmer already.

Detroit’s first Restaurant Week kicks off Friday

Nearly every major city has a Restaurant Week – one week per year when dining establishments all over the city offer multi-course menus at a deep discount. Restaurants see it as a way to pull in new customers or boost sales during a slow period, while diners jump at the chance to try out new places or revisit their favorites for a smaller price.

For the first time, Detroit will be running its own Restaurant Week. It will run for 10 days, from September 18 to 27, and encompass two weekends. 17 restaurants are participating, with each offering at least three courses for $27, not including tax and tip. Some are also running drinks specials during the time. Each menu is being created specially for the event but will be consistent with the restaurant’s usual fare.

If your travel plans are taking you to the Motor City, or if you live in Detroit, you’re in for some good eating. Restaurants participating in the promotion include: Atlas Global Bistro, The Whitney, Coach Insignia, and Cuisine. A three-course dinner at the posh Whitney could easily set you back $50 per person. A feast at Coach Insignia, on the top of the Renaissance Center, would cost even more. And the others aren’t exactly diner dives – these are some of the top restaurants in the D when it comes to fine dining, so $27 for three-courses is quite a deal.

Airlines roll out last-minute sales for Labor Day

There are just two weeks left until Labor Day, but it’s not too late to plan a getaway for the holiday weekend. In fact, waiting until now to book your trip might even save you money with some of the great last-minute deals that are available.

American Airlines Flights
American Airlines has several destinations on sale for Labor Day. Buy your tickets to Belize by August 28th and travel Monday through Thursday, starting September 1st, for as low as $217 each way. Book a trip to Jamaica by August 24th for travel any day of the week after September 1st, and prices will start at $84 each way. Tickets to Cancun, booked by August 25th for Saturday and Tuesday travel after September 1st, start at $88 each way.

United Airlines Flights
If you can stretch your weekend until Tuesday (departing on Saturday), book tickets to destinations within the United States on United Airlines by August 25th to save. Prices vary by departure and destination cities, but sample fares include Chicago to New Orleans for $89 each way, Atlanta to Denver for $109 each way, and Miami to Washington Dulles for $69 each way.

Spirit Airlines Flights
Spirit is well known for its near-constant sales to destinations within the United States, Central America and the Caribbean. It’s like the Gap of airlines – never pay retail because, just as the Gap will knock 50% off those jeans in two weeks, chances are that Spirit will soon offer a better deal for the flight you want. Their current sale ends tomorrow, August 25th, and discounts some of their more popular routes to as low as $33.90 each way. As with all of their sales, $9 Fare Club members and those in hub cities like Fort Lauderdale and Detroit save the most and have the most options. But even the rest of us can still get some good deals for Labor Day. For example, New York to Medellin, Colombia is $138.90 each way, Boston to Myrtle Beach is $68.90 each way, and Atlanta to San Jose, Costa Rica is $128.90 each way.

Expedia.com Deals
Beyond flights, Expedia has deals on just about everything else – hotels, cars, cruises, package deals – for your Labor Day travels. Deals vary widely by location, but some of the highlights include discounts of up to 50% off hotels in Las Vegas, Orlando and Chicago (among other cities) and 3-night Royal Caribbean Bahamas cruises for as low as $262 per person for an inside cabin.

If these deals don’t work for you, there’s still plenty of time to plan your perfect Labor Day vacation at a great price. Check out Hotwire’s Travel Ticker, peruse the sale list on Travelzoo and follow your favorite airlines on Twitter. JetBlue and Southwest regularly post their top deals on twitter, so you’ll be the first to know about great fares.

Score Chicago deals and freebies with BrokeHipster.com

Okay, the name induces a slight eye roll – I’m not broke and I’m certainly no hipster, I just love a bargain – but the premise behind one of Chicago’s best new websites is pretty awesome. BrokeHipster collects all the top upcoming deals, from happy-hour specials and dining discounts to promotional parties and boutique sales, and puts them all in one place.

On any given day some of the freebies and cheapies might include: a promo party with an hour of free cocktails, a free tequila tasting, free museum admission, $2 beers or $1 burgers. The deals are all around in Chicago, and especially in this slumping economy, every bar, restaurant and store is looking for more ways to pull in customers with enticing offers.

If you find a stellar deal, just remember that BrokeHipster doesn’t create the deals, it just eliminates the legwork for budget travelers and frugal locals by putting the information together. It’s always wise to check directly with the establishment to verify that the deal is offered. There’s no cure for the heartache caused by the $1 burger that wasn’t.