Four Hilton Hotels That Make For A Perfect Labor Day Weekend

Need somewhere to go for a long weekend over the Labor Day Weekend? Here are four Hilton Hotels that make for a great Labor Day weekend getaway.  

The Duniway Portland (Oregon), A Hilton Hotel


The Duniway is a recently renovated hotel in Downtown Portland (see our complete review of The Duniway) which makes a great base for exploring the Rose City.

Portland is an incredible city with top-tier dining, microbrews galore, great shopping and even an urban forest.

If you visit Portland, make sure you treat yourself to brunch at Mother's Bistro, grab coffee at Stumptown Coffee Roasters and indulge in a delicious dinner at Jack Rabbit (located at The Duniway).


And be sure to take time to explore Forest Park, one of the largest urban forests in the United States, shop local boutiques in the Pearl District and grab a unique scoop of ice cream at Salt & Straw (an absolute must stop in Portland).

LondonHouse Chicago, Curio Collection by Hilton


The LondonHouse opened in a historic building along the Chicago Riverfront in 2016. This Curio Collection property in Downtown Chicago is in a great location for accessing the Chicago River Walk and the Magnificent Mile.

If you decide to take a trip to the Windy City over Labor Day Weekend, we highly recommend taking time to walk up and down the Magnificent Mile and partake in some shopping. The Chicago Lakefront Trail is another great spot to spend a couple hours with over 18 miles of trails right along the Lake Michigan coast.

Spend a couple hours exploring Eataly and of course grab a bowl of delicious pasta while you are there (or maybe a cannoli from the Cannoli bar).


You can of course eat and drink your way through Chicago. Grab coffee at Intelligentisa Coffee Roasters, lunch at the Frontera Grill (owned by Chef Rick Bayless) and dinner at Roka Akor (amazing sushi).


And if you need something to satisfy your sweet tooth, be sure to visit Sprinkles or the Sprinkles Cupcake ATM (see why we love Sprinkles).

The Darcy Washington DC, Curio Collection by Hilton


The Darcy, a Curio Collection hotel, opened near Dupont Circle in Washington D.C. earlier this year. The Darcy is a boutique hotel close to Dupont Circle, Logan Circle and just 6 blocks from the White House.

If you decide to spend a long weekend in the Nation's Capital over the Labor Day Weekend, there is definitely plenty to do. Spend an afternoon at one of the dozens of museums in Washington D.C. One of our favorites is the Newseum, a dynamic, engaging and interactive museum of news that allows visitors to experience the stories of yesterday and today through the eyes of journalists.

Before you head out and spend a day exploring the many Washington D.C. monuments, grab brunch at Le Diplomate on NW 14th Street. Then be sure to get your caffeine fix at one of our all time coffee shops, La Colombe (which has several locations in Washington D.C.). And if you are in the mood for something a little different, stroll through Union Market which has over a dozen local food vendors.


And then after a long day of site seeing, grab dinner at Founding Farmers or Firefly.

El San Juan Hotel, Curio Collection by Hilton


Finally, if you are looking for more of a relaxing Labor Day Weekend, grab a cheap flight to San Juan, Puerto Rico (flights are at historically low prices to the island) and stay at the historical, iconic and newly renovated El San Juan hotel, now part of the Hilton Curio Collection (read our full review).

The El San Juan hotel is located in Isla Verde with access to incredible beaches. If you don't want to leave the El San Juan Hotel, the property features everything you need for a relaxing weekend including several amazing restaurants, pools, fitness center and soon to be open spa. And do yourself a favor, grab coffee at El Cafecito, the coffee shop in the lobby of the hotel. The coffee, roasted locally, was absolutely perfect.


If you decide to leave the comforts of the hotel, be sure to visit Old San Juan and see the old world charm of the cobble streets and dozens of restaurants and cafes!

Stay For Free!

You can use your Hilton Honors points for free nights at any of these Hotels. And don't forget that Hilton Honors Gold and Diamond members get free breakfast and free room upgrades!

For a limited of time, you can get the Hilton Honors Surpass Credit Card from American Express and earn 100,000 bonus points after spending $3,000 in the first 3 months. The Hilton Honors Surpass Credit Card also comes with complimentary Hilton Gold Status, so you’ll automatically get that free breakfast and room upgrade!

You can apply for the Hilton Honors Surpass Card by clicking on this link.