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Welcome to Oscar’s Playground

Cannery Row’s newest attraction is part arcade, part escape room, part low-key family lounge and ALL fun.

Oscar’s Playground opened in July, bringing a bevy of games, snacks, local brews and multigenerational entertainment to a second-floor space with gorgeous bay views. Founders Christina and Barrie Riddoch, who also operate Escape Room 831 on Cannery Row, have created a whimsical hang-out spot for families on the go.

“We felt like families visiting Monterey didn’t have a place to land. After they go to the Monterey Bay Aquarium, they want to get off their feet, have a snack and check the map. The kids might still be running around, so it’s hard to make quick decisions. At Oscar’s, the kids can play while you rest and choose your next Cannery Row adventure,” Christina says.

Here’s what to expect when you visit this popular new venue.

The vibe

Set above street level at 685 Cannery Row, Oscar’s Playground is a dynamic attraction that appeals to guests of all ages. The spacious venue overlooks the Monterey Bay and surrounding streetscapes. There are games, of course, plus a sparkly purple bar top and a lounge area with big-screen televisions, plush couches and cozy beanbags. A seahorse mural shines under evening blacklights. A special events room is available for private parties, teambuilding events and nonprofit fundraisers.

The games

Oscar’s has more than two dozen arcade games ranging from old-school favorites to modern releases. Headliners include Minecraft, Halo, Plinko, Jurassic Park, skee ball, Down the Clown and classic Pac Man. There are also several escape games, including Mystic Manor, Innocence and Christmas Story, as well as claw machines with prizes, playful selfie stations, and much more.

The menu

Currently, Oscar’s Playground offers grab-and-go snack food, sodas and pints by local favorites like Alvarado Street Brewery.

The backstory

Oscar’s Playground is named for Oscar Hossenfelder’s Edgewater Packing Co., a former Cannery Row destination with arcade amusements, shops and a historic carousel. Christina and Barrie both played games there when they were young, and Cannery Row has remained an important place throughout their adult lives together. Before operating several businesses in the district, the couple met and fell in love at an event on Cannery Row. 

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Chardonnay Central

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A Literary Retreat

To celebrate Steinbeck’s birthday, plan a weekend walking tour of Monterey’s novel attractions. His 1945 book Cannery Row fictionalized the characters of the famous Monterey fishing district; in 1958, city officials renamed Ocean View Boulevard as Cannery Row to honor those connections. Today, you can book rooms at a waterfront inn surrounded by refurbished canning facilities and explore the spots that shaped Steinbeck’s work. 

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Driven by Dreams

If your California dream involves cruising the Pacific coast in a classic car, the Monterey Plaza Hotel & Spa can help bring that fantasy to life. 

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Hole in One

The annual AT&T Pebble Beach Pro-Am draws celebrity players and professional golfers to the scenic Pebble Beach Golf Links early each February. 

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Nature on Display

A soothing slant of sunlight. Water that trickles gently through a stone fountain. An interior wall lush with leaves and blooms. As hotels study guest preferences, such connections to nature frequently rise to the top. That’s why properties are incorporating biophilic design elements – features inspired by the organic world around us – into guest rooms and public spaces. 

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Off-Season Exhale

January is an especially good time to visit Monterey, where the slower winter season typically means smaller crowds and more personal attention for guests. It’s a relaxed experience this time of year, without the summer-season lines that sometimes pop-up at headlining attractions and restaurants. The easy access also means that travelers can make the most of their limited vacation hours without outlining a rigorous schedule. 

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Seven Romantic Surprises

As sweethearts plan their Valentine’s Day getaways, couples looking to make the weekend extra special might be seeking some fresh inspiration. Monterey’s breathtaking coastal setting makes it a naturally romantic place to celebrate love, while the community’s elegant resorts, white tablecloth restaurants and unforgettable activities add to the charm. 

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An Interest in Instagram

The reasons we use Instagram vary from entertainment to information to inspiration. For some individuals, images offer travel, decorating or wellness inspiration. Others scroll through photos as a simple break during a busy day. 

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Earth Day by the Bay

April 22 marks the 50th anniversary of Earth Day. Launched in 1970 in response to oil spills, smog, pollution and other challenges, the initial presentation united 20 million Americans in rallies staged across the country. By the year 2000, 5,000 environmental groups in 184 nations led demonstrations designed to raise awareness and make a difference in the natural world. 

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Lunch, the Local Way

The deli serves a takeaway menu of build-your-own sandwiches and house favorites named for Coniglio family members and friends. The Uncle Philly, with dry coppa, provolone, lettuce and pepperoncini on a seeded role, honors their uncle who first established the Mediterranean Market. The Uncle Peter, piled high with Black Forest ham, Emmentaler Swiss, lettuce and pickle, is named for another uncle, the former mayor of Monterey. The Uncle Johnny, made with Genoa salami, provolone, Dijon and lettuce, honors Jason and John’s late father. 

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Free and Fresh

When summer sunshine beckons, few places are more enticing than coastal Monterey. 

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Monterey Mementos

Traveling leads to priceless memories, whether you’re enjoying a quick day trip or a long, leisurely week away. Sometimes, however, we want to remember those adventures with more than great stories and some framed photos. 

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Open-air Dining

Fans of Monterey County’s low-key cafes and white-tablecloth establishments know that local flavors headline menus of all types. Here, Salinas Valley produce and fish caught fresh from the Monterey Bay are among the top menu items. Wine lists spotlight reds and whites from some 85 Monterey County vintners and growers. 

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Cannery Row from the Water
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