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Poor Little Rich Girl may be off the beaten path but once discovered, the curated selection of hand-picked affordable vintage finds will keep you coming back. Whether looking for a full outfit or that unique accessory to make a current outfit pop, PLRG is the place to discover something original. Catering to all styles and budgets, PLRG even lets you rent in the right situation.

Storied honky-tonk joints—and tourists—crowd lower Broadway, but even locals are drawn to the classic country feel of Robert’s Western World. Two-step around the tiny dance floor to covers of songs by such favorites as Hank Williams, Patsy Cline, and Loretta Lynn.

You might recognize this restaurant from the 2013 movie Labor Day. Enter Wilson’s Diner, and you’ve stepped back in time. Built in 1949 by the Worcester Lunch Car Company, it is now listed on the National Register of Historic Places. Early risers: from 5am during the week you can get a no nonsense, well priced meal, filled with fresh ingredients. Wilson’s also serves great sandwiches for lunch.

Like many Hudson Valley inns, Wm Farmer & Sons owes its existence to a young New York couple who decided to quit city life in favor of greener pastures. In this case, it was Kristan and William Kirby Farmer who moved to Hudson and transformed a 19th-century structure into a 13-room inn. Spread across two main buildings, rooms feature a mix of dark grays, browns, autumnal oranges, farmhouse reds, and the occasional plaid pattern on the chairs and sofas. A few annexed suites off to the side also include full kitchens with sleek appliances like ovens and stoves. The on-site restaurant is open Tuesday through Sunday and offers a constantly changing menu of meat and seafood dishes, plus a daily happy hour with seasonal cocktails.

In a world with wine flights and cheese flights, I don’t know why someone hasn’t thought of a pancake flight before. Thankfully Orange filled that gap with delicious fluffy flavorful pancakes before we knew what we were missing. This pancake flight made the perfect breakfast appetizer for my Monday Brunch Group and we even cut each pancake into 4 pieces so we could sample each one. I typically don’t order pancakes as a main order because I prefer savory breakfast to sweet but this pancake flight was the ideal start to a Monday morning. And the orange flavored coffee? That was a tangy cup of delectable right there. Orange, you are full of surprises!

In D.C.’s Georgetown neighborhood, Cady’s Alley is a cluster of shops and design firms specializing in high-end home furnishings, kitchens, and baths. If you’re a jewelry lover, head to JewelersWerk—they offer one-of-a-kind, contemporary design pieces. The pedestrian-only alley part of Cady’s Alley is reminiscent of a European shopping street. If you want to escape from the hustle and bustle of the main shopping area of Georgetown, come here. Do a bit of window shopping and then take a break at Kafe Leopold Konditorei, a nice Austrian eatery located in the center of the alley. You really can’t go wrong with a well-brewed cup of coffee and a pastry.

The Flying Biscuit, owned by waitress and chef Delia Champion and Indigo Girls member Emily Saliers, opened in 1993 and since then has expanded its original Candler Park location and franchised all around town. At least 5,000 of their famous biscuits are made every day at each location. As you can tell, those biscuits are the main attraction. They’re sweeter than the standard biscuit and are served with cranberry apple butter. Also recommended: an omelet with a side of their “creamy dreamy” grits or the Eggstra-Ordinary Breakfast, pictured here.

Fitzgerald’s has been around since 1977, and has hosted some of the biggest names in music—like James Brown, Tina Turner, and the Ramones—in addition to giving a start to many local bands. The first floor of the two-story building has a full bar, small stage, and large back cobblestone patio with a separate bar. Upstairs is the main stage, accompanied by a full bar, balcony seating, and an inviting hardwood dance floor. Buy tickets online or at the door for shows several nights a week.

Whether you’re a frequent flier or a first time traveler, Red Oxx bags and luggage will outfit your exploration with style. Red Oxx carries a multitude of high quality bags and suitcases specifically designed for whatever adventure you’re about to embark upon, whether it be a wild African safari or a business meeting a state away. Safari bags, expedition bags, day packs, briefcases and garment bags are just a few of their products; all hand made in Montana.

Sugar sands, shallow waters, and consistently smooth seas are just a few factors that make Captiva Beach a Southwest Florida favorite. The shelling is great here, especially after storms, but it’s the sunsets that make it famous—and why Captiva is considered one of the most romantic beaches in the state. For a swim, stroll, or sunset viewing party, it can’t be beat. Be sure to keep your eyes peeled for the dolphins that are regularly spotted offshore.

There’s no need to fly all the way to Italy to try the pie that earned first place at the 2007 World Pizza Cup. Just head to North Beach and Tony’s Pizza Napoletana, where chef-owner Tony Gemignani was the first American to win the title. Gemignani serves only 73 of the prize-winning Margherita pizzas a day, but the seven ovens in the kitchen make a broad selection of styles, including Sicilian, Roman, New York, St. Louis, and even a Detroit-style pie—a square pizza made with Wisconsin brick mozzarella cheese. To find Tony’s, either follow the scent of baking crust or look for the line of eager customers awaiting entry to the no-reservations corner eatery.

Opulent is the word that may occur to you as you stroll into this split-level steakhouse. The art deco-inspired main dining room features oak pillars, camel-colored banquettes, and a jaw-dropping six-tiered brass and crystal chandelier. Upstairs, diners sit on a teak terrace with views of the San Diego skyline. A meal here often includes a show: Many dishes from caesar salad to Tournedos Rossini are prepared and served tableside from custom-made carts. The star of the menu is the Creekstone Farms Beef which has been dry-aged in a glass-enclosed meat locker for more than 25 days. Dry-aged duck and lamb, vegan tartares, and vegetable side dishes like leeks roasted over coals, or broccoli with salty bagna cauda round out the menu. Executive Chef Jason McCleod earned two Michelin stars working at Ria at the Elysian in Chicago. While Born & Raised is a high-end venue, the service is friendly and laid back with suit-clad servers sporting sneakers.

The Wauwinet makes the most of its coastal setting between the Atlantic Ocean and Nantucket Bay. Next to the Coskata-Coatue Wildlife Refuge, the resort has 32 rooms, plus four cottages with separate living rooms and the three-bedroom Anchorage House across from the main inn. In addition to private beach access and bikes to explore the island, guests can take out a kayak, play a game of tennis, or watch a movie in their room with hot buttered popcorn. A spa offers sea-inspired facials, massages, and body treatments. TOPPER’S restaurant is known for its Retsyo oysters, harvested only 300 yards from the restaurant, and offers transfers to and from White Elephant Hotel’s Brant Point Grill on its 21-passenger boat, Lady Wauwinet. The inn also provides regular shuttle services to the ferry and Nantucket town (about 10 miles away), and outside of peak summer season will drive guests to the village of ‘Sconset in its 1947 Woody station wagon.

Bear Mountain Lodge has had many lives since it was first built in 1928. Back then, it was a school for unruly boys from the East Coast; later it became a country club and hotel for the well-heeled; and before artist-turned-innkeeper Linda Brewer bought the property five years ago and turned it into a 10-room lodge, it was owned by the Nature Conservancy. It’s fitting, then, that nature is the main attraction at the lodge, which sits on 178 acres and has horses, cows, and chickens, plus birds and butterflies and a pond that’s home to the endangered Chiricahua Leopard Frog. The Gila National Forest—at 2.7 million acres, the largest wilderness area in the Southwest—is the lodge’s back yard. If you find yourself missing civilization, Silver City is just over three miles away, but escape is really the point here. And while there is Wi-Fi, there aren’t any televisions.

For guests at the Ritz-Carlton, Dove Mountain, there’s no mistaking that they’re in the High Sonoran Desert of Southern Arizona. There are the saguaro cacti, the cooing quail in early morning, the black-velvet skies at night, and, rising directly behind the resort, the Tortolita Mountains, whose granite boulders are inscribed with graffiti-like messages that have been there for a thousand years. Visitors so inclined can get equally lyrical about the 27-hole Jack Nicklaus–designed golf course, the 17,000-square-foot spa and fitness center, the three swimming pools, or the dishes made visible in the open kitchen of the resort’s main restaurant, the Core Kitchen and Wine Bar. The pervading feeling is that this is a place people have been coming to for refuge, rest, and replenishment for a very long time (since before 2000 B.C., according to some experts).