Who says some of the world’s chicest destinations have to cost the equivalent of a car down payment? Not so if you plan your trip during fall's "shoulder season"—the sweet spot in September, October and early November when most people are back at work, school or still recovering from their summer splurges. If you can swing a long weekend—or better yet, a full week off—you could score serious savings on places that typically cost thousands more to visit. Here are four stylish escapes and ways to see them for a lot less.
Related: 7 Biggest Fall Travel Trends, According to Pros
1. Midcoast Maine (Camden, Rockland, Boothbay Harbor)
Camden, Maine, is the perfect destination for a shoulder season getawayPhoto by Walter Bibikow on Getty Images
Why it’s chic: North of Portland and south of Acadia National Park sits Maine's mid-coast region, including charming coastal towns such as Camden, Rockland and Boothbay Harbor. From its stunning natural rocky coastline to boutique B&Bs, lobster rolls and lighthouses, shoulder time is the best time to experience this Maine gem with zero crowds.Why it’s affordable: After Labor Day, rates drop at inns and waterfront stays, and restaurants are still open with fewer waits. Stay at The Spruce Point Inn for rates as low as $309 and sip and savor your way through the oyster capital of Maine with a 4 p.m. Damariscotta River Oyster and Wine Tasting Cruise.
Related: The Maine Beach Town That's Perfect for Fall Too
2. Santa Fe, New Mexico
Santa Fe, New Mexico, at nightPhoto by DenisTangneyJr on Getty Images
Why it’s chic: Adobe architecture, upscale Southwestern design and a world-class art scene are top reasons this New Mexico gem is a world-class travel destination. Stroll galleries, eat red chile everything and view classic desert sunsets you can't find anywhere else. (You can't go wrong if travel guru Samantha Brown calls this one of her favorite destination in the world.) Why it’s affordable: Shoulder season brings cooler weather and fewer tourists, with deals at stylish boutique hotels and spas. Stay at Bishop's Lodge starting at $419 for midweek rates—this chic spa resort's rooms are a literal Ralph Lauren ad and typically cost $2,000+ per night in high season. While there, take a scenic hike to Tsankawi and discover the living traditions of the Pueblo communities on a half-day, elder-led experience.
3. Lake Como, Italy
Sunset over the traditional village of Varenna on shore of Lake Como, ItalyPhoto by Roberto Moiola / Sysaworld on Getty Images
Why it’s chic: Timeless "la dolce vita" elegance with a stay in a villa, peruse silk boutiques and sip Aperol by the lake. Taylor and Travis have been spotted here, as have countless other celebs, but in summer, it's practically impossible to find a place to stay. In fall, you can experience all the same fashion girl energy and sip 3 euro cappuccinos with a view.Why it’s affordable: After September, rates drop significantly, ferries are less crowded and the lakeside towns feel local again. The three-star Hotel Villa Belvedere sits right on the lake and has charming, deluxe panoramic view rooms starting at just $270. Cruise the lake in an E26 classic Italian motor boat from Lake Como Experiences and pretend you're James Bond as you glide past Villa Balbianello, a stunning mansion renowned for its breathtaking gardens and iconic presence in films like Casino Royale and Star Wars.
4. Porto, Portugal
A view of the old district of Ribeira, Porto, PortugalPhoto by Nick Brundle Photography on Getty Images
Why it’s chic: Design lovers and foodies alike will appreciate the blue-and-white Azulejo-tiled streets, port wine tastings and chic riverfront cafes. In the fall, the city's atmospheric, moody weather adds ambiance and charm. Why it’s affordable: Portugal still offers incredible value, especially compared to Western Europe, and shoulder season flights are more affordable—right now, they can be found as little as $449 from New York JFK in October. Stay at the boutique hotel Gran Cruz House in Porto's historic Ribeira Square with prices starting at $287 a night—some of its seven pastel-hued rooms overlook the Douro River and its renowned restaurant Casario, headed up by some of Portugal’s most famous chefs, offers a taste of classic Porto gastronomy.
Related: 4 U.S. Cities That Feel Just Like a European Fall Fairytale
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