Baltimore Travel Guide 2026: Best New Restaurants, Winter Restaurant Week, and SAIL250

While its neighbors to the north and south often grab the headlines, Baltimore has quietly curated one of the most exciting, culturally rich, and affordable travel experiences on the East Coast. 2026 is shaping up to be a banner year: The city is gearing up for the SAIL250 celebrations and the 50th Anniversary of AFRAM, making it a focal point for national tourism.

But you don’t need to wait for summer to visit. From Chamorro cuisine in Hampden to high-end Syrian dining in Federal Hill, here is your guide to eating and exploring Baltimore right now.

1. The "New & Notable" Tables to Book

Baltimore’s culinary identity in 2026 is defined by hyper-specific, globally sourced concepts that you won't find in D.C. or Philly.

• The Duchess: This is the table everyone is trying to get in early 2026. Located in Hampden (in the former B-Side space), Chef Kiko is making waves with Chamorro cuisine—flavors native to Guam and the Mariana Islands. It is bold, tangy, and totally unique to the region. Buzz Factor: It’s rare to find this cuisine on the East Coast, making it a "must-visit" for serious foodies.

• The Ruxton: If you want the "power dinner" of 2026, this is it. Located in Harbor East, this high-end steakhouse is delivering the kind of old-school glamour that commands a dress code. Think blue velvet booths, tableside martinis, and dry-aged cuts that rival New York’s best.
• Ammoora: While it opened a bit ago, Ammoora in the Ritz-Carlton Residences remains the city's crown jewel for fine dining. It’s not just dinner; it’s an education in Syrian luxury. The interior features mother-of-pearl inlay furniture imported from Damascus, and the food has rightfully earned it mention in every "Best of" conversation this year.

2. Trend Alert: "Dry January" Done Right

Baltimore’s bar scene is famous for its hospitality, and that extends to the zero-proof crowd.

• Dutch Courage: This gin-centric bar in Old Goucher isn't just for spirit lovers. They are currently celebrating their 5th anniversary and have become a hub for the N/A movement, hosting "spirit-free" cocktail competitions that prove you don't need ABV to have a complex drink.

• Fadensonnen: Ideally situated for a winter hang, this beer garden and natural wine bar offers a cozy, wood-burning atmosphere. Their house-made sodas and kombuchas are sophisticated enough that you won't feel like you're missing out while your friends drink Pet-Nat.

3. The 2026 "Look Ahead": The Year of the Waterfront

Why is everyone talking about Baltimore for 2026? It’s what’s coming this summer.

• SAIL250 Maryland (June 2026): Mark your calendars now. As part of the nation's 250th birthday, Baltimore’s Inner Harbor will host massive tall ships and naval vessels. Hotels will sell out.
• AFRAM 50th Anniversary (June 2026): One of the largest African American festivals on the East Coast is expanding to three days this year to celebrate its golden jubilee.

4. The "Traveler’s Hack" for January 2026

If you want to eat like a king on a pauper's budget, your window of opportunity is opening soon.

• Baltimore Winter Restaurant Week: The dates are officially set for January 23 – February 1, 2026.

  • The Deal: Dozens of top-tier restaurants (including many in Harbor East and Fells Point) offer fixed-price brunch, lunch, and dinner menus. It is the absolute best time to try places like The Duchess or Costiera without the usual price tag.

Pro Tip: Winter in Baltimore is surprisingly walkable. Grab a hot chocolate from Pitango in Fells Point and walk the promenade to the Winter Village setups before they pack up for the season.

Summary: Your 3-Step Charm City Itinerary

1. Afternoon: Explore the American Visionary Art Museum (AVAM) for their MLK "Dare to Dream" day (Jan 19).
2. Dinner: Experience the new Chamorro flavors at The Duchess in Hampden.
3. Late Night: Cozy up with a zero-proof cocktail at Dutch Courage.