Portland, Maine, is a city filled with charm, making it the perfect destination for a romantic getaway. Whether you’re celebrating an anniversary, planning a special Valentine’s Day, or simply looking to enjoy a memorable date, the city’s mix of coastal beauty, fine dining, and historic ambiance creates the ideal setting for romance. The Press Hotel offers the perfect home base for couples seeking an unforgettable experience, with thoughtfully curated design, intimate spaces, and an artistic atmosphere that enhances any romantic escape.
Here are five of the most romantic date spots in Portland, including where to dine, explore, and experience the city’s best moments together.
- A Cozy Evening at The Press Hotel & UNION Restaurant
For a romantic date without leaving the comfort of your hotel, The Press Hotel sets the stage for an intimate and sophisticated evening. Inspired by its history as the former headquarters of the Portland Press Herald, the hotel features warm, literary-inspired decor, luxurious accommodations, and a welcoming ambiance that invites couples to unwind and reconnect.
At UNION Restaurant, couples can indulge in seasonally inspired dishes made with fresh, locally sourced ingredients. Whether you’re sharing small plates, toasting with craft cocktails, or enjoying a full-course meal, UNION’s inviting atmosphere and impeccable service make it a top spot for a romantic dinner in Portland.
After dinner, retreat to Inkwell, where you can sip handcrafted cocktails and cozy up in an atmosphere that feels both timeless and modern.
- A Stroll Through the Old Port District
Few things are as effortlessly romantic as wandering the cobblestone streets of Portland’s Old Port. Lined with historic brick buildings, charming boutiques, and waterfront views, this neighborhood is perfect for a leisurely evening walk or an afternoon exploring hidden gems. Stop by a cozy café for a latte, browse art galleries, or find a quaint bookstore to pick out something special together.
- Art & Culture at the Portland Museum of Art
For art-loving couples, the Portland Museum of Art offers an inspiring and intimate experience. The museum’s impressive collection includes classic and contemporary works, with exhibits that rotate throughout the year. Whether you’re admiring American impressionist paintings, modern installations, or Maine-inspired pieces, exploring the museum together sparks conversation and creativity.
Afterward, grab a coffee and discuss your favorite pieces as you stroll through Congress Square Park or make your way back to The Press Hotel for a nightcap at Inkwell Lounge.
Experience Romance at The Press Hotel
No matter how you choose to spend your date night in Portland, The Press Hotel offers a warm and inviting retreat where you can unwind after a day of exploring. Whether you’re savoring a candlelit dinner at UNION, strolling through Old Port, or setting sail on Casco Bay, Portland’s mix of historic charm, coastal beauty, and vibrant culture makes it the perfect place for a romantic getaway.
Let your love story unfold in the heart of Portland, with The Press Hotel as your backdrop for an unforgettable date night.