Portland’s spirit flows strong well into late summer—and a stay at The Press Hotel positions you in the heart of it: book-lined walls, vintage typewriters, and the culinary delights of UNION Restaurant and Inkwell set the perfect tone.
Music & Live Performance Highlights
From August 7 through 31, the State Theatre Summer Concert Series at Thompson’s Point offers headliner experiences beneath open skies. Catch The Flaming Lips & Modest Mouse on August 7, Guster’s on the Ocean on August 9–10, and Lake Street Dive on August 16–17. Later in the month, Gregory Alan Isakov performs on August 22, and Leon Bridges takes the stage August 31–September 1.
On August 10, rev up for motorsport excitement at the BitNile.com Grand Prix of Portland, featuring world-class IndyCar drivers racing through the streets of Portland in spectacular fashion.
For lovers of classical refinement, the Portland Chamber Music Festival presents a free Family Concert in August (after the 6th), delivering intimate performances from chamber ensembles at the Abromson Community Education Center—a perfect midday cultural interlude.
Dining, Drinks & Late-Summer Eats
After live shows or city roaming, retreat to Inkwell, the Press Hotel’s atmospheric lobby bar styled like a vintage newsroom. Enjoy cocktails like the Press Martini or try a seasonal creation crafted with ingredients such as the hotel’s rooftop honey. At UNION Restaurant, seasonal menus spotlight Maine’s bounty: think Casco Bay seafood, local produce, and inventive dishes that ever-evolve with the season.
Outdoor Adventures & Waterfront Attractions
While many events wind down by early August, outdoor enjoyment remains vibrant. A stroll or bike from the hotel to the Eastern Promenade reveals coastal paths, kayak rentals, and picnic spots with sweeping bay views. It’s the perfect setting for a quiet sunset or waterside ice cream.
Nearby, L.L. Bean Summer in the Park in Freeport continues daily through August 31, featuring family-friendly activities like live music, yoga, movie nights, and kids’ crafts—ideal for a quick half-day excursion.
Arts, Culture & Old Port Charm
The creative energy of Portland’s Arts District carries on all month. Evenings remain alive with First Friday Art Walks, gallery exhibitions, and programming at venues like SPACE Gallery. The Press Hotel enriches this artistic landscape by showcasing curated works from over 26 Maine artists in its lobby, guestrooms, and gallery spaces.
For a deeper dive, stroll Old Port’s cobblestone streets after your events for boutique shopping, seafood shacks, and harbor views. Local bookstores, artisan shops, and historic piers meld into a walkable neighborhood rich with character.
Why The Press Hotel Is the Ideal Summer Base
Returning after a day of events or exploration, The Press Hotel feels like retreating into a story—where literary décor, vintage typewriters, and curated art spark inspiration. Lobby coffee and comfortable guestrooms give you a warm respite, while Inkwell and UNION ensure your evenings remain vibrant and local-focused.
The hotel’s Old Port location makes walking to waterfront concerts or downtown galleries effortless—no need for parking logistics or long travel. Evening amenities like late-night drinks or rooftop honey‑inspired sweets let you unwind in style. And the boutique rooms offer thoughtful rest before your next summer experience.