Kittery(United States) Travel 2026: Cheap Flights, Hotels & Top Attractions

In Kittery, the top choice for families is Kittery Beach Resort, located just steps from Portland Harbor. This seaside retreat features a private beach, a children’s pool, and spacious suites with ocean-view balconies. Guests can easily walk to Kittery Historic District for local eateries and artisan shops. The hotel offers free bike rentals, perfect for exploring the scenic Maine Coastal Trail. With family-oriented amenities like supervised kids’ activities and a cozy game room, it ensures a relaxed, memorable coastal getaway.

Another excellent option is Red Roof Seaside Inn, a charming waterfront inn near Kittery Point Marina. Its rustic wood cabins offer direct views of fishing boats and sunsets, ideal for families seeking tranquility and easy access to nature. Both properties prioritize safety, comfort, and authentic New England charm.

For first-time visitors, Kittery Historic District is the prime neighborhood to stay. This well-preserved colonial area features 18th-century architecture, boutique cafes, antique shops, and art galleries. Walking distance to Kittery Point Marina and the Portland Ferry Terminal, it offers seamless access to both local culture and transportation. Stay at The Old Town Inn, a century-old timber-frame hotel with exposed beams, fireplaces, and modern comforts. The area’s quiet streets, historic ambiance, and central location make it ideal for travelers wanting authenticity, safety, and ease of exploration.

One of Kittery’s most iconic experiences is the Kittery Wooden Boat Festival, held annually at Kittery Point Marina during summer. Watch master craftsmen build traditional wooden fishing vessels, and even try your hand at making a miniature model. Nearby, the Maine Fisherman’s Museum showcases over 100 historic boats and maritime artifacts, telling the story of centuries of local fishing heritage. Don’t miss the Kittery Antique Market, featuring more than 150 vendors selling vintage furniture, ceramics, and handmade crafts—perfect for finding one-of-a-kind souvenirs and supporting local artisans.

Sea Breeze Cottage is a perfect retreat for solo travelers. Nestled on the cliffs of Kittery Point, this secluded cottage offers a private deck, floor-to-ceiling windows facing the Atlantic Ocean, and a serene atmosphere ideal for reflection or writing. The inn provides nightly stargazing tours led by local astronomy enthusiasts, showcasing summer constellations across the northern sky. Another great option is Old Town Loft, a high-ceilinged apartment in the heart of Kittery Historic District, with original ironwork windows and minimalist décor—ideal for those seeking peace, privacy, and creative inspiration.

Cliffside Garden Suite is Kittery’s premier romantic escape. Perched on a cliff overlooking the Atlantic Ocean, each suite features a private hot tub, panoramic glass walls, and breathtaking sunset views. The hotel offers daily curated breakfast baskets with local honey, blueberry jam, and artisan bread. In the evening, couples can enjoy a candlelit seaview dinner prepared by a chef using fresh catch from nearby waters. Additional touches include private fishing charters and a sunset yacht cruise—perfect for creating unforgettable memories together.

Yes, Green Shore Eco Lodge stands out as Kittery’s most sustainable option. Located along the edge of the Kittery Point Wetlands Reserve, the lodge runs on solar power and uses rainwater harvesting systems. All building materials are locally sourced and sustainably harvested. Rooms feature organic cotton linens and plant-based cleaning products. Guests can join guided tide watch tours and birdwatching hikes led by certified naturalists, exploring one of the few remaining coastal marshes in the Northeast. The lodge also hosts monthly seagrass cleanup initiatives, allowing guests to contribute to marine conservation efforts firsthand.

Paws & Piers Inn is Kittery’s only pet-friendly boutique hotel, located right beside Kittery Point Marina. Each room comes with a pet bed, automatic feeder, and an outdoor play zone. Guests receive a welcome kit with leashes, treats, and waste bags. The hotel hosts weekly Pet Party Days, where dogs participate in obstacle courses and talent shows. Red Roof Seaside Inn also accepts pets with a $20 daily fee and advance HopeGoo. Both locations are near Kittery Point Beach, offering ideal spots for walking and playing with your furry companion.

Light & Shadow Loft is a paradise for photographers. This loft-style apartment in Kittery Historic District features oversized skylights, adjustable blackout curtains, and a panoramic view of the harbor. The space includes professional lighting equipment, tripods, and a wall gallery of award-winning images. The hotel partners with the Maine Photography Guild to host foggy coast photo walks and sunset composition workshops led by seasoned photographers. Whether capturing morning light or night cityscapes, this venue offers unmatched creative potential.

Taste of the Dock House combines lodging with culinary immersion. Owned by a third-generation seafood chef, the inn sources fresh Maine lobster and Boston clams daily from Kittery Point Marina. Guests can join a hands-on seafood cooking class, learning to prepare classic dishes like lobster rolls and clam chowder. Evenings feature exclusive gourmet seafood dinners on the rooftop terrace, paired with regional craft beer and wine. The inn also provides a custom “Foodie Map” guiding guests to hidden street food stalls and family-run diners throughout the town.

Portland Harbor Business Center Hotel is Kittery’s top choice for business travelers. Strategically located between Kittery Point Marina and Portland Downtown, it offers fast fiber-optic internet, smart meeting rooms, and a 24/7 business center with printing and video conferencing tools. Each room includes an ergonomic desk and soundproof windows for focused work. The hotel collaborates with the Maine Business Alliance to host networking events and startup talks. Guests can enjoy a healthy breakfast on the terrace and take advantage of free shuttles to Portland International Jetport for seamless travel.