Name: Leeward
Address: 85 Free St, Portland, ME 04101, USA

Nestled in the heart of Portland, Maine, Leeward is a must-visit culinary destination promising a delightful dining experience. Renowned for its creative approach to Italian cuisine, this charming restaurant offers a menu rich in artisanal pasta dishes, all made in-house with a dedication to quality and authenticity. Leeward's inviting atmosphere caters perfectly to both intimate dinners and gatherings of friends, making it a popular spot for both locals and visitors.

The restaurant's chefs are committed to using locally-sourced ingredients whenever possible, ensuring that every meal bursts with fresh, vibrant flavors. Patrons can expect a carefully curated wine list alongside their meal, featuring selections from both local and international vineyards to perfectly complement the Italian-inspired cuisine.

Leeward's stylish yet cozy setting adds to its appeal, inviting guests to relax and savor their meals in comfort. While the restaurant's reputation speaks volumes, it’s the commitment to consistently delivering exceptional food and an unmatched dining experience that sets Leeward apart.

Whether you’re stopping by for a special occasion or simply to enjoy an exquisite pasta dish, Leeward welcomes you with open arms, promising a memorable culinary journey in one of Maine's most vibrant cities. Discover the fusion of tradition and innovation at Leeward and experience why it remains a standout choice in Portland's dynamic dining scene. 

Leeward

Maine’s called Vacationland for a reason.  We’ve got pristine mountains and lakes, fields, forests and 3,500 miles of coastline. You can smell the salt sea in the air and see shooting stars above your head at night. Every corner of the state beckons you outside to enjoy its raw beauty, making Maine a haven for sports.

And for the pros, almost pros, not even close to pros and people who just like to cheer, the countless sporting events that take place here every year are a special treat. They’re a chance for everyone to enjoy, if even for a weekend, the special place we get to take in all year.

Plus with 4 seasons, Maine can host 4 times the types of events. Skiing to sailing, running to rafting, we can be the backdrop for it all. So if you’d like to get in on all Maine has to offer (be it hosting an event, planning, participating or just watching), we at the Maine Sports Commission are here to help get YOU here.

Maine Sports Commission

Discover Another Round, a vibrant cocktail bar nestled in the heart of Portland, Maine. This trendy spot promises an inviting blend of ambiance and expertly crafted drinks, making it a must-visit for cocktail enthusiasts. Renowned for its innovative menu, Another Round offers a diverse selection of handcrafted cocktails that appeal to both seasoned connoisseurs and those eager to explore new flavors. Each drink is meticulously prepared using quality ingredients, ensuring a memorable experience with every sip.

Perfect for an evening out with friends or a casual date night, Another Round provides a relaxed yet lively atmosphere. Its distinctive charm lies in its commitment to serving unique and creatively inspired beverages that can't be found elsewhere. Whether you're in the mood for a classic cocktail or eager to try a bartender's special, this bar accommodates a wide range of tastes and preferences.

While the intimate setting is ideal for small groups, the friendly and knowledgeable staff ensure that every visitor feels welcomed and attended to. Though information on specific accessibility or dietary accommodations isn't detailed, the emphasis on high-quality drinks and a stylish setting defines Another Round as a standout destination in Portland's vibrant nightlife scene. 

Another Round

Discover a world of artistic wonder at the Portland Museum of Art, located in the heart of Portland, Maine. Situated at 7 Congress Square, this vibrant cultural hub showcases an impressive collection that spans centuries, offering a rich tapestry of art for everyone to enjoy. From classic European masterpieces to contemporary pieces and celebrated American works, the museum's diverse exhibitions cater to art enthusiasts and casual visitors alike. 

The Portland Museum of Art is an inviting space for families, groups, and tourists seeking to enrich their cultural understanding. It regularly hosts engaging temporary exhibitions, which keep the experience fresh and dynamic for repeat visitors. The museum's thoughtfully curated collections reflect its commitment to both local and international artists, highlighting Maine’s important role in the larger art world.

Visitors can also enjoy educational programs, lectures, and interactive activities, making it an excellent outing for those with a keen interest in history and culture. With its central location and beautifully designed interior, the Portland Museum of Art provides a peaceful escape for those seeking inspiration or relaxation.

As you wander through its galleries, you'll find an environment that welcomes all, promising a memorable experience that stimulates appreciation for the arts. Whether you are a long-time art lover or new to the scene, the Portland Museum of Art is a treasure trove of creativity and offers something unique for each guest who walks through its doors. 

Portland Museum of Art

Discover Bubble Bliss, Portland's premier destination for handcrafted bubble tea located at 23 Temple St. This vibrant tea shop offers an extensive menu of refreshing beverages that cater to diverse tastes, making it a must-visit for both locals and tourists. Whether you're a bubble tea aficionado or new to the experience, Bubble Bliss provides an array of delicious options, each drink expertly crafted to ensure satisfaction.

Bubble Bliss takes pride in using high-quality ingredients to deliver a genuine bubble tea experience. From classic milk teas to innovative fruit-infused blends, their offerings are designed to delight and refresh. The addition of chewy tapioca pearls and a variety of other toppings elevates each drink, allowing you to customize your beverage just the way you like it.

This inviting venue is perfect for individuals and groups looking for a fun and casual outing. The welcoming atmosphere, coupled with friendly staff, ensures that every visit is a delightful experience. Whether you're grabbing a quick drink on the go or meeting friends to enjoy a leisurely afternoon, Bubble Bliss is the place to be.

If you're in Portland and seeking a unique and enjoyable drink experience, head to Bubble Bliss, where quality and flavor meet in every sip. 

Bubble Bliss

Eighty 8 Donuts, located on Federal Street in the heart of Portland, Maine, is a delightful destination for anyone with a sweet tooth. Specializing in mini donuts, this charming spot offers a unique twist on a beloved classic. Each donut is freshly crafted and topped with a variety of tempting flavors that range from classic cinnamon sugar to more inventive options, ensuring there's something for every palate. Their mini size makes them perfect for sampling multiple flavors in a single visit.

Whether you're a local resident or a visitor to Portland, Eighty 8 Donuts promises an inviting experience that's sure to brighten your day. Its convenient location makes it an ideal stop for a quick treat during a day of exploring the city. The shop is especially popular with tourists looking to indulge in local culinary delights, adding a bit of Maine magic to their travels.

Eighty 8 Donuts’ commitment to quality ingredients and creative recipes sets it apart from the ordinary donut experience. The cozy, welcoming atmosphere is perfect for families and groups seeking a friendly spot to gather and enjoy some sweet moments together. If you find yourself in Portland, don't miss the chance to savor these delightful little treats that pack a big punch of flavor. 

Eighty 8 Donuts

Perched atop 285 Commercial Street in the heart of Portland, Maine, Luna Rooftop Bar offers an exceptional vantage point for those looking to enjoy the city's vibrant atmosphere. This rooftop oasis is perfect for both locals and visitors, providing a memorable backdrop of Portland’s scenic vistas. Whether you're winding down after a day of exploration or starting an evening of socializing, Luna sets the stage with its inviting ambiance and stunning cityscape views. 

Guests can indulge in a curated selection of handcrafted cocktails, each one uniquely inspired by the Maine locale, guaranteeing a refreshing taste experience. The bar also offers a thoughtful array of wines and local craft beers, catering to various preferences. While specific menu details are best experienced firsthand, you can anticipate drinks that celebrate and reflect Portland's enthusiastic spirit.

Luna Rooftop Bar is an ideal destination for adult groups seeking a chic, urban environment to relax and chat. Its vibrant setting makes it a popular choice for those looking to capture the essence of Portland's nightlife from a breathtaking perspective. Luna doesn't just offer drinks but an elevated experience that resonates with both the city's character and its guests' desire for something special. Whether you're a local or a traveler, Luna aims to ensure your time on their rooftop is nothing short of unforgettable. 

Luna Rooftop Bar

X-Golf Portland, located at 101 York St in Portland, ME, is a premier destination for golf enthusiasts and newcomers alike, offering an immersive indoor golfing experience. X-Golf allows visitors to practice their swing and improve their skills in a comfortable, weatherproof environment. The venue is perfect for solo golfers aiming to enhance their game, as well as groups looking for a fun, interactive activity. 

Whether you’re a seasoned pro or a beginner, X-Golf provides a unique golfing experience, bringing iconic courses from around the world right to your fingertips. The simulation technology delivers a realistic golfing experience with precision analytics that help players of all levels to refine their technique. 

X-Golf Portland is an attractive spot for corporate events, parties, and casual get-togethers, making it a versatile choice for a wide audience. With a welcoming atmosphere and friendly staff ready to assist, it caters to both locals and tourists wanting to explore a different side of Portland. Ideal for family outings, friendly competitions, or simply enjoying a round of golf without the unpredictability of Maine’s weather, X-Golf Portland is conveniently located and an exciting feature of the local entertainment landscape. 

X-Golf Portland

Nestled in the vibrant heart of Portland, Maine, Rigby Yard, located at 50 Wharf Street, promises a delightful escape for locals and tourists alike. Known for its inviting atmosphere, this establishment is a go-to destination for those seeking a unique dining experience infused with a local touch. Rigby Yard offers a carefully curated menu that highlights locally sourced ingredients, ensuring fresh and flavorful dishes that capture the essence of New England cuisine. 

Whether you're a curious traveler exploring Portland's historic streets or a local resident looking for a new favorite spot, Rigby Yard provides a welcoming space where you can savor delicious meals, enjoy refreshing beverages, and soak in the lively ambiance. Its strategic location on Wharf Street makes it an easy stop for anyone exploring the bustling district. 

The inviting decor and friendly staff create an atmosphere that's perfect for casual outings with friends or relaxed family gatherings. While specific details about dietary accommodations or pet policies are not confirmed, the establishment's commitment to quality service ensures that guests have a memorable experience.

Visit Rigby Yard to enjoy a taste of Portland's culinary creativity and local hospitality, right in the center of a city known for its charming coastal vibes and flourishing food scene. 

Rigby Yard

Nestled in the heart of Portland, Maine, Camp Pennant offers a vibrant dining and social experience right on Commercial Street. This local gem invites guests to indulge in a delightful fusion of traditional American fare with modern twists.

The establishment is perfect for both intimate dinners and lively gatherings, offering a warm and inviting atmosphere ideal for friends and families. Its convenient location makes it a popular spot for both locals and tourists looking for authentic culinary experiences.

Designed with a welcoming ambiance, Camp Pennant is a great place to unwind after exploring Portland’s charming waterfront or bustling downtown. The friendly, knowledgeable staff add to the appeal by providing exceptional service, ensuring that each visit is memorable.

Whether you're seeking a cozy setting for a date night or a vibrant space for group celebrations, Camp Pennant is committed to delivering an unparalleled dining experience that highlights the best of Portland’s culinary scene. With its dedication to quality and service, this distinctive eatery stands out as a must-visit destination in the city. 

Camp Pennant

The Portland Symphony Orchestra, located in the heart of Portland, Maine, offers a vibrant and enriching musical experience. Known for its dynamic performances and commitment to artistic excellence, the orchestra delights audiences with a diverse range of classical and contemporary music. Its concerts are designed for music lovers of all ages, making it an ideal destination for families, couples, and anyone seeking a memorable cultural outing. 

The orchestra is renowned for its talented musicians and conductors who bring both beloved masterpieces and fresh new compositions to life. With a focus on creating accessible and engaging performances, the Portland Symphony Orchestra provides an inviting atmosphere for both seasoned concert-goers and newcomers exploring live orchestral music.

Visitors can enjoy performances in the historic Merrill Auditorium, known for its excellent acoustics and welcoming ambiance. As a cornerstone of Portland’s cultural scene, the Portland Symphony Orchestra not only enriches the local community but also attracts music enthusiasts from far and wide. Whether you're a local resident or a tourist, a visit to the Portland Symphony Orchestra promises an inspiring journey through the world of music. 

Portland Symphony Orchestra

Nestled in the heart of Portland, Maine, Central Provisions invites you to experience a culinary adventure that draws from local inspiration and global flavors. Offering a vibrant and eclectic menu, this popular eatery is renowned for its artful small plates, perfect for sharing a variety of tastes and textures with friends or family. Each dish is cleverly composed using the freshest local ingredients, ensuring both quality and sustainability at every bite.

Dining at Central Provisions promises a uniquely engaging experience, featuring dishes that reflect the rich culinary traditions of Maine, elevated with modern twists. The open kitchen allows guests to witness the craftsmanship and passion that go into each creation, further enhancing the intimate atmosphere of the venue.

Central Provisions caters to a diverse audience, from food enthusiasts seeking innovative flavors to visitors yearning for a genuine taste of Portland's dynamic food scene. Whether you're local or a traveler exploring the charm of Portland's Old Port district, this dining spot offers a welcoming and warm environment.

For those appreciating an exceptional blend of culinary creativity and local fare, Central Provisions stands out as a must-visit destination. Join in and savor a memorable dining experience that truly captures the essence of Maine's bountiful harvests and the innovative spirit of the city's vibrant culinary landscape. 

Central Provisions

Nestled in the heart of Portland, Maine, Sherman's Maine Coast Book Shop is a beloved destination for book enthusiasts. Located at 49 Exchange Street, this charming bookstore offers an extensive selection of books across various genres, ensuring there’s something for every reader. Whether you’re seeking the latest bestsellers, timeless classics, or regional literature, Sherman's has it all. 

Known for its friendly and knowledgeable staff, Sherman's provides a welcoming environment that encourages visitors to explore and discover new literary treasures. The shop’s inviting atmosphere makes it an ideal stop for both locals and tourists looking to immerse themselves in the world of books. It is a space where stories come alive, offering a respite from the hustle and bustle of the city streets.

Though compact in size, Sherman's prides itself on a carefully curated selection and attention to detail that sets it apart. From book signings to author events, the shop frequently engages with the literary community, making it a vibrant hub for book lovers of all ages. Though not explicitly stated as family-friendly, the inclusive and warm environment makes it a pleasant visit for individuals and families alike. Sherman's Maine Coast Book Shop is more than just a bookstore; it's a place where the love for reading is celebrated and shared. 

Sherman's Maine Coast Book Shop Portland

Join us for four days and three nights of running, dining, and relaxing in and around Acadia National Park. Our adventures will take us through the eastern deciduous and northern boreal forests of the park, on trails carpeted with moss and pine needles,​​ and up bald peaks with sweeping views of the surrounding islands and ocean. ​All runs throughout the retreat will be designed to accommodate various paces and abilities with multiple distance/elevation options offered (runs are also no drop, meaning we will stop and regroup as needed at various points along the trail).

​We will get the most out of the lovely weather by heading out into the heart of the park for runs each morning after breakfast. Post lunch, we will have time to rest, enjoy a yoga session or a workshop discussion, and go for a lake swim. Our retreat’s educational workshops are offered to enhance your running knowledge and experience on the trails. Before dinner we will embark on a relaxed recovery run through the nearby network of carriage trails, and in the evening we can walk downtown for a cone of delicious ice cream or sit around a campfire by the ocean with s’mores and celebrate the day’s big adventures. ​Your hosts will be on site throughout the entire weekend, to lead runs and workshops, provide local knowledge of the area, be an open book for any questions or discussions regarding trail running, and to enjoy the magical experience of sharing in the special community created through the simple and beautiful act of movement outdoors. We are so excited to meet you all!

Acadia Running Retreat

Are you ready to lace up your running shoes or pump up those bike tires?&#x20;

Join us for the Cider Press Stride + Ride at the Bethel Community Forest on Saturday, October 3rd.&#x20;

7:30am: Packet pick-up and same day registration

9am: 5K Trail Run 

10am: Mountain Bike Enduro Race

10:30am: 5K Trail Run Awards Ceremony

1pm: Mountain Bike Enduro Race Awards Ceremony

On-going: Food, bonfire, cider press, Piney McPinecone Scavenger Hunt

Stay tuned for detailed information regarding parking and specific locations for packet pick-up and start areas.

**MTB ENDURO RACE DETAILS:**

**Practice:** Riders should plan to practice ahead of race day, or plan to come early.  Stage 0 & 1 will be open for practice until the start of the race.  Stage 2 will be closed until the 5K is completed (about the time of the start of the enduro), leaving very limited time to practice on it for the Pro categories.  LTE categories should be able to get a practice lap in while Pro's race Stage 0.

Mandatory Riders Meeting / Race Briefing -  time TBD

More information to come, yet expect loads of fun including a 5K trail race, Gulley-Verse time trial, scavenger hunt, cider press + bonfire, and more!

Check out the event website for various entry fees for the run and ride!&#x20;

Cider Press Stride & Ride

The Bobcat Ridge 25k is a 25k trail race on the beautiful trails of the Edwin L. Smith Preserve, with all proceeds going directly to the Kennebunkport Conservation Trust.

Bobcat Ridge 25K

The Cadillac Challenge is an annual bike ride on beautiful Mount Desert Island, culminating with an epic climb up Cadillac Mountain in Acadia National Park. The Cadillac Challenge is everything that makes cycling special. The ride is run by volunteers, and  there's no chip timing and no results.

Leeward

About Leeward

Quick Links

Phone Number

Happening in Maine Sports Commission

Near Leeward