Top Windham Venues

• Spaces for 40-150 Guests
• 2 Outdoor Spaces
• 1 Farm
• 3 Total Spaces

Harborfields Waterfront Vacation Cottages sits on the west side of Boothbay Harbor in West Boothbay Harbor, Maine, on land the Thorpe family has held since 1832. The vacation business began in 1948 when Dick and Peggy Thorpe built the Lodge and Shore Cottage, and the property has operated continuously since — now under the care of Wendy Thorpe, Peggy's granddaughter, who grew up on the grounds and returned to lead the property in 2012. The property encompasses ten cottages ranging from studios to six-bedroom accommodations, a deep-water dock, and sweeping harbor views throughout. For weddings and private events, Harborfields offers several distinct settings: the front lawn arranges in a natural amphitheater style for waterfront ceremonies of up to 150 guests, the Farmhouse South Lawn overlooks a wildflower meadow and West Harbor's Back Cove for receptions of approximately 100, the rustic Boat Barn provides covered space with character, and the Lodge's large living room accommodates intimate gatherings of up to 40. Full-property rental of nine cottages, sleeping 54 guests, is available for multi-day celebrations. The property operates from mid-May through mid-October, with late May, June, and September considered the best seasons for events.

• Spaces for 325 Guests

Whether you’re planning a cozy wedding ceremony, a high-energy celebration, or a large-scale corporate or community event, Lost Valley Event Center in Auburn, Maine offers the perfect setting for gatherings of all sizes. Nestled at the base of a scenic ski mountain, Lost Valley combines natural beauty with versatile event spaces to create an unforgettable experience for you and your guests. Our venue offers a variety of indoor and outdoor spaces that can be customized to fit your needs. From intimate gatherings of 20 guests to events with 300+ attendees, Lost Valley’s flexible layout and rustic charm provide a one-of-a-kind backdrop for your special occasion. Indoor Events: Our cozy lodge features warm wood finishes, cathedral ceilings, large windows with mountain views, and a full-service bar. The main event space is adaptable for formal receptions, casual parties, or corporate functions, and includes AV capabilities and customizable seating layouts. Outdoor Events: In warmer months, take advantage of our beautiful outdoor grounds, complete with lawn space for tents, a beer garden, fire pits, and a large deck—ideal for relaxed get-togethers, fundraisers, or festival-style events. Our scenic hilltop ceremony site offers a stunning natural backdrop for weddings and vow renewals. Whether you're planning a wedding, anniversary, family reunion, retirement party, or corporate retreat, our experienced team is here to help every step of the way—from layout and logistics to catering and bar service. Bring in your favorite vendors or work with our preferred partners to simplify the planning process. At Lost Valley, your event is more than just a date on the calendar—it’s a personalized experience in a unique Maine location. Contact us today to schedule a tour and see why so many couples, companies, and community groups choose Lost Valley for their most memorable moments.

• Spaces for 160 Guests

• Spaces for 325 Guests

• Spaces for 24-225 Guests
• 1 Country Club

The Woodlands Club is a member-owned, year-round private country club in Falmouth, Maine, roughly ten minutes from downtown Portland. Founded in 1988, the club was built around the idea that a single destination could offer year-round activities for families — a model anchored by an 18-hole championship golf course designed by Jim and George Fazio that has since hosted four Korn Ferry Tour events and multiple state and regional championships. For private events, the clubhouse offers several distinct spaces. The Grand Ballroom, renovated in 2015, spans 4,000 square feet and can be divided into smaller configurations for more intimate gatherings. The Fireside Room seats up to 24 guests for private dinners and smaller celebrations. A covered patio with views of the 18th hole serves as a natural backdrop for cocktail hours and outdoor ceremonies. The club's on-site catering and events team supports weddings, corporate dinners, anniversaries, reunions, bar and bat mitzvahs, and similar occasions with customizable menus from an executive chef.

• Spaces for 70-300 Guests
• 2 Hotels
• 1 Ballroom
• 1 Event Space

The Clarion Hotel Portland sits at 1230 Congress Street in Portland's Libbytown neighborhood, close to Thompson's Point and less than a mile from I-295, with complimentary parking on site. Built in 1978 and renovated in 2013, the 149-room hotel offers over 5,500 square feet of flexible event space suited to corporate meetings, social gatherings, and celebrations. The Renaissance Ballroom anchors the event program with 3,200 square feet, a multi-tiered cream ceiling with wooden accents, soft lighting, and an adjacent foyer featuring floor-to-ceiling windows. It accommodates up to 200 guests for seated dinners or 300 for standing receptions. The Gallery Room provides a more intimate option at roughly 1,800 square feet, handling up to 70 guests for dinner and dancing. Additional breakout configurations — Renaissance A, B, and C, and the Chart Room — round out the meeting and event offerings. On-site catering, in-house bar service, and a full-service events team support weddings, banquets, and corporate programs alike. The hotel is wheelchair accessible and provides complimentary airport shuttle service.

• Spaces for 134 Guests

• Spaces for 70-500 Guests
• 5 Hotels
• 3 Ballrooms
• 5 Total Spaces

The Westin Portland Harborview occupies a landmark property in downtown Portland, Maine, originally built in 1927 as the Eastland Park Hotel. Set in the heart of the Arts District, the hotel sits within walking distance of the Old Port, the Portland Museum of Art, and the city's celebrated restaurant and brewery scene. For events, the hotel offers more than 16,000 square feet of combined space across 11 flexible meeting and event rooms. The Eastland Grand Ballroom anchors the collection — a 5,527-square-foot room with 19-foot ceilings that accommodates up to 320 guests banquet-style or 500 for receptions. The adjacent Balcony is a natural complement, hosting up to 125 guests for cocktail gatherings or 70 seated. The Winslow Homer Ballroom and the Longfellow room round out the main event options, seating 100 and 120 respectively, and each can expand to standing receptions of 130 and 175. The hotel supports events with in-house catering, AV equipment available for rent, and a dedicated event planning team. On-site amenities include the Adeline Wellness Spa and a WestinWORKOUT Fitness Center with Peloton bikes — well suited for multi-day groups.

Saltwater Grille offers event spaces for your next celebration in South Portland, Maine.

• Spaces for 100-150 Guests
• 1 Barn
• 1 Historic Space
• 1 Waterfront

Cliffside Lodge sits on the forested grounds of Camp North Star in Poland Spring, Maine, about 40 minutes north of Portland and 90 minutes from Boston. The timber-framed lodge draws on the aesthetic of early 20th-century Adirondack lodges — exposed ceiling beams, wide porches, and a working stone fireplace anchor the Great Room, which opens onto views of ponds, pine forests, and the distant western Maine mountains. The lodge accommodates up to 100 guests for seated dinners or standing receptions. Weekend rentals include exclusive use of the event rooms and surrounding grounds, an on-site ceremony location, dining tables and chairs, and six private bedrooms with sleeping accommodations for up to 20 guests — making Cliffside a natural fit for multi-day celebrations where family and friends gather over a full weekend. The setting blends rustic character with modern conveniences. Towering pines, dramatic rock outcroppings, and a secluded private lake form the backdrop, while the lodge interior offers a functional catering kitchen and two-level Great Room suited for ceremonies, dinners, and cocktail events alike.

• Spaces for 250-400 Guests
• 1 Event Space
• 1 Historic Space

The Landing at Pine Point is an event venue in Scarborough, Maine, set in a beachside community approximately 20 minutes south of Portland. The two-story A-frame building — originally built in 1980 and fully restored — spans 6,500 square feet of event reception space and is managed by Black Tie Catering & Events. The main hall rises to 60-foot cathedral ceilings with exposed wood beams and centers on an oakwood performance stage with state-of-the-art sound, lighting, and audiovisual systems. A grand staircase and lobby reception area welcome guests on arrival. The second floor features a mezzanine with a library, fireplace, and open balcony overlooking the main level. A bridal suite and conference room round out the interior offerings. Outdoors, a private veranda and stone patio extend the event footprint into the coastal surroundings. The venue accommodates up to 250 guests for seated dinners and up to 400 for receptions and cocktail events — suitable for weddings, galas, concerts, and corporate gatherings year-round.

• Spaces for 250 Guests

• Spaces for 150 Guests

Parsonsfield Seminary is a historic campus on eight acres in North Parsonsfield, Maine, operated by the Friends of the Parsonsfield Seminary, a non-profit, non-sectarian organization dedicated to preserving and maintaining the property. The complex of four Victorian buildings is listed on the National Register of Historic Places, having first opened in 1832 as the first Free Will Baptist school in the United States. The seminary played a significant role in American history, with staff and students actively participating in the abolitionist movement and operating a stop on the Underground Railroad in the 1840s. Today, the handsome Victorian buildings and grounds are available for weddings, conferences, seminars, and graduations. Couples can choose between a magical outdoor ceremony on the grounds, or an intimate indoor ceremony inside the white School House building, with options for an alfresco cocktail hour or an elegant indoor reception complete with dinner and dancing. The campus accommodates all the festivities of a wedding day — ceremony, cocktail hour, and reception — within a single historic setting that helps capture an important part of the past while enriching the lives of those who celebrate here.

• Spaces for 125 Guests

• Spaces for 300 Guests