The Kendall Inn
The Kendall Inn: An Exceptional Historic B&B in Freeport

Why Stay
Why The Kendall Inn
The Kendall Inn isn't a hotel trying to feel quaint. It's a sea captain's house that's been lived in, maintained, and run by the same family who greets you at the door. On Main Street in Freeport, a short walk from L.L.Bean, downtown shopping, and restaurants, the inn trades scale for character: just five rooms, each with period details, recently renovated bathrooms, and beds that reviewers consistently praise. Guests come back - repeatedly - because of three things: the three-course breakfast that Stephanie prepares each morning (fresh eggs, homemade baked goods, dietary accommodations without complaint), the quiet attentiveness of the owners and their son Matthew, and the rare sense that someone actually wants you to have a good stay, not just fill a room.
The grounds include a sitting room with a pool table, garden views, an outdoor fireplace, and enough comfort to make you forget Freeport's outlet mall is two minutes away. Fall leaf-peepers, summer shoppers, and couples celebrating anniversaries all leave the same message: we're coming back.
The breakfast is genuinely three courses and unforgettable. Not a continental plate. Fresh eggs, home-baked breads, seasonal fruit, and a third course that changes daily - smoked salmon and overnight oats, French toast, frittatas. Stephanie makes gluten-free, dairy-free, and vegan versions without fuss. Guests describe it as "so abundant we only ate one more meal that day" and "the highlight of our stay." The kitchen is open to the sitting room, so the smell reaches you before 8 a.m.
Stephanie, Keith, and Matthew have mastered the invisible part of hospitality. They're present without hovering. They remember dietary needs, warm fresh cookies and milk arrive each evening (dairy-free on request), they clean snow off your car after a winter night, and they'll wake up early if you have a dawn flight. International guests, solo travelers, and multi-generational families all report feeling genuinely welcomed. One reviewer noted, "The owners were wonderful, very helpful and friendly" - and that's the consistent note across 52 reviews.
The location is the best of both worlds. You're on Main Street in Freeport, a ten-minute walk to downtown shops, restaurants, and the Oyster Festival grounds. Close enough to browse L.L.Bean on foot. Far enough from the traffic noise that reviewers sleep soundly. The inn sits on the quieter edge of town, in a historic building that feels like a home rather than a commercial property.
Rooms are freshly renovated but keep their character. New bathrooms with heated towel racks, modern showers, and spotless finishes. Period furniture, colorful walls, quality mattresses. Rooms on the second floor connect to common spaces - you hear activity but not noise. If you want solitude, the sitting room downstairs is yours to use, or read in the garden on warm days.
The common spaces invite lingering. Pool table, board games, puzzles, a gracious sitting room with windows. No pressure to stay in your room. Guests linger over coffee, play Scrabble, and often end up chatting with the owners or other guests - some of whom are regulars returning for their fourth or fifth stay.
Rooms
The rooms
The inn has five rooms, each with private bathroom, air-conditioning, and free WiFi. The building is historic (once a sea captain's house) so rooms vary in size and layout. Upper floors are accessed by stairs only. Some rooms are smaller but, as the owner notes in responses, are "the prettiest" - with colorful decor, bright tiles, and windows that open onto the gardens or Main Street. Recent renovations have updated all bathrooms and windows.
- Deluxe Queen Room - The most common choice. Spacious by B&B standards, recently renovated bath with heated towel rack, new windows, comfortable mattress. Garden or street view.
- Queen Room - Slightly more compact. Tastefully decorated, equally clean and comfortable. Works well for couples or solo travelers unconcerned with extra square footage.
- Queen Room with Garden View - Corner positioning with garden views. Quiet exposure.
- Deluxe King Room - Larger bed, updated finishes.
- Twin Room - Two single beds, popular with groups or travelers preferring separate sleeping. Recently renovated.
- Family Room with Private Bathroom - Suitable for families with children. Offers more space and flexibility.
One honest caveat: reviewers who stayed in the smallest rooms mentioned tight quarters and low lighting. The owners acknowledge this straightforwardly and offer to assign larger rooms on return visits. It's not a flaw - it's the trade-off of a 19th-century house. If you need maximum space, request Rooms 2 or 4.
At a Glance
At a glance
Style
Historic B&B (19th-century sea captain's house), recently renovated
Best for
Couples, families, solo travelers seeking a quiet, personalized stay
Price tier
Mid-range to upper-mid (B&B with full breakfast included)
Open
Year-round
Guest score
9.5 Exceptional
Couples score
9.4 / 10
Standout amenities
Three-course breakfast · attentive owners · quiet location · free parking · garden views
Details
Check-in / out
Amenities
On-site amenities
Comfort & Convenience · Free WiFi · Free on-site parking · Air conditioning · Heating · Express check-in/out · Private check-in/out · Baggage storage
Outdoor & Social · Garden with outdoor furniture · Outdoor fireplace · Pool table · Board games and puzzles · Sitting room · Flat-screen TV
Food & Drink · Full three-course breakfast · Wine and champagne available · Coffee and tea service · Special diets accommodated (gluten-free, vegan, dairy-free)
Services & Practical · Daily housekeeping · Shuttle service (available) · Free parking on-site · Electric car charging available · Luggage racks (available in all rooms; extras provided on request)
Family-Friendly · Family rooms · Kids' meals available · Game room with pool table and board games
More than half the reviews mention breakfast by name, and almost all praise it specifically. This is the centerpiece of a stay.
Stephanie and Matthew serve a three-course meal daily, fresh and cooked to order. You'll find seasonal fruit, house-made biscuits and breads, fresh eggs prepared multiple ways, and a rotating third course. Dietary requests (dairy-free, gluten-free, vegan, allergies) are handled without hesitation - one guest with a severe dairy allergy reported that Stephanie even baked dairy-free cookies for the evening service. Coffee, juice, tea. It's the kind of breakfast that makes you skip lunch.
Seasons
When to visit
Summer (June–August) The peak season. Downtown Freeport thrums with leaf-peepers-to-be and outlet shoppers. Coastal Maine is warm, the gardens are blooming, and restaurants and attractions keep extended hours. Book early; the inn fills quickly. Outdoor fireplace is pleasant in evenings.
Fall (September–October) Peak foliage September through mid-October draws visitors from across the Northeast. Freeport is busy but manageable. The inn reports strong bookings. Cooler mornings make the garden and outdoor spaces ideal. The Freeport Oyster Festival (typically late September) brings crowds.
Winter (December–February) Quiet season. The inn remains open year-round. Fewer crowds downtown. Ski resorts and winter activities are 1–2 hours north. The inn is cozy - heated rooms, fireplace, hot breakfast, warm cookies. Some guests choose intentionally for peace.
Spring (March–May) Shoulder season. Unpredictable weather but gradually warming. Gardens beginning to bloom. Fewer tourists than summer, but still steady business. Good for avoiding crowds while exploring coastal Maine.
Reviews
What guests say
"Stephanie and Keith were amazing hosts. Complete with warm cookies and milk for a snack in the evening. With excellent breakfast choices, great conversation and advice. The room accommodation was cozy, clean and very comforting."
- Timothy, United States · Couple · 10/10
"The 3-course breakfast was phenomenal and so filling we only needed to eat one meal later in the day. Matthew and Keith were so helpful. It was a very relaxing get away."
- Wendy, United States · Couple · 10/10
"The hostess Stephanie making tasty dishes and baked goods from the best ingredients, with variety and a personal touch. It's very quiet, even being above the kitchen. A lovely and peaceful place to stay, that's walking distance from shops and restaurants in downtown Freeport."
- Smith, United States · Couple · 10/10
"Beautiful old house, cozy and spacious room and the hosts were welcoming and friendly."
- Alan, United Kingdom · Solo traveler · 10/10
"Our hosts could not have been more gracious and accommodating! The property was beautiful and well-kept. The highlight was breakfast - delicious and over-abundant."
- Reuven, Israel · Group · 10/10
"The rooms were very comfortable, but the breakfast was exceptional."
- Redmond, Ireland · Couple · 9/10
On minor criticisms: A few guests noted tight quarters in smaller rooms and minimal lighting in some bedrooms - a byproduct of the historic building. The owners address this openly and offer to assign larger rooms on return stays. One guest wished for a microwave or toaster oven for guest use (available upon request). Upper floors are accessed by stairs only, so luggage hauling is a consideration for some. These are not deal-breakers; they're helpful context for planning.
Location
Things to do nearby
- Downtown Freeport - 10-minute walk. Shops, restaurants, ice cream, galleries.
- L.L.Bean flagship store - 0.2 miles. The iconic Maine retailer; plan 1–3 hours.
- Freeport Village Station - 0.3 miles. Outlet shopping, dining.
- Coastal Maine Botanical Gardens - 8 miles. 270 acres, beautiful in summer and fall.
- Bowdoin College - 9 miles. Historic campus in Brunswick, scenic grounds, art museums.
- Portland Museum of Art - 18 miles. Maine's finest art collection; 45-minute drive.
- Cape Elizabeth Lighthouse (Portland Head Light) - 20 miles. Iconic photo spot and short walking trails.
- **Casco Bay Islands - Ferry to peaks, chebeague, or Diamond Cove from nearby Portland, 20 miles.
- Harraseekett River and Estuary - 2 miles. Kayaking, scenic walks, local birding.
FAQ
Good to know
Is The Kendall Inn right on the water? No, it's on Main Street in downtown Freeport, about a mile from the waterfront. It's walking distance to shops and restaurants but not oceanfront. Nearby water access includes the Harraseekett River for kayaking and scenic drives to Cape Elizabeth and Casco Bay.
Is breakfast included in the room rate? Yes. A full three-course breakfast is included daily. Dietary restrictions and allergies are accommodated without extra charge - just mention them when booking.
Are pets allowed? The listing does not mention pet policy. Contact the inn directly via Booking.com to confirm.
Is there a shuttle service? Yes, free shuttle service is available on request. Ask when booking or upon arrival if you need transportation to nearby attractions or the airport (Portland International is 22 miles away).
Can I bring a group or family? Yes. The inn has family rooms and welcomes groups. The common areas (pool table, games, sitting room) are ideal for groups. Book early, as the inn is small and fills quickly during peak season.
Is the inn accessible to guests with limited mobility? Upper floors are accessed by stairs only; there is no elevator. Ground-floor rooms may be available - contact the inn to discuss accessibility needs.
What's the cancellation policy? Policies vary by booking date and rate type. Check your Booking.com reservation for specifics, or contact the inn directly.













