Topside Inn

60 Mckown Street, Boothbay Harbor, Maine 04538
Innkeeper(s): Mark Osborn & Buzz Makarewicz
  • Introduction

    Topside InnWelcome to Topside Inn Bed & Breakfast

    Overlooking beautiful Boothbay Harbor on Maine’s midcoast, Topside Inn affords guests amazing water views in every direction. Indulge in peaceful, comfortable rooms with modern amenities, and savor a delicious full breakfast to start each daily adventure. Take a quick walk down hill into the center of town to enjoy a boat tour, art galleries and shops, and a great seaside meal. Or head out by car to the nearby botanical gardens, hiking trails, lighthouses, golf course, and scenic country and ocean view drives. Let us help you plan a perfectly classic coastal vacation.

    Topside Inn-ViewTopside Inn-Breakfast

  • Insider's Info

    Travelers are always looking for memorable and relaxing experiences. Let’s discover more through the words of our innkeepers. Many thanks to Mark and Buzz for sharing their own secrets with!
    Why do most travelers stay at your inn?

    Accommodations, view, location, amenities, food and concierge services are complimented most by our guests and what they say are the top reasons they return year after year. Topside Inn offers the perfect blend of classic Maine style and modern comfort. The guest rooms and common spaces are decorated in a light and bright color pallet and the mix of modern furnishings and fabrics give the inn an airy, beach feel. Leather chairs and dark accent pieces give the rooms additional depth. Our guests love the décor and comfort offered by our clean, uncluttered approach to decorating. Definitely not the fussy, vintage décor of the traditional B&B.

    What are you best known for? What makes your inn unique? What do you love most about your inn?

    The View! Topside Inn was given the tagline “The Inn on the Hill” many years ago for it’s hilltop location. While being located in the center of Boothbay Harbor, the inn is perched on the highest point in town giving our guests a spectacular view of the harbor, inner islands and ocean. The front lawn offers a great place to relax and watch the activities in the harbor and some of our upper floor guest rooms and sitting areas offer 180 degree views from the historic footbridge to the east, the harbor to the south and the sunset over the inner harbor to the west. The Gardens! This is one of the things I love most about our property. Not only are they great to look at but we are expanding our herb and vegetable garden which we use in our locally inspired breakfasts.

    If someone has never been to your city, what is the #1 reason to come visit?

    Location! The Boothbay region is a great place for visitors to easily experience the best the state of Maine has to offer. The harbor is situated at the end of a peninsula created by the Damariscotta and Sheepscot rivers; this means that we have water and natural beauty all around us. On land we have attractions such as the Coastal Maine Botanical Gardens (#1 attraction on TripAdvisor) and 17 walking/hiking preserves managed by the Boothbay Region Land Trust to experience the outdoors. By sea, there are schooner sailing ships and cruises departing daily from the local piers as well as kayak tours for a more up-close experience. We also have a local brewery, farmers markets, the Maine State Aquarium, really an almost endless list of things to do just minutes from the Topside Inn.

    What’s the best compliment you have ever received about the inn?

    Exceptional service! This of course is the most personal aspect of staying at Topside Inn and we are always grateful when guests take the time to pay us a compliment for our outstanding service. We offer more than a friendly voice on the phone to take a reservation, we offer true concierge services to all of our guests. Helping guests with travel advice, restaurant recommendations and reservations, getting priority seating for shows and events at the Boothbay Opera house, arranging for wine, champagne, flowers, cheese boards, and more to be waiting in their room when they arrive are just a few examples of what we do to help guests have the perfect stay. We were very happy to be rcognized by TripAdvisor who name Topside to their Top Ten list for hotels with the BEST SERVICE in the US.

    What’s the best kept secret about the area?

    The area itself in a way is the best kept secret, truly. Boothbay is not on the direct route from southern Maine to Bar Harbor as many other local towns and villages happen to be. This means that most people are coming to Boothbay Harbor to visit Boothbay Harbor, not a stop over on the way to somewhere else. We are only 15 minutes off route 1 but that gives our town a very different feeling. There is no traffic to speak of even at the height of the season. Most guests are staying 2,3 4 even 7 nights allowing the pace to be a bit slower and more relaxed. There is time to unwind and really experience Maine at it’s best. One local secret, the lawn at Topside Inn is the best place to watch the fireworks over the harbor during Windjammer Days in June and the July 4th celebration.

    If a traveler is staying at your inn for 4 nights, what should he/she do in the area?

    One of my favorite day trips is a visit to Monhegan Island. When spending 4 nights, guests have 3 full days to enjoy, 2 days exploring our area and 1 day visiting this rugged and beautiful island is perfect. Monhegan Island is a true throw back in time, having just celebrated their 400th anniversary. The island is best known for it’s extraordinary cliffs with crashing surf below, but there are hiking paths that wind through forests and fields, art galleries, great local food and even a small brewery that brews root beer and ginger beer in addition to a small variety of ales and lagers. Guests can enjoy breakfast at Topside Inn and be back in time for an early glass of wine on our front porch before heading off to dinner. The 90 minute boat ride to the island that departs from Boothbay Harbor is an added bonus, keep an eye out for whales!

    Is there anything within walking distance of your inn?

    Yes! Our serene hilltop location with it’s seaside perennial gardens and sweeping lawn affords some of the best views of the harbor, but our guests are only steps from all that the town of Boothbay Harbor has to offer. Restaurants, shops, galleries, salons, waterfront activities, public docks and evening entertainment are all within walking distance.

    What is your favorite restaurant/food in the area?

    The Farm to Table (and Ocean to Table) movement is gaining momentum in our region. My favorite thing to do is to experience our local offerings as much as possible. Guests of the Topside Inn start each morning with a locally inspired and locally sourced breakfast. This usually includes items procured from our own gardens, the local farmers market, local fishermen, farm fresh eggs, locally foraged mushrooms and more. Guests can also get more locally grown food in town. Mine Oyster restaurant features Glidden Point and Pemaquid Point oysters, Ports of Italy serves locally grown grilled vegetables, lobster and fish, Boathouse Bistro has a great rooftop deck to enjoy more local flavors and great cocktails and the Boothbay Craft Brewery and the Watershed Tavern serve their locally brewed beers and great tavern fare.

    Any good area guides/websites that travelers could reference?

    The Boothbay Harbor Chamber of Commerce ( is a good source for an events calendar and will be launching a new website in May of 2015. Our website ( also has a list of activities and will soon have a calendar that will include events in town as well as events happening at the inn.

    How many rooms does your inn have?

    Topside Inn has 20 guest rooms. The Main house has 6 rooms on 3 floors and offers the largest rooms and bathrooms on the property. Our 2 guesthouses, Windward and Leeward, have 14 additional rooms, many with unique benefits including outdoor covered porches with harbor views.  We have a newly constructed suite with a full kitchen, living room with fireplace, seprate bedroom with king bed and luxurious bathroom with soaking tub and separate shower.  All rooms in the Windward guesthouse have air conditioning, although this is usually not necessary as we have cooler evenings and great ocean breezes.

    Do you accept pets?

    Topside Inn is a place where we want all guests to feel comfortable and have the chance to relax. In an effort to provide this setting we do not allow guests to bring pets and we have a minimum age of 15. With the exception of our suite which can accommodate up to 3 guests, our rooms are intended for individuals or couples; we do not allow 4 guests to share a room.


  • Things To Do

    Topside Inn- Sail Boat

    Something for Everyone

    The list of activities to enjoy while visiting Boothbay Harbor is almost endless. Our location in the center of town means a quick two-minute walk will bring you to to the waterfront, art galleries, shopping and restaurants.

    On the Water

    Explore the harbor by kayak or enjoy the coastline view from a traditional wooden sailing vessel. Head out with a nature guide in search of whales, seals, puffins, and more. You might spend the day exploring on Monhegan Island, feasting at a New England clambake, learning about lobstering, deep-sea fishing, or visiting the living history museum at Burnt Island Lighthouse. And you can always just sit and watch it all go by!

    On Land

    On dry land there is also plenty of activity just a short drive away. Be amazed at Coastal Maine Botanical Gardens, on the 30 miles of nature trails preserved by Boothbay Region Land Trust, take a picnic to the park or a walk along the sea wall at Ocean Point. The golf course, state aquarium, railway village, and an exceptional YMCA gym are all just minutes away.


    From the historic Opera House to night spots on the pier with live music, summer theater at the playhouse, a traditional music dinner theater and first run movies at the small-town, one-screen Harbor Theater, there's a surprising array.

    Heading Off the Rock

    Don't spend your vacation loading and unloading luggage and unpacking in a new spot every night! Our Boothbay Harbor location is ideal as a base from which to explore Maine's midcoast region.

    We are within an hour's drive to Freeport, Brunswick, historic Bath, Wiscasset, Damariscotta, Camden and Rockland which include the home of LL Bean and 200 other upscale outlets, Maine State Music Theather and Bowdoin College, the Maine Maritime Museum, Popham State Beach and Reid State Park, Pemaquid Lighthouse, the Farnsworth Museum, Owl's Head Transportation Museum, Cellardoor Vineyards and the auto road to the top of Mt. Battie at Camden Hills State Park. And that's just for starters!

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