1. Pressey House

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Oakland, ME

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Pressey House

5.0 (7 reviews)

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Ripples-Inn At the Harbor

Ripples-Inn At the Harbor

(12 reviews)

$$

Sandra will make you feel right at home at the Ripple Inn. She is incredibly flexible and allows…read moreyou to hang out almost anywhere in the house. I highly recommend the rockers or the swinging chair on sunny wrap-around front porch. Compared to a hotel which confines you in specific places often this is a good option for a family or group of friends visiting Rockland. We watched some of the World Cup and used the mini fridge in the common room. Given the price and down home atmosphere, I don't think you'll find a ton of places like this so close to downtown. We strolled to a number of nice restaurants and cafes as well as the oceanfront boardwalk in just minutes. The house is older and has its issues - crickety floors, slanted bedroom, older windows, etc but this is not advertised as a five star place and you pay for what you get. Sandra has two older cute and friendly dogs and also allows guests to bring their dogs. She makes breakfast every morning and the two days we were there they were delicious. We also met a few of the other guests and ate family style. She also went out of her way to help secure a stroller for us and our baby. This was above and beyond what is expected of an inn keeper.

We stayed in the family suite and enjoyed our overnight stay there. The family suite has two rooms,…read moreone with a large bed and the second with a day bed. The room with the large bed is the only one with air conditioning. The large room doesn't have a TV but the room with day bed does have a very small TV. Each room has a sink as the private bathroom shared by a hallway has a tub and toilet only. The one thing I didn't expect was the mosquitoes in Maine during this time of the year. I got one of my first of many bites while using the bathroom at the Inn so just a warning to bring mosquito repellent or buy some at the Rite Aid close-by depending on the time of year you come visit. Sandi, the Innkeeper provided us with wipes from the common area since we didn't come prepared. The common area has a small TV and a computer for Internet use. I would recommend bringing a laptop for use in your room as the Wi-Fi worked great in my room. There is a microwave to warm up food and a small refrigerator to store leftover food and some drinks. We didn't really spend much time in the common area as we were either in our rooms or out and about exploring the area. The front door is kept open all day so make sure you lock your door to your room. This B&B is located within walking distance of some shops and restaurants in town including the Farnsworth Art Museum. One thing to also note is that you can get your car blocked here because of the limited amount of parking. You won't need a car to walk to the shops and museum, but in our case, we wanted to take the car out to buy some groceries and was blocked by someone else's car. We were still on West Coast time and woke up late but Sandi, our Innkeeper, kindly served us a late breakfast when we showed up in the dining room. We had a simple and satisfying breakfast of what was left for us on the table as we couldn't wake up early despite setting our alarm to wake up for breakfast. She brought coffee to us, made us fresh eggs, sausages, toasted English muffins, local berry jam, homemade Greek yogurt, granola, and fresh fruit. Sandi was a great host and definitely accommodated us at breakfast at a later time. I could tell by the people that said their goodbyes to here during our breakfast that they definitely would return on their next trip to Rockland. Sandi is a great host with her warm and friendly demeanor. She definitely made sure you felt comfortable at the B&B. If you needed her for anything, we could have reached her by her mobile phone. Sandi has some dogs and cats roaming around the B&B, so if you don't mind them, you'll enjoy your stay here in this charming B&B with a great host. We definitely felt like we were leaving the home of a friend or distant relative. Sandi is very gracious, kind, and accommodating and I would definitely return if I found myself back in Rockland.

Guilford Bed and Breakfast - Formal dining room with original tin ceiling and fireplace.

Guilford Bed and Breakfast

(7 reviews)

Guilford Inn Guilford Bed and Breakfast Guilford, Maine…read more Our hosts at our third stop on our vacation in Maine, Wendy & Michael Denney, at the Guilford Bed and Breakfast in Guilford, Maine, could not have been more charming and accommodating. We were the only guests in the Inn, during our two-day stay. Our room was the Rose room on the second floor. It was a light and airy room with a comfortable king bed and plenty of space for our clothes. The Guiford Inn is located just off the Moosehead Highway which leads to Moosehead Lake in Greenville, Maine, the northern terminus of the Appalachian Trail. The public rooms at the Guilford Inn were spacious and comfortable, with a large library and sitting room. The dining room can easily accommodate 12 people. Parking is on the property. Breakfast was a real treat. In addition to wonderful food, Wendy & Michael would join us at breakfast to talk about the area and other interesting things. It made the breakfast part of this stay even more enjoyable. Wendy is a remarkable person, focusing on healthy foods, some of which she grows on the property. This B&B Inn was our base for our visit the next town north, Monson, Maine. Year round population, 600, with considerably more during the summer. Monson, Maine is interesting because it was the site of a number of slate quarry mines, including the mine that produced the headstones for President & Mrs. John Kennedy. It is also interesting because it is an art center, with a 5-star restaurant called the Quarry.

Beautiful home, gracious host! We felt welcome the minute we arrived. We were in that area of…read moreMaine to visit a relative in a care facility and needed a place to stay for two nights. Found this place on the internet and since there was nowhere closer for 30 miles we booked it. No regrets! Beautifully maintained 100+ yr old home- warm and comfortable. Made our otherwise serious visit better thanks to our hosts John and Lisa. And of course Peanut!

Topside Inn - Coastal Bliss

Topside Inn

(74 reviews)

Incredible. Topside was an amazing stay and experience for us. We booked room 14 which was the…read morecorner top floor building. It's the best ocean view, very private, quiet, and picturesque. The room itself has a view of the harbor with large picture windows, and the bed is very comfy, best we slept all trip. The amenities provide anything you need and they are all clean non toxic products for shampoo, lotions etc. We were greeted in our room with roses, a hand written note, and chocolates which was such the added touch. The private lawn has chairs to enjoy the view, and games like cornhole. Yes, the breakfast is wow! Homeade and tailored for any dietary need as well, so very thoughtful. They provide snacks and drinks all day. Staff is wonderful, and we couldn't have asked for anything better. This is worth your stay! We will be back!

This is a review I don't want to write…read more Our 12-day road trip in honor of our being married 20 years was an incredible experience, which we shall cherish for the rest of our days. As much difficulty as I had planning it (for a variety of reasons I won't bore you with), everything ended up turning out GREAT. Ironically, though, the one place I was MOST excited to experience... Topside Inn... turned out to be our least favorite, and that makes me sad and even a little angry, and that's why I don't want to write the review. I've written many a negative review if a place warrants it, but this one still bothers me. It wasn't that it was horrible. No. In fact, I would probably say that our stay was even "decent" overall, but there were some annoyances and disappointments. I'll start with the disappointment. We stayed at this inn during our actual anniversary. The person assisting my travel agent friend who booked it said how excited they were at the inn. Here's the irony... not only did they do NOTHING for it, they couldn't even muster saying "oh, we heard it was your anniversary. Happy anniversary." NOTHING. Not one word. Not one gesture. Did I need them to do something? No. We had our own celebration, but at every other place we stayed for our 12-day trip, the other places somehow acknowledged our anniversary with kind words and/or some gesture... like a little box of chocolates or a 1/2 split of sparkling wine/champagne. Something. Did I expect anything? Not at all... but again, when the reservationist made an initial fuss over our anniversary being at THEIR place and how exciting it was, yeah, I expected at least a greeting. Now for the annoyances. I have a bad back and bad knee. The reservationist was given a full explanation of what our room needs would be. No stairs, easy access, difficulty with uneven ground, and they assured my travel agent friend they had the perfect room for us. They said the room would be on the ground level with no stairs involved. The problem is that they did not pay attention because I ended up dealing with very uneven ground walking up and down a gravel incline, along with a few stairs to boot, and they could have given us a room on the same level as the parking lot where we'd only have to wheel our suitcases a few feet to the room without any stairs, gravel or inclines. In a few words, they BLEW IT. It wasn't easy for me to deal with the slippery gravel, not to mention the incline and the few stairs, but I dealt with it. I just know it could've been MUCH EASIER if THEY had paid attention. I had never been to their property before, so I would have no way to know how things were laid out or what room would suit me best... but they did. The room itself was clean and SOMEWHAT comfortable. I say only somewhat because the mattress, at least in the room we stayed in, was very weird. The sides of the mattress severely sloped downward, so that when I would sit on it or even lay, I felt like I would roll right off... esp. on the side of the bed where I slept. This was an issue throughout our stay, and it definitely posed a challenge to deal with it. Another issue I had with the room was that the shower was small, but worse than that, it was incredibly slippery. I was terrified I was going to fall because there was nothing to hold onto; nor was their any non-slip mat or strips. People rave about the breakfasts served here. I was expecting some incredible elaborate feast, based on what we read and were told. However, I was completely underwhelmed with the breakfast when we were there. Basically, we were given scrambled eggs and sausage, neither of which was anything special in taste or presentation. There was some kind of strawberry sauce over a biscuit, and while it looked pretty, it had no flavor. I'm not a cereal eater, so I didn't have any. I don't know... it was a big miss to me. I just didn't see or taste why people think this is so wonderful. It completely eluded me. We paid a lot of money to stay here. It should've been a lot better for what we paid, and by the way, we paid less everywhere else and got much better service, much better comfort, and we were treated better by any of the other places we stayed at. There are enough other choices in this town that if we ever return, it won't be to this establishment. Again, it wasn't bad... it just wasn't great either.

Pressey House - hotels - Updated October 2026

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