Centrally located in the Old Port, with views of the harbor, this was a last minute — therefore pricey — excellent find for a fall weekend getaway. Stylish, elegant rehab of 19th century granite industrial building. Whimsical decor notes referring to 19th century owner Evalina Fox. Nicely appointed kitchenette — though if you came to Portland for the foodie scene, you might end up just using it for breakfast, as we did. Only sour note was the disco music (coming in via the ventilation...
Centrally located in the Old Port, with views of the harbor, this was a last minute — therefore pricey — excellent find for a fall weekend getaway. Stylish, elegant rehab of 19th century granite industrial building. Whimsical decor notes referring to 19th century owner Evalina Fox. Nicely appointed kitchenette — though if you came to Portland for the foodie scene, you might end up just using it for breakfast, as we did. Only sour note was the disco music (coming in via the ventilation...
It was just a great place to stay. Very quaint, the Inn keepers were very friendly and helpful with what to do in the surrounding areas. Lots of outlet namebrand outlet stores and of course the new LL Bean Flagship store. Which was amazing. Would definitely stay again
It was just a great place to stay. Very quaint, the Inn keepers were very friendly and helpful with what to do in the surrounding areas. Lots of outlet namebrand outlet stores and of course the new LL Bean Flagship store. Which was amazing. Would definitely stay again
David
Reviewed October 20, 2026Reviewed October 20, 2026
We booked a stay at the James Place Inn based on reviews that we read on a few travel sites. I can't even begin to express how well-deserved each and every one of those reviews actually is! Robin and Tori are incredible hosts, pleasant, friendly, easy to talk to, and made us feel right at home before we even got there! We drove up from NYC on a Friday afternoon and hit more traffic than we anticipated, so we called ahead to let the staff know we'd be late. Tori answered the phone and told us...
We booked a stay at the James Place Inn based on reviews that we read on a few travel sites. I can't even begin to express how well-deserved each and every one of those reviews actually is! Robin and Tori are incredible hosts, pleasant, friendly, easy to talk to, and made us feel right at home before we even got there! We drove up from NYC on a Friday afternoon and hit more traffic than we anticipated, so we called ahead to let the staff know we'd be late. Tori answered the phone and told us...
Sarah
Reviewed September 22, 2015Reviewed September 22, 2015
Amazing place to stay in Portland. The location was great. The hotel is right next to Courtyard Marriott and Aloft hotels, but it feels so much more comfortable. The unit was twice as large as a typical Marriott room about 700 sq. ft which was wonderful. It is Walkable to the ferry boat, restaurants and shops. There is a full kitchen, dining area, living area, very large island with large windows to brighten the place and a set of washer and dryer in the unit. Extremely clean and it looked...
Amazing place to stay in Portland. The location was great. The hotel is right next to Courtyard Marriott and Aloft hotels, but it feels so much more comfortable. The unit was twice as large as a typical Marriott room about 700 sq. ft which was wonderful. It is Walkable to the ferry boat, restaurants and shops. There is a full kitchen, dining area, living area, very large island with large windows to brighten the place and a set of washer and dryer in the unit. Extremely clean and it looked...
Rana
Reviewed January 20, 2025Reviewed January 20, 2025
I HIGHLY recommend staying at this charming, super clean Bed and Breakfast. Jim the owner is so helpful and nice! Not to mention that the breakfast included with your stay is by far the best I have had at any Bed and Breakfast that I have stayed at.
I HIGHLY recommend staying at this charming, super clean Bed and Breakfast. Jim the owner is so helpful and nice! Not to mention that the breakfast included with your stay is by far the best I have had at any Bed and Breakfast that I have stayed at.
We spent our 29th Anniversary here. We had an upgraded room with a balcony. It was absolutely amazing. Convenient to the beach, convenient to other sights in the Cape Elizabeth area and Portland, Maine. The staff was fantastic from front door staff, wait staff, room cleaners to the managers. They are over the top helpful. Definitely a return visit in the future.
We spent our 29th Anniversary here. We had an upgraded room with a balcony. It was absolutely amazing. Convenient to the beach, convenient to other sights in the Cape Elizabeth area and Portland, Maine. The staff was fantastic from front door staff, wait staff, room cleaners to the managers. They are over the top helpful. Definitely a return visit in the future.
This is a delightful property in a very nice part of town. The proprietor was very gracious. The room was excellent. We had a nice breakfast which was well prepared. A very lovely stay.
This is a delightful property in a very nice part of town. The proprietor was very gracious. The room was excellent. We had a nice breakfast which was well prepared. A very lovely stay.
Constance
Reviewed September 10, 2022Reviewed September 10, 2022
Beautiful historic building. The common areas and our room were stunning! Breakfast in the morning was great. Make sure to go to the widow’s walk in the evening for a view.
Beautiful historic building. The common areas and our room were stunning! Breakfast in the morning was great. Make sure to go to the widow’s walk in the evening for a view.
John
Reviewed October 16, 2025Reviewed October 16, 2025
This hotel is in the perfect location to walk to everything around the waterfront. I had a really late check in because of a delayed flight and the staff was very accommodating. I would definitely recommend this hotel to anyone visiting Portland!
This hotel is in the perfect location to walk to everything around the waterfront. I had a really late check in because of a delayed flight and the staff was very accommodating. I would definitely recommend this hotel to anyone visiting Portland!
This was truly an outstanding experience. The accommodations and the staff were excellent.
The hotel is walking distance to so many shops and restaurants. From the front desk to the doormen, all were polite, friendly and eager to recommend venues.
The hotel restaurant was one of the best I had been to in a long time. We hadn't planned on eating there but we're so glad we did.
This was truly an outstanding experience. The accommodations and the staff were excellent.
The hotel is walking distance to so many shops and restaurants. From the front desk to the doormen, all were polite, friendly and eager to recommend venues.
The hotel restaurant was one of the best I had been to in a long time. We hadn't planned on eating there but we're so glad we did.
I love this place! Check in is always smooth and the staff is always friendly. I really like the room set up with the separate living space from the sleeping space, and also a separate full kitchen area. Breakfast is included and always good with a large variety to choose from. They also have a free light supper a few nights a week. I sleep so well as the mattress and pillows are wonderful. The toiletries are nice and the towels are thick. The room was spotless and even though it is a...
I love this place! Check in is always smooth and the staff is always friendly. I really like the room set up with the separate living space from the sleeping space, and also a separate full kitchen area. Breakfast is included and always good with a large variety to choose from. They also have a free light supper a few nights a week. I sleep so well as the mattress and pillows are wonderful. The toiletries are nice and the towels are thick. The room was spotless and even though it is a...
Kelli
Reviewed November 26, 2016Reviewed November 26, 2016
Very cute B and B. Nice personal touches, snacks and extra amenities, toys for your pet, wonderful breakfast. Connie was very personable and knew alot about surrounding area. Within walking of lots of shops and restaurants. Perfect spot. Clean, would stay again.
Very cute B and B. Nice personal touches, snacks and extra amenities, toys for your pet, wonderful breakfast. Connie was very personable and knew alot about surrounding area. Within walking of lots of shops and restaurants. Perfect spot. Clean, would stay again.
Sheree Lee
Reviewed October 24, 2021Reviewed October 24, 2021
This property is beautiful. It sits in the historic area of the old port. It is very close to the waterfront, restaurants, shops and historic areas. The mattress and sheets were superb. While in the old port, we took a trolley tour which took us out to Portland headlight and then gave us a tour of of the old port. You can catch fairies from about two or three minutes walk away, we would strongly recommend this hotel.
This property is beautiful. It sits in the historic area of the old port. It is very close to the waterfront, restaurants, shops and historic areas. The mattress and sheets were superb. While in the old port, we took a trolley tour which took us out to Portland headlight and then gave us a tour of of the old port. You can catch fairies from about two or three minutes walk away, we would strongly recommend this hotel.
You enjoy the finer things in life, both at home and on vacation. Add even more enjoyment on your next trip to South Portland by treating yourself to the best of the best when it comes to lodging. It's an ideal fusion. There's no reason to delay a getaway to South Portland any longer. You'll join the multitudes of vacationers who have made South Portland so fashionable in the last few seasons. We should also mention, the hotels in this area receive high marks for customer service, so you know you'll be well cared for during your getaway. You deserve an outstanding getaway. Book one of Expedia's luxurious 5-star hotels in South Portland and get ready to be pampered like never before.
Book the Best South Portland 5-Star Hotels
Don't be afraid to demand the best service from your hotel, along with pristine rooms. Exceptional customer care, luxurious bedding, and fabulous spa offerings are all on offer. You're sure to find exactly the accommodation you need. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What creature comforts do you want in your lodging? A Swedish massage to help your cares fall away? A concierge to help you suggest the next attraction to visit? Plush carpeting, lip-smacking main courses, and even spectacular views...these hotels are one-of-a-kind. Don't want to take our word for it? Then explore the 534 reviews various guests have left on Expedia and get to know these places.
But you aren't going to spend your entire vacation in your room, of course. We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what you end up doing, the 5-star hotels in South Portland are waiting for you to relax after a busy day.
Your Getaway Starts Today
The results are in, and South Portland 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. Expedia can help you land a great deal on accommodation. Your great getaway is just a mouse-click away. Choose one of our South Portland 5-star hotels today and soothe yourself in the lap of luxury tomorrow.
Frequently Asked Questions
How much does it cost to stay in a 5-star hotel in South Portland?
You can find a variety of pricing options for 5-star hotels in South Portland on Expedia. The amount you pay will depend on when you travel, length of your trip and other factors. Compare all of the available accommodations for your desired dates and make use of our pricing and other filters to land the perfect high-end stay.
Search for the lowest price per night from $58
What makes a hotel 5 stars in South Portland?
Faultless guest service is the defining feature of every 5-star hotel in South Portland. From the instant you arrive, staff attend to your every whim, whether recommending activities or providing a nightly turn-down service. Also, hotels must feature top-rate amenities to obtain a 5-star rating. These can include luxury toiletries, an on-site spa, swimming pools, gastronomic restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in South Portland?
Find a luxury stay that includes your lodging, meals, drinks and entertainment in South Portland with our handy filters. Search for hotels rated 5 stars and select the "All inclusive" filter. Have a look at what's included in the upfront price. That way, you can take full advantage of the many perks on offer when you get there.
Are there any 5-star vacation rentals in South Portland?
Although you won't find any 5-star vacation rentals in South Portland on our site, we have a range of retreats that promise a memorable getaway. Find one that suits your style by searching our vacation rentals in South Portland.