We stayed for four nights as a family of five. This small hotel was incredibly warm and inviting, and the hosts, Paul and Mary Beth were wonderfully accommodating and kind throughout our stay. The location was perfect for short drives (15 minutes tops!) to everything we wanted to see, plus it was walking distance to great food and shops on the Southside. Breakfast every morning was an easy treat and the coffee/tea was excellent. Bonus: Peabody is a sweet pup to pet if you're missing your furry...
We stayed for four nights as a family of five. This small hotel was incredibly warm and inviting, and the hosts, Paul and Mary Beth were wonderfully accommodating and kind throughout our stay. The location was perfect for short drives (15 minutes tops!) to everything we wanted to see, plus it was walking distance to great food and shops on the Southside. Breakfast every morning was an easy treat and the coffee/tea was excellent. Bonus: Peabody is a sweet pup to pet if you're missing your furry...
Our stay was very relaxing and enjoyable. Lobby was fresh and clean, elevators were clean. Our room was on the 5th floor overlooking water street and the river which was a nice view. Room was very clean. Breakfast area was well filled and maintained. Free, secure parking was very nice. I would stay here again should I find myself in Pittsburgh again.
Our stay was very relaxing and enjoyable. Lobby was fresh and clean, elevators were clean. Our room was on the 5th floor overlooking water street and the river which was a nice view. Room was very clean. Breakfast area was well filled and maintained. Free, secure parking was very nice. I would stay here again should I find myself in Pittsburgh again.
Amy
Reviewed January 20, 2024Reviewed January 20, 2024
The hotel is very clean, and the staff is very attentive. This is not a normal hotel, though. It's a former monastery, and has the charm of a former monastery. All the rooms seem to be one offs due to the fact that it was a former monastery. Don't expect a hotel chain, and you will have a wonderful stay.
The hotel is very clean, and the staff is very attentive. This is not a normal hotel, though. It's a former monastery, and has the charm of a former monastery. All the rooms seem to be one offs due to the fact that it was a former monastery. Don't expect a hotel chain, and you will have a wonderful stay.
Robert
Reviewed September 9, 2025Reviewed September 9, 2025
The room was clean and comfortable. The breakfast was good. My son really enjoyed the pool. It was easy to get to and around Pittsburgh. The free parking was definitely a plus.
The room was clean and comfortable. The breakfast was good. My son really enjoyed the pool. It was easy to get to and around Pittsburgh. The free parking was definitely a plus.
We had a corner suite room which was beautiful and so clean. Well worth the extra money for the view. Staff was so accommodating and friendly. Thank You for a great Anniversary weekend.
We had a corner suite room which was beautiful and so clean. Well worth the extra money for the view. Staff was so accommodating and friendly. Thank You for a great Anniversary weekend.
Room accommodations were fantastic. Everything's was clean, quiet, and enjoyable. Included breakfast was also good. Staff was very friendly and helpful. Hotel was really close to a lot of dining and shopping options. Definitely recommend anytime.
Room accommodations were fantastic. Everything's was clean, quiet, and enjoyable. Included breakfast was also good. Staff was very friendly and helpful. Hotel was really close to a lot of dining and shopping options. Definitely recommend anytime.
Sherry
Reviewed February 27, 2024Reviewed February 27, 2024
I have stayed in other hotels in area, and the Fairfield in is SUPER CLEAN!! The breakfast was good. I would definitely rate 5 stars. I travel to area often and will definitely will book here
I have stayed in other hotels in area, and the Fairfield in is SUPER CLEAN!! The breakfast was good. I would definitely rate 5 stars. I travel to area often and will definitely will book here
Spacious room with modern decor, comfortable beds and spectacular view of the city, river and boats. We had breakfast at the Factory and it was excellent. The portions were huge, the food was delicious and the server was outstanding. Front desk staff was friendly and very knowledgeable about the surrounding area. Lots to do within walking distance and the walk along the river was fantastic. We stayed there a few years ago and it was a significantly better experience this time around. They have a...
Spacious room with modern decor, comfortable beds and spectacular view of the city, river and boats. We had breakfast at the Factory and it was excellent. The portions were huge, the food was delicious and the server was outstanding. Front desk staff was friendly and very knowledgeable about the surrounding area. Lots to do within walking distance and the walk along the river was fantastic. We stayed there a few years ago and it was a significantly better experience this time around. They have a...
There's nothing wrong with enjoying the finer things in life. Add an extra layer of pleasure on your next trip to South Side by treating yourself to the best of the best when it comes to accommodation. It's an ideal combination. There's no reason to delay a getaway to South Side any longer. You'll join the multitudes of vacationers who have made South Side so fashionable recently. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. You deserve an outstanding getaway. Reserve one of our 5-star hotels in South Side and indulge in the finer things in life for a while.
Get a Great Deal on 5-Star Hotels in South Side
You'll have a wonderful time at one of these 5-star hotels. Top-notch customer care, granite-tiled bathrooms, and fabulous spa offerings are all on offer. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. How do you want to relax? A mud wrap treatment that will leave you feeling outstanding? 24-hour room service, so you can order that filet mignon in the wee hours of the morning? A deep-tissue massage to help your cares fall away? Want to see for yourself? Explore our listings and pick the perfect accommodation for your needs.
You won't sleep and order room service the entire time, though. We hear you. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in South Side are waiting for you to rest up after a busy day.
Your Getaway Starts Today
The results are in, and South Side 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Don't put off your dream vacation any longer -- Expedia can help you land a great deal on accommodation. Pick out one of our South Side 5-star hotels today and settle down in total tranquility tomorrow.
Frequently Asked Questions
How much does it cost to stay in a 5-star hotel in South Side?
How much you pay for a 5-star hotel in South Side can vary according to when you decide to travel and how long you plan to be away, among several factors. Use our price per night filter and other search tools to find the best rate on an indulgent stay.
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What makes a hotel 5 stars in South Side?
Exceptional guest service is the defining feature of every 5-star hotel in South Side. From the minute you arrive, staff cater to your every whim, whether recommending activities or providing a turn-down service. In addition, hotels have to feature top-rate conveniences to be considered for a 5-star rating. These can include luxury bathrobes, spas or saunas, pools, gourmet kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in South Side?
Our convenient filters are the quickest way to find exactly what you're looking for. Check the "All inclusive" and "5-star" boxes to show the finest properties in South Side where your room, meals, activities and entertainment are included in the upfront price. At these escapes, your vacation is pure extravagance from the moment you arrive.
Are there any 5-star vacation rentals in South Side?
Although you won't find any 5-star vacation rentals in South Side on our site, we have a range of properties that promise a fabulous getaway. Find one that suits your style by searching our vacation rentals in South Side.