Romantic Hotels in South Side
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Large stainless steel brewing tanks with logos and text, set against a building with arched windows and a brick facade.

Romantic Hotels & Resorts in South Side from NZ$631

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your current months are November, 2026 and December, 2026.

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Our top choices for South Side romantic hotels

A kitchen with a white stove, a sink, and cabinets.

A living room with a fireplace, two armchairs, a sofa, and a patterned rug.

A hallway with a blue door, a welcome sign, a bench with a patterned cushion, and a kitchen area in the background.

A dining area with a wooden table and four chairs, a potted plant, and a framed picture on the wall.

1. Relax & Feel At Home During Your Pittsburgh Stay

Relax & Feel At Home During Your Pittsburgh Stay

Carrick

9.4 out of 10, Exceptional, (32 reviews)

9.4/10

Exceptional

(32 reviews)

"nice place to celebrate my Pitt grad!"

Claudia T.

Relax & Feel At Home During Your Pittsburgh Stay

A living room with a sofa, a coffee table, a fireplace, and a TV on a mantel.

A kitchen with a granite countertop, wooden cabinets, and a vase with orange flowers on the counter.

A living room with a fireplace, a television, and a staircase leading to another room.

A bedroom with a large bed, a desk, a lamp, and a window with curtains.

2. Beautiful 3BR Home with Cozy Front & Back Porches!

Beautiful 3BR Home with Cozy Front & Back Porches!

Munhall

9.4 out of 10, Exceptional, (28 reviews)

9.4/10

Exceptional

(28 reviews)

"Beautiful house and very cozy feeling, Jenna kept in touch to make sure we had everything we needed. "

Bobbi C.

Beautiful 3BR Home with Cozy Front & Back Porches!

A modern living room with a sofa, ottoman, and a coffee table. There is a television, a lamp, and a plant on a side table.

A modern living room with a grey sofa, a glass coffee table, and a patterned rug.

A modern kitchen with white cabinets, a stainless steel dishwasher, a gas stove, and a built-in oven. There are two windows with blinds, and a small shelf with decorative items.

A spacious dining area with a glass table and chairs, a kitchen in the background, and a hallway leading to a door.

3. Modern All-New, Near Downtown, Private Parking - walking to Children Hospital

Modern All-New, Near Downtown, Private Parking - walking to Children Hospital

Garfield

10.0 out of 10, Exceptional, (68 reviews)

10/10

Exceptional

(68 reviews)

"Great location. Easy access to downtown. Loved the 3 bedrooms with their own bathrooms."

Homeandstable

The price is NZ$631

NZ$631

includes taxes & fees

9 Nov - 10 Nov

Modern All-New, Near Downtown, Private Parking - walking to Children Hospital

A modern kitchen with a central island, large windows, and a view of the outdoors.

A dining area with a wooden table set for four, surrounded by white chairs with patterned cushions. A brick wall and white cabinetry are visible in the background.

A dining area with a table set for four, surrounded by white chairs with floral cushions, large windows offering a view of a green garden, and a ceiling fan on the left.

A living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

4. The Dog Haus near DT Pittsburgh |Pet Friendly| Self Check in!

The Dog Haus near DT Pittsburgh |Pet Friendly| Self Check in!

Bethel Park

9.6 out of 10, Exceptional, (28 reviews)

9.6/10

Exceptional

(28 reviews)

"We were so very pleased with Chesleah’s home. It was easy to see that she loves her home and goes out of her way to provide every comfort for her guests. We loved our stay and think Chesleah must be a very sweet person, indeed!!"

Maureen Z.

The price is NZ$814

NZ$814

includes taxes & fees

10 Nov - 11 Nov

The Dog Haus near DT Pittsburgh |Pet Friendly| Self Check in!

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top South Side Hotel Reviews

A spacious lobby with a high ceiling, a large cityscape mural, and a seating area with a railing.

An indoor swimming pool with clear blue water, lounge chairs, and a sunlit ceiling.

An outdoor patio area with wicker furniture and a view of city buildings.

A spacious hotel lobby with multiple dining tables and booths, a large cityscape mural on the wall, and a high ceiling with decorative moldings.

Drury Plaza Hotel Pittsburgh Downtown

Downtown Pittsburgh

10/10 Excellent

Excellent all round - front desk staff extremely friendly and helpful.

John D

Reviewed August 30, 2025Reviewed August 30, 2025

Drury Plaza Hotel Pittsburgh Downtown

A grand lobby with a grand piano, plush seating, chandeliers, and ornate decor.

A formal dining room with multiple tables set for service, large chandeliers, and ornate wood paneling.

A spacious lobby with a red carpet, ornate ceiling, and a staircase leading to upper floors.

A grand hallway with ornate ceiling decorations, a wooden railing, and a long corridor.

Omni William Penn Hotel

Downtown Pittsburgh

10/10 Excellent

Beautiful old fashioned hotel with a spectacular foyer. Great English still pub on site and comfortable guest rooms. Staff were friendly throughout.

Reviewed December 23, 2025Reviewed December 23, 2025

Omni William Penn Hotel

A modern living room with a large window offering a scenic view of a lake and hills. There is a sofa set and a small coffee table with a remote control on it.

A spacious indoor area with multiple tables and chairs, a bar area with televisions, and large windows offering a view of greenery outside.

A bar with a glass of iced drink with a lemon slice and straw, and shelves of bottles in the background.

A hotel room with a large window offering a view of a body of water and greenery, a bed with white linens, a small round table, and a blue sofa.

The Landing Hotel at Rivers Casino

North Side

10/10 Excellent

Short stay - very convenient- parking included

Brian

Reviewed April 27, 2025Reviewed April 27, 2025

The Landing Hotel at Rivers Casino

The entrance of the Hotel Monaco with a grand facade, a receptionist at the entrance, and a statue of a dog on the right.

A restaurant interior with wooden floors, multiple dining tables, and hanging spherical light fixtures.

A rooftop terrace with round tables and chairs, string lights, and a city view.

A hotel lobby with a staircase, a hanging floral arrangement, and a display of birdcages.

Kimpton Hotel Monaco Pittsburgh by IHG

Downtown Pittsburgh

10/10 Excellent

Everything was good

Joshuah

Reviewed February 4, 2026Reviewed February 4, 2026

Kimpton Hotel Monaco Pittsburgh by IHG

A modern kitchen with a central island, bar stools, and a stainless steel refrigerator.

A rooftop lounge with a modern design, featuring a large bed, seating area, and a view of a tall building in the background.

A modern hotel lobby with a large reception desk, two symmetrical seating areas, and a central decorative wall.

A modern living room with a grey sofa, a coffee table, and a large horse painting on the wall.

Etage Executive Living

Downtown Pittsburgh

10/10 Excellent

Good place. Very large rooms, but I wish it has a doorman or a disabled entry. So hard to come in when you have many suitcases.

Cliff

Reviewed April 19, 2024Reviewed April 19, 2024

Etage Executive Living

A hotel entrance with a sign reading "Courtyard by Marriott."

A spacious lobby with a large seating area, a flat-screen TV mounted on the wall, and a fireplace.

A modern outdoor seating area with wicker furniture, a wooden floor, and a large map mural on the building wall.

A hotel room with a large bed, a desk, a chair, a TV, and a window with a city view.

Courtyard by Marriott Pittsburgh Downtown

Downtown Pittsburgh

10/10 Excellent

Great place to stay

George

Reviewed November 18, 2024Reviewed November 18, 2024

Courtyard by Marriott Pittsburgh Downtown

A modern bar area with a stone wall, flat-screen TV, and bar stools.

A modern restaurant interior with bar seating, a flat-screen TV, and decorative wall art.

A hotel room with two beds, a TV, a desk, and a chair.

A Drury hotel with a multi-story structure, a parking lot, and a clear sky.

Drury Inn & Suites Pittsburgh Airport Settlers Ridge

Pittsburgh

10/10 Excellent

Safe, clean, friendly staff and the convenience of free parking. Made it a good value stay. Would stay there again. Please repair the second elevator soon. It took a long time to get up and down from our floor and it was often a tight squeeze.

Christopher

Reviewed May 27, 2025Reviewed May 27, 2025

Drury Inn & Suites Pittsburgh Airport Settlers Ridge

An indoor swimming pool with clear glass walls, a blue chair, and a small round table in the center.

A breakfast bar with various food items and a sign that says "Egg-Xactly The Start You Need".

A hotel entrance with a covered walkway, a bench, and a Holiday Inn Express sign.

A hotel room with a large bed, a desk, a chair, a dresser, and a mirror.

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

South Side Flats

8/10 Good

Breakfast is good. Sleep would have been better without the noisy a/c.

Victoria

Reviewed April 4, 2026Reviewed April 4, 2026

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

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Romantic Hotels & Resorts in South Side from NZ$631

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for South Side romantic hotels

1. Relax & Feel At Home During Your Pittsburgh Stay

2. Beautiful 3BR Home with Cozy Front & Back Porches!

3. Modern All-New, Near Downtown, Private Parking - walking to Children Hospital

4. The Dog Haus near DT Pittsburgh |Pet Friendly| Self Check in!

Top South Side Hotel Reviews

Drury Plaza Hotel Pittsburgh Downtown

10/10 Excellent

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