Romantic Hotels in South Side
Pennsylvania
United States of America
Romantic Hotels
Expedia.co.nz

South Side Travel Guide Hotels in South Side Flights to South Side Activities in South Side Car Hire in South Side South Side Holiday Packages Holiday Rentals in South Side

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

Where to?

Dates

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

November 2026

MonMonday

TueTuesday

WedWednesday

ThuThursday

FriFriday

SatSaturday

SunSunday

December 2026

MonMonday

TueTuesday

WedWednesday

ThuThursday

FriFriday

SatSaturday

SunSunday

Travellers

Room 1

Adults

ChildrenAges 0 to 17

Need to book 9 or more rooms?

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for South Side romantic hotels

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

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.

View all properties

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

Explore a world of travel with Expedia

Lodging
Flights
Packages
Cars
Things to do

Romantic Hotels in West Homestead
Standard Link for Romantic Hotels in West Homestead
Boutique Hotels in Greensburg
Standard Link for Boutique Hotels in Greensburg
Family Hotels in Monaca
Standard Link for Family Hotels in Monaca
Spa Hotels in Meadowlands
Standard Link for Spa Hotels in Meadowlands
Luxury Hotels in North Side
Standard Link for Luxury Hotels in North Side
Cheap Hotels in North Side
Standard Link for Cheap Hotels in North Side
Romantic Hotels in North Side
Standard Link for Romantic Hotels in North Side
Pet Friendly Hotels in North Side
Standard Link for Pet Friendly Hotels in North Side
Spa Hotels in Downtown Pittsburgh
Standard Link for Spa Hotels in Downtown Pittsburgh
Cheap Hotels in Downtown Pittsburgh
Standard Link for Cheap Hotels in Downtown Pittsburgh
Luxury Hotels in Downtown Pittsburgh
Standard Link for Luxury Hotels in Downtown Pittsburgh
Pet Friendly Hotels in North Shore
Standard Link for Pet Friendly Hotels in North Shore
Cheap Hotels in North Shore
Standard Link for Cheap Hotels in North Shore
Lgbt Welcoming Hotels in Homestead
Standard Link for Lgbt Welcoming Hotels in Homestead
Casino Hotels in Moon Township
Standard Link for Casino Hotels in Moon Township
Lgbt Welcoming Hotels in Bridgeville
Standard Link for Lgbt Welcoming Hotels in Bridgeville
Cheap Hotels in Pittsburgh
Standard Link for Cheap Hotels in Pittsburgh
Lgbt Welcoming Hotels in South Side Flats
Standard Link for Lgbt Welcoming Hotels in South Side Flats
Cheap Hotels in South Side Flats
Standard Link for Cheap Hotels in South Side Flats
Romantic Hotels in Mars
Standard Link for Romantic Hotels in Mars
Lgbt Welcoming Hotels in Mars
Standard Link for Lgbt Welcoming Hotels in Mars
Spa Hotels in Mars
Standard Link for Spa Hotels in Mars
Family Hotels in Mars
Standard Link for Family Hotels in Mars
Hotels with Pool in Mars
Standard Link for Hotels with Pool in Mars
Cheap Hotels in Wexford
Standard Link for Cheap Hotels in Wexford
Spa Hotels in Butler
Standard Link for Spa Hotels in Butler
Cheap Hotels in Butler
Standard Link for Cheap Hotels in Butler
Luxury Hotels in Butler
Standard Link for Luxury Hotels in Butler
Oakland Hotels
Standard Link for Oakland Hotels
Hotels near National Aviary
Standard Link for Hotels near National Aviary
Swissvale Hotels
Standard Link for Swissvale Hotels
Hotels near University of Pittsburgh
Standard Link for Hotels near University of Pittsburgh
Castle Shannon Hotels
Standard Link for Castle Shannon Hotels
Bluff Hotels
Standard Link for Bluff Hotels
Downtown Pittsburgh Hotels
Standard Link for Downtown Pittsburgh Hotels
Hotels near PNC Park
Standard Link for Hotels near PNC Park
Central Northside Hotels
Standard Link for Central Northside Hotels
Hotels near Acrisure Stadium
Standard Link for Hotels near Acrisure Stadium
Hotels near Fort Pitt Museum
Standard Link for Hotels near Fort Pitt Museum
Hotels near Market Square
Standard Link for Hotels near Market Square
Hotels near Carnegie Library of Pittsburgh
Standard Link for Hotels near Carnegie Library of Pittsburgh
Pittsburgh Hotels
Standard Link for Pittsburgh Hotels
Hotels near David L Lawrence Convention Center
Standard Link for Hotels near David L Lawrence Convention Center
Squirrel Hill Hotels
Standard Link for Squirrel Hill Hotels
North Shore Hotels
Standard Link for North Shore Hotels
South Side Flats Hotels
Standard Link for South Side Flats Hotels
Friendship Hotels
Standard Link for Friendship Hotels
West Homestead Hotels
Standard Link for West Homestead Hotels
Mount Washington Hotels
Standard Link for Mount Washington Hotels
Lawrenceville Hotels
Standard Link for Lawrenceville Hotels
Condo Rentals in Pittsburgh
Standard Link for Condo Rentals in Pittsburgh
Apartments in Pittsburgh
Standard Link for Apartments in Pittsburgh
Holiday Homes in Fallowfield Station
Standard Link for Holiday Homes in Fallowfield Station
Houseboats in North Side
Standard Link for Houseboats in North Side
Cabin Rentals in South Side
Standard Link for Cabin Rentals in South Side
Inns in South Side
Standard Link for Inns in South Side
Marriott Hotels & Resorts in Pittsburgh
Standard Link for Marriott Hotels & Resorts in Pittsburgh
Hilton Hotels in North Side
Standard Link for Hilton Hotels in North Side
Motel 6 Hotels in Mount Oliver
Standard Link for Motel 6 Hotels in Mount Oliver

Flights to Pittsburgh
Standard Link for Flights to Pittsburgh
Flights from Pittsburgh
Standard Link for Flights from Pittsburgh

Visit North Shore
Standard Link for Visit North Shore
Visit Greenfield
Standard Link for Visit Greenfield
Visit Pittsburgh
Standard Link for Visit Pittsburgh
Visit South Side
Standard Link for Visit South Side
Visit East Allegheny
Standard Link for Visit East Allegheny
Visit Bloomfield
Standard Link for Visit Bloomfield
Visit South Side Flats
Standard Link for Visit South Side Flats
Visit Downtown Pittsburgh
Standard Link for Visit Downtown Pittsburgh
Roberto Clemente Bridge
Standard Link for Roberto Clemente Bridge
Andy Warhol Bridge
Standard Link for Andy Warhol Bridge
Millvale Holidays
Standard Link for Millvale Holidays
Pittsburgh Water Steps
Standard Link for Pittsburgh Water Steps
Carnegie Science Center
Standard Link for Carnegie Science Center
Mr. Rogers' Memorial Statue
Standard Link for Mr. Rogers' Memorial Statue
The Waterfront
Standard Link for The Waterfront
U.s. Steel Tower
Standard Link for U.s. Steel Tower
Ppg Paints Arena
Standard Link for Ppg Paints Arena
Petersen Events Center
Standard Link for Petersen Events Center
Cathedral of Learning
Standard Link for Cathedral of Learning
Allegheny General Hospital
Standard Link for Allegheny General Hospital
Duquesne Incline
Standard Link for Duquesne Incline
Pittsburgh Holidays
Standard Link for Pittsburgh Holidays
Acrisure Stadium
Standard Link for Acrisure Stadium
Schenley Park
Standard Link for Schenley Park
Heinz Hall
Standard Link for Heinz Hall
Carnegie Museum of Natural History
Standard Link for Carnegie Museum of Natural History
Senator John Heinz Regional History Centre
Standard Link for Senator John Heinz Regional History Centre
Pnc Park
Standard Link for Pnc Park
Andy Warhol Museum
Standard Link for Andy Warhol Museum
Station Square
Standard Link for Station Square
University of Pittsburgh
Standard Link for University of Pittsburgh
National Aviary
Standard Link for National Aviary

Car hire near Pittsburgh
Standard Link for Car hire near Pittsburgh
Car hire near South Side Flats
Standard Link for Car hire near South Side Flats
Thrifty Car Rental Rental Cars in South Side
Standard Link for Thrifty Car Rental Rental Cars in South Side
Alamo Rent A Car Rental Cars in South Side
Standard Link for Alamo Rent A Car Rental Cars in South Side
Top Rent a Car Rental Cars in South Side
Standard Link for Top Rent a Car Rental Cars in South Side

Activities in Pittsburgh
Standard Link for Activities in Pittsburgh

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

Explore a world of travel with Expedia