Find Romantic Hotels in Squirrel Hill from S$116

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Squirrel Hill romantic hotels

1. Mansions on Fifth Hotel

Mansions on Fifth Hotel
4.0 star property
Shadyside
8.8 out of 10, Excellent, (1,012 reviews)
"Cute, small, great location. Clean."
United States
Paul
The price is S$209
includes taxes & fees
15 Nov - 16 Nov
Mansions on Fifth Hotel

2. The Maverick by Kasa

The Maverick by Kasa
3.0 star property
East Liberty
9.0 out of 10, Wonderful, (1,015 reviews)
"Lovely place, convenient for going places and reasonable prices."
United States
Yanbei
The price is S$125
includes taxes & fees
9 Nov - 10 Nov
The Maverick by Kasa

3. The Oaklander Hotel, Autograph Collection

The Oaklander Hotel, Autograph Collection
4.5 star property
Oakland
9.2 out of 10, Wonderful, (853 reviews)
"Great location, upscale amenities and really tasty food."
United States
William
The price is S$266
includes taxes & fees
23 Nov - 24 Nov
The Oaklander Hotel, Autograph Collection

4. TRYP by Wyndham Pittsburgh/Lawrenceville

TRYP by Wyndham Pittsburgh/Lawrenceville
3.0 star property
Lawrenceville
8.6 out of 10, Excellent, (1,235 reviews)
"Great place to stay! Amazing location to so many restaurants and bars and shops. Super clean and great rooms with great views of the city!"
United States
Alayna
The price is S$117
includes taxes & fees
22 Nov - 23 Nov
TRYP by Wyndham Pittsburgh/Lawrenceville

5. HYATT house Pittsburgh-South Side

HYATT house Pittsburgh-South Side
3.0 star property
South Side Flats
8.8 out of 10, Excellent, (1,001 reviews)
"Great location, spacious room, nice view, friendly staff."
United States
Adrienne
The price is S$196
includes taxes & fees
9 Nov - 10 Nov
HYATT house Pittsburgh-South Side

6. The Inn on Negley

The Inn on Negley
4.0 star property
Shadyside
10.0 out of 10, Exceptional, (230 reviews)
"The breakfast was absolutely delicious! The neighbourhood beautiful. The Inn was so nice and quiet. The bath was deep and oh so NICE!"
Canada
Mary
The price is S$476
includes taxes & fees
10 Nov - 11 Nov
The Inn on Negley

7. Courtyard by Marriott Pittsburgh West Homestead/Waterfront

Courtyard by Marriott Pittsburgh West Homestead/Waterfront
3.0 star property
West Homestead
8.2 out of 10, Very good, (1,001 reviews)
"Very clean and well maintained! Thank You so much!❤️"
United States
Leila
The price is S$183
includes taxes & fees
22 Nov - 23 Nov
Courtyard by Marriott Pittsburgh West Homestead/Waterfront
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.

Compare popular hotels in Squirrel Hill

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A large stone building with a central entrance, multiple windows, and a symmetrical facade.
Mansions on Fifth Hotel
4.0 star property
8.8
Excellent
1,012 reviews
View
A double door with a stone frame and a decorative arch above it.
The Maverick by Kasa
3.0 star property
9.0
Wonderful
1,015 reviews
View
A modern bar area with a marble countertop, bar stools, and a bookshelf filled with books and decorative items.
The Oaklander Hotel, Autograph Collection
4.5 star property
9.2
Wonderful
853 reviews
View
A table set with candles and a bouquet of flowers, overlooking a cityscape at night.
TRYP by Wyndham Pittsburgh/Lawrenceville
3.0 star property
8.6
Excellent
1,235 reviews
View
An outdoor seating area with wicker furniture and a view of a river and buildings in the background.
HYATT house Pittsburgh-South Side
3.0 star property
8.8
Excellent
1,001 reviews
View

Frequently Asked Questions

Searching for romantic hotels in Squirrel Hill?

Are you and your partner looking for a romantic holiday? If you'd like to explore some of the area's notable sights, you might make a stop by Hunt Institute for Botanical Documentation, Pittsburgh Center for the Arts or Purnell Center for the Arts. If you're interested in staying near a particular destination, you can sort by neighbourhood or distance to top sights, so you'll be able to see everything on your list.

What is there to do in Squirrel Hill?

There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all that Squirrel Hill has to offer. You might think about stopping by Hunt Institute for Botanical Documentation, Pittsburgh Center for the Arts or Purnell Center for the Arts while you're seeing the sights.

Explore a world of travel with Expedia