Romantic Getaways in Pittsburgh, PA

Location:

Pittsburgh, PA

Highlights:

If you’re looking for a stay that combines history, charm, and modern luxury, Mansions on Fifth is a must-visit. Located in Pittsburgh’s elegant Shadyside neighborhood, this boutique hotel offers spacious rooms, personalized service, and a perfect blend of old-world beauty with contemporary comforts.

We Recommend This For:

Couples, history enthusiasts, luxury travelers, and anyone seeking a sophisticated escape in Pittsburgh.

What we Love:

The seamless fusion of historic architecture with modern amenities, cozy common areas, and thoughtful, concierge-level service.

• Upscale Rooms – Expect ceramic and glass showers, Gilchrist & Soames amenities, and plush bamboo-fiber towels
• Special Touches – Some rooms include fireplaces or jetted tubs, and the Presidential Suite offers two baths and bedrooms
• Inviting Common Areas – Enjoy the front veranda in warm months or cozy up by a fireplace during winter
• Concierge-Level Service – 24/7 front desk and daily butler services, including valet and bell assistance
• Modern Comforts – Complimentary Wi-Fi, fitness center, guest computer with printer, and free parking
• Flexible Breakfast – Start the day with a complimentary continental breakfast or order à la carte
• Evening Atmosphere – Sip a craft cocktail, microbrew, or wine at the intimate Oak Room pub

Address:

Mansions on Fifth, 5105 Fifth Ave., Pittsburgh, PA
Phone: 412-381-5105

Location:

Pittsburgh, PA

Highlights:

For a peaceful, upscale stay near downtown Pittsburgh, The Inn on Negley is an ideal choice. Nestled in the charming Shadyside neighborhood, this beautifully restored Victorian inn offers unique, comfortable rooms with personalized touches and a relaxing atmosphere, all just steps from the city’s top attractions.

We Recommend This For:

Couples, travelers seeking a relaxing retreat, and those wanting a tranquil escape near Pittsburgh’s cultural and dining destinations.

What we Love:

The inn’s luxurious amenities, individually styled rooms, and thoughtful touches that make every stay feel special and pampering.

• Individually Styled Rooms – Every room has a unique look with antiques, private baths, and luxurious robes and slippers
• Nice Extras – You’ll find L’Occitane bath products, BOSE radios, cable TV with DVD players, and free Wi-Fi
• Start the Day Right – Enjoy a gourmet breakfast prepared by the inn’s chef, with the menu shared in advance and dietary options available
• Relaxing Common Areas – Read the paper in the Fernwood Dining Room or curl up with a cup of tea in the Parlor
• Helpful Amenities – Evening turndown service, 24-hour tea and coffee, and fresh cookies and iced tea in the evening
• Evening Treat – From 5–7 p.m., help yourself to complimentary wine and cheese
• Extra Treats – Ask about adding brunch, high tea, or a special lunch or dinner (advance notice needed)
• Pamper Yourself – Book an in-room massage for a little added relaxation during your stay

Address:

The Inn on Negley, 703 South Negley Ave., Pittsburgh, PA
Phone: 412-661-0631

Location:

Pittsburgh, PA

Highlights:

If you’re seeking a stay that combines elegance with a touch of tropical flair, The Parador Inn is the perfect choice. This Caribbean-inspired bed and breakfast, located on Pittsburgh’s North Shore, offers a unique and relaxing escape in a historic mansion with vibrant, island-inspired decor.

We Recommend This For:

Travelers looking for a one-of-a-kind getaway, couples, and anyone who enjoys a mix of elegance and tropical charm.

What we Love:

The beautifully blended Caribbean style, lush gardens, and inviting common areas that make it a truly memorable stay.

• Elegant Meets Island Vibes – Each room is individually styled with a Caribbean theme, yet still reflects the mansion’s historic elegance
• Comfortable & Well-Equipped – Rooms include private baths, cable TV, fridges, coffeemakers, gas fireplaces, and central air with filtration
• Gorgeous Gardens – Wander through lush tropical landscaping, water features, and cozy outdoor nooks
• Inviting Common Areas – Relax in the Lake Worth Sun Room, play games in the library, or sip a drink in the Victorian-style parlor
• Stay Connected – Secure high-speed Wi-Fi is available throughout the entire property, including the gardens
• YMCA Access – Guests get complimentary access to the nearby YMCA if you want to get a workout in
• Great Location – Just minutes from downtown Pittsburgh, stadiums, museums, and riverside trails
• Hearty Breakfast – Start each morning with a full American breakfast served in the dining room

Address:

The Parador Inn, 939 Western Avenue, Pittsburgh, PA
Phone: 877-540-1443

Romantic Getaways for Younger Couples:

Location:

Pittsburgh, PA

Highlights:

If you're looking for a stay that combines history, character, and comfort, The Priory Hotel is the perfect choice. As Pittsburgh’s only historic boutique hotel, this elegant 42-room property offers a quiet, relaxing retreat with modern amenities, all within easy reach of downtown and the North Shore.

We Recommend This For:

Travelers seeking a blend of history and comfort, those looking to explore downtown Pittsburgh, and anyone in need of a peaceful retreat with great amenities.

What we Love:

The historic charm mixed with modern conveniences, the cozy garden courtyard, and the unique experience of Monk’s Bar—Pennsylvania’s smallest bar.

• Historic Charm with Modern Comfort – Thoughtfully restored with safes, hairdryers, irons, and free high-speed Wi-Fi in every room
• Variety of Rooms – Choose from standard king/queen rooms, suites with sitting areas, or even a private top-floor apartment suite
• Convenient Perks – Take advantage of an on-call shuttle service, weekday morning rides to downtown, and a business center
• Relaxing Spaces – Unwind by the wood-burning fireplace in the sitting room or enjoy fresh air in the garden courtyard and Victorian porch
• Stay Active – Access the fitness center to fit in a quick workout during your stay
• Breakfast Included – Start your day with an expanded continental breakfast served daily
• Unique Bar Experience – Grab a drink at Monk’s Bar—the smallest bar in Pennsylvania, known for its microbrews, wine, and top-shelf options

Address:

The Priory Hotel, 614 Pressley Street, Pittsburgh, PA
Phone: 412-231-3338

Location:

Pittsburgh, PA

Highlights:

If you love unique design, modern comforts, and a central location, Kimpton Hotel Monaco Pittsburgh is the place for you. Housed in the beautifully restored 1903 James H. Reed building, this boutique hotel combines Beaux Arts elegance with bold, playful interiors, making your stay anything but ordinary.

We Recommend This For:

Design lovers, business travelers, and anyone looking for a stylish, central place to stay in Pittsburgh.

What we Love:

The unique blend of classic architecture and modern design, the wellness offerings, and the evening wine hour that make this hotel stand out.

• Well-Appointed Rooms – 248 guest rooms (including 13 suites) with yoga mats, Frette linens, Atelier Bloem bath products, and ergonomic workspaces
• Flexible Options – Choose from rooms with one or two queen beds, a king bed, corner layouts, or views of the city
• Wellness On Demand – Access the 24/7 fitness center or borrow a PUBLIC bike for exploring the city
• In-Room Spa Services – Book a massage or spa treatment delivered right to your room
• Convenient Amenities – Same-day dry cleaning, laundry service, and pet-friendly perks included
• Evening Wine Hour – Unwind with complimentary wine in the hotel’s cozy living room-style lobby
• Dining Options – Enjoy creative American fare at The Commoner, grab a bite from Commoner Corner, or head to the rooftop Biergarten for a drink with a view

Address:

Kimpton Hotel Monaco Pittsburgh, 620 William Penn Place, Pittsburgh, PA
Phone: 412-471-1170

Luxury Getaways for Couples:

Location:

Pittsburgh, PA

Highlights:

If you're after a luxurious stay with plenty of space and unbeatable views, Fairmont Pittsburgh is one of the top options in the city. Located in the heart of downtown, it offers proximity to Pittsburgh’s best dining, cultural attractions, and business hubs, with skyline and PNC Park views to top it all off.

We Recommend This For:

Luxury travelers, business visitors, and anyone looking for spacious rooms and outstanding views in Pittsburgh.

What we Love:

The largest guest rooms in the city, the wellness-focused amenities, and the stunning views from the suites.

• Spacious & Stylish – Home to the largest guest rooms in the city, all with modern décor and floor-to-ceiling windows
• Comfortable Details – Rooms include plush beds, four-fixture bathrooms, ergonomic desks, and seamless in-room tech
• Elevated Suites – Suites offer extras like powder rooms, kitchenettes, living and dining areas, and stunning views
• Wellness Focused – Relax at the Health Club & Spa or get a workout in the state-of-the-art fitness center
• Convenient Perks – Enjoy same-day laundry, overnight shoe shine, and garment pressing services
• Pet-Friendly – Bring your furry friend along for a small fee
• On-Site Dining – Dine at fl.2 for modern American cuisine or enjoy live jazz

Address:

Fairmont Pittsburgh, 510 Market Street, Pittsburgh, PA
Phone: 412-773-8800

Location:

Pittsburgh, PA

Highlights:

For a classic and comfortable stay in one of Pittsburgh’s most iconic buildings, the Omni William Penn Hotel offers timeless charm with modern conveniences. With 597 rooms—including 38 spacious suites—this historic hotel blends elegant cherry wood furnishings and architectural details with all the luxury extras you expect.

We Recommend This For:

Travelers seeking a blend of historic charm and modern amenities, families, and those wanting a central location in Pittsburgh.

What we Love:

The luxurious, spacious rooms, family-friendly touches, and the prime location steps from downtown attractions.

• Comfortable & Elegant Rooms – Each room includes plush robes, feather and foam pillows, chillers, coffeemakers, and full-size irons
• Modern Tech Features – Enjoy Wi-Fi, MP3-compatible alarm clocks, motion-activated night lights, large work desks, and HDTVs with on-demand movies
• Family-Friendly Perks – Kids get milk and cookies on the first night, plus a backpack filled with fun games and activities
• Wellness Options – Access the 24/7 fitness center or request an in-room fitness kit
• On-Site Dining – Dine at the Terrace Room, sip cocktails in the Speakeasy, or catch the game at the Tap Room
• Relax & Unwind – Enjoy small plates and afternoon tea in the Palm Court, or grab a quick bite from Starbucks or Bruegger’s Bagels
• Great Location – Steps from downtown attractions, shops, and theaters

Address:

Omni William Penn Hotel, 530 William Penn Place, Pittsburgh, PA
Phone: 412-281-7100