Romantic Getaways in Pittsburgh, PA

Once home to one of Pittsburgh’s most prominent attorneys, Mansions on Fifth now welcomes guests into an elegant, historic setting where modern luxury meets old-world charm. This boutique hotel offers a sophisticated stay with spacious rooms, attentive service, and timeless architectural beauty in the city’s Shadyside neighborhood.

• 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

If you’re looking for a peaceful, upscale place to stay near downtown Pittsburgh, The Inn on Negley is a lovely choice. Located in the walkable and charming Shadyside neighborhood, it’s close to the Carnegie museums, universities, and plenty of great shopping and dining. This beautifully restored Victorian inn offers eight uniquely decorated rooms, each with thoughtful touches and high-end comfort.

• 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

If you're after a stay that’s both elegant and out of the ordinary, The Parador Inn on Pittsburgh’s North Shore offers something truly special. This Caribbean-inspired bed and breakfast blends the charm of a historic mansion with colorful, tropical flair—making it a great pick for a relaxing, one-of-a-kind getaway.

• 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

If you're looking for a stay that combines history, character, and comfort, The Priory Hotel is a standout. As Pittsburgh’s only historic boutique hotel, this 42-room property offers a quiet, elegant retreat with modern amenities—perfectly located for exploring downtown and the North Shore.

• 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

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

• 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

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. Set in the heart of downtown, it puts you steps from Pittsburgh’s best dining, cultural attractions, and business hubs—with skyline and PNC Park views to top it all off.

• 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 and cocktails at Andys Bar

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

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 combines elegant cherry wood furnishings and architectural details with all the extras you’d expect from a luxury stay.

• 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