Most Romantic Hotels in Portland

Oyster knows what travelers look for in their hotels. When we review properties around the world, we evaluate how every feature stacks up against the competition, from the rooms to the pools to the restaurants. So if you're planning a romantic getaway and need a place to start, you've come to the right place. Take a look at our top picks for romance in Portland, and get inspired!

Hotel Monaco Portland -- a Kimpton Hotel


Hotel Monaco Portland -- a Kimpton Hotel Rating: 4.0 Pearls

This Kimpton boutique is housed in a historic, 1912 building with colorful interiors and solid amenities. There’s a lot for couples here, including free evening cocktails that can be enjoyed by the lobby fireplace; large rooms with whimsical style, plush beds and high-tech amenities; in-room massage services; and free loaner bikes to explore the city. Couples with an interest in art may enjoy the local artwork displayed throughout the hotel.

Hotel deLuxe


Hotel deLuxe Rating: 4.0 Pearls

Categories: Boutique, Luxury, Romantic

Decor at this upscale, 130-room boutique is inspired by the Golden Era of Hollywood, where Art Deco lamps, black-and-white photographs, and heavy drapes meet modern luxuries such as flat-screen TVs and iPod docks. Rooms have a vintage style that is cheerful rather than sultry, but have plush beds and a pastel color scheme that makes them feel homey and cozy. There is no spa on-site, but the restaurant offers fine dining in an elegant, classic style, and the rooftop hosts an open-air cinema during the summer.

The Westin Portland


The Westin Portland Rating: 4.0 Pearls

Categories: Business, Luxury, Romantic

The Westin brand is known for its hotels packed with business amenities, but this property feels quite intimate, with a cozy, stylish lobby and a small library. Rooms come equipped with the brand’s trademark Heavenly beds, as well as with high-tech amenities, including large flat-screen TVs and iPod docks, perfect for a quiet night in. Couples might want to book one of the multiple rooms that offer a large soaking tub or arrange for an in-room spa treatment through the concierge.

Hotel Vintage Plaza, a Kimpton Hotel


Hotel Vintage Plaza, a Kimpton Hotel Rating: 4.0 Pearls

As a member of the Kimpton brand, the Vintage Plaza offers most of the same freebies and amenities as the Monaco (free wine hours, in-room spa service), plus a few great perks of its own, including Spa Rooms with either huge hot tubs on the balcony or whirlpools in the bathroom; an excellent Italian restaurant; and a well-curated wine bar. The hotel has a wine theme and local vintages are served at the evening happy hour.

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