Hotel Crosby is the most complete boutique stay in Stillwater, a casually elegant hotel at 232 Main Street North that combines historic character with modern design. It has 55 rooms, including five suites, spread across eight layouts that range from standard double queens and premium kings to studios and deluxe suites. The interior leans into a cosy, barn-like look with exposed brick and wooden beams, local art decorates the common spaces, and the staff include an outdoor activities coordinator who can help you arrange boat and motorcycle rentals. On the ground floor, MatchStick Restaurant and Spirits serves farm-to-table small plates and a bar list of around 700 rare whiskeys, which makes it a destination in its own right for visitors who enjoy a drink and a story. The rooftop hot tub is open year-round, which is a real pleasure under a winter sky.
Location and getting around
The hotel is on Main Street, so boutiques, restaurants, breweries, galleries and historic sites are a few steps away, and the riverfront, the lift bridge and the boarding area for the paddlewheel cruises are within an easy walk. This makes it an excellent base if you want to leave the car parked.
The trolley tour departs from the downtown area, and the Warden’s House Museum is a pleasant walk along Main Street. Ask the hotel about parking when you book, since downtown spaces are shared and busy on summer weekends and during the leaf season.
Rooms
Choose from standard double queens, premium kings, studios and deluxe suites. Sizes and views vary because the layouts differ, so read the room description carefully if you need space for a family or a river-facing window. Light sleepers should ask for a room away from Main Street on Friday and Saturday nights, when the streets and bars below are lively. The hotel has a fitness centre, and its on-site spa offers facials, massages and body-contouring treatments, which suits couples planning a spa weekend.
Who it suits
Couples, food and whiskey lovers, small groups of friends and anyone who wants a characterful, walkable stay with real amenities. It works for families with older children who will enjoy the rooftop hot tub, though the bar atmosphere is geared to adults. Good to know: the rooftop hot tub is a highlight in winter as well as summer, and booking a table at the restaurant early on weekends is wise. October is the busiest month, so reserve your room first and plan the rest of your trip around it.
Why stay here
- ✓MatchStick Restaurant and Spirits
- ✓Rare whiskey bar
- ✓Rooftop hot tub open year-round
- ✓On-site spa
- ✓Fitness centre
- ✓Eight room layouts including suites
- ✓Local art in common spaces
- ✓Outdoor activities coordinator
Good questions
Does Hotel Crosby have a rooftop hot tub?+
Yes. The rooftop hot tub is open year-round.
What restaurant is at Hotel Crosby?+
MatchStick Restaurant and Spirits serves farm-to-table small plates and has around 700 rare whiskeys.
Where is Hotel Crosby?+
At 232 Main Street North in downtown Stillwater, within walking distance of shops, restaurants and the river.