A pier extending into a body of water with people fishing, a clear sky, and distant land with a bridge.

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Check prices for these dates

Tonight
23 Aug - 24 Aug
Tomorrow
24 Aug - 25 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sep - 6 Sep

Our top choices for Stevensville Red Roof Inn

1. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
Chestertown
United States
Linda
SAR 237
SAR 263 total
includes taxes & fees
30 Aug - 31 Aug
Red Roof Inn & Suites Chestertown

2. Red Roof Inn Annapolis

Red Roof Inn Annapolis
Annapolis
United States
John
SAR 278
SAR 317 total
includes taxes & fees
30 Aug - 31 Aug
Red Roof Inn Annapolis
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Top Stevensville Hotel Reviews

St Michaels Inn

St Michaels Inn

10/10 Excellent
"Cute shore type hotel. Nice pool and was pretty clean. It was perfect for a night in St Michael's.. About a mile from the town."
Patrick 1-night trip
Posted 10 hours ago
St Michaels Inn
Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"Nice but expensive"
Gregory 2-night trip
Posted 14 hours ago
Rod 'N' Reel Resort
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

10/10 Excellent
"Excellent location. We had a short stay but would have loved to stay longer! Very nice/clean home. Owner responds immediately to questions. We loved the area and had so much fun crabbing. Highly recommend!"
Robyn B. 1-night trip
Posted 2 days ago
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Top notch staff from the front desk, housekeeping and valet. My only real complaint was the early AM construction in the hallway. But all the workers were friendly and courteous to me passing by to get to the elevator."
Erich 1-night trip
Posted 2 days ago
Annapolis Waterfront Hotel, Autograph Collection
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

10/10 Excellent
"We had a wonderful time at this property. Check-in had a small snafu but was quickly resolved with some quick action from the host.The location was tucked away for some peace and quiet we needed but was easy to get to from 50. The house itself was comfortable and had everything we needed, including a well-stocked kitchen, cozy living space, and comfortable beds. Everything about the stay felt smooth and stress-free.We'd definitely stay here again if we're back in the area, and we'd recommend it to anyone looking for a comfortable, reliable place to stay."
Patrick K. 15-night trip
Posted 3 days ago
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
240' Private Beachfront @Kent Island Love Point - Great for Families

240' Private Beachfront @Kent Island Love Point - Great for Families

10/10 Excellent
"Very nice property. Kent Island is a fun place to vacation."
George C. 7-night trip
Posted 6 days ago
240' Private Beachfront @Kent Island Love Point - Great for Families
Chesapeake Houseboat Getaway on Kent Island, Maryland

Chesapeake Houseboat Getaway on Kent Island, Maryland

10/10 Excellent
"We loved our stay on Julia’s Arc. The entire process from check in to check out was smooth. The property is clean, charming and has everything needed, including spices for cooking. The bed was comfortable."
Anne B. 4-night trip
Posted 8 days ago
Chesapeake Houseboat Getaway on Kent Island, Maryland
Island Life!  Kent Island Waterfront with Pool-Bring your boat!

Island Life! Kent Island Waterfront with Pool-Bring your boat!

10/10 Excellent
"We really enjoyed our stay at this spot while visiting our son for Plebe Parents Weekend at USNA. Had plenty of space to relax and unwind and communication was great throughout. One thing that wasn't as clear until arrival was that this is a guest house above garage next to main house where owner resides - therefore the pool/hot tub/outdoor space isn't private but shared. Wasn't a big deal to us but could to know beforehand. Really enjoyed the peaceful setting and was great to have the pool to cool off in with hot August humidity."
Lindsey H. 4-night trip
Posted 12 days ago
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Waterfront Escape with Pool Nature Lover Paradise

Waterfront Escape with Pool Nature Lover Paradise

10/10 Excellent
"N"
Maria S. 3-night trip
Posted 13 days ago
Waterfront Escape with Pool Nature Lover Paradise