2/5 - Disappointing
Verified traveler
We ate at Doc’s and ordered the rib eye steak, never would I go there again
Visit Oxford
Downtown Oxford | Outdoor Dining | Character Filled
Oxford
Stay at this vacation home in Oxford. Enjoy free WiFi and an in-room coffeemaker. Popular attractions Oxford Museum and Royston Island are located nearby.
Hyatt Regency Chesapeake Bay
100 Heron Blvd, Cambridge, MD
The price is SAR 747 per night from May 6 to May 7
SAR 747
SAR 1,027 total
includes taxes & fees
6 May - 7 May
Stay at this 4-star beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,002 reviews)
"Great spot."
Reviewed on 8 April 2025
Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
The price is SAR 1,720 per night from Apr 17 to Apr 18
SAR 1,720
SAR 2,082 total
includes taxes & fees
17 Apr - 18 Apr
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (340 reviews)
"Our stay here was excellent. The highlight was arguably the check-in, where we were surprised with a birthday welcome, as well as a little onesie for our soon to arrive baby girl. This was a birthday/baby moon trip and we shared this info prior to arrival, and the staff was incredible in providing ..."
Reviewed on 5 April 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Downtown Oxford | Outdoor Dining | Character Filled
Oxford
Stay at this vacation home in Oxford. Enjoy free WiFi and an in-room coffeemaker. Popular attractions Oxford Museum and Royston Island are located nearby.
Family and Pet-Friendly, Waterfront with Pier
Cambridge
Stay at this cottage in Cambridge. Enjoy free WiFi, a garden, and patios. Popular attractions Ragged Island and Spocott Windmill are located nearby.
9.8/10 Exceptional! (219 reviews)
An absolute gem
"The only thing I can say is that the online listing really doesn’t do justice to how amazingly stunning Rob & Clarissa’s place is. My family and I decided last minute that we wanted to spend a weekend on the bay. I never expected it to be so beautiful! We got there late in the evening and we were ..."
Reviewed on 25 March 2025
Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville
Stay at this houseboat in Stevensville. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Romancoke Wharf County Park and Matapeake ...
9.6/10 Exceptional! (23 reviews)
Best weekend getaway
"Our weekend stay at Julia’s Arc was truly the perfect weekend!!! The location is perfect and the boat is so clean, cozy, beautifully decorated, and generously stocked. We felt so calm and happy during our whole stay. The top deck is a perfect spot to have a cup of coffee or watch the sunset. Plus, ..."
Reviewed on 30 March 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Oxford Museum
4/5(18 reviews)
You can spend an afternoon browsing the exhibits at Oxford Museum during your trip to Oxford. Stroll along the riverfront or discover the sunsets in this family-friendly area.
Play Ball Dog Park
Play Ball Dog Park is just one of the places to see in Oxford, so why not enjoy the other things to explore during your travels? Wander the riverfront and beaches in the area.
Reviews of Oxford
4.4
Top Destination
3/5 - Okay
Verified traveler
Quiet town
3/5 - Okay
JDK
Minimal shops, handful of dining options compared to St Michaels.
5/5 - Excellent
Verified traveler
We love this little town. Very quaint and residents are so nice.
5/5 - Excellent
Verified traveler
Lovely quiet quaint small town located on estuary of the Chesapeake Bay.
5/5 - Excellent
Verified traveler
It’s a beautiful, charming, old, historic town.
- Oxford Museum
- Breezy Point Beach
- Blackwater National Wildlife Refuge
- St. Michaels Winery
- Harriet Tubman Underground Railroad National Historical Park
- Chesapeake Bay Maritime Museum
- Choptank River Lighthouse
- Avalon Theatre
- Long Wharf Park
- Harriet Tubman Museum and Educational Center
- Gerry Boyle Park at Great Marsh
- Chesapeake Bay Environmental Center
- Dorchester County Visitors Center
- Talbot County Visitor Center
- Bill Burton Fishing Pier State Park
- Wye Landing
- Pickering Creek Audubon Center
- Hog Neck Golf Course
- Academy of the Arts
- The Third Haven Friends Meeting House
- Academy Art Museum
- Tilghman Watermen’s Museum
- St. Michaels Museum
- Easton Cycle and Sport
- Layton's Chance Vineyard and Winery
- Spocott Windmill
- Martinak State Park
- Historical Society of Talbot County