Oxford, MD

Travel Guide

A waterfront street lined with trees and a white building with a balcony.
A waterfront street lined with trees and houses.
A grassy area with two Adirondack chairs facing a body of water, a large tree, and a distant shoreline with buildings.
A beach with two white Adirondack chairs under a tree, overlooking the sea.
A waterfront with houses, boats, and wooden pilings.
Sandaway Suites & Beach

Sandaway Suites & Beach

3 out of 5
103 West Strand Road Oxford MD
$300 nightly
The price is $330 total per night from Nov 11 to Nov 12
$330 total
Nov 11 - Nov 12
Total with taxes and fees
Book a stay at this beach hotel in Oxford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. Popular ...
Sandaway Suites & Beach
Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

Oxford MD
Stay at this vacation home in Oxford. Enjoy private pools, a garden, and laundry facilities. Popular attractions Oxford Museum and Royston Island are located ...
10/10 Exceptional! (26 reviews)
"Plenty of room. Lovely setting. Quiet and private. Fun, classic eastern shore historic farm with dock. Think wedding crashers. Suitable for quality entertaining."

Reviewed on Sep 28, 2026

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Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
$95 nightly
The price is $105 total per night from Nov 1 to Nov 2
$105 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,004 reviews)
"We travel to St micheals md, several times a year, during the oyster season. Usually we stay at hotels in easton, so this time we tried the st micheals inn. It's closer to the Cheasapeake Landing restaurant. We were placed in a room opposite the main street, which made for a very quiet evening. Much ..."

Reviewed on Oct 10, 2026

St Michaels Inn
See all 454 properties in Oxford
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.
Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

Oxford MD
Stay at this vacation home in Oxford. Enjoy private pools, a garden, and laundry facilities. Popular attractions Oxford Museum and Royston Island are located ...
10/10 Exceptional! (26 reviews)
"Plenty of room. Lovely setting. Quiet and private. Fun, classic eastern shore historic farm with dock. Think wedding crashers. Suitable for quality entertaining."

Reviewed on Sep 28, 2026

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways
Private 2 Acre Waterfront Family Retreat with Pool & Pier

Private 2 Acre Waterfront Family Retreat with Pool & Pier

Cambridge MD
Book a stay at this family-friendly vacation home in Cambridge. Enjoy free WiFi, private pools, and a garden. Popular attractions Christ Rock Park and Spocott ...
9.6/10 Exceptional! (98 reviews)
"Excellent house, 100% recommended. We were a group of 15 people, 5 of them with disabilities, 3 with wheelchairs, still the house was very suitable for everyone."

Reviewed on Sep 15, 2026

Private 2 Acre Waterfront Family Retreat with Pool & Pier
Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay

Stevensville MD
Stay at this houseboat in Stevensville. Enjoy a beach locale and an in-room coffeemaker. Popular attractions Matapeake State Park and Romancoke Wharf County ...
7.4/10 Good! (10 reviews)
"Kate and her husband were amazing. They helped us every step of the way. Even met us there to help learn our way around the boat. Definitely going again"

Reviewed on Sep 2, 2026

Floating 2 bed 2 bath condo stunning views of the bay
See all properties in Oxford
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.

Stay near popular Oxford attractions

Oxford Museum

8.2/10 (25 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.
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Frequently asked questions

Is Oxford worth visiting?
Oxford is worth visiting for its standout attractions, including the Oxford Museum and Play Ball Dog Park. Travelers can also enjoy diverse dining experiences, with options ranging from North American dishes to Italian favorites like pasta and pizza.
When is the best time to visit Oxford?
The best time to visit Oxford is from June through August, when the weather is typically pleasant for exploring. For travelers seeking fewer crowds and better value, the quieter months of November through January are a good option, offering a more serene experience during the cooler season.
What is Oxford known for?
Oxford is known for its cultural offerings, such as the Oxford Museum, and for outdoor recreation at places like Play Ball Dog Park. In this city in the United States, travelers can also find North American food.
What is a good itinerary length for Oxford?
A good itinerary length for Oxford is one to two days to explore the Oxford Museum and enjoy Play Ball Dog Park. An extended stay of three to four days allows travelers to experience the local North American, Italian, and Asian dining options more thoroughly.
What are the top things to do in and around Oxford?
In Oxford, travelers can explore local culture and enjoy outdoor spaces:

  • Visit the Oxford Museum, a local landmark for cultural insights.
  • Explore Play Ball Dog Park for some outdoor recreation and nature.

Can I book a refundable hotel in Oxford?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Oxford by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Oxford with Expedia?
Expedia makes it easier to plan your Oxford trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Oxford?
The best choice depends on your travel style. Hotels in Oxford can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Oxford trip on Expedia?
Once you've booked your Oxford trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Oxford trip?
Expedia offers customer support before, during, and after your Oxford trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Oxford?
If it's your first trip to Oxford, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Oxford hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Oxford hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Oxford

A red sign with the words "Welcome to Easton" and "Main Street Maryland Community" on it.

Easton

A rural landscape with a dirt road leading to a red barn, surrounded by fields and a clear sky.

Trappe

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