Find Hotels with Bars in Oxford, MD

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Check availability on Oxford Hotels with Bars

Our top choices for Oxford hotels with a bar

Terrace/patio
The Tidewater Inn

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (842)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is NT$5,627
NT$6,189 total
includes taxes & fees
Jan 1 - 2026/1/2
The Tidewater Inn
Premium Room | Frette Italian sheets, premium bedding, iron/ironing board, free WiFi
The Wildset

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (411)
"Everything was lovely. "
United States
Erin
The price is NT$5,627
NT$6,881 total
includes taxes & fees
Jan 1 - 2026/1/2
The Wildset
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (90)
"Very relaxing stay."
United States
Anne
The price is NT$3,704
NT$5,458 total
includes taxes & fees
Jan 4 - 2026/1/5
Wylder Tilghman Island
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1003)
"Clean and friendly staff"
United States
Lisa
The price is NT$3,841
NT$4,263 total
includes taxes & fees
Jan 4 - 2026/1/5
Hilton Garden Inn Kent Island Marina
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1001)
"Very courteous staff."
United States
Joseph
The price is NT$5,407
NT$7,036 total
includes taxes & fees
Jan 1 - 2026/1/2
Hyatt Regency Chesapeake Bay
Front of property
The Oaks Waterfront

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (41)
" Beautiful property, wonderful staff, excellent food service."
United States
Seth
The price is NT$12,985
NT$14,284 total
includes taxes & fees
Dec 30 - Dec 31
The Oaks Waterfront
Breakfast, lunch, dinner served; ocean views
Inn at Perry Cabin

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (372)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is NT$16,409
NT$19,854 total
includes taxes & fees
Dec 30 - Dec 31
Inn at Perry Cabin
Outdoor banquet area
The Tilghman Island Inn

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (121)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is NT$6,444
NT$7,088 total
includes taxes & fees
Jan 18 - 2026/1/19
The Tilghman Island Inn
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.
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Top Oxford Hotel Reviews

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"So good!!"
Bridgit 1-night trip
Posted 3 days ago
Hyatt Regency Chesapeake Bay

Frequently asked questions

Searching for hotels with bars in Oxford?
Oxford features 20 properties to choose from, and likely many will have a bar where you can enjoy drink after a day of exploring. While you're here, you can check out Oxford Museum.
What are the best hotels with bars in Oxford?
Here are a few of the top Oxford accommodations with bars: The Oxford Inn: Inn with restaurant. Enjoy the bar, free breakfast, and free WiFi. Robert Morris Inn: B&B with restaurant. Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Oxford?
If you have time to explore, consider visiting Saint Michaels Village, St. Michaels Winery, and St. Michaels Marina, and then find a cozy spot for a nightcap. Other places to see include Oxford Museum. Oxford is known for its riverfront.
When is the best time to visit Oxford?
Visiting local bars in Oxford is better in good weather. These temperatures and rainfall averages can help you decide the best time for bar hopping. The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Oxford is 53 inches.
How can I get to Oxford and around the area?
You might want to make the most of these transportation options in and around Oxford: Fly into Easton, MD (ESN-Easton - Newnam), which is located 10.4 mi (16.7 km) from the city center. You can also search for flights into Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), which is 42.6 mi (68.5 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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