Hotels in Oxford

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Top 5 hotels in Oxford at a glance

Historic Inns of Annapolis — 3.5-star hotel in Historic District. Guest rating: 9.0/10 — Wonderful.
Rod 'N' Reel Resort — 4-star hotel in Chesapeake Beach. Guest rating: 8.6/10 — Excellent.
Sandaway Suites & Beach — 3-star hotel in Oxford. Guest rating: 9.6/10 — Exceptional.
St Michaels Inn — 2.5-star hotel in St. Michaels. Guest rating: 8.0/10 — Very Good.
The Oaks Waterfront — 4-star hotel in Easton. Guest rating: 10/10 — Exceptional.

Where to stay in Oxford?

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

A historic brick building with a red roof, multiple windows, and a central staircase.

A marina with multiple boats docked during sunset.

A spacious indoor area with brick walls, multiple tables and chairs, and string lights.

Historic Inns of Annapolis

Historic District

$117

$168 total

includes taxes & fees

Sep 29 - Sep 30

A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.

A modern bar area with a long counter and multiple bar stools.

A restaurant with a high ceiling, large windows, and a central bar area.

A modern salon with multiple black salon chairs, a white reception desk, and large windows allowing natural light.

Rod 'N' Reel Resort

Chesapeake Beach

$161

$212 total

includes taxes & fees

Oct 1 - Oct 2

A grassy area with white Adirondack chairs and a view of sailboats on the water.

A waterfront bar with outdoor seating, a view of the water, and American flags.

A bottle of Merlot wine and two glasses on a wooden tray by a window overlooking a lake.

A beach with clear water, sandy shore, and some vegetation.

Sandaway Suites & Beach

Oxford

$300

$330 total

includes taxes & fees

Sep 2 - Sep 3

A two-story building with a covered entrance and an American flag.

A hotel room with two beds, a chair, and a painting on the wall.

A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

St Michaels Inn

St. Michaels

$105

$116 total

includes taxes & fees

Sep 1 - Sep 2

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.

A wooden console table with framed floral artwork, two lamps, and two ottomans.

A white colonial-style house with a covered porch, brick steps, and outdoor seating.

The Oaks Waterfront

Easton

$489

$538 total

includes taxes & fees

Sep 1 - Sep 2

An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.

A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.

A marina with boats docked, a sandy beach, and a clear blue sky.

A spacious dining area with high ceilings, large windows, and modern chandeliers.

Hyatt Regency Chesapeake Bay

Cambridge

$229

$308 total

includes taxes & fees

Sep 2 - Sep 3

A room with a view of a wooden deck and a gazebo by the water.

A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

A golf course with a water hazard and surrounding trees.

A hotel room with a large bed, a chair, a desk, and a television.

Inn at Perry Cabin

Downtown St. Michaels

$635

$699 total

includes taxes & fees

Sep 7 - Sep 8

A two-story house with a porch, a front door, and a small garden area.

A dark wooden panel wall with a mounted flat-screen TV, a bench with cushions, and a small plant in a vase.

A two-story building with a balcony on the upper floor, outdoor seating with wooden chairs and tables, and a clear view of the surrounding area.

A restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.

The Wildset

Downtown St. Michaels

$239

$288 total

includes taxes & fees

Sep 15 - Sep 16

A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.

A restaurant with wooden tables and chairs, a bar area, and a tiled floor.

A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.

DoubleTree by Hilton Hotel Annapolis

Annapolis

$98

$111 total

includes taxes & fees

Sep 20 - Sep 21

A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.

A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.

A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.

An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".

The Tidewater Inn

Easton

$189

$208 total

includes taxes & fees

Sep 1 - Sep 2

A multi-story hotel with a brick facade, large windows, and an American flag.

A pool area with a hot tub, lounge chairs, and a no diving sign.

A modern hotel lobby with a sectional sofa, armchairs, a coffee table, and a chandelier.

A gym with multiple treadmills and elliptical machines.

Crowne Plaza Annapolis by IHG

Annapolis

$103

$117 total

includes taxes & fees

Sep 30 - Oct 1

A large, two-story Victorian-style house with a prominent tower, multiple windows, and a porch.

A living room with a sofa, a chair, a small table with a plant, and a window with a view of buildings.

Hummingbird Inn

Easton

$329

$375 total

includes taxes & fees

Sep 1 - Sep 2

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

A hotel with a brick facade, multiple parking spaces, and a landscaped area with trees.

A hotel pool area with multiple pools, lounge chairs, and a pool lift.

A hotel room with a sofa, armchair, and a small table. There is a lamp on a side table, and a door leading to another room.

Best Western Plus Easton Inn & Suites

Easton

$129

$142 total

includes taxes & fees

Sep 28 - Sep 29

A marina with boats docked at wooden piers, surrounded by greenery.

A waterfront property with houses, a dock, and a grassy area.

A bed with two pillows, one with "HAPPY PLACE" text, and a framed picture above the bed.

A covered patio area with wicker furniture and a view of a building with large windows.

Knapps Narrows Marina & Inn

Sherwood

$150

$165 total

includes taxes & fees

Sep 1 - Sep 2

A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.

A spacious atrium with a high ceiling, skylights, and a patterned floor.

A bar with a brick wall, a mounted shark, and various bottles and glasses on shelves.

A modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.

Graduate by Hilton Annapolis

Annapolis

$153

$175 total

includes taxes & fees

Sep 13 - Sep 14

A large house with a porch and a garden with colorful flowers.

A wooden cabin interior with a fireplace, a television mounted above it, a dining area with a table and chairs, and a large window with curtains.

A swimming pool with blue chairs, a hammock, and a view of the ocean.

A wooden cabin interior with a kitchen, dining area, and a ceiling fan.

Black Walnut Point Inn

Tilghman

A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.

An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.

A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.

An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.

Fairfield Inn & Suites by Marriott Easton

Easton

$135

$149 total

includes taxes & fees

Sep 6 - Sep 7

A Holiday Inn Express building with a brick facade, a green roof, and a flagpole with a flag.

An indoor swimming pool with lounge chairs and a no diving sign.

A Holiday Inn Express hotel with a brick facade, a green roof, and a flagpole with the American flag.

A modern hotel lobby with multiple seating areas, including tables and chairs, and a reception desk.

Holiday Inn Express Easton by IHG

Easton

$159

$175 total

includes taxes & fees

Sep 1 - Sep 2

A two-story house with a swimming pool, outdoor seating, and a covered patio area.

A living room with a fireplace, a sofa, a chair, and a bookshelf.

A dining room with a red tablecloth, wooden chairs, and a vase of pink lilies.

A two-story house with a wrap-around porch, multiple chimneys, and a well-maintained front yard.

George Brooks House B&B

St. Michaels

$235

$259 total

includes taxes & fees

Sep 1 - Sep 2

A waterfront property with a covered patio, a dock, and a boat.

A wooden pier extending into calm waters, a sandy beach with sparse vegetation, and a clear sky.

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

A view through a window with a white railing, overlooking a marina with boats docked and a pier extending into the water.

Wylder Tilghman Island

Tilghman

$196

$265 total

includes taxes & fees

Sep 1 - Sep 2

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Go beyond your typical stay in Oxford

Pet friendly

Pool

Hot tub

Cottage

Family friendly

Top landmarks in Oxford

Oxford Museum

8.2/10 (25 reviews)

The center of Oxford is home to cultural attractions like Oxford Museum, so you might want to stop by during your stay.

See properties

Learn more about Oxford

Oxford is hailed for its riverfront while attractions include Oxford Museum.

See all hotels in Oxford

A waterfront street lined with trees and houses.

Check out reviews of Oxford hotels guests love

St Michaels Inn

8/10 Good

"We decided to stay overnight last minute, this property was clean, and the bed was comfortable."

Hilton Garden Inn Kent Island Marina

8/10 Good

"under beds needs better cleaning. bathroom toilet seat needs cleaning (room 519) tighten. faucet needs maintenance both tub and sink."

Quality Inn

10/10 Excellent

"Spacious. Close to places we wanted to see."

Holiday Inn Express Cambridge by IHG

10/10 Excellent

"Our room was very clean, and the staff was very friendly. The breakfast options were great. We enjoyed out stay."

The Tilghman Island Inn

8/10 Good

"This place is a gem! Beautifully maintained and great views! However, the hotel should properly post that there is currently no restaurant on site."

Sandaway Suites & Beach

10/10 Excellent

"An old-school home reconfigured to a comfortable inn. The screened-in porch was a big plus during the buggy days of summer!"

The Tidewater Inn

10/10 Excellent

"We had a lovely stay at Tidewater Inn centrally located in downtown Easton within walking distance of charming shops and delicious restaurants. Our room was spacious and light filled. The bathroom was small but adequate. We ate at the restaurant in the hotel (Hunters Tavern) and had a fabulous meal. Will definitely be back."

Frequently asked questions

What accommodations do travelers like in Oxford?

Guests like Sandaway Suites & Beach, St Michaels Inn and Inn at Perry Cabin.

Can I book refundable hotels in Oxford?

If you're looking for the flexibility to change your plans to Oxford, most hotels provide refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Oxford if I want a vacation home instead of a hotel?

If you want to find a good alternative to a hotel, browse our selection of 11 vacation homes.

What will the weather in Oxford be like during my trip?

The warmest months in Oxford are usually July and August with an average temp of 74°F. January and February are the chilliest months when the average temp is 40°F. The rainiest months are August and October.

Why should I book my Oxford hotel with Hotels.com?

There are plenty of reasons to book your Oxford travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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