New Windsor Holiday Rentals, Maryland: Private House Rentals

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Our top choices for New Windsor hotels

A bed with a wooden headboard, white bedding, and decorative pillows.

A hallway with a wooden railing, a chandelier, a large mirror, and wall sconces.

A room with a black cabinet with ornate carvings, two red lamps, a chandelier, and a patterned wall.

A white house with a porch, a welcome sign, and a garden with a stone marker.

1. Sunday Morning at Savannahs

New Windsor

4.479.228 ₫

5.222.780 ₫ total

includes taxes & fees

6 Oct - 7 Oct

A spacious living room with a central fireplace, large windows, and a view of the outside.

A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

A coffee station with a Folgers coffee maker, disposable cups, and a variety of coffee pods.

A hotel reception area with a desk, two computers, and a sign indicating computer use age restriction.

2. Best Western Westminster Hotel

Westminster

Daniel

3.252.860 ₫

3.610.674 ₫ total

includes taxes & fees

6 Oct - 7 Oct

A gym with cardio equipment, dumbbells, and a large mirror.

A breakfast bar with various food items, a coffee machine, and a juice dispenser.

A hotel room with a wooden bed, two bedside tables with lamps, a small dresser, a bathroom with a sink, and a chair.

3. Days Inn by Wyndham Westminster

Westminster

Patty

2.200.869 ₫

2.442.965 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A rooftop terrace with outdoor seating, a fire pit, and a view of the sunset over a mountainous landscape.

A modern hotel lobby with a central seating area, multiple tables, and a bar.

A modern hotel with a prominent sign reading "Springhill Suites by Marriott." It features a multi-story structure with a flat roof and a well-lit entrance.

A hotel room with two beds, a desk, a chair, a sofa, and a large mirror.

4. SpringHill Suites by Marriott Frederick

Frederick

LaSheena

3.018.600 ₫

3.350.646 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A Hampton Inn & Suites hotel with a modern facade, large columns, and a well-lit entrance.

A spacious hotel lobby with multiple seating areas, a bar, and large windows offering views of the outdoors.

A hotel bathroom with a large mirror, a sink, and a toilet.

A store interior with refrigerated treat cases, shelves stocked with snacks, and a section for personal items.

5. Hampton Inn & Suites Frederick-Fort Detrick

Frederick

Gary

2.750.280 ₫

3.052.811 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a large bed, a flat-screen TV, a desk, and a red chair.

A Country Inn & Suites hotel with a modern design, a central tower, and a well-maintained lawn.

A modern office space with a desk, chair, television, microwave, and artwork on the wall.

A laundry area with a stack of white towels, a Tide detergent box, and a framed picture on the wall.

6. Country Inn & Suites by Radisson, Frederick, MD

Frederick

Paula

2.393.380 ₫

2.656.651 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A modern kitchen with a built-in refrigerator, a coffee machine, and a microwave.

7. City Express By Marriott Gettysburg

Gettysburg

Matthew

3.718.000 ₫

4.126.980 ₫ total

includes taxes & fees

1 Oct - 2 Oct

A breakfast area with a bakery section, a grab-and-go counter, and a display of hot food and cereal.

A building with a central dome, surrounded by a symmetrical arrangement of trees with autumn foliage.

A hotel room with two beds, a desk, a chair, a TV, and a window.

A hotel room with a blue sofa, a bed, a desk, and a colorful rug.

8. Holiday Inn Express & Suites Owings Mills-Baltimore Area by IHG

Owings Mills

Robin

2.548.000 ₫

2.942.940 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with two beds, a TV, a microwave, and a desk with a lamp.

A hotel lobby with seating areas, a fireplace, and a reception desk.

A spacious dining area with multiple tables and chairs, a kitchen area with various appliances, and a clean, well-lit environment.

A hotel lobby with a stone fireplace, red and blue seating, a flat-screen TV, and a large window offering a city view.

9. Comfort Inn Frederick - Ballenger Creek

Frederick

Damali

2.293.200 ₫

2.545.452 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a large bed, two bedside lamps, a painting on the wall, and towels arranged on the bed.

A hotel lobby with patterned ceiling lights, a Boston-themed sign, wooden cabinets, and a wheelchair symbol.

A well-lit outdoor area with a flagpole, tables, and chairs arranged for dining.

A well-lit outdoor area with a white fence, picnic tables, and a flagpole.

10. Boston Inn

Westminster

Jonathan

2.127.507 ₫

2.361.642 ₫ total

includes taxes & fees

28 Sept - 29 Sept

An outdoor seating area with a fire feature, lounge chairs, and a modern building facade.

A hotel dining area with multiple tables and chairs, a green booth seating area, and artwork on the walls.

A modern hotel room with a large flat-screen TV mounted on a wooden panel, a grey sofa, a white armchair, a small wooden coffee table, and a patterned carpet.

A grocery store with shelves stocked with snacks and beverages.

11. Fairfield Inn & Suites by Marriott Frederick

Frederick

Ruben

3.292.900 ₫

3.655.119 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A Best Western hotel entrance at dusk with a covered parking area, outdoor seating, and well-maintained landscaping.

A hotel restaurant with a counter, seating area, and various food and drink stations.

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

A hotel room with two beds, a desk, a television, and a window with patterned curtains.

12. Best Western Historic Frederick

Frederick

jane

2.012.400 ₫

2.233.764 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A pool area with red chairs and a person swimming.

A modern lounge area with a sofa, colorful chairs, and tables, featuring a large window with a city view.

An outdoor patio with a fire feature, seating, and a covered area with string lights.

A restaurant with a long counter, red chairs, and a 'Good Morning' sign.

13. Home2 Suites by Hilton Frederick

Frederick

Joseph

4.029.480 ₫

4.472.723 ₫ total

includes taxes & fees

30 Sept - 1 Oct

A multi-story hotel with a prominent entrance and a landscaped driveway.

A lobby with seating areas, a fireplace, and a decorative wall.

A hotel room with a bed, a sofa, a desk with a phone, and two wall-mounted lamps.

A breakfast bar with a glass display case, seating area, and a coffee station.

14. Hyatt Place Baltimore/Owings Mills

Owings Mills

Kimberly

2.548.000 ₫

2.942.940 ₫ total

includes taxes & fees

30 Sept - 1 Oct

A hotel lobby with a long bar, multiple seating areas, and a kitchen in the background.

A hotel room with a large bed, a bench, a nightstand with a lamp, and a framed picture on the wall.

A fitness center with treadmills, an elliptical, and a stationary bike.

A swimming pool with clear water, a lifeguard chair, and a sign indicating the pool's depth.

15. Hampton Inn Baltimore/Owings Mills

Owings Mills

Karen

2.218.559 ₫

2.562.435 ₫ total

includes taxes & fees

30 Sept - 1 Oct

An outdoor patio area with wicker furniture, umbrellas, and a central heating unit.

A panoramic view of a hotel lobby with multiple seating areas, a central staircase, and a large window offering a view of the cityscape.

A hotel room with two beds, a sofa, a chair, a desk, and a large window.

A hotel with a large entrance, multiple flags, and a parking lot.

16. Hilton Garden Inn Owings Mills

Owings Mills

Michele

2.323.880 ₫

2.684.081 ₫ total

includes taxes & fees

25 Oct - 26 Oct

An indoor swimming pool with a glass bottom, surrounded by lounge chairs and tables, and multiple balconies with outdoor seating.

A lounge area with a stone wall, a flat-screen TV, a fireplace, and blue and green seating.

A sign for Aspire Hotel & Suites in Gettysburg.

An aerial view of a large parking lot with multiple winding roads and a building with a blue roof.

17. Aspire Gettysburg Hotel

Gettysburg

Caitlyn

2.067.000 ₫

2.294.500 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A modern reception area with a self-service kiosk, a clock, and a coffee station.

A coffee station with two espresso machines, a coffee dispenser, and various coffee cups and containers.

A person standing at an informational display with a view of a green landscape in the background.

A hotel room with two beds, a nightstand, a lamp, and a large window.

18. Holiday Inn Express and Suites Gettysburg by IHG

Gettysburg

Ronald

3.173.830 ₫

3.522.952 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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

A modern reception area with a counter, seating, a television, and a vending machine.

A compact kitchen with white appliances, a small bar stool, and a view of the street through an open door.

A self-service beverage station with a coffee machine, a Dole juice dispenser, and an Avalon water cooler.

19. Days Inn by Wyndham Frederick

Frederick

Teresa

1.918.800 ₫

2.129.868 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A spacious cafeteria with multiple tables and chairs, a counter with food service equipment, and a skylight above.

A bar area with a high counter, bar stools, a television, and a jukebox.

A spacious lobby with a chandelier, seating areas, and a reception desk.

20. Eisenhower Hotel & Conference Center

Gettysburg

William

2.047.901 ₫

2.273.191 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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Stay near popular New Windsor attractions

Old Westminster Winery

6.8/10 (11 reviews)

You can enjoy a tasting or tour at Old Westminster Winery during your travels to New Windsor. While in this family-friendly area, you can enjoy the restaurants.

See properties

Top New Windsor Hotel Reviews

Quality Inn Gettysburg Battlefield

8/10 Good

"This is an older property. Rooms appear clean, thought a bit musty. Breakfast was good quality, but the seating area is small for how many rooms are on the property. While this is not the hotels fault, the room next to us had a dog who barked for hours. I had to call front desk and they said they would address it. The barking did stop about 30 minutes after I called. I recommend grouping pet friendly rooms together so guests without pets do not have to experience that."

Inn at Cemetery Hill

10/10 Excellent

"Excellent location right in the middle of the city, next to the historic cemetery and close to the battlefield visitor’s center. The room was comfortable with a nice large shower, and the breakfast had a lot of variety."

Comfort Suites Near Gettysburg Battlefield Visitor Center

10/10 Excellent

"We had a very enjoyable stay at the Comfort Inn in Gettysburg, Pennsylvania. The hotel was clean, comfortable, and in a great location for exploring Gettysburg and the surrounding historic sites. The room was spacious and comfortable, and the staff were friendly, welcoming, and helpful throughout our stay. We also appreciated the convenient location, which made it easy to get to the battlefield, visitor center, restaurants, and other attractions. The complimentary breakfast was a nice added convenience, and overall we felt the hotel offered good value for the price. We really enjoyed our stay and would be happy to return the next time we visit Gettysburg. I would definitely recommend this hotel to anyone looking for a comfortable and convenient place to stay."

Holiday Inn Express and Suites Gettysburg by IHG

10/10 Excellent

"Overall amazing"

Eisenhower Hotel & Conference Center

8/10 Good

"Clean rooms but short on staff"

Country Inn & Suites by Radisson, Frederick, MD

10/10 Excellent

"The room was clean and the staff was friendly. I’ll definitely stay here again if I’m in the area."

Hampton Inn Baltimore/Owings Mills

10/10 Excellent

"The room was clean and the staff was very helpful and nice"

More cheap stays in New Windsor

Best Western Historic Frederick

420 Prospect Blvd Frederick MD

2.012.400 ₫

2.233.764 ₫ total

25 Oct - 26 Oct

includes taxes & fees

Comfort Inn Frederick - Ballenger Creek

7300 Executive Way Frederick MD

2.293.200 ₫

2.545.452 ₫ total

25 Oct - 26 Oct

includes taxes & fees

8.6/10 Excellent! (1,001 reviews)

Hampton Inn & Suites Frederick-Fort Detrick

1565 Opossumtown Pike Frederick MD

2.750.280 ₫

3.052.811 ₫ total

18 Oct - 19 Oct

includes taxes & fees

SpringHill Suites by Marriott Frederick

111 Byte Drive Frederick MD

3.018.600 ₫

3.350.646 ₫ total

18 Oct - 19 Oct

includes taxes & fees

Comfort Suites Near Gettysburg Battlefield Visitor Center

945 Baltimore Pike Gettysburg PA

3.459.995 ₫

3.840.595 ₫ total

27 Sept - 28 Sept

includes taxes & fees

8.8/10 Excellent! (1,001 reviews)

Inn at Cemetery Hill

613 Baltimore St Gettysburg PA

3.620.933 ₫

4.019.236 ₫ total

27 Sept - 28 Sept

includes taxes & fees

9.4/10 Exceptional! (1,084 reviews)

Hotels in New Windsor with star rating

Frequently asked questions

What's the seasonal weather like in New Windsor?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for New Windsor is 1338 mm.

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Book Hotels in New Windsor on Expedia.com

Find hotels in New Windsor, MD from 1.732.599 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in New Windsor

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for New Windsor hotels

1. Sunday Morning at Savannahs

2. Best Western Westminster Hotel

3. Days Inn by Wyndham Westminster

4. SpringHill Suites by Marriott Frederick

5. Hampton Inn & Suites Frederick-Fort Detrick

6. Country Inn & Suites by Radisson, Frederick, MD

7. City Express By Marriott Gettysburg

8. Holiday Inn Express & Suites Owings Mills-Baltimore Area by IHG

9. Comfort Inn Frederick - Ballenger Creek

10. Boston Inn

11. Fairfield Inn & Suites by Marriott Frederick

12. Best Western Historic Frederick

13. Home2 Suites by Hilton Frederick

14. Hyatt Place Baltimore/Owings Mills

15. Hampton Inn Baltimore/Owings Mills

16. Hilton Garden Inn Owings Mills

17. Aspire Gettysburg Hotel

18. Holiday Inn Express and Suites Gettysburg by IHG

19. Days Inn by Wyndham Frederick

20. Eisenhower Hotel & Conference Center

Stay near popular New Windsor attractions

Old Westminster Winery

Top New Windsor Hotel Reviews

Quality Inn Gettysburg Battlefield

Inn at Cemetery Hill

Comfort Suites Near Gettysburg Battlefield Visitor Center

Holiday Inn Express and Suites Gettysburg by IHG

Eisenhower Hotel & Conference Center

Country Inn & Suites by Radisson, Frederick, MD

Hampton Inn Baltimore/Owings Mills

More cheap stays in New Windsor

Best Western Historic Frederick

Comfort Inn Frederick - Ballenger Creek

Hampton Inn & Suites Frederick-Fort Detrick

SpringHill Suites by Marriott Frederick

Comfort Suites Near Gettysburg Battlefield Visitor Center

Inn at Cemetery Hill

Hotels in New Windsor with star rating

Frequently asked questions

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