Best Resorts in New Windsor

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Dates

November 2026

December 2026

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Recommended hotels in New Windsor

A deck with outdoor seating and string lights.

1. Sunday Morning at Savannahs

New Windsor

Anthony

$186 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

2. Best Western Westminster Hotel

Westminster

victor

$116 nightly

Nov 11 - Nov 12

Total with taxes and fees

3. Days Inn by Wyndham Westminster

Westminster

Jacqueline

$76 nightly

Dec 3 - Dec 4

Total with taxes and fees

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

4. Boston Inn

Westminster

Diana

$75 nightly

Nov 13 - Nov 14

Total with taxes and fees

A bedroom with a large bed, a wooden nightstand, a chair, and a view of the outdoors through a window.

5. Adorable 1-bedroom apartment in downtown Westminster along Main Street

Westminster

$211 nightly

Nov 8 - Nov 9

Total with taxes and fees

A brick entrance with a dark wooden door, a small set of steps, and two signs indicating the address '68 W. Main'.

6. Cozy 1-bedroom apartment in downtown Westminster along Main Street

Westminster

$243 nightly

Nov 9 - Nov 10

Total with taxes and fees

A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

7. Rural & Historic Detour Escape w/ Horses On-Site!

Detour

Mary F.

$395 nightly

Nov 13 - Nov 14

Total with taxes and fees

A wooden deck with a fire pit, outdoor furniture, and string lights.

8. Paws, Pizza & Patio | Private Oasis Westminster

Westminster

Payson D.

$438 nightly

Nov 5 - Nov 6

Total with taxes and fees

A brick entrance with a dark wooden door, a small step leading up to it, and two signs on either side.

9. Charming 1-bedroom apartment in downtown Westminster along Main Street

Westminster

$243 nightly

Nov 9 - Nov 10

Total with taxes and fees

10. Rural & Historic Detour Escape w/ Horses On-site!

Keymar

$408 nightly

Nov 13 - Nov 14

Total with taxes and fees

A wooden staircase with metal railings leading to a covered area surrounded by greenery.

11. The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres

Westminster

$176 nightly

Nov 10 - Nov 11

Total with taxes and fees

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

12. SpringHill Suites by Marriott Frederick

Frederick

Elizabeth

$116 nightly

Nov 29 - Nov 30

Total with taxes and fees

An indoor swimming pool with clear water, surrounded by lounge chairs and a mural of autumn trees.

13. Best Western Gettysburg

Gettysburg Historic District

Marianne

$90 nightly

Nov 22 - Nov 23

Total with taxes and fees

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

14. City Express By Marriott Gettysburg

Gettysburg

James

$101 nightly

Nov 22 - Nov 23

Total with taxes and fees

A Holiday Inn Express & Suites with a covered entrance and stone pillars.

15. Holiday Inn Express and Suites Gettysburg by IHG

Gettysburg

Jacqueline

$111 nightly

Dec 3 - Dec 4

Total with taxes and fees

A Country Inn & Suites building with a stone entrance, large windows, and a sign above the door.

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

Frederick

Krystyn

$86 nightly

Nov 29 - Nov 30

Total with taxes and fees

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

17. Hampton Inn & Suites Frederick-Fort Detrick

Frederick

Jaime

$110 nightly

Nov 22 - Nov 23

Total with taxes and fees

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

18. Eisenhower Hotel & Conference Center, Gettysburg

Gettysburg

David

$90 nightly

Nov 25 - Nov 26

Total with taxes and fees

A modern hotel lobby with a reception desk, a tiled floor, and a seating area with tables and chairs.

19. Super 8 by Wyndham Thurmont

Thurmont

Dianna

$62 nightly

Nov 22 - Nov 23

Total with taxes and fees

A spacious lobby with a high ceiling, a central pillar, and a seating area with a blue sofa.

20. Comfort Suites Near Gettysburg Battlefield Visitor Center

Gettysburg Historic District

Florence

$81 nightly

Dec 1 - Dec 2

Total with taxes and fees

View all properties

Top reviews in New Windsor

Best Western Westminster Hotel

Westminster

10/10 Excellent

Nice, quiet hotel near the college and easy to find. The bathroom only had a shower instead of a tub, and I had hoped to soak away the road-weariness in a nice bath, but everything else was top-notch. Quiet hours begin at 10 p.m., which we weary travelers appreciated after many hours on the road in heavy traffic. The room was clean, the beds were comfortable, and the free breakfast was outstanding. In addition to the usual self-serve options, there was also a chef who cooked eggs and...

Mary

Sunday Morning at Savannahs

New Windsor

10/10 Excellent

We had a girls night here. Everything was excellent. It was a beautiful facility. It has lots of charming character. You feel like you have simply left home and went to stay at your grandmother's house, which is a very good thing In my book I felt right at home. When we arrived there were snacks and fresh baked chocolate chip cookies water The owner was very accommodating and pleasant. Everything was great. Food and accommodations highly recommend. Definitely plan to go back

CRYSTAL

Best Western Gettysburg

Gettysburg Historic District

10/10 Excellent

Jerome

Holiday Inn Express and Suites Gettysburg by IHG

Gettysburg

10/10 Excellent

Riyah

SpringHill Suites by Marriott Frederick

Frederick

10/10 Excellent

Anonymous traveler

A hotel room with a kitchenette, a dining area with a round table and chairs, and a large window.

Hampton Inn Hanover

Hanover

10/10 Excellent

Karla

Days Inn by Wyndham Westminster

Westminster

10/10 Excellent

Fazeela

A spacious living area with a large sectional sofa, a coffee table, and a staircase with a railing.

Marriott Owings Mills Metro Centre

Owings Mills

10/10 Excellent

LaKeisha

A hotel with a stone facade, a well-lit entrance, and a sign for Homewood Suites.

Homewood Suites by Hilton Frederick

Frederick

10/10 Excellent

Cathy

An outdoor patio with a circular fire pit, wicker furniture, and a grill area.

Residence Inn by Marriott Baltimore Owings Mills

Owings Mills

10/10 Excellent

Igor

A circular outdoor seating area with a fire pit, surrounded by chairs and tables, set on a brick patio with trees in the background.

TownePlace Suites by Marriott Frederick

Frederick

10/10 Excellent

Mikael

Hampton Inn & Suites Frederick-Fort Detrick

Frederick

10/10 Excellent

Anonymous traveler

A Holiday Inn Express building with a covered entrance and a visible parking lot.

Holiday Inn Express Hanover by IHG

Hanover

10/10 Excellent

Anonymous traveler

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

Fairfield Inn & Suites by Marriott Frederick

Frederick

10/10 Excellent

Kristen

A pool area with red chairs and a person swimming.

Home2 Suites by Hilton Frederick

Frederick

10/10 Excellent

We had a great stay at this hotel. We were excited to have the pool open as well as self-serve breakfast with modifications. My only complaint would be that the front desk staff we mediocre. There was not a friendly warmth that I've had at many other hotels. I needed towels and I was asked to come pick them up at the front desk. (assuming they were short staffed.) A separate time I asked and they said they would bring them to the room. No one ever came. Other than that we had a great...

Zachary

An outdoor patio area with yellow chairs, a fire pit, and a row of sofas with striped cushions.

Home2 Suites by Hilton Owings Mills

Owings Mills

10/10 Excellent

Timaira

Comfort Suites Near Gettysburg Battlefield Visitor Center

Gettysburg Historic District

10/10 Excellent

Breakfast area and spacious rooms are worth the stay here. We were unknowingly there during Bike Week. The employees were clearly a little worn out from all the travelers coming through, but still professional and nice. Despite how many people there were. Somehow there was always easy access to the luggage carts and plenty of food & seating options for breakfast. And the parking lot was easy to get in and out of.

Cheyenne

A spacious living area with a staircase, a sofa set, a coffee table, and a bookshelf.

Inn at Cemetery Hill

Gettysburg Historic District

10/10 Excellent

Jill

A large house with a stone facade and a covered porch, set against a sunset sky.

The Lodges at Gettysburg

Gettysburg

10/10 Excellent

dana

Frequently Asked Questions

What can I expect from a resort vacation in New Windsor?

Expedia can help you find resorts and other lodging options that provide similar services and comforts. If you're having trouble finding a resort in New Windsor that works for you, try using the search filters to look for hotels, or search for properties that offer amenities like pools or all-inclusive options. We make it simple to book great accommodations so you can focus on planning your trip itinerary.

What can I do in New Windsor?

Old Westminster Winery, Carroll County Farm Museum, and McDaniel College are a few interesting places to visit nearby. In the area, other attractions include Linganore Winecellars and Union Mills Homestead Park.

What's the weather like in New Windsor?

The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for New Windsor is 53 inches.

What's the best way to get to and around New Windsor?

Fly into Gaithersburg, MD (GAI-Montgomery County Airpark), which is located 26 mi (41.9 km) away from the city center. Otherwise, you can search for flights to Baltimore Washington Intl. Airport (BWI), which is 34.3 mi (55.2 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

Best Resorts in New Windsor

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Check prices for these dates

Recommended hotels in New Windsor

1. Sunday Morning at Savannahs

2. Best Western Westminster Hotel

3. Days Inn by Wyndham Westminster

4. Boston Inn

5. Adorable 1-bedroom apartment in downtown Westminster along Main Street

6. Cozy 1-bedroom apartment in downtown Westminster along Main Street

7. Rural & Historic Detour Escape w/ Horses On-Site!

8. Paws, Pizza & Patio | Private Oasis Westminster

9. Charming 1-bedroom apartment in downtown Westminster along Main Street

10. Rural & Historic Detour Escape w/ Horses On-site!

11. The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres

12. SpringHill Suites by Marriott Frederick

13. Best Western Gettysburg

14. City Express By Marriott Gettysburg

15. Holiday Inn Express and Suites Gettysburg by IHG

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

17. Hampton Inn & Suites Frederick-Fort Detrick

18. Eisenhower Hotel & Conference Center, Gettysburg

19. Super 8 by Wyndham Thurmont

20. Comfort Suites Near Gettysburg Battlefield Visitor Center

Top reviews in New Windsor

Best Western Westminster Hotel

10/10 Excellent

Frequently Asked Questions

What can I expect from a resort vacation in New Windsor?

What can I do in New Windsor?

What's the weather like in New Windsor?

What's the best way to get to and around New Windsor?

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