Best Resorts in New Windsor

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10
No exact matches found, but these alternatives could be just right

Recommended hotels in New Windsor

A cozy indoor seating area with wooden tables and chairs, a bookshelf, and a large window with a view of greenery outside.

1. Sunday Morning at Savannahs

Sunday Morning at Savannahs
4.0 star property
New Windsor
10.0 out of 10, Exceptional, (2 reviews)
"Perfect getaway!"
United States
Anthony
$186 nightly
The price is $198
Nov 15 - Nov 16
Total with taxes and fees
Sunday Morning at Savannahs
A spacious living room with a central fireplace, large windows, and a view of the outside.

2. Best Western Westminster Hotel

Best Western Westminster Hotel
2.5 star property
Westminster
8.6 out of 10, Excellent, (1,002 reviews)
"The room was clean and convenient place to stay for a wedding nearby"
United States
victor
$116 nightly
The price is $129
Nov 15 - Nov 16
Total with taxes and fees
Best Western Westminster Hotel
Lobby

3. Days Inn by Wyndham Westminster

Days Inn by Wyndham Westminster
2.0 star property
Westminster
7.2 out of 10, Good, (1,004 reviews)
"It was a nice place to stay. Staff were very helpful."
United States
Jacqueline
$74 nightly
The price is $82
Dec 7 - Dec 8
Total with taxes and fees
Days Inn by Wyndham Westminster
A hotel room with a large bed, two bedside lamps, a painting on the wall, and towels arranged on the bed.

4. Boston Inn

Boston Inn
2.0 star property
Westminster
5.6 out of 10, (1,003 reviews)
"Front desk personnel were wonderful and helpful. Water pressure was awesome in the shower and sink area plus the tub drained well. Unfortunately the room furniture, flooring, walls, bathroom tiles all needed repaired or replaced. The linens had holes and stains."
United States
Diana
$69 nightly
The price is $77
Nov 12 - Nov 13
Total with taxes and fees
Boston Inn
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

Adorable 1-bedroom apartment in downtown Westminster along Main Street
Westminster
$201 nightly
The price is $213
Nov 11 - Nov 12
Total with taxes and fees
Adorable 1-bedroom apartment in downtown Westminster along Main Street
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

Cozy 1-bedroom apartment in downtown Westminster along Main Street
Westminster
$245 nightly
The price is $259
Nov 11 - Nov 12
Total with taxes and fees
Cozy 1-bedroom apartment in downtown Westminster along Main Street
A wooden deck with a fire pit, outdoor furniture, and string lights.

7. Paws, Pizza & Patio | Private Oasis Westminster

Paws, Pizza & Patio | Private Oasis Westminster
Westminster
8.4 out of 10, Very good, (8 reviews)
"The stay was nice and as advertised. It was a little noisy at night with the split house and close neighbors, but it was a nice place. "
United States
Payson D.
$433 nightly
The price is $459
Nov 10 - Nov 11
Total with taxes and fees
Paws, Pizza & Patio | Private Oasis Westminster
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

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

Rural & Historic Detour Escape w/ Horses On-Site!
Detour
9.0 out of 10, Wonderful, (8 reviews)
"Lovely! Our host was gracious and helpful. Property was ideal for our family getaway. i’m"
United States
Mary F.
$384 nightly
The price is $407
Nov 13 - Nov 14
Total with taxes and fees
Rural & Historic Detour Escape w/ Horses On-Site!
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

Charming 1-bedroom apartment in downtown Westminster along Main Street
Westminster
$245 nightly
The price is $259
Nov 11 - Nov 12
Total with taxes and fees
Charming 1-bedroom apartment in downtown Westminster along Main Street
A wooden staircase with metal railings leading to a covered area surrounded by greenery.

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

The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres
Westminster
$170 nightly
The price is $180
Nov 10 - Nov 11
Total with taxes and fees
The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

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

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
$408 nightly
The price is $432
Nov 13 - Nov 14
Total with taxes and fees
Rural & Historic Detour Escape w/ Horses On-site!
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

SpringHill Suites by Marriott Frederick
2.5 star property
Frederick
9.2 out of 10, Wonderful, (967 reviews)
"Wonderful stay! Would absolutely stay here again!"
United States
Elizabeth
$116 nightly
The price is $129
Nov 29 - Nov 30
Total with taxes and fees
SpringHill Suites by Marriott Frederick
A Holiday Inn Express & Suites with a covered entrance and stone pillars.

13. Holiday Inn Express and Suites Gettysburg by IHG

Holiday Inn Express and Suites Gettysburg by IHG
2.5 star property
Gettysburg
9.2 out of 10, Wonderful, (1,004 reviews)
"Great stay!"
United States
Jacqueline
$99 nightly
The price is $110
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn Express and Suites Gettysburg by IHG
An indoor swimming pool with clear water, surrounded by lounge chairs and a mural of autumn trees.

14. Best Western Gettysburg

Best Western Gettysburg
2.5 star property
Gettysburg Historic District
9.6 out of 10, Exceptional, (1,004 reviews)
"Great place !!"
United States
Marianne
$90 nightly
The price is $100
Nov 22 - Nov 23
Total with taxes and fees
Best Western Gettysburg
A hotel room with two beds, a desk, a chair, a lamp, and a large window with curtains.

15. City Express By Marriott Gettysburg

City Express By Marriott Gettysburg
3.0 star property
Gettysburg
8.2 out of 10, Very good, (1,002 reviews)
"Would recommend. Very good location."
United States
James
$101 nightly
The price is $112
Nov 22 - Nov 23
Total with taxes and fees
City Express By Marriott Gettysburg
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

Country Inn & Suites by Radisson, Frederick, MD
3.0 star property
Frederick
8.2 out of 10, Very good, (1,388 reviews)
"I frequent this area to visit my family and will stay here again."
United States
Krystyn
$86 nightly
The price is $96
Nov 30 - Dec 1
Total with taxes and fees
Country Inn & Suites by Radisson, Frederick, MD
A Hampton Inn & Suites hotel with a modern facade, large columns, and a well-lit entrance.

17. Hampton Inn & Suites Frederick-Fort Detrick

Hampton Inn & Suites Frederick-Fort Detrick
2.5 star property
Frederick
8.8 out of 10, Excellent, (1,001 reviews)
"Clean room. Good breakfast. Easy check in and check out. Would stay again!"
United States
Jaime
$110 nightly
The price is $122
Nov 22 - Nov 23
Total with taxes and fees
Hampton Inn & Suites Frederick-Fort Detrick
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

Eisenhower Hotel & Conference Center, Gettysburg
3.0 star property
Gettysburg
7.0 out of 10, Good, (1,004 reviews)
"Good breakfast"
United States
David
$90 nightly
The price is $100
Nov 15 - Nov 16
Total with taxes and fees
Eisenhower Hotel & Conference Center, Gettysburg
An indoor swimming pool with a glass bottom, surrounded by lounge chairs and tables, and multiple balconies with outdoor seating.

19. Aspire Hotel and Suites, Gettysburg

Aspire Hotel and Suites, Gettysburg
3.0 star property
Gettysburg
7.6 out of 10, Good, (1,002 reviews)
"Very beautiful property with great accessibility."
United States
Caitlyn
$106 nightly
The price is $118
Nov 15 - Nov 16
Total with taxes and fees
Aspire Hotel and Suites, Gettysburg
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

Comfort Suites Near Gettysburg Battlefield Visitor Center
2.5 star property
Gettysburg Historic District
8.8 out of 10, Excellent, (1,002 reviews)
"Great location to see the sites we came to see. Staff was nice and helpful"
United States
Florence
$77 nightly
The price is $85
Dec 6 - Dec 7
Total with taxes and fees
Comfort Suites Near Gettysburg Battlefield Visitor Center
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.
View all properties

Top reviews in New Windsor

A cozy indoor seating area with wooden tables and chairs, a bookshelf, and a large window with a view of greenery outside.
Sunday Morning at Savannahs

Sunday Morning at Savannahs

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
United States
CRYSTAL
Reviewed October 26, 2026
Sunday Morning at Savannahs

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.

Explore a world of travel with Expedia