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24 Dec - 25 Dec
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25 Dec - 26 Dec
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26 Dec - 28 Dec
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2 Jan - 4 Jan

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Our top choices for Winchester hotels

Restaurant
Days Inn by Wyndham Baltimore Inner Harbor

Days Inn by Wyndham Baltimore Inner Harbor

Days Inn by Wyndham Baltimore Inner Harbor
3.0 star property
Downtown West, 4.3 km from Winchester
7.0 out of 10, Good, (1087)
"Convenient location, easy parking, accommodations satisfactory."
United States
takishia
The price is 2.126.390 ₫
2.498.507 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Days Inn by Wyndham Baltimore Inner Harbor
Rooftop terrace
Hyatt Regency Baltimore Inner Harbor

Hyatt Regency Baltimore Inner Harbor

Hyatt Regency Baltimore Inner Harbor
4.0 star property
Downtown West, 4.7 km from Winchester
8.4 out of 10, Very good, (1880)
"Staff was great and the room was clean and nicely appointed. Enjoyed our stay."
United States
Ritch
The price is 3.396.699 ₫
3.991.121 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Hyatt Regency Baltimore Inner Harbor
Free daily buffet breakfast
Hampton Inn & Suites Baltimore Inner Harbor

Hampton Inn & Suites Baltimore Inner Harbor

Hampton Inn & Suites Baltimore Inner Harbor
2.5 star property
Downtown Baltimore, 4.7 km from Winchester
8.6 out of 10, Excellent, (1002)
"Perfect location for our stay to the Ravens game and downtown. "
United States
Rachel
The price is 2.353.465 ₫
2.765.321 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Hampton Inn & Suites Baltimore Inner Harbor
Reception
Renaissance Baltimore Harborplace Hotel

Renaissance Baltimore Harborplace Hotel

Renaissance Baltimore Harborplace Hotel
4.0 star property
Inner Harbor, 4.9 km from Winchester
8.6 out of 10, Excellent, (2500)
"Great stay as always"
United States
Anthony
The price is 4.006.262 ₫
4.707.358 ₫ total
includes taxes & fees
27 Dec - 28 Dec
Renaissance Baltimore Harborplace Hotel
Exterior
The Royal Sonesta Harbor Court Baltimore

The Royal Sonesta Harbor Court Baltimore

The Royal Sonesta Harbor Court Baltimore
4.5 star property
Otterbein, 4.9 km from Winchester
8.8 out of 10, Excellent, (1712)
"Great location. Close to everything"
United States
Leonard
The price is 3.028.065 ₫
4.331.582 ₫ total
includes taxes & fees
25 Dec - 26 Dec
The Royal Sonesta Harbor Court Baltimore
Indoor pool
Hyatt Place Baltimore Inner Harbor

Hyatt Place Baltimore Inner Harbor

Hyatt Place Baltimore Inner Harbor
3.5 star property
Harbor East, 5.9 km from Winchester
8.2 out of 10, Very good, (2436)
"Friendly staff; convenient valet parking; clean rooms!"
United States
Laura
The price is 3.009.633 ₫
3.536.319 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Hyatt Place Baltimore Inner Harbor
Terrace/patio
Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore
3.5 star property
Inner Harbor, 5.4 km from Winchester
8.2 out of 10, Very good, (914)
"Great stay full of amenities. "
United States
Iyasha
The price is 2.898.727 ₫
3.406.003 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Pier 5 Hotel Baltimore
Exterior
Residence Inn by Marriott Baltimore Inner Harbor

Residence Inn by Marriott Baltimore Inner Harbor

Residence Inn by Marriott Baltimore Inner Harbor
3.0 star property
Downtown Baltimore, 4.6 km from Winchester
9.0 out of 10, Wonderful, (1047)
"Very clean place to stay "
United States
Shaquan
The price is 2.870.079 ₫
3.372.343 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Residence Inn by Marriott Baltimore Inner Harbor
Daily cooked-to-order breakfast for a fee
Sonesta Hotel Baltimore Inner Harbor

Sonesta Hotel Baltimore Inner Harbor

Sonesta Hotel Baltimore Inner Harbor
4.0 star property
Downtown Baltimore, 4.5 km from Winchester
8.2 out of 10, Very good, (1066)
"Very close stay to M&T stadium!!!"
United States
Lakena
The price is 2.290.797 ₫
2.691.687 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Sonesta Hotel Baltimore Inner Harbor
Exterior
Holiday Inn Baltimore BWI Airport by IHG

Holiday Inn Baltimore BWI Airport by IHG

Holiday Inn Baltimore BWI Airport by IHG
3.0 star property
12 km from Winchester
9.2 out of 10, Wonderful, (1123)
"Super friendly staff, super easy check in and follow up by staff to see if room met expectations. I have stayed at this location several times and will continue. "
United States
William
The price is 2.606.769 ₫
2.971.716 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Baltimore BWI Airport by IHG
Meeting facility
Baltimore Marriott Waterfront

Baltimore Marriott Waterfront

Baltimore Marriott Waterfront
3.5 star property
Harbor East, 5.7 km from Winchester
9.2 out of 10, Wonderful, (1003)
"Wonderful staff, very clean, great location!"
United States
Holly
The price is 3.765.333 ₫
4.424.267 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Baltimore Marriott Waterfront
Lobby
The Westin Baltimore Washington Airport - BWI

The Westin Baltimore Washington Airport - BWI

The Westin Baltimore Washington Airport - BWI
4.0 star property
10.9 km from Winchester
8.8 out of 10, Excellent, (1112)
"Great stay"
United States
Keith
The price is 2.870.079 ₫
3.271.890 ₫ total
includes taxes & fees
27 Dec - 28 Dec
The Westin Baltimore Washington Airport - BWI
Free daily buffet breakfast
Tru By Hilton Baltimore Harbor East, MD

Tru By Hilton Baltimore Harbor East, MD

Tru By Hilton Baltimore Harbor East, MD
2.5 star property
Little Italy, 5.9 km from Winchester
9.2 out of 10, Wonderful, (1023)
"Breakfast was great and staff friendly"
United States
Michelle
The price is 2.215.754 ₫
2.647.826 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Tru By Hilton Baltimore Harbor East, MD
Exterior
SpringHill Suites by Marriott Baltimore Downtown Convention Center Area

SpringHill Suites by Marriott Baltimore Downtown Convention Center Area

SpringHill Suites by Marriott Baltimore Downtown Convention Center Area
2.5 star property
Downtown Baltimore, 3.9 km from Winchester
8.8 out of 10, Excellent, (748)
"The staff was very nice attending and made me and my family feel very welcome."
United States
Valerie
The price is 2.282.898 ₫
2.682.405 ₫ total
includes taxes & fees
29 Dec - 30 Dec
SpringHill Suites by Marriott Baltimore Downtown Convention Center Area
Exterior
Hotel Indigo Baltimore Downtown by IHG

Hotel Indigo Baltimore Downtown by IHG

Hotel Indigo Baltimore Downtown by IHG
4.0 star property
4.2 km from Winchester
9.2 out of 10, Wonderful, (1002)
"Great stay"
United States
mark
The price is 2.551.474 ₫
3.152.808 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Hotel Indigo Baltimore Downtown by IHG
Courtyard
Hilton Baltimore BWI Airport

Hilton Baltimore BWI Airport

Hilton Baltimore BWI Airport
3.5 star property
11.9 km from Winchester
8.6 out of 10, Excellent, (1004)
"Nice hotel "
United States
Quinntin
The price is 2.546.734 ₫
2.903.277 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Hilton Baltimore BWI Airport
Exterior
Staybridge Suites Baltimore - Inner Harbor by IHG

Staybridge Suites Baltimore - Inner Harbor by IHG

Staybridge Suites Baltimore - Inner Harbor by IHG
3.0 star property
Downtown Baltimore, 4.9 km from Winchester
9.0 out of 10, Wonderful, (1019)
"Beautiful, clean and spacious suite! Great breakfast buffet! Really friendly and courteous staff! I would totally stay again!"
United States
Catherine
The price is 2.475.114 ₫
2.951.967 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Staybridge Suites Baltimore - Inner Harbor by IHG
Lobby sitting area
Lord Baltimore Hotel

Lord Baltimore Hotel

Lord Baltimore Hotel
3.5 star property
Downtown Baltimore, 4.4 km from Winchester
8.4 out of 10, Very good, (2521)
"Great stay!"
United States
Michelle
The price is 2.751.326 ₫
3.232.808 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Lord Baltimore Hotel
View from property
Hotel Revival Baltimore

Hotel Revival Baltimore

Hotel Revival Baltimore
4.0 star property
Mount Vernon, 4.1 km from Winchester
9.4 out of 10, Exceptional, (1000)
"The staff and room were perfect!"
United States
Richard
The price is 3.317.706 ₫
4.269.571 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Hotel Revival Baltimore
Interior
Live! Casino & Hotel - Maryland

Live! Casino & Hotel - Maryland

Live! Casino & Hotel - Maryland
4.5 star property
17 km from Winchester
9.0 out of 10, Wonderful, (1000)
"We had a great time, the room was really nice. It is also great to be around all of the shops."
United States
Emily
Live! Casino & Hotel - Maryland
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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Where to stay in Winchester

Find the best Winchester areas for the activities you enjoy most.

Brooklyn

Brooklyn is well liked for many features, particularly its shopping, restaurants and waterfront views. Though there may not be top sights in Brooklyn, consider stopping by Bingo World or Baltimore Inner Harbor Marina, located nearby.

Inner Harbor

The captivating waterfront views and popular shops are just a few highlights of Inner Harbor. Make a stop by Baltimore Inner Harbor Marina or National Aquarium in Baltimore while you're exploring the area.

Downtown Baltimore

A bustling port beloved sports teams and top sights from Hopkins Plaza to Basilica of the Assumption of the Blessed Virgin Mary – discover Downtown Baltimore, a destination also famous for its historic sites.

Fells Point

The ample dining options and captivating waterfront views are top of the list for many visitors to Fells Point. A stop by Fell's Point Maritime Museum or Frederick Douglass - Isaac Myers Maritime Park might round out your trip.

Timonium

While Timonium isn't home to many top sights, Fire Museum of Maryland and Towson Town Center are some notable places to visit nearby.

Top Winchester Hotel Reviews

Frequently asked questions

What is Winchester like?
You'll be sure to have fun exploring Baltimore's Winchester neighbourhood.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes! Most hotel bookings are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of booking. Add dates, click "Search", then use the filter option "fully refundable" to view the top deals on offer in Winchester.
What is there to do around this Baltimore neighbourhood?
A few places to visit in the area around Winchester include Leon Day Park, Coppin State University and Physical Education Complex. While you're out sightseeing, Old Frederick Douglass High School and Wall of Pride Mural are a couple of additional sights to visit in Baltimore.