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Winchester Hotels, Baltimore

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Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

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Our top choices for Winchester hotels

A modern building with a prominent 'Horseshoe' sign and a 'Holiday Inn Express' sign.

1. Holiday Inn Express Baltimore at the Stadiums by IHG

Holiday Inn Express Baltimore at the Stadiums by IHG
2.5 star property
4.4 km from Winchester
8.6 out of 10, Excellent, (770 reviews)
"Room was clean and parking was easy in and out. Definitely worth a stay"
United States
Derek
The price is AU$157
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express Baltimore at the Stadiums by IHG
A modern hotel lobby with a bar area, seating, and a kitchen in the background.

2. Hampton Inn & Suites Baltimore/Woodlawn

Hampton Inn & Suites Baltimore/Woodlawn
2.5 star property
Woodlawn, 7.2 km from Winchester
8.2 out of 10, Very good, (1,000 reviews)
"great stay"
United States
Keisha
The price is AU$169
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn & Suites Baltimore/Woodlawn
A hotel room with two beds, a nightstand with a phone, and two framed black and white maritime photographs on the wall.

3. Super 8 By Wyndham Baltimore Northwest

Super 8 By Wyndham Baltimore Northwest
2.0 star property
Woodlawn, 6.8 km from Winchester
8.2 out of 10, Very good, (1,184 reviews)
"Enjoyed the time there"
United States
Ieishah
The price is AU$125
includes taxes & fees
19 Oct - 20 Oct
Super 8 By Wyndham Baltimore Northwest
A historic building with a large arched entrance, a National Bank sign, and a tree in front.

4. 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, (1,002 reviews)
"Everything was perfect, from check-in to check-out, and the hotel is very centrally located."
United States
Marilyn
The price is AU$165
includes taxes & fees
8 Nov - 9 Nov
SpringHill Suites by Marriott Baltimore Downtown Convention Center Area
A room with two blue armchairs, a white round table, a fireplace, and bookshelves filled with books.

5. 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, (1,132 reviews)
"Great breakfast, comfortable and clean rooms, convenient location and well-maintained facilites."
United States
Henry
The price is AU$186
includes taxes & fees
8 Nov - 9 Nov
Hotel Indigo Baltimore Downtown by IHG
A cityscape with a prominent monument at a roundabout, surrounded by buildings and streets.

6. Hotel Revival Baltimore

Hotel Revival Baltimore
4.0 star property
Mount Vernon, 4.1 km from Winchester
9.4 out of 10, Exceptional, (1,151 reviews)
"Comfortable stay."
United States
DENISE
The price is AU$199
includes taxes & fees
8 Nov - 9 Nov
Hotel Revival Baltimore
A dining area with round tables and chairs, a kitchen area with a coffee machine, and a fire extinguisher on the wall.

7. Studio 6 Suites Catonsville, Md – Baltimore West

Studio 6 Suites Catonsville, Md – Baltimore West
2.0 star property
6.3 km from Winchester
7.8 out of 10, Good, (677 reviews)
"Great place"
United States
Alessandra
The price is AU$111
includes taxes & fees
2 Nov - 3 Nov
Studio 6 Suites Catonsville, Md – Baltimore West
A hotel room with two beds, a desk, a television, a microwave, and a small kitchenette.

8. Candlewood Suites Baltimore - Inner Harbor by IHG

Candlewood Suites Baltimore - Inner Harbor by IHG
2.5 star property
Downtown Baltimore, 4.4 km from Winchester
8.4 out of 10, Very good, (1,005 reviews)
"Great location, pleasant staff, clean and comfortable room"
United States
Julia
The price is AU$151
includes taxes & fees
20 Oct - 21 Oct
Candlewood Suites Baltimore - Inner Harbor by IHG
A bar area with purple barstools, a bar counter, and red drapes.

9. Hotel Ulysses, a Member of Design Hotels

Hotel Ulysses, a Member of Design Hotels
4.0 star property
Mount Vernon, 4.2 km from Winchester
9.2 out of 10, Wonderful, (1,001 reviews)
"This is the cutest hotel. Lovely staff. Great lounges. Just a find in every way."
United States
niffari
The price is AU$227
includes taxes & fees
8 Nov - 9 Nov
Hotel Ulysses, a Member of Design Hotels
A Courtyard by Marriott hotel with a modern facade, large windows, and a well-lit entrance area.

10. Courtyard by Marriott Baltimore Downtown/McHenry Row

Courtyard by Marriott Baltimore Downtown/McHenry Row
3.0 star property
6.8 km from Winchester
9.0 out of 10, Wonderful, (853 reviews)
"I liked that the property offered covered parking spaces."
United States
Alifa
The price is AU$212
includes taxes & fees
8 Nov - 9 Nov
Courtyard by Marriott Baltimore Downtown/McHenry Row
A coffee station with two coffee machines, a coffee press, and various coffee cups and containers.

11. Holiday Inn Express & Suites Baltimore West - Catonsville by IHG

Holiday Inn Express & Suites Baltimore West - Catonsville by IHG
2.5 star property
6.1 km from Winchester
8.8 out of 10, Excellent, (1,000 reviews)
"Great place, we had a lovely stay."
United States
Nia
The price is AU$190
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express & Suites Baltimore West - Catonsville by IHG
A modern kitchen with a central island, equipped with various appliances and a buffet setup.

12. 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, (1,003 reviews)
"One of the best places I’ve stayed in Baltimore!"
United States
Holguine
The price is AU$185
includes taxes & fees
18 Nov - 19 Nov
Hampton Inn & Suites Baltimore Inner Harbor
A breakfast counter with a sign reading "TOP IT BREAKFAST" and various food items and equipment.

13. Tru By Hilton Baltimore Harbor East, MD

Tru By Hilton Baltimore Harbor East, MD
2.5 star property
5.9 km from Winchester
9.2 out of 10, Wonderful, (1,037 reviews)
"Amazing stay! Great location. Will definitely stay here again."
United States
Lara
The price is AU$176
includes taxes & fees
3 Nov - 4 Nov
Tru By Hilton Baltimore Harbor East, MD
A bar area with a brick counter, bar stools, and a graffiti wall.

14. 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, (1,207 reviews)
"Will definitely stay again."
United States
Jessica
The price is AU$181
includes taxes & fees
8 Nov - 9 Nov
Residence Inn by Marriott Baltimore Inner Harbor
A multi-story building with a prominent entrance and signage for 'Staybridge Suites'.

15. 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, (1,133 reviews)
"Great hotel, great staff"
United States
Nicholas
The price is AU$170
includes taxes & fees
3 Nov - 4 Nov
Staybridge Suites Baltimore - Inner Harbor by IHG
An outdoor bar area with tables and chairs, a view of the water, and buildings in the background.

16. 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, (1,570 reviews)
"Great stay!"
United States
ANDREA
The price is AU$174
includes taxes & fees
19 Oct - 20 Oct
Pier 5 Hotel Baltimore
A large, multi-story hotel with a curved facade, featuring a prominent entrance with glass doors and a Starbucks Coffee shop on the ground floor.

17. Homewood Suites by Hilton Baltimore

Homewood Suites by Hilton Baltimore
3.0 star property
Harbor East, 5.8 km from Winchester
8.0 out of 10, Very good, (1,003 reviews)
"Great location!"
United States
Michael
The price is AU$171
includes taxes & fees
15 Nov - 16 Nov
Homewood Suites by Hilton Baltimore
A modern indoor pool area with lounge chairs, a glass wall, and a skylight.

18. Hyatt Place Baltimore Inner Harbor

Hyatt Place Baltimore Inner Harbor
3.5 star property
Harbor East, 5.9 km from Winchester
8.4 out of 10, Very good, (2,664 reviews)
"Great location! Great stay"
United States
Elizabeth
The price is AU$180
includes taxes & fees
8 Nov - 9 Nov
Hyatt Place Baltimore Inner Harbor
A multi-story hotel with a brick facade, multiple storefronts, and a street corner with cars parked.

19. Courtyard by Marriott Baltimore Downtown/Inner Harbor

Courtyard by Marriott Baltimore Downtown/Inner Harbor
3.0 star property
Harbor East, 5.9 km from Winchester
9.2 out of 10, Wonderful, (1,000 reviews)
"This is a good value hotel in a great location and priced appropriately. Staff are helpful."
United States
Adam
The price is AU$200
includes taxes & fees
8 Nov - 9 Nov
Courtyard by Marriott Baltimore Downtown/Inner Harbor
A modern living room with a fireplace, large windows, and various seating arrangements.

20. ROOST Baltimore

ROOST Baltimore
4.0 star property
6.4 km from Winchester
9.6 out of 10, Exceptional, (579 reviews)
"Friendly check in staff Very clean and quiet Great location Felt very safe"
United States
faye
The price is AU$213
includes taxes & fees
8 Nov - 9 Nov
ROOST Baltimore
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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Our guide on where to stay in Winchester

Find the best Winchester areas for the activities you enjoy most.
A waterfront area with a distinctive white tent-like structure, a red lighthouse, and a glass pyramid.

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.

Lexington Market with a white bus and cars parked in front.

Downtown Baltimore

Business and financial trading blend with historical architecture, baseball, live music, museums and theaters in the energetic city center of Baltimore.

A historic downtown street at dusk with vintage street lamps, brick buildings, and a sign for 'FELSH POINT'.

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 Vagabond Players might round out your trip.

A large stately building with a prominent central tower, surrounded by lush green lawns and trees.

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.

Middle East

While Middle East isn't home to many top sights, Baltimore Inner Harbor Marina and National Great Blacks in Wax Museum are some notable places to visit nearby.

Top Winchester Hotel Reviews

Recent Reviews in Winchester

Sonesta Select Columbia

Sonesta Select Columbia

10/10 Excellent
"Excellent choice for staying in the Columbia/Ellicott City area. Clean and comfortable"
John 1-night trip
Posted 4 hours ago
Sonesta Select Columbia

Frequently asked questions

When is the best time to go to Winchester?
The best time to go to Winchester is during the spring (April to May) and autumn (September to October) months.

These seasons offer pleasant weather with comfortable temperatures, making it ideal for exploring the historic streets and surrounding natural beauty. You'll find fewer crowds compared to the peak summer months, allowing for a more relaxed experience. The spring brings blooming flowers, particularly during the Shenandoah Apple Blossom Festival, while autumn showcases stunning fall foliage in the surrounding Shenandoah Valley.

Families will find these times particularly good for outdoor activities like visiting local orchards or exploring the walking trails along the Winchester Green Circle. The milder temperatures are great for children to enjoy the historical sites without the intensity of summer heat.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline − this is often within 24 to 48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our 'Fully refundable property' filter during your search to find the right Winchester hotel for you.
How can I save on a hotel booking in Winchester with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Winchester hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Winchester?
Hotel prices in Winchester often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates and sort search results by 'Price: low to high' for our cheapest rates.