Default HTG hotel image

Hotels in Winchester, Baltimore

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

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, (772 reviews)
"Room was clean and parking was easy in and out. Definitely worth a stay"
United States
Derek
The price is CA $131
CA $154 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Express Baltimore at the Stadiums by IHG
A hotel room with two beds, a nightstand with a phone, and two framed black and white maritime photographs on the wall.

2. 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, (1,193 reviews)
"Enjoyed the time there"
United States
Ieishah
The price is CA $102
CA $118 total
includes taxes & fees
Oct 22 - Oct 23
Super 8 By Wyndham Baltimore Northwest
A modern hotel lobby with a bar area, seating, and a kitchen in the background.

3. 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, (1,001 reviews)
"great stay"
United States
Keisha
The price is CA $160
CA $185 total
includes taxes & fees
Oct 27 - Oct 28
Hampton Inn & Suites Baltimore/Woodlawn
A city skyline at dusk with illuminated buildings and a marina with boats.

4. Inn at the Colonnade Baltimore - a DoubleTree by Hilton

Inn at the Colonnade Baltimore - a DoubleTree by Hilton
4.0 star property
5.3 km from Winchester
8.2 out of 10, Very good, (1,000 reviews)
"I enjoyed my stay."
United States
Veronica
The price is CA $183
CA $215 total
includes taxes & fees
Nov 3 - Nov 4
Inn at the Colonnade Baltimore - a DoubleTree by Hilton
A historic building with a large arched entrance, a National Bank sign, and a tree in front.

5. 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, (1,007 reviews)
"Everything was perfect, from check-in to check-out, and the hotel is very centrally located."
United States
Marilyn
The price is CA $137
CA $161 total
includes taxes & fees
Nov 8 - Nov 9
SpringHill Suites by Marriott Baltimore Downtown Convention Center Area
A rooftop terrace with a built-in fireplace, outdoor seating, and a TV screen.

6. Residence Inn by Marriott Baltimore at The Johns Hopkins Medical Campus

Residence Inn by Marriott Baltimore at The Johns Hopkins Medical Campus
3.0 star property
Middle East, 6.3 km from Winchester
8.8 out of 10, Excellent, (1,000 reviews)
"Clean and large rooms, pleasant staff"
United States
ERIC
The price is CA $190
CA $223 total
includes taxes & fees
Nov 8 - Nov 9
Residence Inn by Marriott Baltimore at The Johns Hopkins Medical Campus
A room with two blue armchairs, a white round table, a fireplace, and bookshelves filled with books.

7. 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, (1,133 reviews)
"Great breakfast, comfortable and clean rooms, convenient location and well-maintained facilites."
United States
Henry
The price is CA $153
CA $188 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Indigo Baltimore Downtown by IHG
A cityscape with a prominent monument at a roundabout, surrounded by buildings and streets.

8. Hotel Revival Baltimore

Hotel Revival Baltimore
4.0 star property
Mount Vernon, 4.1 km from Winchester
9.4 out of 10, Exceptional, (1,152 reviews)
"Comfortable stay."
United States
DENISE
The price is CA $137
CA $181 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Revival Baltimore
A Courtyard by Marriott hotel with a modern facade, large windows, and a well-lit entrance area.

9. 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, (854 reviews)
"I liked that the property offered covered parking spaces."
United States
Alifa
The price is CA $176
CA $207 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Baltimore Downtown/McHenry Row
A bar area with purple barstools, a bar counter, and red drapes.

10. 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, (1,002 reviews)
"This is the cutest hotel. Lovely staff. Great lounges. Just a find in every way."
United States
niffari
The price is CA $188
CA $221 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Ulysses, a Member of Design Hotels
A hotel room with two beds, a desk with a chair, a television, and a mirror.

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, (1,003 reviews)
"Great place, we had a lovely stay."
United States
Nia
The price is CA $161
CA $186 total
includes taxes & fees
Nov 19 - Nov 20
Holiday Inn Express & Suites Baltimore West - Catonsville by IHG
A modern building with a circular courtyard, surrounded by greenery and a central fountain.

12. Hilton Garden Inn Baltimore Inner Harbor

Hilton Garden Inn Baltimore Inner Harbor
3.0 star property
Harbor East, 5.8 km from Winchester
8.0 out of 10, Very good, (1,000 reviews)
"Rooms were clean, staff was polite."
United States
Kevin
The price is CA $161
CA $189 total
includes taxes & fees
Nov 7 - Nov 8
Hilton Garden Inn Baltimore Inner Harbor
A swimming pool with lounge chairs and a table, surrounded by tiled walls and a door.

13. Hampton Inn Baltimore-Downtown-Convention Center

Hampton Inn Baltimore-Downtown-Convention Center
2.5 star property
Downtown West, 4 km from Winchester
8.8 out of 10, Excellent, (1,000 reviews)
"Overall it was a pleasant stay. Staff were friendly and convenient location for our needs."
United States
Keith
The price is CA $160
CA $188 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Baltimore-Downtown-Convention Center
A modern hotel lobby with a large seating area, a flat-screen TV, and decorative shelves.

14. DoubleTree by Hilton Baltimore North - Pikesville

DoubleTree by Hilton Baltimore North - Pikesville
4.0 star property
10.7 km from Winchester
8.0 out of 10, Very good, (1,000 reviews)
"Overall a decent stay. I was mostly out and about but good experience nonetheless"
United States
Jonai
The price is CA $184
CA $212 total
includes taxes & fees
Oct 30 - Oct 31
DoubleTree by Hilton Baltimore North - Pikesville
An outdoor bar area with tables and chairs, a view of the water, and buildings in the background.

15. 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, (1,576 reviews)
"Great stay!"
United States
ANDREA
The price is CA $136
CA $160 total
includes taxes & fees
Oct 22 - Oct 23
Pier 5 Hotel Baltimore
A bar area with a brick counter, bar stools, and a graffiti wall.

16. 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, (1,200 reviews)
"Will definitely stay again."
United States
Jessica
The price is CA $151
CA $177 total
includes taxes & fees
Nov 8 - Nov 9
Residence Inn by Marriott Baltimore Inner Harbor
A large, multi-story hotel with a classic architectural design, featuring a prominent entrance and a visible sign for the hotel.

17. Springhill Suites Marriott Baltimore Downtown/Inner Harbor

Springhill Suites Marriott Baltimore Downtown/Inner Harbor
3.0 star property
Downtown Baltimore, 4.7 km from Winchester
8.4 out of 10, Very good, (1,000 reviews)
"My family and I stayed at the SpringHill by Marriott in downtown Baltimore in"
United Kingdom
Melyni
The price is CA $135
CA $158 total
includes taxes & fees
Nov 8 - Nov 9
Springhill Suites Marriott Baltimore Downtown/Inner Harbor
A modern living room with a fireplace, large windows, and various seating arrangements.

18. ROOST Baltimore

ROOST Baltimore
4.0 star property
6.4 km from Winchester
9.6 out of 10, Exceptional, (580 reviews)
"Friendly check in staff Very clean and quiet Great location Felt very safe"
United States
faye
The price is CA $185
CA $218 total
includes taxes & fees
Nov 15 - Nov 16
ROOST Baltimore
A modern interior with a wooden counter displaying snacks, a round table with a bowl, and a decorative wall with a geometric pattern.

19. 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, (1,010 reviews)
"Great location, pleasant staff, clean and comfortable room"
United States
Julia
The price is CA $125
CA $147 total
includes taxes & fees
Nov 1 - Nov 2
Candlewood Suites Baltimore - Inner Harbor by IHG
A hotel room with a bed, a desk, a TV, a sofa, and a small table.

20. Holiday Inn Express & Suites Baltimore - BWI Airport North by IHG

Holiday Inn Express & Suites Baltimore - BWI Airport North by IHG
2.5 star property
10.2 km from Winchester
8.8 out of 10, Excellent, (1,001 reviews)
"The room was clean and very friendly staff. The buffet breakfast was very good."
United States
Brian
The price is CA $153
CA $175 total
includes taxes & fees
Oct 26 - Oct 27
Holiday Inn Express & Suites Baltimore - BWI Airport North by IHG
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

Compare popular hotels in Winchester

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A modern building with a prominent 'Horseshoe' sign and a 'Holiday Inn Express' sign.
Holiday Inn Express Baltimore at the Stadiums by IHG
2.5 star property
8.6
Excellent
772 reviews
View
A cityscape with a prominent monument at a roundabout, surrounded by buildings and streets.
Hotel Revival Baltimore
4.0 star property
9.4
Exceptional
1,152 reviews
View
A hotel room with two beds, a nightstand with a phone, and two framed black and white maritime photographs on the wall.
Super 8 By Wyndham Baltimore Northwest
2.0 star property
8.2
Very good
1,193 reviews
View
A room with two blue armchairs, a white round table, a fireplace, and bookshelves filled with books.
Hotel Indigo Baltimore Downtown by IHG
4.0 star property
9.2
Wonderful
1,133 reviews
View
A modern hotel lobby with a bar area, seating, and a kitchen in the background.
Hampton Inn & Suites Baltimore/Woodlawn
2.5 star property
8.2
Very good
1,001 reviews
View

Hotels recommended for families in Winchester

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

Holiday Inn Express Baltimore at the Stadiums by IHG

Holiday Inn Express Baltimore at the Stadiums by IHG
2.5 star property
Baltimore
8.6 out of 10, Excellent, (772)
The price is CA $131
CA $154 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Express Baltimore at the Stadiums by IHG

Where to stay in Winchester

Find the best Winchester areas and neighborhoods 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

Historic seaport with post-industrial waterfront redevelopment, the Inner Harbor offers attractions like the National Aquarium and Maryland Science Center. Easily walk to stadiums or catch a water taxi to explore nearby areas.
Lexington Market with a white bus and cars parked in front.

Downtown Baltimore

Central business district meets historic charm in this neighborhood, with attractions like the National Aquarium, Maryland Science Center, and Lexington Market. Enjoy diverse dining, nightlife, and easy access to public transportation.
A historic downtown street at dusk with vintage street lamps, brick buildings, and a sign for 'FELSH POINT'.

Fells Point

Historic waterfront neighborhood with a maritime vibe, Fell's Point boasts a high concentration of pubs and restaurants. Explore diverse architecture, unique shops, and reach it easily via water taxi or a short walk from the Inner Harbor.
A large stately building with a prominent central tower, surrounded by lush green lawns and trees.

Timonium

If you're looking for some top things to see and do in Timonium and surrounding area, you can visit Fire Museum of Maryland and Towson Town Center.
Multiple beehives with caution tape and a brick on top.
Photo by Maegan James
Open Photo by Maegan James

Mount Washington

While you're in Mount Washington, take in top sights like OXOXO Gallery and jump on the metro at Mount Washington Station to see more of the city.

Top Winchester Hotel Reviews

Holiday Inn Baltimore BWI Airport by IHG

Holiday Inn Baltimore BWI Airport by IHG

10/10 Excellent
"The staff was extremely easy to work with. The hotel was clean and very well priced. We used the hotel shuttle service and parking while we were away."
Carl 1-night trip
Posted 8 hours ago
Holiday Inn Baltimore BWI Airport by IHG

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 24-48 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 much is the nightly rate at a Winchester hotel?
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.

Explore a world of travel with Expedia