Find hotels in Winchester, MD from ฿1,786

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Check prices for these dates

Tonight
24 Feb - 25 Feb
Tomorrow
25 Feb - 26 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

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Our top choices for Winchester hotels

Vending machine

Red Roof Inn Perryville

Red Roof Inn Perryville
2.0 star property
Perryville
8.8 out of 10, Excellent, (138 reviews)
"This is an ok place to stay for the price"
Canada
Carla
The price is ฿2,089
฿2,340 total
includes taxes & fees
1 Mar - 2 Mar
Red Roof Inn Perryville
BBQ/picnic Area

Inn at Mendenhall

Inn at Mendenhall
4.0 star property
Chadds Ford
9.0 out of 10, Wonderful, (1,005 reviews)
"great place to stay if visiting Longwood"
United States
barbara
The price is ฿2,825
฿3,136 total
includes taxes & fees
26 Feb - 27 Feb
Inn at Mendenhall
Exterior

Holiday Inn Express North East by IHG

Holiday Inn Express North East by IHG
2.5 star property
North East
8.4 out of 10, Very good, (557 reviews)
"The room was clean and the staff was friendly and helpful."
United States
Mary Jane
The price is ฿2,757
฿3,088 total
includes taxes & fees
2 Mar - 3 Mar
Holiday Inn Express North East by IHG
Exterior

Woodspring Suites Wilmington Riverfront

Woodspring Suites Wilmington Riverfront
2.5 star property
South Wilmington
8.0 out of 10, Very good, (108 reviews)
"clean, friendly "
United States
Alex
The price is ฿2,293
฿2,522 total
includes taxes & fees
26 Feb - 27 Feb
Woodspring Suites Wilmington Riverfront
Lobby

Fairfield Inn by Marriott Kennett Square Brandywine Valley

Fairfield Inn by Marriott Kennett Square Brandywine Valley
3.0 star property
Kennett Square
8.8 out of 10, Excellent, (1,002 reviews)
"Spotless room, friendly staff, good coffee and breakfast"
United States
Deborah
The price is ฿3,656
฿4,058 total
includes taxes & fees
1 Mar - 2 Mar
Fairfield Inn by Marriott Kennett Square Brandywine Valley
Deluxe Double Room, 1 King Bed | Premium bedding, pillow-top beds, minibar, in-room safe

Artelo

Artelo
2.0 star property
Kennett Square
9.8 out of 10, Exceptional, (101 reviews)
"Great place "
United States
Justin
The price is ฿4,297
฿4,769 total
includes taxes & fees
2 Mar - 3 Mar
Artelo
Suite, 2 Queen Beds, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board

Wingate by Wyndham North East

Wingate by Wyndham North East
2.5 star property
North East
8.0 out of 10, Very good, (960 reviews)
"Good stay. The room was clean, bed was super comfortable and the shower was great. "
United States
DeAnda
The price is ฿2,881
฿3,227 total
includes taxes & fees
3 Mar - 4 Mar
Wingate by Wyndham North East
Bar (on property)

Ramada by Wyndham Newark/Wilmington

Ramada by Wyndham Newark/Wilmington
3.0 star property
Newark
7.0 out of 10, Good, (1,011 reviews)
"very friendly and helpful staff"
United States
Gary L.
The price is ฿2,212
฿2,455 total
includes taxes & fees
25 Feb - 26 Feb
Ramada by Wyndham Newark/Wilmington
Indoor pool

Best Western Plus Newark/Christiana Inn

Best Western Plus Newark/Christiana Inn
2.5 star property
Bear
8.2 out of 10, Very good, (175 reviews)
"Great location "
United States
suzanne
The price is ฿2,330
฿2,586 total
includes taxes & fees
15 Mar - 16 Mar
Best Western Plus Newark/Christiana Inn
Front of property

Inn At The Canal Bed & Breakfast

Inn At The Canal Bed & Breakfast
3.5 star property
Chesapeake City
8.6 out of 10, Excellent, (508 reviews)
"Ed was very welcoming and the location is amazing."
United States
Jennifer
The price is ฿4,874
฿5,166 total
includes taxes & fees
26 Feb - 27 Feb
Inn At The Canal Bed & Breakfast
Classic Room, 1 King Bed | Down duvets, memory-foam beds, individually decorated

The Bookhouse Hotel

The Bookhouse Hotel
2.0 star property
Kennett Square
9.6 out of 10, Exceptional, (45 reviews)
"Outstanding! Great Location, awesome room and extremely comfy bed!"
United States
John
The price is ฿5,646
฿6,783 total
includes taxes & fees
10 Mar - 11 Mar
The Bookhouse Hotel
Property amenity

Courtyard By Marriott New Castle

Courtyard By Marriott New Castle
3.0 star property
New Castle
8.6 out of 10, Excellent, (249 reviews)
"Check in was very friendly"
United States
Ermelinda
The price is ฿3,656
฿4,058 total
includes taxes & fees
1 Mar - 2 Mar
Courtyard By Marriott New Castle
Exterior

Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (667 reviews)
"Clean room and hotel. Breakfast was good, the fresh baked cookies at the front desk were delicious!"
United States
Valerie
The price is ฿3,359
฿3,729 total
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express & Suites Middletown by IHG
Front of property

Comfort Inn & Suites Newark - Wilmington

Comfort Inn & Suites Newark - Wilmington
2.5 star property
Newark
9.0 out of 10, Wonderful, (1,073 reviews)
"This is my go to hotel always everytime I visit I love the free breakfast "
United States
Latisha
The price is ฿2,607
฿2,894 total
includes taxes & fees
15 Mar - 16 Mar
Comfort Inn & Suites Newark - Wilmington
Property amenity

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
3.0 star property
Middletown
9.2 out of 10, Wonderful, (350 reviews)
"Clean room, great staff, recommended. "
United States
Tom
The price is ฿3,067
฿3,405 total
includes taxes & fees
15 Mar - 16 Mar
Fairfield Inn & Suites by Marriott Middletown
Cocktail bar

SpringHill Suites by Marriott Newark Downtown

SpringHill Suites by Marriott Newark Downtown
2.5 star property
Newark
9.4 out of 10, Exceptional, (805 reviews)
"Very clean, staff was very cordial and the breakfast buffet is great. Definitely recommend! "
United States
Patricia
The price is ฿4,089
฿4,539 total
includes taxes & fees
22 Mar - 23 Mar
SpringHill Suites by Marriott Newark Downtown
Apartment, 2 Bedrooms | Living area

The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning

The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning
3.0 star property
Trolley Square
The price is ฿3,523
฿11,772 total
includes taxes & fees
1 Mar - 2 Mar
The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning
Free daily self-service breakfast

Hampton Inn Elkton

Hampton Inn Elkton
2.5 star property
Elkton
8.6 out of 10, Excellent, (822 reviews)
"Staff was amazing room was clean smelled great fully stocked extra towels plenty’s of pillows and bedding "
United States
Summer
The price is ฿3,277
฿3,670 total
includes taxes & fees
18 Mar - 19 Mar
Hampton Inn Elkton
Breakfast and dinner served

Four Points by Sheraton Newark Christiana Wilmington

Four Points by Sheraton Newark Christiana Wilmington
3.0 star property
Newark
8.2 out of 10, Very good, (1,005 reviews)
"This hotel is great. Always smells good and very clean. "
United States
París
The price is ฿2,699
฿2,996 total
includes taxes & fees
4 Mar - 5 Mar
Four Points by Sheraton Newark Christiana Wilmington
Exterior

Hilton Garden Inn Kennett Square

Hilton Garden Inn Kennett Square
3.0 star property
Kennett Square
8.4 out of 10, Very good, (953 reviews)
"Excellent accommodations "
United States
pat
The price is ฿3,545
฿3,935 total
includes taxes & fees
8 Mar - 9 Mar
Hilton Garden Inn Kennett Square
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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Top Winchester Hotel Reviews

Red Roof Inn & Suites Newark - University

Red Roof Inn & Suites Newark - University

10/10 Excellent
"Usual"
Raymond 1-night trip
Posted 1 day ago
Red Roof Inn & Suites Newark - University

More cheap stays in Winchester

Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

65 Geoffrey Dr Newark DE
The price is ฿1,812 per night from 25 Feb to 26 Feb
฿1,812
฿2,012 total
25 Feb - 26 Feb
includes taxes & fees
5.4/10 (1,006 reviews)

Frequently asked questions

What's the best place for a stay in Winchester?
Sheraton Suites Wilmington Downtown, located 17.7 mi (28.6 km) from the heart of Winchester, is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Sonesta Select Newark Christiana Mall and Embassy Suites by Hilton Newark Wilmington South. See all available top hotels, or vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes! The majority of room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a non-refundable reservation, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
What is staying in Winchester like?
Visitors will definitely enjoy all that Winchester has to offer. There are 617 hotels and other accommodation options in the surrounding area. Find out more about Winchester.
What are the top places to visit in Winchester?
Places to visit in the wider area include Fair Hill State Natural Resources Management Area, University of Delaware Botanic Gardens and Bob Carpenter Center. You'll also find Fred Rust Ice Arena and Newark Shopping Center in the area. Take a look at what more there is to see and do in Expedia's Winchester guide.
What's the seasonal weather like in Winchester?
The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Winchester is 1278 mm.