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Check prices for these dates

Tonight
15 Feb - 16 Feb
Tomorrow
16 Feb - 17 Feb
Next weekend
20 Feb - 22 Feb
In two weeks
27 Feb - 1 Mar

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Our top choices for Winchester hotels

Property amenity

Super 8 by Wyndham Havre De Grace Aberdeen Area

Super 8 by Wyndham Havre De Grace Aberdeen Area
2.0 star property
Havre De Grace
6.6 out of 10, (975 reviews)
"There were no healthy options offered, not even hard-boiled eggs. I guess they haven't seen the new food pyramid!"
United States
Carleen Lyden
The price is AU$87
includes taxes & fees
22 Feb - 23 Feb
Super 8 by Wyndham Havre De Grace Aberdeen Area
Exterior detail

Vandiver Inn

Vandiver Inn
3.5 star property
Havre De Grace
9.4 out of 10, Exceptional, (535 reviews)
"a wonderful place to stay with super friendly staff. easy walks to downtown and restaurants. stayed here before and definitely will be back"
United States
Dieter
Vandiver Inn
Suite, 2 Queen Beds, Non Smoking

Wingate by Wyndham North East

Wingate by Wyndham North East
2.5 star property
North East
8.0 out of 10, Very good, (959 reviews)
"Good stay. The room was clean, bed was super comfortable and the shower was great. "
United States
DeAnda
The price is AU$141
includes taxes & fees
16 Feb - 17 Feb
Wingate by Wyndham North East
Indoor pool

Comfort Inn & Suites North East

Comfort Inn & Suites North East
2.5 star property
North East
7.8 out of 10, Good, (660 reviews)
"Great stay"
United States
Tina
The price is AU$126
includes taxes & fees
18 Feb - 19 Feb
Comfort Inn & Suites North East
Classic Room, 1 King Bed

The Bookhouse Hotel

The Bookhouse Hotel
2.0 star property
Kennett Square
9.6 out of 10, Exceptional, (44 reviews)
"Outstanding! Great Location, awesome room and extremely comfy bed!"
United States
John
The price is AU$292
includes taxes & fees
4 Mar - 5 Mar
The Bookhouse Hotel
Deluxe Double Room, 1 King Bed

Artelo

Artelo
2.0 star property
Kennett Square
9.8 out of 10, Exceptional, (101 reviews)
"Great place "
United States
Justin
The price is AU$202
includes taxes & fees
22 Feb - 23 Feb
Artelo
Standard Room, 2 Double Beds

Pleasant Hill Motel

Pleasant Hill Motel
2.5 star property
Middletown
7.2 out of 10, Good, (169 reviews)
"Front desk was great room was very clean will stay here again"
United States
Wayne Mark
The price is AU$124
includes taxes & fees
23 Feb - 24 Feb
Pleasant Hill Motel
Interior

Miller-Dunham House Bed & Breakfast

Miller-Dunham House Bed & Breakfast
3.0 star property
Odessa
10.0 out of 10, Exceptional, (86 reviews)
"The Provence room was beautiful, Heather and TJ were very warm and friendly. Everything was exceptionally clean. No complaints. "
United States
Matthew
The price is AU$349
includes taxes & fees
16 Feb - 17 Feb
Miller-Dunham House Bed & Breakfast
Exterior

Hilton Garden Inn Kennett Square

Hilton Garden Inn Kennett Square
3.0 star property
Kennett Square
8.4 out of 10, Very good, (950 reviews)
"Excellent accommodations "
United States
pat
The price is AU$179
includes taxes & fees
22 Feb - 23 Feb
Hilton Garden Inn Kennett Square
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, (554 reviews)
"The room was clean and the staff was friendly and helpful."
United States
Mary Jane
The price is AU$141
includes taxes & fees
19 Feb - 20 Feb
Holiday Inn Express North East by IHG
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, (1,000 reviews)
"Spotless room, friendly staff, good coffee and breakfast"
United States
Deborah
The price is AU$199
includes taxes & fees
8 Mar - 9 Mar
Fairfield Inn by Marriott Kennett Square Brandywine Valley
Standard Room

Red Carpet Inn

Red Carpet Inn
2.0 star property
Elkton
6.4 out of 10, (458 reviews)
"Room was clean and the price was reasonable. "
United States
Jared
The price is AU$119
includes taxes & fees
16 Feb - 17 Feb
Red Carpet Inn
Lobby sitting area

Travelodge by Wyndham Elkton University Area

Travelodge by Wyndham Elkton University Area
2.0 star property
Elkton
5.2 out of 10, (502 reviews)
"Love the location "
United States
Mark
The price is AU$98
includes taxes & fees
20 Feb - 21 Feb
Travelodge by Wyndham Elkton University Area
Standard Room | Jetted bathtub

Elk Forge B&B Inn & Day Spa

Elk Forge B&B Inn & Day Spa
2.5 star property
Elkton
8.8 out of 10, Excellent, (188 reviews)
"A beautiful little B&B, provides a snapshot of yesteryear and I appreciate that. Room was clean, and the surrounding area is absolutely beautiful, with a park nearby for walks. "
United States
Sarah
Elk Forge B&B Inn & Day Spa
Free daily self-service breakfast

Hampton Inn Elkton

Hampton Inn Elkton
2.5 star property
Elkton
8.6 out of 10, Excellent, (815 reviews)
"Sharif at the front desk was excellent!"
United States
Sonja
The price is AU$155
includes taxes & fees
8 Mar - 9 Mar
Hampton Inn Elkton
Bar (on property)

Ramada by Wyndham Newark/Wilmington

Ramada by Wyndham Newark/Wilmington
3.0 star property
Newark
7.0 out of 10, Good, (1,005 reviews)
"very friendly and helpful staff"
United States
Gary L.
The price is AU$110
includes taxes & fees
16 Feb - 17 Feb
Ramada by Wyndham Newark/Wilmington
Terrace/patio

Hyatt Place Newark - Main Street

Hyatt Place Newark - Main Street
3.0 star property
Newark
9.4 out of 10, Exceptional, (437 reviews)
"Great staff , great room and location ."
United States
Flayane
The price is AU$245
includes taxes & fees
22 Feb - 23 Feb
Hyatt Place Newark - Main Street
Lobby

Motel 6 Elkton, MD

Motel 6 Elkton, MD
2.0 star property
Elkton
6.0 out of 10, (1,001 reviews)
"They have created a well lit motel that feels very safe."
United States
Daniel
The price is AU$111
includes taxes & fees
16 Feb - 17 Feb
Motel 6 Elkton, MD
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, (163 reviews)
"Great location "
United States
suzanne
The price is AU$118
includes taxes & fees
19 Feb - 20 Feb
Best Western Plus Newark/Christiana Inn
Exterior

Holiday Inn Express & Suites Elkton - University Area by IHG

Holiday Inn Express & Suites Elkton - University Area by IHG
2.5 star property
Elkton
9.2 out of 10, Wonderful, (995 reviews)
"Clean modern room, friendly staff, breakfast was included and pretty good, convenient location"
United States
Alex
The price is AU$177
includes taxes & fees
22 Feb - 23 Feb
Holiday Inn Express & Suites Elkton - University Area 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.
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Top Winchester Hotel Reviews

Holiday Inn Express & Suites Wilmington-Newark by IHG

Holiday Inn Express & Suites Wilmington-Newark by IHG

10/10 Excellent
"The room was large and included thoughtful touches everywhere. "
William 3-night trip
Posted 2 days ago
Holiday Inn Express & Suites Wilmington-Newark by IHG

More cheap accommodation in Winchester

Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

65 Geoffrey Dr Newark DE
The price is AU$93 per night from 16 Feb to 17 Feb
AU$93
16 Feb - 17 Feb
includes taxes & fees
5.2/10 (1,008 reviews)

Frequently asked questions

What's the best place for a stay in Winchester?
Quality Inn Newark - Wilmington, located 11.6 mi (18.7 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 Sheraton Suites Wilmington Downtown and Sonesta Select Newark Christiana Mall. See all available top hotels, or vacation rentals in Winchester.
What are some of the best holiday rentals that Winchester has to offer?
Chesapeake Bay House with Dock & Private Beach: This holiday home rental outside of Winchester is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. See all 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 624 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 Equestrian Center, Fair Hill State Natural Resources Management Area and University of Delaware Botanic Gardens. You'll also find Bob Carpenter Center and Fred Rust Ice Arena 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.

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