Search Winchester hotels

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
10 Oct - 12 Oct
Next weekend
17 Oct - 19 Oct

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Winchester

Staybridge Suites Wilmington Downtown by IHG
Park view

Staybridge Suites Wilmington Downtown by IHG

3.0 star property
9.4 out of 10, Exceptional, (881)
"Staff was awesome stay was very easy!"
The price is NZ$247
includes taxes & fees
2 Nov - 3 Nov
Staybridge Suites Wilmington Downtown by IHG
Sheraton Suites Wilmington Downtown
Lobby

Sheraton Suites Wilmington Downtown

3.5 star property
8.4 out of 10, Very good, (1006)
"Great Hotel"
The price is NZ$240
includes taxes & fees
30 Oct - 31 Oct
Sheraton Suites Wilmington Downtown
Red Roof Inn Perryville
Property grounds

Red Roof Inn Perryville

2.0 star property
9.2 out of 10, Wonderful, (66)
"Amazing location, staff and cleanliness is top notch. "
The price is NZ$137
includes taxes & fees
15 Oct - 16 Oct
Red Roof Inn Perryville
Hyatt Place Wilmington Riverfront
Exterior

Hyatt Place Wilmington Riverfront

3.0 star property
9.2 out of 10, Wonderful, (964)
"Great location"
The price is NZ$272
includes taxes & fees
12 Oct - 13 Oct
Hyatt Place Wilmington Riverfront
Homewood Suites by Hilton Wilmington Downtown
Terrace/patio

Homewood Suites by Hilton Wilmington Downtown

3.0 star property
8.8 out of 10, Excellent, (750)
"Lovely one night stay. "
The price is NZ$287
includes taxes & fees
12 Oct - 13 Oct
Homewood Suites by Hilton Wilmington Downtown
Comfort Inn and Suites
Lobby

Comfort Inn and Suites

2.5 star property
7.8 out of 10, Good, (617)
"Clean place and friendly staff"
The price is NZ$182
includes taxes & fees
2 Nov - 3 Nov
Comfort Inn and Suites
DoubleTree by Hilton Downtown Wilmington - Legal District
Breakfast, lunch and dinner served

DoubleTree by Hilton Downtown Wilmington - Legal District

4.0 star property
7.4 out of 10, Good, (1008)
"Location was great"
The price is NZ$183
includes taxes & fees
12 Oct - 13 Oct
DoubleTree by Hilton Downtown Wilmington - Legal District
The Westin Wilmington
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

The Westin Wilmington

4.0 star property
8.8 out of 10, Excellent, (835)
"Staff was friendly, room was clean, bed was comfortable. The hotel itself needs some updating especially the breakfast area."
The price is NZ$491
includes taxes & fees
12 Oct - 13 Oct
The Westin Wilmington
Courtyard By Marriott New Castle
Property amenity

Courtyard By Marriott New Castle

3.0 star property
8.6 out of 10, Excellent, (224)
"Great place"
The price is NZ$217
includes taxes & fees
12 Oct - 13 Oct
Courtyard By Marriott New Castle
Sonesta ES Suites Wilmington - Newark
Outdoor pool, pool umbrellas, pool loungers

Sonesta ES Suites Wilmington - Newark

3.0 star property
7.8 out of 10, Good, (1004)
"Friendly staff and Nice room good breakfast!"
The price is NZ$166
includes taxes & fees
12 Oct - 13 Oct
Sonesta ES Suites Wilmington - Newark
Travel Inn
Standard Room, 2 Double Beds, Smoking

Travel Inn

2.5 star property
7.0 out of 10, Good, (220)
"The Travel Inn is a basic roadside motel, but it is very well-managed and well-kept. The room was comfortable, there's a small breakfast included, and the staff was very friendly and efficient."
The price is NZ$123
includes taxes & fees
14 Oct - 15 Oct
Travel Inn
Holiday Inn Express North East by IHG
Outdoor pool

Holiday Inn Express North East by IHG

2.5 star property
8.4 out of 10, Very good, (521)
"I like the great hospitality and it was very clean good breakfast also"
The price is NZ$213
includes taxes & fees
19 Oct - 20 Oct
Holiday Inn Express North East by IHG
Four Points by Sheraton Newark Christiana Wilmington
Exterior

Four Points by Sheraton Newark Christiana Wilmington

3.0 star property
8.2 out of 10, Very good, (945)
"Property was clean and staff were friendly and helpful "
The price is NZ$204
includes taxes & fees
12 Oct - 13 Oct
Four Points by Sheraton Newark Christiana Wilmington
Fairfield Inn & Suites Wilmington New Castle
Exterior

Fairfield Inn & Suites Wilmington New Castle

2.5 star property
8.8 out of 10, Excellent, (888)
"Great staff, clean rooms"
The price is NZ$199
includes taxes & fees
12 Oct - 13 Oct
Fairfield Inn & Suites Wilmington New Castle
Hilton Garden Inn Kennett Square
Exterior

Hilton Garden Inn Kennett Square

3.0 star property
8.4 out of 10, Very good, (914)
"Extremely convenient location for visiting Longwood Gardens. Staff was friendly and helpful. Facilities were well Kept and clean. "
The price is NZ$257
includes taxes & fees
2 Nov - 3 Nov
Hilton Garden Inn Kennett Square
Super 8 by Wyndham Havre De Grace Aberdeen Area
Standard Room, 2 Queen Beds

Super 8 by Wyndham Havre De Grace Aberdeen Area

2.0 star property
6.6 out of 10, (958)
"Front desk lady was super friendly helpfull dollor general close clean room great value"
The price is NZ$118
includes taxes & fees
12 Oct - 13 Oct
Super 8 by Wyndham Havre De Grace Aberdeen Area
The Inn at Montchanin Village, a Historic Hotel of America
Exterior

The Inn at Montchanin Village, a Historic Hotel of America

3.5 star property
9.2 out of 10, Wonderful, (364)
"Nice weekend getaway!"
The Inn at Montchanin Village, a Historic Hotel of America
Fairfield Inn by Marriott Kennett Square Brandywine Valley
Pillow-top beds, desk, iron/ironing board, free cots/infant beds

Fairfield Inn by Marriott Kennett Square Brandywine Valley

2.5 star property
8.8 out of 10, Excellent, (1003)
"One of the best places to stay with convenience to longwood gardens and many restaurants ."
The price is NZ$242
includes taxes & fees
26 Oct - 27 Oct
Fairfield Inn by Marriott Kennett Square Brandywine Valley
Fairfield Inn & Suites by Marriott Middletown
Lobby

Fairfield Inn & Suites by Marriott Middletown

2.5 star property
9.2 out of 10, Wonderful, (289)
"Friendly staff, comfortable bed and clean room "
The price is NZ$192
includes taxes & fees
19 Oct - 20 Oct
Fairfield Inn & Suites by Marriott Middletown
Best Western Plus Newark/Christiana Inn
Lobby

Best Western Plus Newark/Christiana Inn

2.5 star property
7.0 out of 10, Good, (1002)
"Easy check in, quiet hotel, everything you need for a few nights. "
The price is NZ$160
includes taxes & fees
12 Oct - 13 Oct
Best Western Plus Newark/Christiana Inn
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

Hilton Wilmington/Christiana

Hilton Wilmington/Christiana

10/10 Excellent
"Fantastic stay here! The facilities are well kept and I loved being able to walk out of my room through the double door in my room straight to the pool. I would stay here again!"
Jessica 2-night trip
Posted 2 days ago
Hilton Wilmington/Christiana

More cheap accommodation in Winchester

More cheap accommodation in Winchester

Red Roof Inn & Suites Newark - University

Red Roof Inn & Suites Newark - University

1119 S College Avenue, Newark, DE
The price is NZ$128 per night from 7 Oct to 8 Oct
NZ$128
7 Oct - 8 Oct
includes taxes & fees
5.4/10 (1,016 reviews)

Frequently asked questions

What's the best place for a stay in Winchester?

Sonesta Select Newark Christiana Mall, 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 DoubleTree by Hilton Downtown Wilmington - Legal District. 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 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia