Search Winchester hotels

    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
16 July - 17 July
Tomorrow
17 July - 18 July
This weekend
18 July - 20 July
Next weekend
25 July - 27 July

Filter by

Guest rating
Guest rating
Property class

Top hotels and accommodation in Winchester

Elkton Lodge
Reception

Elkton Lodge

2.0 star property
8.0 out of 10, Very good, (6)
"Compared to other hotels in the area this was very affordable and clean would definitely stay again."
The price is AU$163
includes taxes & fees
24 July - 25 July
Elkton Lodge
Red Roof Inn Perryville
Property grounds

Red Roof Inn Perryville

2.0 star property
9.0 out of 10, Wonderful, (2)
"Appears to have been renovated very recently, so it was surprisingly clean and modern. We liked that the room had a modern shower rather than an old tub. Great team running the place. A bargain!"
The price is AU$129
includes taxes & fees
20 July - 21 July
Red Roof Inn Perryville
Best Western Chesapeake Bay North Inn
Exterior

Best Western Chesapeake Bay North Inn

2.5 star property
8.0 out of 10, Very good, (902)
"Very clean and staff was friendly. "
The price is AU$167
includes taxes & fees
30 July - 31 July
Best Western Chesapeake Bay North Inn
Best Western Plus Newark/Christiana Inn
Lobby

Best Western Plus Newark/Christiana Inn

2.5 star property
7.0 out of 10, Good, (1020)
"Clean and staff is great!"
The price is AU$143
includes taxes & fees
23 July - 24 July
Best Western Plus Newark/Christiana Inn
Inn at Mendenhall
Exterior

Inn at Mendenhall

4.0 star property
9.0 out of 10, Wonderful, (1008)
"Nice place to stay"
The price is AU$198
includes taxes & fees
17 Aug - 18 Aug
Inn at Mendenhall
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
6.8 out of 10, (925)
"This is a terrible place to stay. "
The price is AU$95
includes taxes & fees
17 Aug - 18 Aug
Super 8 by Wyndham Havre De Grace Aberdeen Area
Hilton Garden Inn Kennett Square
Exterior

Hilton Garden Inn Kennett Square

3.0 star property
8.4 out of 10, Very good, (891)
"This hotel was very clean and there were food restaurants within walking distance. There was room service every day and all the staff where very helpful. "
The price is AU$172
includes taxes & fees
17 Aug - 18 Aug
Hilton Garden Inn Kennett Square
Comfort Inn & Suites Newark - Wilmington
Exterior

Comfort Inn & Suites Newark - Wilmington

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Great stay!"
The price is AU$164
includes taxes & fees
30 July - 31 July
Comfort Inn & Suites Newark - Wilmington
Embassy Suites by Hilton Newark Wilmington South
Lobby

Embassy Suites by Hilton Newark Wilmington South

3.5 star property
8.0 out of 10, Very good, (1001)
"Amazingly view; breakfast and locatio "
The price is AU$194
includes taxes & fees
17 Aug - 18 Aug
Embassy Suites by Hilton Newark Wilmington South
Sunrise inn
Basic Studio

Sunrise inn

2.0 star property
5.6 out of 10, (21)
"Under renevation"
The price is AU$108
includes taxes & fees
30 July - 31 July
Sunrise inn
Baymont by Wyndham Newark at University of Delaware
Room, 2 Double Beds, Non Smoking

Baymont by Wyndham Newark at University of Delaware

2.5 star property
7.8 out of 10, Good, (1006)
"Nice hotel, nice bedroom. "
The price is AU$136
includes taxes & fees
27 July - 28 July
Baymont by Wyndham Newark at University of Delaware
La Quinta Inn & Suites by Wyndham Newark - Elkton
Room, 1 King Bed, Accessible, Non Smoking (Mobility/Hearing Impaired)

La Quinta Inn & Suites by Wyndham Newark - Elkton

3.0 star property
9.0 out of 10, Wonderful, (1001)
"good stay and easy parking"
The price is AU$186
includes taxes & fees
30 July - 31 July
La Quinta Inn & Suites by Wyndham Newark - Elkton
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, (1001)
"The breakfast was very good."
The price is AU$201
includes taxes & fees
30 July - 31 July
Fairfield Inn by Marriott Kennett Square Brandywine Valley
Hyatt Place Newark - Main Street
Terrace/patio

Hyatt Place Newark - Main Street

3.0 star property
9.4 out of 10, Exceptional, (340)
"great location beautiful property would stay again "
The price is AU$259
includes taxes & fees
23 July - 24 July
Hyatt Place Newark - Main Street
Holiday Inn Express & Suites Wilmington-Newark by IHG
Restaurant

Holiday Inn Express & Suites Wilmington-Newark by IHG

2.5 star property
9.4 out of 10, Exceptional, (1000)
"Staff was friendly, and breakfast was amazing. "
The price is AU$189
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Express & Suites Wilmington-Newark by IHG
Ramada by Wyndham Newark/Wilmington
Exterior

Ramada by Wyndham Newark/Wilmington

3.0 star property
7.0 out of 10, Good, (1016)
"great roon "
The price is AU$122
includes taxes & fees
30 July - 31 July
Ramada by Wyndham Newark/Wilmington
Fairfield Inn & Suites by Marriott Middletown
Lobby

Fairfield Inn & Suites by Marriott Middletown

2.5 star property
9.2 out of 10, Wonderful, (252)
"Nice place to stay"
The price is AU$196
includes taxes & fees
30 July - 31 July
Fairfield Inn & Suites by Marriott Middletown
Courtyard by Marriott Newark-University of Delaware
Property amenity

Courtyard by Marriott Newark-University of Delaware

3.0 star property
9.0 out of 10, Wonderful, (516)
"Nice rooms, friendly staff 👍"
The price is AU$217
includes taxes & fees
21 July - 22 July
Courtyard by Marriott Newark-University of Delaware
Holiday Inn Express & Suites Elkton - University Area by IHG
Exterior

Holiday Inn Express & Suites Elkton - University Area by IHG

2.5 star property
9.2 out of 10, Wonderful, (947)
"Excellent stay"
The price is AU$184
includes taxes & fees
31 July - 1 Aug
Holiday Inn Express & Suites Elkton - University Area by IHG
Holiday Inn Express And Suites Middletown by IHG
Exterior

Holiday Inn Express And Suites Middletown by IHG

2.5 star property
9.2 out of 10, Wonderful, (590)
"I would like to share, the staff at the hotel was very pleasant, it felt like a home away from home, and I also enjoyed the breakfast that was offered. "
The price is AU$176
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Express And Suites Middletown 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Winchester

Check out Fair Hill State Natural Resources Management Area and University of Delaware Botanic Gardens—just a couple of the sights around Winchester.

See all hotels in Winchester

Top Winchester Hotel Reviews

Quality Inn

Quality Inn

10/10 Excellent
"Super clean room, comfy bed "
Jessica 1-night trip
Posted 2 days ago
Quality Inn

Frequently asked questions

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

Red Roof Inn & Suites Newark - University, located 6.6 mi (10.7 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 Sonesta Select Newark Christiana Mall 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 are some accommodation options with pools in Winchester?

Embassy Suites Newark - Wilmington/South: 3.5-star hotel located near University of Delaware. Features free buffet breakfast, a pool and free Internet. Sonesta Select Newark and Comfort Inn & Suites Newark - Wilmington are a couple of other choices with an on-site pool. View all hotels with pools in Winchester.

What is staying in Winchester like?

Visitors will definitely enjoy all that Winchester has to offer. There are 611 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.