Winchester Hotels

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Winchester hotels

Superlodge

2.5 star property
5.8 out of 10, (348)
"Had a great time peaceful and relaxing "
The price is €62
includes taxes & fees
23 Feb - 24 Feb
Superlodge

Residence Inn by Marriott Wilmington Downtown

3.0 star property
8.0 out of 10, Very good, (282)
"I like the hotel. However, i did not like walking into my room to have the smell of Marijuana hit me. I get it is legsl now, but i don't want the smell. Other than that, it was a nice stay "
The price is €124
includes taxes & fees
9 Mar - 10 Mar
Residence Inn by Marriott Wilmington Downtown

Staybridge Suites Wilmington Downtown by IHG

3.0 star property
9.4 out of 10, Exceptional, (646)
"Business was very clean, pricing was reasonable. Breakfast bar was delicious. "
The price is €133
includes taxes & fees
23 Feb - 24 Feb
Staybridge Suites Wilmington Downtown by IHG

Courtyard By Marriott New Castle

3.0 star property
8.4 out of 10, Very good, (157)
"Always stay here when im in the area! "
The price is €117
includes taxes & fees
3 Mar - 4 Mar
Courtyard By Marriott New Castle

DoubleTree by Hilton Downtown Wilmington - Legal District

4.0 star property
7.4 out of 10, Good, (1002)
"Me and my husband really enjoy our stay. The staff was so polite and everything was near us walking distance. Will definitely go back again "
The price is €115
includes taxes & fees
28 Feb - 1 Mar
DoubleTree by Hilton Downtown Wilmington - Legal District

Hotel Du Pont

4.5 star property
8.6 out of 10, Excellent, (607)
"Great"
The price is €462
includes taxes & fees
8 Mar - 9 Mar
Hotel Du Pont

The Quoin Hotel

4.0 star property
9.4 out of 10, Exceptional, (83)
"Spacious room, comfortable bed, high-quality shower. The main negative was the food: limited options that were overpriced and the kitchen screwed up my order"
The price is €304
includes taxes & fees
28 Feb - 1 Mar
The Quoin Hotel

Courtyard by Marriott Wilmington Downtown

3.0 star property
8.4 out of 10, Very good, (556)
"Front desk staff was excellent. Very welcoming and helpful. "
The price is €124
includes taxes & fees
23 Feb - 24 Feb
Courtyard by Marriott Wilmington Downtown

Sheraton Suites Wilmington Downtown

3.5 star property
8.2 out of 10, Very good, (1000)
"Love this place always a nice weekend getaway "
The price is €142
includes taxes & fees
28 Feb - 1 Mar
Sheraton Suites Wilmington Downtown

Red Roof Inn & Suites Wilmington - New Castle

2.0 star property
5.8 out of 10, (999)
"Always a great stay "
The price is €74
includes taxes & fees
23 Feb - 24 Feb
Red Roof Inn & Suites Wilmington - New Castle

Hyatt Place Wilmington Riverfront

3.0 star property
9.2 out of 10, Wonderful, (815)
"We chose the hotel for its convenient location for our travel plans. It was clean, the bathroom looked new, the furnishings were comfortable, and the free breakfast buffet was fabulous. "
The price is €151
includes taxes & fees
23 Feb - 24 Feb
Hyatt Place Wilmington Riverfront

Homewood Suites by Hilton Wilmington Downtown

3.0 star property
8.8 out of 10, Excellent, (654)
"Area is quiet and kept nice. Front desk staff was friendly and knowledgeable. Room had some wear and tear but overall a good stay. "
The price is €160
includes taxes & fees
9 Mar - 10 Mar
Homewood Suites by Hilton Wilmington Downtown

The Westin Wilmington

4.0 star property
8.8 out of 10, Excellent, (811)
"Very clean. Lovely staff. Food good."
The price is €198
includes taxes & fees
28 Feb - 1 Mar
The Westin Wilmington

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

3.0 star property
The price is €284
includes taxes & fees
21 Feb - 22 Feb
The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning

Gilpin Grand - Renovated Space In Trolley Square 1 Bedroom Apts by RedAwning

3.0 star property
The price is €240
includes taxes & fees
24 Feb - 25 Feb
Gilpin Grand - Renovated Space In Trolley Square 1 Bedroom Apts by RedAwning

The Loft At Gilpin Placeking Bedtrolley Square! 1 Bedroom Apts by RedAwning

3.0 star property
The price is €242
includes taxes & fees
21 Feb - 22 Feb
The Loft At Gilpin Placeking Bedtrolley Square! 1 Bedroom Apts by RedAwning

Fairfield Inn & Suites Wilmington New Castle

2.5 star property
8.8 out of 10, Excellent, (758)
"Room was excellent"
The price is €126
includes taxes & fees
23 Feb - 24 Feb
Fairfield Inn & Suites Wilmington New Castle

BUDEGT MOTOR LODGE

2.0 star property
BUDEGT MOTOR LODGE

Relax Inn

The price is €74
includes taxes & fees
5 Mar - 6 Mar
Relax Inn

Travel Inn

2.5 star property
6.6 out of 10, (144)
"At first appearance we were more than skeptical. The property was under a massive renovation. I had learned this through recent reviews. But what i saw was a litte crazy and I'm in construction. Dumpster right at the entrance, furniture outside, furniture visible in rooms that was viewable. Upon checkin, which was very pleasant. Front desk was jammed in a small office as lobby is part of renovation. The desk clerk, who i am going to assume was possibly the owner, at least the manager was a...
The price is €80
includes taxes & fees
25 Feb - 26 Feb
Travel 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.
Don't see what you're looking for?
See all available properties in Winchester
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Winchester

Check out Fair Hill State Natural Resources Management Area and Fairfield Park—just a couple of the sights around Winchester.

Frequently asked questions

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

Red Roof Inn PLUS+ Wilmington - Newark, located 11.5 mi (18.5 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 DoubleTree by Hilton Downtown Wilmington - Legal District and Great Wolf Lodge Perryville. See all available top hotels, or vacation rentals in Winchester.

What are some of the best holiday rentals that Winchester has to offer?

Homey Retreat in Historic Kennett Square!!: This holiday home rental outside of Winchester offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. 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 585 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, Fairfield Park and Calvert Regional Park. You'll also find University of Delaware Botanic Gardens and Bob Carpenter 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.