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8 Aug - 9 Aug
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9 Aug - 10 Aug
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8 Aug - 10 Aug
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15 Aug - 17 Aug

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Top 10 Winchester hotels and places to stay

Staybridge Suites Wilmington Downtown by IHG
Enjoy a panoramic city view from the large window, relax in the comfortable seating area with sofa and armchairs.

Staybridge Suites Wilmington Downtown by IHG

3.0 star property
9.4 out of 10, Exceptional, (805)
"Fantastic stay! "
The price is ฿4,102
฿4,512 total
includes taxes & fees
24 Aug - 25 Aug
Staybridge Suites Wilmington Downtown by IHG
Hyatt Place Wilmington Riverfront
Welcome to Hyatt Place, where guests can enjoy stunning views of the surrounding area from the hotel's main building and adjacent Riverfront Events space.

Hyatt Place Wilmington Riverfront

3.0 star property
9.2 out of 10, Wonderful, (926)
"Quiet, close to riverwalk and restaurants. Decent hotel."
The price is ฿4,910
฿5,401 total
includes taxes & fees
17 Aug - 18 Aug
Hyatt Place Wilmington Riverfront
Sheraton Suites Wilmington Downtown
Relax in the spacious lobby with a plush sofa, round tables, and a long reception desk.

Sheraton Suites Wilmington Downtown

3.5 star property
8.2 out of 10, Very good, (1000)
"Nearby food restaurants"
The price is ฿4,365
฿4,802 total
includes taxes & fees
15 Aug - 16 Aug
Sheraton Suites Wilmington Downtown
Homewood Suites by Hilton Wilmington Downtown
Relax in a spacious outdoor seating area with modern furniture and a grill, perfect for casual dining or socializing.

Homewood Suites by Hilton Wilmington Downtown

3.0 star property
8.8 out of 10, Excellent, (728)
"Overall a terrific stay."
The price is ฿4,767
฿5,244 total
includes taxes & fees
1 Sept - 2 Sept
Homewood Suites by Hilton Wilmington Downtown
DoubleTree by Hilton Downtown Wilmington - Legal District
Enjoy a wide selection of food and drinks at our buffet, featuring a variety of fresh fruits and vegetables.

DoubleTree by Hilton Downtown Wilmington - Legal District

4.0 star property
7.4 out of 10, Good, (1003)
"Great location "
The price is ฿3,157
฿3,473 total
includes taxes & fees
17 Aug - 18 Aug
DoubleTree by Hilton Downtown Wilmington - Legal District
Comfort Inn and Suites
Relax in comfort with a ceiling fan, desk for work, and seating options.

Comfort Inn and Suites

2.5 star property
7.8 out of 10, Good, (602)
"Girls who checked us in were super friendly and nice !!"
The price is ฿3,115
฿3,488 total
includes taxes & fees
7 Sept - 8 Sept
Comfort Inn and Suites
Super 8 by Wyndham Havre De Grace Aberdeen Area
Two beds with matching headboards, a desk, and a window with city views.

Super 8 by Wyndham Havre De Grace Aberdeen Area

2.0 star property
6.6 out of 10, (936)
"It was nice "
The price is ฿1,702
฿1,906 total
includes taxes & fees
14 Aug - 15 Aug
Super 8 by Wyndham Havre De Grace Aberdeen Area
Sonesta ES Suites Wilmington - Newark
Relax by the pool with comfortable lounge chairs and a calm atmosphere.

Sonesta ES Suites Wilmington - Newark

3.0 star property
7.6 out of 10, Good, (960)
"It was a very wonderful experience Miss Carol at the front desk was awesome. Couldn’t ask for a better person to check me in and all the staff are great."
The price is ฿2,810
฿3,119 total
includes taxes & fees
7 Sept - 8 Sept
Sonesta ES Suites Wilmington - Newark
Hilton Garden Inn Kennett Square
Stately hotel entrance with a covered walkway supported by white columns, set amidst beautifully maintained gardens.

Hilton Garden Inn Kennett Square

3.0 star property
8.4 out of 10, Very good, (900)
"Convenient, good staff"
The price is ฿3,816
฿4,236 total
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Kennett Square
Holiday Inn Express North East by IHG
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Holiday Inn Express North East by IHG

2.5 star property
8.4 out of 10, Very good, (510)
"The staff was great. "
The price is ฿2,810
฿3,147 total
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express North East by IHG
Four Points by Sheraton Newark Christiana Wilmington
Experience the welcoming atmosphere of this hotel, featuring a central entrance and evenly spaced windows.

Four Points by Sheraton Newark Christiana Wilmington

3.0 star property
8.2 out of 10, Very good, (905)
"Great stay "
The price is ฿3,169
฿3,517 total
includes taxes & fees
17 Aug - 18 Aug
Four Points by Sheraton Newark Christiana Wilmington
The Westin Wilmington
Experience the comfort of a well-made bed with soft, smooth bedding.

The Westin Wilmington

4.0 star property
8.8 out of 10, Excellent, (827)
"Restaurant was delicious, staff were very helpful and friendly."
The price is ฿6,076
฿6,683 total
includes taxes & fees
15 Aug - 16 Aug
The Westin Wilmington
Courtyard By Marriott New Castle
Relax in the serene outdoor patio, featuring a fire feature, seating areas, and lush greenery.

Courtyard By Marriott New Castle

3.0 star property
8.6 out of 10, Excellent, (203)
"Great Stay"
The price is ฿3,941
฿4,374 total
includes taxes & fees
17 Aug - 18 Aug
Courtyard By Marriott New Castle
Travel Inn
Two single beds with dark headboards and light-colored bedding, a desk for work and a telephone.

Travel Inn

2.5 star property
6.8 out of 10, (195)
"Best place to stay "
The price is ฿2,423
฿2,689 total
includes taxes & fees
10 Aug - 11 Aug
Travel Inn
Fairfield Inn by Marriott Kennett Square Brandywine Valley
Two single beds with white bedding, a flat-screen TV, and a desk with a lamp.

Fairfield Inn by Marriott Kennett Square Brandywine Valley

2.5 star property
8.8 out of 10, Excellent, (1000)
"Very nice hotel close to New Bolton Center, Longwood Gardens, Kennett Square, and other attractions in the Brandywine"
The price is ฿3,811
฿4,231 total
includes taxes & fees
1 Sept - 2 Sept
Fairfield Inn by Marriott Kennett Square Brandywine Valley
Red Roof Inn & Suites Wilmington - New Castle
Relax in the spacious lobby with large windows offering a view of the outdoors, comfortable seating areas, and a warm ambiance.

Red Roof Inn & Suites Wilmington - New Castle

2.0 star property
5.8 out of 10, (999)
"A place to put your head and shower."
The price is ฿2,255
฿2,503 total
includes taxes & fees
13 Aug - 14 Aug
Red Roof Inn & Suites Wilmington - New Castle
Fairfield Inn & Suites by Marriott Middletown
Relax in this stylish living space with a large flat-screen TV, dining area, and comfortable sofa.

Fairfield Inn & Suites by Marriott Middletown

2.5 star property
9.2 out of 10, Wonderful, (257)
"Nice place to stay"
The price is ฿3,618
฿4,016 total
includes taxes & fees
17 Aug - 18 Aug
Fairfield Inn & Suites by Marriott Middletown
Residence Inn by Marriott Wilmington Downtown
Welcome to our reception area, featuring a minimalist design with a large artwork and comfortable seating.

Residence Inn by Marriott Wilmington Downtown

3.0 star property
8.0 out of 10, Very good, (309)
"It was in the heart of downtown Wilmington,DE however, without the traffic of bigger cities "
The price is ฿4,361
฿4,797 total
includes taxes & fees
1 Sept - 2 Sept
Residence Inn by Marriott Wilmington Downtown
Fairfield Inn & Suites Wilmington New Castle
Experience the stylish entrance of this hotel, featuring a beautifully landscaped area with a prominent canopy and the hotel name above the entrance.

Fairfield Inn & Suites Wilmington New Castle

2.5 star property
8.8 out of 10, Excellent, (848)
"It was quiet, convenient, easy parking. The staff was very hospitable and we always enjoy the breakfast in the morning."
The price is ฿4,093
฿4,543 total
includes taxes & fees
10 Aug - 11 Aug
Fairfield Inn & Suites Wilmington New Castle
The Inn at Montchanin Village, a Historic Hotel of America
Stunning two-story house with a steeply pitched roof and a large window on the upper level, set amidst lush greenery and flowering plants.

The Inn at Montchanin Village, a Historic Hotel of America

3.5 star property
9.2 out of 10, Wonderful, (352)
"Very friendly staff and the dinner I had at the restaurant was delicious. I would suggest that the bathroom in the room I stayed in is in need of renovation. Other than that, I enjoyed my stay and the location was great."
The Inn at Montchanin Village, a Historic Hotel of America
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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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

Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

10/10 Excellent
"It’s quite and clean."
Nega 2-night trip
Posted 1 day ago
Great Wolf Lodge Perryville

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.

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 616 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.