Winchester Hotels from S$80

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Our top choices for Winchester hotels

Hilton Wilmington/Christiana

Hilton Wilmington/Christiana
4.0 star property
Newark
8.8 out of 10, Excellent, (1004)
Located minutes from Christiana Mall and University of Delaware, this Newark hotel offers a seasonal outdoor pool and American dining at Market Kitchen & Bar. Clean rooms, helpful staff, and convenient access to Philadelphia make for an easy getaway.

"Everything from staff to amenities are excellent "
United States
Johnny
The price is S$125
includes taxes & fees
10 Jan - 11 Jan, 2026
Hilton Wilmington/Christiana

Inn at Mendenhall

Inn at Mendenhall
4.0 star property
Chadds Ford
9.0 out of 10, Wonderful, (1008)
"Room was spotless and updated, friendly staff, great happy hour. "
United States
Paula
The price is S$178
includes taxes & fees
4 Jan - 5 Jan, 2026
Inn at Mendenhall

Holiday Inn Express & Suites Wilmington-Newark by IHG

Holiday Inn Express & Suites Wilmington-Newark by IHG
2.5 star property
Newark
9.4 out of 10, Exceptional, (1005)
This quiet haven offers a peaceful retreat despite highway proximity. Dive into the indoor pool or squeeze in a workout at the fitness centre. Convenient to Christiana Mall and University of Delaware, with free breakfast, WiFi and parking.

"Clean room, reasonable pricing, free parking, great breakfast."
United States
Keith
The price is S$141
includes taxes & fees
26 Dec - 27 Dec
Holiday Inn Express & Suites Wilmington-Newark by IHG

Best Western Plus Newark/Christiana Inn

Best Western Plus Newark/Christiana Inn
2.5 star property
Bear
8.4 out of 10, Very good, (83)
"Clean room and convenient to highway."
United States
Richard
The price is S$96
includes taxes & fees
31 Dec - 1 Jan, 2026
Best Western Plus Newark/Christiana Inn

Woodspring Suites Wilmington Riverfront

Woodspring Suites Wilmington Riverfront
2.5 star property
South Wilmington
8.4 out of 10, Very good, (26)
"Good stay"
United States
Adianez
The price is S$102
includes taxes & fees
16 Dec - 17 Dec
Woodspring Suites Wilmington Riverfront

Hampton Inn Middletown

Hampton Inn Middletown
2.5 star property
Middletown
8.8 out of 10, Excellent, (861)
Unwind in this Middletown retreat featuring an indoor pool, hot tub, and fitness centre. Just minutes from Everett Theatre and local attractions, the hotel offers convenient dining at BOB EVANS restaurant and a welcoming bar. Helpful staff ensures a comfortable experience.

"The breakfast was was very good with lots of options depending on your dietary needs."
United States
Terry
The price is S$133
includes taxes & fees
6 Jan - 7 Jan, 2026
Hampton Inn Middletown

Fairfield Inn & Suites Wilmington New Castle

Fairfield Inn & Suites Wilmington New Castle
2.5 star property
New Castle
8.8 out of 10, Excellent, (943)
Set amidst excellent shopping and dining options, this Art Deco hotel offers a refreshing indoor pool and 24-hour fitness centre. Just minutes from Wilmington Riverwalk and Christiana Mall, guests appreciate the helpful staff and clean rooms.

"Very clean, staff very friendly."
United States
Karen
The price is S$138
includes taxes & fees
21 Dec - 22 Dec
Fairfield Inn & Suites Wilmington New Castle

Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South
3.5 star property
Newark
8.0 out of 10, Very good, (1008)
Unwind in the indoor pool at this Newark hotel or enjoy a meal at the on-site TGI Fridays. Free breakfast, WiFi, and parking await. Just 17 minutes from Newark Station and a short drive to popular attractions.

"Room was clean and staff very courteous."
United States
Mario
The price is S$131
includes taxes & fees
4 Jan - 5 Jan, 2026
Embassy Suites by Hilton Newark Wilmington South

Comfort Inn & Suites Newark - Wilmington

Comfort Inn & Suites Newark - Wilmington
2.5 star property
Newark
9.0 out of 10, Wonderful, (1057)
Situated just minutes from Christiana Mall and University of Delaware, this tranquil Newark hotel offers a seasonal outdoor pool, fitness centre, and complimentary breakfast. Free WiFi and parking enhance your stay, while the quiet rooms provide peaceful relaxation.

"Excellent room, great, friendly staff and a great breakfast in the morning."
United States
James
The price is S$121
includes taxes & fees
21 Dec - 22 Dec
Comfort Inn & Suites Newark - Wilmington

Hampton Inn & Suites Wilmington Christiana

Hampton Inn & Suites Wilmington Christiana
2.5 star property
Newark
8.4 out of 10, Very good, (1011)
Explore Newark from this convenient hotel, just minutes from Christiana Mall and University of Delaware. Enjoy a morning swim in the indoor pool, free breakfast, and complimentary parking. The fitness centre and helpful staff ensure a comfortable business or leisure stay.

"Great stay very accommodating!"
United States
Tamir
The price is S$159
includes taxes & fees
6 Jan - 7 Jan, 2026
Hampton Inn & Suites Wilmington Christiana

Sonesta Select Newark Christiana Mall

Sonesta Select Newark Christiana Mall
3.0 star property
Newark
7.8 out of 10, Good, (1208)
"I really liked the room -- king bed and sofa -- it was an extremely convenient place to stay. The desk was plenty big and I appreciated having the microwave, refrigerator and coffee maker in the room"
United States
Anne-Marie
The price is S$133
includes taxes & fees
17 Dec - 18 Dec
Sonesta Select Newark Christiana Mall

Baymont by Wyndham Newark at University of Delaware

Baymont by Wyndham Newark at University of Delaware
2.5 star property
Newark
7.8 out of 10, Good, (1002)
Just 10 minutes from University of Delaware and Christiana Mall, this welcoming hotel offers a fitness centre and clean, comfortable rooms. Enjoy complimentary WiFi and parking, with hiking trails nearby and Newark Station a 16-minute walk away.

"Very pleasant place to stay"
United States
REMONA
The price is S$96
includes taxes & fees
4 Jan - 5 Jan, 2026
Baymont by Wyndham Newark at University of Delaware

Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (649)
Located near Westown and Everett Theatre, this hotel offers complimentary breakfast, WiFi, and parking. Take a refreshing morning swim or workout anytime. Clean rooms provide comfort while the exceptionally helpful staff ensures a pleasant visit.

"The room was great and the staff was even better!"
United States
STEVEN
The price is S$133
includes taxes & fees
11 Jan - 12 Jan, 2026
Holiday Inn Express & Suites Middletown by IHG

Hilton Garden Inn Kennett Square

Hilton Garden Inn Kennett Square
3.0 star property
Kennett Square
8.4 out of 10, Very good, (932)
Just a 15-minute drive from Longwood Gardens, this hotel features 2 restaurants including Great American Grill, plus a bar and sauna. Guests appreciate the helpful staff, convenient location, free WiFi and parking while exploring charming Kennett Square.

"Great place to stay!"
United States
Kimberly j
The price is S$159
includes taxes & fees
11 Jan - 12 Jan, 2026
Hilton Garden Inn Kennett Square

La Quinta Inn & Suites by Wyndham Newark - Elkton

La Quinta Inn & Suites by Wyndham Newark - Elkton
3.0 star property
Elkton
9.0 out of 10, Wonderful, (1003)
This Elkton hotel offers free perks including WiFi, parking, and daily buffet breakfast. Work out anytime in the 24-hour fitness centre, with Patriots Glen Golf Club nearby. University of Delaware and Christiana Mall are within a 15-minute drive.

"Great stay"
United States
Nancy
The price is S$128
includes taxes & fees
21 Dec - 22 Dec
La Quinta Inn & Suites by Wyndham Newark - Elkton

Hampton Inn Elkton

Hampton Inn Elkton
2.5 star property
Elkton
8.6 out of 10, Excellent, (758)
Located just a drive from University of Delaware, this hotel offers a refreshing indoor pool and fitness centre. Wake up to complimentary breakfast before exploring nearby Patriots Glen Golf Club. Free WiFi and parking add extra convenience.

"Provide more wash cloths, at least four if two people are staying since they towels are changed out every other day."
United States
Kristin
The price is S$126
includes taxes & fees
11 Jan - 12 Jan, 2026
Hampton Inn Elkton

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
2.5 star property
Middletown
9.2 out of 10, Wonderful, (320)
This Middletown hotel offers a refreshing indoor pool and free continental breakfast daily. Nearby attractions include Westown and Everett Theatre. Guests appreciate the helpful staff, and enjoy amenities like complimentary WiFi and 24-hour front desk service.

"The room was spotless, courteous staff, and a wonderful breakfast to start my day "
United States
Alan
The price is S$155
includes taxes & fees
21 Dec - 22 Dec
Fairfield Inn & Suites by Marriott Middletown

Inn At The Canal Bed & Breakfast

Inn At The Canal Bed & Breakfast
3.5 star property
Chesapeake City
8.6 out of 10, Excellent, (504)
Located near The Pell Gardens and Chesapeake City Docks, this welcoming B&B offers adventure with nearby hiking trails and kayaking. Enjoy free full breakfast each morning, plus complimentary WiFi and parking for a convenient, activity-filled getaway.

"The property owner, Ed, was fabulous. I cannot say enough wonderful things about his hospitality and the Inn is in a perfect location."
United States
Emily
The price is S$213
includes taxes & fees
4 Jan - 5 Jan, 2026
Inn At The Canal Bed & Breakfast

SpringHill Suites by Marriott Newark Downtown

SpringHill Suites by Marriott Newark Downtown
2.5 star property
Newark
9.4 out of 10, Exceptional, (758)
City centre Newark hotel with convenient access to University of Delaware and Christiana Mall. Relax in the indoor pool or grab a drink at the bar after a workout in the 24-hour fitness centre. Clean rooms include refrigerators and microwaves, plus free parking for easy exploration.

"great place. Very clean."
United States
Kathleen
The price is S$128
includes taxes & fees
28 Dec - 29 Dec
SpringHill Suites by Marriott Newark Downtown

Sheraton Suites Wilmington Downtown

Sheraton Suites Wilmington Downtown
3.5 star property
Downtown Wilmington
8.4 out of 10, Very good, (1004)
"The room was very nice. The location was great for walking to where I needed"
United States
Russell
The price is S$169
includes taxes & fees
20 Dec - 21 Dec
Sheraton Suites Wilmington Downtown
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

More cheap stays in Winchester

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 Quality Inn Newark - Wilmington. 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 is staying in Winchester like?
Visitors will definitely enjoy all that Winchester has to offer. There are 643 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.

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