Winchester Hotels from S$85

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Top 10 trending Winchester hotels

The Quoin Hotel

4.0 star property
9.4 out of 10, Exceptional, (100)
"This boutique hotel was so cute and lovely. The food was excellent and the staff was very helpful. The room was also very clean and comfortable. "
The price is S$292
includes taxes & fees
2 Jul - 3 Jul
The Quoin Hotel

Hampton Inn Middletown

2.5 star property
8.8 out of 10, Excellent, (801)
"Good location. Breakfast was great and plenty of parking. "
The price is S$193
includes taxes & fees
29 Jun - 30 Jun
Hampton Inn Middletown

Fairfield Inn & Suites by Marriott Middletown

2.5 star property
9.2 out of 10, Wonderful, (242)
"Clean, friendly staff on checkin and checkout. "
The price is S$170
includes taxes & fees
7 Jul - 8 Jul
Fairfield Inn & Suites by Marriott Middletown

Staybridge Suites Wilmington Downtown by IHG

3.0 star property
9.4 out of 10, Exceptional, (743)
"I would definitely stay again "
The price is S$215
includes taxes & fees
15 Jun - 16 Jun
Staybridge Suites Wilmington Downtown by IHG

Holiday Inn Express And Suites Middletown by IHG

2.5 star property
9.2 out of 10, Wonderful, (580)
"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 S$191
includes taxes & fees
22 Jun - 23 Jun
Holiday Inn Express And Suites Middletown by IHG

Courtyard by Marriott Wilmington Downtown

3.0 star property
8.4 out of 10, Very good, (574)
"Staff was very helpful "
The price is S$167
includes taxes & fees
29 Jun - 30 Jun
Courtyard by Marriott Wilmington Downtown

The Bookhouse Hotel

2.0 star property
9.6 out of 10, Exceptional, (30)
"Such an amazing place! The small details and cozy touches made our stay exceptional."
The price is S$317
includes taxes & fees
15 Jun - 16 Jun
The Bookhouse Hotel

Comfort Inn & Suites Newark - Wilmington

2.5 star property
9.0 out of 10, Wonderful, (1003)
"This was a clean property and very nice staff."
The price is S$138
includes taxes & fees
17 Jun - 18 Jun
Comfort Inn & Suites Newark - Wilmington

Inn at Mendenhall

4.0 star property
9.0 out of 10, Wonderful, (1005)
"The breakfast was excellent and staff there very friendly"
The price is S$179
includes taxes & fees
1 Jul - 2 Jul
Inn at Mendenhall

TownePlace Suites by Marriott Wilmington Newark/Christiana

3.0 star property
8.4 out of 10, Very good, (365)
"Clean, front desk staff very friendly."
The price is S$166
includes taxes & fees
15 Jun - 16 Jun
TownePlace Suites by Marriott Wilmington Newark/Christiana

Hotel Du Pont

4.5 star property
8.6 out of 10, Excellent, (627)
"Elegant updated historic hotel in good location. Spacious room and bathroom. "
The price is S$931
includes taxes & fees
2 Jul - 3 Jul
Hotel Du Pont

SpringHill Suites by Marriott Newark Downtown

2.5 star property
9.4 out of 10, Exceptional, (684)
"Great hotel! Wonderful staff and clean comfortable rooms. Close to everything."
The price is S$196
includes taxes & fees
15 Jun - 16 Jun
SpringHill Suites by Marriott Newark Downtown

Great Wolf Lodge Perryville

2.0 star property
8.8 out of 10, Excellent, (96)
"Great property and very friendly staff"
The price is S$344
includes taxes & fees
24 Jun - 25 Jun
Great Wolf Lodge Perryville

Holiday Inn Express & Suites Wilmington-Newark by IHG

2.5 star property
9.4 out of 10, Exceptional, (1000)
"Place was great staff was great room was very nice and breakfast was very good!"
The price is S$158
includes taxes & fees
23 Jun - 24 Jun
Holiday Inn Express & Suites Wilmington-Newark by IHG

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 S$156
includes taxes & fees
15 Jun - 16 Jun
La Quinta Inn & Suites by Wyndham Newark - Elkton

Vandiver Inn

3.5 star property
9.4 out of 10, Exceptional, (497)
"This was the perfect and beautiful place to spend our anniversary. We loved the property and the staff. In addition, the location was so convenient for walking and exploring Havre De Grace."
Vandiver Inn

Artelo

2.0 star property
10.0 out of 10, Exceptional, (34)
"Would definitely stay again. "
Artelo

The Inn at Montchanin Village, a Historic Hotel of America

3.5 star property
9.2 out of 10, Wonderful, (341)
"Lovely Inn and location. Staff were very helpful and pleasant."
The Inn at Montchanin Village, a Historic Hotel of America

Hyatt Place Newark - Main Street

3.0 star property
9.4 out of 10, Exceptional, (319)
"Had a wonderful stay!"
The price is S$201
includes taxes & fees
22 Jun - 23 Jun
Hyatt Place Newark - Main Street

Courtyard By Marriott New Castle

3.0 star property
8.6 out of 10, Excellent, (189)
"Clean and courteous"
The price is S$157
includes taxes & fees
30 Jun - 1 Jul
Courtyard By Marriott New Castle
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 Historical Society of Cecil County—just a couple of the sights around Winchester.

More cheap stays in Winchester

More cheap stays in Winchester

Hotels near Winchester Attractions

Hotels near Winchester Attractions

Recent Reviews in Winchester

Recent Reviews in Winchester

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

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

Extended Stay America Suites Newark Christiana Wilmington, located 11.1 mi (17.9 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 Red Roof Inn & Suites Newark - University and Sonesta Select Newark Christiana Mall. 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 614 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, Historical Society of Cecil County and Milburn Stone Theater. 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.