Winchester Hotels from S$88

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29 Jun - 30 Jun
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30 Jun - 1 Jul
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4 Jul - 6 Jul
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11 Jul - 13 Jul

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Top 10 trending Winchester hotels

Staybridge Suites Wilmington Downtown by IHG
Park view

Staybridge Suites Wilmington Downtown by IHG

3.0 star property
9.4 out of 10, Exceptional, (758)
"Nice room and clean will stay again"
The price is S$190
includes taxes & fees
27 Jul - 28 Jul
Staybridge Suites Wilmington Downtown by IHG
Sheraton Suites Wilmington Downtown
Lobby

Sheraton Suites Wilmington Downtown

3.5 star property
8.2 out of 10, Very good, (1002)
"Free parking on weekend and convenient location The suite room is very nice "
The price is S$202
includes taxes & fees
6 Jul - 7 Jul
Sheraton Suites Wilmington Downtown
Hyatt Place Wilmington Riverfront
Exterior

Hyatt Place Wilmington Riverfront

3.0 star property
9.2 out of 10, Wonderful, (898)
"Great place to stay with great restaurants around "
The price is S$237
includes taxes & fees
2 Jul - 3 Jul
Hyatt Place Wilmington Riverfront
Homewood Suites by Hilton Wilmington Downtown
Terrace/patio

Homewood Suites by Hilton Wilmington Downtown

3.0 star property
8.8 out of 10, Excellent, (708)
"Spacious and clean. Riverfront location."
The price is S$214
includes taxes & fees
6 Jul - 7 Jul
Homewood Suites by Hilton Wilmington Downtown
Super 8 by Wyndham Havre De Grace Aberdeen Area
In-room safe, desk, soundproofing, rollaway beds

Super 8 by Wyndham Havre De Grace Aberdeen Area

2.0 star property
6.8 out of 10, (913)
"Nice, clean, friendly "
The price is S$75
includes taxes & fees
7 Jul - 8 Jul
Super 8 by Wyndham Havre De Grace Aberdeen Area
Comfort Inn and Suites
Indoor pool

Comfort Inn and Suites

2.5 star property
7.8 out of 10, Good, (591)
"Was in town for a wedding and it was great. Friendly staff, comfy beds, nice bathrooms. Gas station & Dennys next door were very convenient as well. "
The price is S$156
includes taxes & fees
30 Jun - 1 Jul
Comfort Inn and Suites
DoubleTree by Hilton Downtown Wilmington - Legal District
Breakfast, lunch and dinner served

DoubleTree by Hilton Downtown Wilmington - Legal District

4.0 star property
7.4 out of 10, Good, (1004)
"Enjoy our stay"
The price is S$131
includes taxes & fees
6 Jul - 7 Jul
DoubleTree by Hilton Downtown Wilmington - Legal District
Four Points by Sheraton Newark Christiana Wilmington
Exterior

Four Points by Sheraton Newark Christiana Wilmington

3.0 star property
8.2 out of 10, Very good, (877)
"Nice staff , very clean outside and my room was very nice "
The price is S$139
includes taxes & fees
3 Jul - 4 Jul
Four Points by Sheraton Newark Christiana Wilmington
Travel Inn
Desk, free WiFi

Travel Inn

2.5 star property
6.8 out of 10, (180)
"It was quite and safe; a good place to rest if driving through the state."
The price is S$96
includes taxes & fees
3 Jul - 4 Jul
Travel Inn
Hilton Garden Inn Kennett Square
Exterior

Hilton Garden Inn Kennett Square

3.0 star property
8.4 out of 10, Very good, (883)
"Loved the area"
The price is S$191
includes taxes & fees
6 Jul - 7 Jul
Hilton Garden Inn Kennett Square
Sonesta ES Suites Wilmington - Newark
Outdoor pool, pool umbrellas, pool loungers

Sonesta ES Suites Wilmington - Newark

3.0 star property
7.8 out of 10, Good, (914)
"Nice hotel very clean good breakfast and friendly staff"
The price is S$139
includes taxes & fees
20 Jul - 21 Jul
Sonesta ES Suites Wilmington - Newark
The Westin Wilmington
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

The Westin Wilmington

4.0 star property
8.8 out of 10, Excellent, (820)
"Westin is a phenomenal property. Our check in and out was extremely fast and pleasant. "
The price is S$277
includes taxes & fees
5 Jul - 6 Jul
The Westin Wilmington
Holiday Inn Express North East by IHG
Outdoor pool

Holiday Inn Express North East by IHG

2.5 star property
8.4 out of 10, Very good, (503)
"The staff was great. "
The price is S$193
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express North East by IHG
Residence Inn by Marriott Wilmington Downtown
Reception

Residence Inn by Marriott Wilmington Downtown

3.0 star property
8.0 out of 10, Very good, (302)
"Good warm breakfast and staff was very good and welcoming ."
The price is S$189
includes taxes & fees
27 Jul - 28 Jul
Residence Inn by Marriott Wilmington Downtown
Courtyard By Marriott New Castle
Property amenity

Courtyard By Marriott New Castle

3.0 star property
8.4 out of 10, Very good, (193)
"Great Stay"
The price is S$156
includes taxes & fees
27 Jul - 28 Jul
Courtyard By Marriott New Castle
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, (1003)
"The breakfast was very good."
The price is S$180
includes taxes & fees
2 Jul - 3 Jul
Fairfield Inn by Marriott Kennett Square Brandywine Valley
Comfort Inn & Suites Newark - Wilmington
Exterior

Comfort Inn & Suites Newark - Wilmington

2.5 star property
9.0 out of 10, Wonderful, (1014)
"Great stay!"
The price is S$136
includes taxes & fees
7 Jul - 8 Jul
Comfort Inn & Suites Newark - Wilmington
Red Roof Inn & Suites Wilmington - New Castle
Lobby lounge

Red Roof Inn & Suites Wilmington - New Castle

2.0 star property
5.8 out of 10, (1001)
"Good hotel and very clean"
The price is S$105
includes taxes & fees
30 Jun - 1 Jul
Red Roof Inn & Suites Wilmington - New Castle
Best Western Plus Newark/Christiana Inn
Lobby

Best Western Plus Newark/Christiana Inn

2.5 star property
7.0 out of 10, Good, (1016)
"Clean and staff is great!"
The price is S$119
includes taxes & fees
1 Jul - 2 Jul
Best Western Plus Newark/Christiana Inn
Super 8 by Wyndham New Castle
Front of property

Super 8 by Wyndham New Castle

2.0 star property
6.6 out of 10, (544)
"I enjoyed my stay"
The price is S$102
includes taxes & fees
14 Jul - 15 Jul
Super 8 by Wyndham 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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Hotels with a pool in Winchester you'll enjoy

Fairfield Inn & Suites Wilmington New Castle
Exterior

Fairfield Inn & Suites Wilmington New Castle

2.5 star property
8.8 out of 10, Excellent, (821)
The price is S$183
includes taxes & fees
30 Jun - 1 Jul
Fairfield Inn & Suites Wilmington New Castle

These pet-friendly hotels in Winchester may fit your trip

Residence Inn by Marriott Wilmington Downtown
Reception

Residence Inn by Marriott Wilmington Downtown

3.0 star property
8.0 out of 10, Very good, (302)
The price is S$189
includes taxes & fees
27 Jul - 28 Jul
Residence Inn by Marriott Wilmington Downtown

Check out apartments in Winchester

Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning
Private kitchen

Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning

3.0 star property
6.0 out of 10, (1)
The price is S$326
includes taxes & fees
30 Jun - 1 Jul
Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning
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.

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.

See all hotels in Winchester

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 Extended Stay America Suites Newark Christiana Wilmington 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 620 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.