Book Hotels in Winchester, MD

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Top Winchester hotels

Staybridge Suites Wilmington Downtown by IHG

Staybridge Suites Wilmington Downtown by IHG

3 out of 5
1220 N. MARKET STREET Wilmington DE
Fully refundable
$110 nightly
The price is $121 total per night from Nov 30 to Dec 1
$121 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling on business? Take advantage of the 2 conference rooms, 24-hour ...
This was my first stay at a Staybridge Suites hotel and proved to be one of my most enjoyable hotel experiences. My room was generously sized. Everything was spotlessly clean. The bed and furniture were very comfortable. The WiFi was fast. Breakfast offered many well-prepared options. The staff was ...

Reviewed on Nov 9, 2025

Opens in a new windowStaybridge Suites Wilmington Downtown by IHG
Red Roof Inn Perryville

Red Roof Inn Perryville

2 out of 5
61 Heather Lane Perryville MD
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $80 total per night from Nov 26 to Nov 27
$80 total
Nov 26 - Nov 27
Total with taxes and fees
This inn doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. A ...
Cleaner modern room and helpful staff.

Reviewed on Nov 13, 2025

Opens in a new windowRed Roof Inn Perryville
Hilton Wilmington/Christiana

Hilton Wilmington/Christiana

4 out of 5
100 Continental Dr Newark DE
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $122 total per night from Nov 23 to Nov 24
$122 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
The hotel is a popular wedding venue. You need a car to go anywhere.

Reviewed on Nov 3, 2025

Opens in a new windowHilton Wilmington/Christiana
Comfort Inn & Suites Newark - Wilmington

Comfort Inn & Suites Newark - Wilmington

2.5 out of 5
3 Concord Ln Newark DE
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $94 total per night from Dec 2 to Dec 3
$94 total
Dec 2 - Dec 3
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
Great location - easy access to mall, restaurants and I95. Room cleanliness could be better - found band aid paper under couch, bathroom counter needed to be wiped down and hair on the floor.

Reviewed on Nov 11, 2025

Opens in a new windowComfort Inn & Suites Newark - Wilmington
Sonesta Select Newark Christiana Mall

Sonesta Select Newark Christiana Mall

3 out of 5
48 Geoffrey Dr Newark DE
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $111 total per night from Nov 30 to Dec 1
$111 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, ...
Clean

Reviewed on Nov 14, 2025

Opens in a new windowSonesta Select Newark Christiana Mall
Sonesta ES Suites Wilmington - Newark

Sonesta ES Suites Wilmington - Newark

3 out of 5
240 Chapman Rd Newark DE
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $92 total per night from Nov 23 to Nov 24
$92 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. Self parking, a 24-hour ...
Staff

Reviewed on Nov 13, 2025

Opens in a new windowSonesta ES Suites Wilmington - Newark
DoubleTree by Hilton Downtown Wilmington - Legal District

DoubleTree by Hilton Downtown Wilmington - Legal District

4 out of 5
700 N King St Wilmington DE
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $99 total per night from Nov 30 to Dec 1
$99 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
The horel is undergoing renovations. There was no hot water for aprox.20 min this morning in room 701. The front desk did offer for security to bring me a key to another room on the 7th floor to take a shower. The door was falling of the cabinet housing the in room safe . Other then that the stay ...

Reviewed on Nov 14, 2025

Opens in a new windowDoubleTree by Hilton Downtown Wilmington - Legal District
Red Roof Inn & Suites Newark - University

Red Roof Inn & Suites Newark - University

2 out of 5
1119 S College Avenue Newark DE
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $77 total per night from Nov 18 to Nov 19
$77 total
Nov 18 - Nov 19
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A business center, express check-out, and laundry facilities are also ...
The room was clean. The whole place could use some updates, for example the carpeting could have been cleaned or replaced. Curtains had cuts in them and the comforter had a burn hole but we were in a non-smoking room.

Reviewed on Oct 14, 2025

Opens in a new windowRed Roof Inn & Suites Newark - University
Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

2.5 out of 5
65 Geoffrey Dr Newark DE
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $65 total per night from Nov 28 to Nov 29
$65 total
Nov 28 - Nov 29
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. ...
They staff were very friendly and accommodating

Reviewed on Nov 11, 2025

Opens in a new windowQuality Inn Newark - Wilmington
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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.

Frequently asked questions

What are the top kid-friendly hotels in Winchester?
Take some of the struggles out of traveling with youngsters by opting for a family-friendly Winchester hotel. From entertaining amenities to innovative services, these properties offer perks that'll make your visit an effortless one: Put your bags down at Lovely 2 bedroom unit with free parking in front. No steps. It comes with pet-friendly facilities, free WiFi and a commitment to making families feel welcome. Elk Forge B&B Inn & Day Spa is another top pick. After an exciting day of exploring Winchester, come home to your comfy room and perks like complimentary breakfast and a picnic area.
Where can I find cheap hotels in Winchester?
At Travelocity you'll find really nice hotels in Winchester at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winchester rather than in Winchester. We may find you even better rates, too.
How do I find the best Winchester hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Winchester then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Winchester?
The cheapest hotel in Winchester is $65. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Winchester?
There are 637 hotels in Winchester on Travelocity.
What are the best hotels in Winchester?
Winchester has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winchester for you!
When is the best time to visit Winchester?
If you want the joy of a fun-filled trip in peak season, visit Winchester during March, April and May. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Winchester?
Based on historic data is usually the cheapest month to visit Winchester. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Winchester?
There are multiple hotels in Winchester that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winchester. We have plenty of kid-friendly hotels in Winchester to choose from on Travelocity!
Why book a hotel in Winchester through Travelocity?
Because we have the top hotels in Winchester! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Winchester on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Winchester hotel reviews by fellow wanderers

Sonesta Select Newark Christiana Mall

Sonesta Select Newark Christiana Mall

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Clean"
A verified traveler stayed at Sonesta Select Newark Christiana Mall
Sonesta Select Newark Christiana Mall