Book Hotels in Winchester, MD

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Nov 6 - Nov 8
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Nov 13 - Nov 15

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Top Winchester hotels

Sheraton Suites Wilmington Downtown

Sheraton Suites Wilmington Downtown

3.5 out of 5
422 Delaware Ave Wilmington DE
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $131 total per night from Nov 22 to Nov 23
$131 total
Nov 22 - Nov 23
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and WiFi in public areas. A free area ...
"Everything was great for my two nights stay"

Reviewed on Oct 30, 2026

Opens in a new windowSheraton Suites Wilmington Downtown
Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

2 out of 5
1240 Chesapeke Overlook Parkway Perryville MD
$207 nightly
The price is $232 total per night from Nov 3 to Nov 4
$232 total
Nov 3 - Nov 4
Total with taxes and fees
This traditional hotel features a water park and 4 restaurants. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Self parking is offered ...
"I really don't have a lot of complaints as far, as the property , but the check-in process should never take 2 hours to check-in. Especially when you've already prepaid, and all you need to do is get your amenities. Your parking pass et cetera, so my only complaint is the check in process."

Reviewed on Oct 25, 2026

Opens in a new windowGreat Wolf Lodge Perryville
Woodspring Suites Wilmington Riverfront

Woodspring Suites Wilmington Riverfront

2.5 out of 5
600 A Street Wilmington DE
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $98 total per night from Nov 1 to Nov 2
$98 total
Nov 1 - Nov 2
Total with taxes and fees
A 24-hour gym, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Staff at the 24-hour front desk can provide ...
"General manager is the most unprofessional customer service person I’ve ever met"

Reviewed on Oct 31, 2026

Opens in a new windowWoodspring Suites Wilmington Riverfront
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
$127 nightly
The price is $141 total per night from Nov 1 to Nov 2
$141 total
Nov 1 - Nov 2
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, ...
"Stay was good"

Reviewed on Oct 30, 2026

Opens in a new windowSonesta Select Newark Christiana Mall
Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

2.5 out of 5
65 Geoffrey Dr Newark DE
Fully refundable
$65 nightly
The price is $72 total per night from Dec 1 to Dec 2
$72 total
Dec 1 - Dec 2
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. ...
Opens in a new windowQuality Inn Newark - Wilmington
Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South

3.5 out of 5
654 S College Ave Newark DE
$118 nightly
The price is $131 total per night from Nov 8 to Nov 9
$131 total
Nov 8 - Nov 9
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas and free internet ...
Opens in a new windowEmbassy Suites by Hilton Newark Wilmington South
Ramada by Wyndham Newark/Wilmington

Ramada by Wyndham Newark/Wilmington

3 out of 5
280 Chapman Rd Newark DE
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $86 total per night from Nov 4 to Nov 5
$86 total
Nov 4 - Nov 5
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 ...
Opens in a new windowRamada by Wyndham Newark/Wilmington
Extended Stay America Suites Newark Christiana Wilmington

Extended Stay America Suites Newark Christiana Wilmington

2.5 out of 5
333 Continental Dr Newark DE
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $98 total per night from Nov 15 to Nov 16
$98 total
Nov 15 - Nov 16
Total with taxes and fees
Free WiFi in public areas, a picnic area, and a safe deposit box are available at this hotel. Enjoy the free on-the-go breakfast each morning. Laundry facilities ...
Opens in a new windowExtended Stay America Suites Newark Christiana Wilmington
Baymont by Wyndham Newark at University of Delaware

Baymont by Wyndham Newark at University of Delaware

2.5 out of 5
630 S College Ave Newark DE
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from Nov 2 to Nov 3
$90 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
Opens in a new windowBaymont by Wyndham Newark at University of Delaware
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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 $72. 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 626 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

Woodspring Suites Wilmington Riverfront

Woodspring Suites Wilmington Riverfront

4 out of 5
Posted 10 hours ago
Travelocity Verified Review
"Clean room, good parking, good laundry facilities, nice sized room."
A verified traveler stayed at Woodspring Suites Wilmington Riverfront
Woodspring Suites Wilmington Riverfront