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Sep 13 - Sep 14
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Sep 14 - Sep 15
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Sep 18 - Sep 20
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Sep 25 - Sep 27

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Our top choices for Winchester hotels

1. Parkview Inn & Suites Lancaster

Parkview Inn & Suites Lancaster
Dutch Countryside
United States
sheri
$121 nightly
$134 total
Sep 14 - Sep 15
Total with taxes and fees
Parkview Inn & Suites Lancaster

2. Dutch Wonderland Inn

Dutch Wonderland Inn
Dutch Countryside
United States
Veronica
$90 nightly
$100 total
Sep 17 - Sep 18
Total with taxes and fees
Dutch Wonderland Inn

3. Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South
Newark
United States
Diannah
$114 nightly
$127 total
Sep 20 - Sep 21
Total with taxes and fees
Embassy Suites by Hilton Newark Wilmington South

4. Great Wolf Lodge Perryville

Great Wolf Lodge Perryville
Perryville
United States
john
$207 nightly
$232 total
Sep 18 - Sep 19
Total with taxes and fees
Great Wolf Lodge Perryville

5. La Quinta Inn & Suites by Wyndham Newark - Elkton

La Quinta Inn & Suites by Wyndham Newark - Elkton
Elkton
United States
Christina
$102 nightly
$115 total
Sep 16 - Sep 17
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Newark - Elkton

6. La Quinta Inn & Suites by Wyndham Lancaster

La Quinta Inn & Suites by Wyndham Lancaster
Dutch Countryside
United States
Kellie
$96 nightly
$107 total
Sep 20 - Sep 21
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Lancaster

7. Comfort Inn Lancaster at Rockvale

Comfort Inn Lancaster at Rockvale
Dutch Countryside
United States
John
$103 nightly
$114 total
Sep 27 - Sep 28
Total with taxes and fees
Comfort Inn Lancaster at Rockvale

8. Fulton Steamboat Inn

Fulton Steamboat Inn
Dutch Countryside
United States
Rebecca
$145 nightly
$161 total
Sep 21 - Sep 22
Total with taxes and fees
Fulton Steamboat Inn

9. Baymont by Wyndham Newark at University of Delaware

Baymont by Wyndham Newark at University of Delaware
Newark
United States
Cynthia
$80 nightly
$89 total
Sep 20 - Sep 21
Total with taxes and fees
Baymont by Wyndham Newark at University of Delaware

10. Red Caboose Motel

Red Caboose Motel
Ronks
United States
Danielle
$87 nightly
$96 total
Sep 27 - Sep 28
Total with taxes and fees
Red Caboose Motel

11. Bird in Hand Family Inn

Bird in Hand Family Inn
Bird In Hand
United States
Andrew
$124 nightly
$138 total
Oct 6 - Oct 7
Total with taxes and fees
Bird in Hand Family Inn

12. Hampton Inn Elkton

Hampton Inn Elkton
Elkton
United States
Kristofer
$98 nightly
$109 total
Oct 4 - Oct 5
Total with taxes and fees
Hampton Inn Elkton

13. DoubleTree by Hilton Hotel Wilmington

DoubleTree by Hilton Hotel Wilmington
Wilmington
United States
Tamra
$106 nightly
$117 total
Sep 20 - Sep 21
Total with taxes and fees
DoubleTree by Hilton Hotel Wilmington

14. Sonesta Select Newark Christiana Mall

Sonesta Select Newark Christiana Mall
Newark
United States
James
$93 nightly
$103 total
Sep 15 - Sep 16
Total with taxes and fees
Sonesta Select Newark Christiana Mall

15. Hyatt Place Newark - Main Street

Hyatt Place Newark - Main Street
Newark
United States
Thomas
$161 nightly
$179 total
Oct 4 - Oct 5
Total with taxes and fees
Hyatt Place Newark - Main Street

16. Holiday Inn Express & Suites Elkton - University Area by IHG

Holiday Inn Express & Suites Elkton - University Area by IHG
Elkton
United States
Tina
$115 nightly
$129 total
Sep 20 - Sep 21
Total with taxes and fees
Holiday Inn Express & Suites Elkton - University Area by IHG

17. Homewood Suites by Hilton Newark-Wilmington South Area

Homewood Suites by Hilton Newark-Wilmington South Area
Newark
United States
Tyler
$106 nightly
$117 total
Sep 20 - Sep 21
Total with taxes and fees
Homewood Suites by Hilton Newark-Wilmington South Area

18. Staybridge Suites Wilmington Downtown by IHG

Staybridge Suites Wilmington Downtown by IHG
Downtown Wilmington
United States
Yoshiko,
$144 nightly
$158 total
Sep 27 - Sep 28
Total with taxes and fees
Staybridge Suites Wilmington Downtown by IHG

19. Spark by Hilton Exton

Spark by Hilton Exton
Exton
United States
Andrea
$69 nightly
$76 total
Sep 23 - Sep 24
Total with taxes and fees
Spark by Hilton Exton

20. Best Western Plus Newark/Christiana Inn

Best Western Plus Newark/Christiana Inn
Bear
United States
Anthony
$89 nightly
$99 total
Oct 4 - Oct 5
Total with taxes and fees
Best Western Plus Newark/Christiana Inn
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Top Winchester Hotel Reviews

Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South

8/10 Good
"Centrally located with many convenient places to enjoy our weekend getaway. Our room was clean and spacious but the overall hotel needs some TLC. Many things needed to be updated in our room from the toilet to the shower and the carpet was worn out with various stains. Besides that the staff was friendly and attentive, parking was easy. We woulddtay again."
Wanika 2-night trip
Posted 2 hours ago
Embassy Suites by Hilton Newark Wilmington South
Comfort Inn & Suites Newark - Wilmington

Comfort Inn & Suites Newark - Wilmington

10/10 Excellent
"Clean room and comfortable bed"
Barbara 2-night trip
Posted 1 day ago
Comfort Inn & Suites Newark - Wilmington
Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

10/10 Excellent
"Did not have to leave the property they have everything there from activities to food and and bar for those that drink."
Mia 2-night trip
Posted 1 day ago
Great Wolf Lodge Perryville
Sheraton Suites Wilmington Downtown

Sheraton Suites Wilmington Downtown

10/10 Excellent
"The hotel was located in a perfect location for us to make it to a concert at Longwood gardens the staff was incredibly polite we had one issue with our microwave in our room and they was up to replace it with a new one right away! Beyond that the service was great we had a wonderful view the rooms were clean and we just had an overall spectacular time and great experience! We will definitely return because we loved the location, amenities and service. Downtown was buzzing with plenty of good restaurants and great vibes."
Coleca 3-night trip
Posted 2 days ago
Sheraton Suites Wilmington Downtown
Ramada by Wyndham Newark/Wilmington

Ramada by Wyndham Newark/Wilmington

8/10 Good
"Good experience. Great staff. The only problems were the bed springs were noisy. Also the carpet was very worn. Breakfast was great! The hotel smelled great! You get that fresh smell the moment you walk in! I would stay there again."
Geza 1-night trip
Posted 4 days ago
Ramada by Wyndham Newark/Wilmington
Best Western Plus Newark/Christiana Inn

Best Western Plus Newark/Christiana Inn

10/10 Excellent
"Clean and comfortable. Conveniently located. Great breakfast."
Anthony 1-night trip
Posted 4 days ago
Best Western Plus Newark/Christiana Inn
Red Roof Inn Perryville

Red Roof Inn Perryville

10/10 Excellent
"No problems. Great room."
John 1-night trip
Posted 5 days ago
Red Roof Inn Perryville

More cheap stays in Winchester

Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

65 Geoffrey Dr Newark DE
$65 nightly
$73 total
Oct 11 - Oct 12
Total with taxes and fees
Quality Inn Newark - Wilmington
Red Roof Inn & Suites Newark - University

Red Roof Inn & Suites Newark - University

1119 S College Avenue Newark DE
$68 nightly
$76 total
Sep 21 - Sep 22
Total with taxes and fees
Red Roof Inn & Suites Newark - University
Red Roof Inn & Suites Wilmington - New Castle

Red Roof Inn & Suites Wilmington - New Castle

1612 North DuPont Highway New Castle DE
$73 nightly
$81 total
Sep 21 - Sep 22
Total with taxes and fees
5.8/10 (1,001 reviews)
Red Roof Inn & Suites Wilmington - New Castle
Extended Stay America Suites Newark Christiana Wilmington

Extended Stay America Suites Newark Christiana Wilmington

333 Continental Dr Newark DE
$85 nightly
$94 total
Sep 14 - Sep 15
Total with taxes and fees
6/10 (1,001 reviews)
Extended Stay America Suites Newark Christiana Wilmington
Best Western Plus Newark/Christiana Inn

Best Western Plus Newark/Christiana Inn

875 Pulaski Highway Bear DE
$89 nightly
$99 total
Oct 4 - Oct 5
Total with taxes and fees
8/10 Very Good! (460 reviews)
Best Western Plus Newark/Christiana Inn
Woodspring Suites Wilmington Riverfront

Woodspring Suites Wilmington Riverfront

600 A Street Wilmington DE
$94 nightly
$103 total
Sep 14 - Sep 15
Total with taxes and fees
Woodspring Suites Wilmington Riverfront

Hotels in Winchester with star-rating

Frequently asked questions

What is the best area to stay in Winchester?
The best area to stay in Winchester is the historic downtown, which is the heart of the city and offers a blend of history and convenience.This area is highly walkable and characterized by its unique architecture and tree-lined streets. You'll find many local shops, restaurants, and historical markers along the Loudoun Street Walking Mall, a pedestrian-only thoroughfare. The area is also home to landmarks like the Handley Regional Library and the Old Court House Civil War Museum.Couples will find downtown Winchester particularly appealing for a relaxing getaway. The pedestrian mall provides a pleasant setting for strolls, and there are many dining options from casual eateries to upscale restaurants. The proximity to historical sites and local boutiques makes it easy to fill a day with activities without needing a car.For those interested in history, staying downtown provides direct access to Winchester's rich past.
When is the best time to go to Winchester?
The best time to visit Winchester, Maryland, is during the spring and fall months, specifically from April to May and September to October. These periods offer pleasant weather conditions that are ideal for exploring the area's attractions.Spring brings blooming flowers and comfortable temperatures, great for outdoor activities like walking tours of the historic downtown or visiting nearby orchards. The average daytime temperatures range from the low 60s to mid-70s Fahrenheit, making it enjoyable to spend time outside without extreme heat or cold.Fall provides crisp air, colorful foliage, and a variety of harvest-themed events. Temperatures typically range from the mid-50s to upper 60s Fahrenheit. This season is particularly appealing for couples looking for scenic drives through the Shenandoah Valley or visiting local wineries and cideries.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winchester.
How much is the nightly rate at a Winchester hotel?
Prices for hotels in Winchester often vary, but you can find a great deal from $73 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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