Winchester Holidays from £974
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Your Winchester Holiday
History, cuisine, art and more … There's so much to discover with a Winchester holiday package. And with the ability to customise your city break, it's guaranteed to be one you won't forget. Eager to start exploring your surroundings? Fair Hill State Natural Resources Management Area, Patriots Glen Golf Club and East Meadow Park are among the leading places to visit during your trip to Winchester. Your dream Winchester holiday is a couple of clicks away. Search accommodation, flights and more on Expedia for an adventure that's tailored to suit your style.
Top Winchester Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hotel AKA Alexandria
Old Town North
Price was £1,286, price is now £974 per person
£974
per person
23 Jun - 28 Jun
found 1 day ago
Return flight included
London (LON) to Baltimore (BWI)
9.6/10 Exceptional! (701 reviews)
The service at the AKA is simply the best. The team there is locked in, I’m always so well taken care of there.
Reviewed on 16 Apr 2026
The Royal Sonesta Washington DC Dupont Circle
Northwest
Price was £1,591, price is now £1,140 per person
£1,140
per person
18 May - 25 May
found 1 day ago
Return direct flight included
Manchester (MAN) to Baltimore (BWI)
8.6/10 Excellent! (1,458 reviews)
Staff as very helpful. There was some refurbishments happening during our stay and they were very accommodating. Room was spacious. Bed was very comfortable.
Reviewed on 13 Apr 2026
Salamander Washington DC
Southwest
Price was £1,869, price is now £1,340 per person
£1,340
per person
23 May - 28 May
found 1 day ago
Return direct flight included
London (LHR) to Baltimore (BWI)
9.4/10 Exceptional! (1,094 reviews)
Room and bathroom lovely. But dining is limited. No true dining area. off the lobby
Reviewed on 4 Apr 2026
Rosewood Washington, D.C.
Northwest
Save 100% on your flight
Price was £3,116, price is now £2,255 per person
£2,255
per person
23 Jun - 28 Jun
found 1 day ago
Return flight included
London (LON) to Baltimore (BWI)
9.2/10 Wonderful! (202 reviews)
My stay at the Rosewood Hotel was absolutely wonderful from start to finish. The level of service, attention to detail, and overall atmosphere made it a truly memorable experience.
From the moment I arrived, the staff was warm, welcoming, and genuinely attentive. Check‑in was smooth and effortless, and I immediately felt like a valued guest. The room was beautifully designed—spacious, spotless, and thoughtfully arranged with luxurious touches throughout. The bed was incredibly comfortable, and the overall ambiance made it easy to relax.
The hotel’s amenities were equally impressive. Whether enjoying the dining options, unwinding in the lounge areas, or simply taking in the elegant décor, everything felt refined and well-curated. Every interaction with the staff felt sincere, and the service consistently exceeded my expectations.
Overall, my stay at the Rosewood was exceptional. I would highly recommend this hotel to anyone looking for comfort, luxury, and top‑tier hospitality. I’m already looking forward to returning!
Reviewed on 19 Feb 2026
Beacon Hotel & Corporate Quarters
Downtown Washington D.C.
Price was £1,455, price is now £1,105 per person
£1,105
per person
26 May - 2 Jun
found 1 day ago
Return direct flight included
Birmingham (BHX) to Baltimore (BWI)
7.6/10 Good! (1,006 reviews)
The room pictures online don't quite do it justice! They are really beautiful, modern, spacious with incredible beddings. Loved it! It's easy to do ride share or walk to nearby restaurants and sights. The staff is very helpful!
Reviewed on 12 Apr 2026
Winchester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Wilmington, DE (ILG-New Castle) |
Max Temp Winter | 4ºC |
Max Temp Summer | 29ºC |
Top Sights | Historical Society of Cecil County, Fair Hill State Natural Resources Management Area and West Meadow Park |
Top hotels in Winchester
Quality Inn Newark - Wilmington
65 Geoffrey Dr Newark DE
Fully refundableReserve now, pay when you stay
The price is £53 per night from 19 Apr to 20 Apr
£53
19 Apr - 20 Apr
includes taxes & fees
5.6/10 (1,001 reviews)
There’s black mold all over the windowsills and I even took pictures. The card keys don’t work so every time you need to go up in the elevator and every time you need to get in your room, you have to go to the front desk and physically have the person from the front desk. Let you up the elevator ...
Reviewed on 15 Apr 2026
Great Wolf Lodge Perryville
1240 Chesapeke Overlook Parkway Perryville MD
Fully refundableReserve now, pay when you stay
The price is £164 per night from 28 Apr to 29 Apr
£164
28 Apr - 29 Apr
includes taxes & fees
8.8/10 Excellent! (201 reviews)
Oh yea !, had a amazing stay I’ll be back verybsoon
Reviewed on 12 Apr 2026
Sonesta Select Newark Christiana Mall
48 Geoffrey Dr Newark DE
Fully refundableReserve now, pay when you stay
The price is £76 per night from 19 Apr to 20 Apr
£76
19 Apr - 20 Apr
includes taxes & fees
7.6/10 Good! (1,237 reviews)
Yes yes very clean
Reviewed on 11 Apr 2026
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.
Popular places to visit
Elkton Golf and Batting Center
You can take time to visit Elkton Golf and Batting Center during your travels to Elkton. While you're here, you can savour the top-notch restaurants.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
