Winfield Holidays from £1,046
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Your Winfield Holiday
Take away the hard part of organising your next big adventure with a Winfield holiday package. Whether you're in town for its history, food or other highlights, you'll find countless exciting experiences to delve into. There's plenty to put on your itinerary during your trip to Winfield, starting with top attractions such as Old Westminster Winery and Serpent Ridge Vineyard. No matter your travel plans or the size of your budget, organising a tailored Winfield holiday is a breeze with Expedia.
Top Winfield Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Historic Inns of Annapolis
Historic District
Price was £1,353, price is now £1,054 per person
£1,054
per person
22 Jun - 27 Jun
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
9/10 Wonderful! (1,886 reviews)
Used the valet at the hotel. The service was excellent.
Reviewed on 1 Apr 2026
Graduate by Hilton Annapolis
Price was £1,619, price is now £1,319 per person
£1,319
per person
22 Jun - 27 Jun
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
9.4/10 Exceptional! (1,005 reviews)
The brunch setting and setup looked amazing. Sadly, we had plans to eat in DTA and didn’t get to experience the brunch. The vibes of the hotel, the attentive staff, and the housekeeping was top notch. We are returning to stay again for commissioning week!
Reviewed on 29 Mar 2026
Winfield Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Baltimore Washington Intl. Thurgood Marshall Airport (BWI) |
Max Temp Winter | 4ºC |
Max Temp Summer | 27ºC |
Top Sights | Serpent Ridge Vineyard, McDaniel College and Carroll County Farm Museum |
Top hotels in Winfield
SpringHill Suites by Marriott Frederick
111 Byte Drive Frederick MD
Fully refundableReserve now, pay when you stay
The price is £89 per night from 13 Apr to 14 Apr
£89
13 Apr - 14 Apr
includes taxes & fees
9.4/10 Exceptional! (783 reviews)
The pool was a LOT smaller than anticipated. Literally only 6 ft wide. The shower walls were not wiped down and someone else’s hair was all over them. My daughter also got bit by bugs during the night which I suspect were bed bugs so never going back there.
Reviewed on 28 Mar 2026
Hyatt Place Baltimore/Owings Mills
4730 Painters Mill Rd Owings Mills MD
Fully refundableReserve now, pay when you stay
The price is £85 per night from 14 Apr to 15 Apr
£85
14 Apr - 15 Apr
includes taxes & fees
8.2/10 Very Good! (1,250 reviews)
The room was clean but there's a lot of things that need to be upgraded like the floor had stains on it the couch had stains on it too. I understand they're going through renovations, would I come back yes I would because I'm excited to see what it looks like after the renovations.
Reviewed on 31 Mar 2026
DoubleTree by Hilton Baltimore North - Pikesville
1726 Reisterstown Rd Pikesville MD
Fully refundableReserve now, pay when you stay
The price is £99 per night from 26 Apr to 27 Apr
£99
26 Apr - 27 Apr
includes taxes & fees
8/10 Very Good! (1,000 reviews)
I thoroughly enjoyed my stay at the Doubletree. I've stayed at Doubletree properties in the past and found this one to be lovely as well. Staff was accommodating pleasant, and was able to provide me with everything I needed. I was staying for a college tour at a nearby university with my child and ...
Reviewed on 30 Mar 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.
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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.
