Winfield Vacations from $350

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Your Winfield Vacation

Take away the hard part of organizing your next big adventure with a Winfield vacation 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, organizing a tailored Winfield vacation is a breeze with Expedia.

The Latest Winfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Baltimore Marriott Inner Harbor at Camden Yards

Baltimore Marriott Inner Harbor at Camden Yards

4 out of 5
Downtown West
Save 100% on your flight
Price was $465, price is now $350 per person
$350
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.2/10 Very Good! (1,016 reviews)
Needed a late checkout for a cruise

Reviewed on Sep 27, 2025

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
Save 100% on your flight
Price was $833, price is now $511 per person
$511
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (1,008 reviews)
Noisy - drilling construction work and banging on the wall behind the bed in the morning. Cold water ran hot for about 5 minutes. No coffee in room. Noisy ac. And we did not like having an interior room. But the room was clean and otherwise comfortable.

Reviewed on Sep 27, 2025

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
Save 100% on your flight
Price was $640, price is now $411 per person
$411
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (1,825 reviews)
So the entire experience was amazing. There was so much in walking distance. It was kind of weird because there were actually 3 inns and we didn't know which one we were in

Reviewed on Sep 28, 2025

Sagamore Pendry Baltimore

Sagamore Pendry Baltimore

5 out of 5
Fells Point
Save 100% on your flight
Price was $918, price is now $648 per person
$648
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (1,002 reviews)
Great everything. Staff, location. Need to go back when the pool is open!

Reviewed on Aug 26, 2025

Budget Plaza Motel

Budget Plaza Motel

2 out of 5
Brooklyn
Price was $1,544, price is now $1,182 per person
$1,182
per person
Dec 22 - Dec 26
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
6.6/10 (42 reviews)
Decent for the area... Little overpriced but it's convenient to everything.

Reviewed on Sep 28, 2025

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Discover the most popular places to visit in Winfield

A day at the vinyard, sipping on wine and soaking in the blue skies.

Serpent Ridge Vineyard

You can enjoy a tasting or tour at Serpent Ridge Vineyard during your travels to Westminster. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

Serpent Ridge Vineyard

McDaniel College

Explore the campus of McDaniel College, during your travels in Westminster. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

McDaniel College

Carroll County Farm Museum

You can spend time browsing the exhibits at Carroll County Farm Museum during your trip to Westminster. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

Carroll County Farm Museum

Winfield Hotel Deals

Hyatt Place Baltimore/Owings Mills

Hyatt Place Baltimore/Owings Mills

3 out of 5
4730 Painters Mill Rd, Owings Mills, MD
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $122 total per night from Oct 6 to Oct 7
$122 total
Oct 6 - Oct 7
Total with taxes and fees
8.2/10 Very Good! (1,129 reviews)
"Check in was smooth. All staff was nice and friendly. The rooms could use an update. It was a comfortable space and reasonable priced."

Reviewed on Sep 23, 2025

Hyatt Place Baltimore/Owings Mills
Marriott Owings Mills Metro Centre

Marriott Owings Mills Metro Centre

4 out of 5
10101 Grand Central Avenue, Owings Mills, MD
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $156 total per night from Oct 12 to Oct 13
$156 total
Oct 12 - Oct 13
Total with taxes and fees
9.2/10 Wonderful! (396 reviews)
"The room was very clean and spacious. Despite not having a crib, I was able to move a couch over to ensure if my child rolled off the bed, they would not land on the floor. My only two minor issues were the covering over the peep hole on the door not staying up & the additional locks on the doors ..."

Reviewed on Sep 25, 2025

Marriott Owings Mills Metro Centre
Hampton Inn Baltimore/Owings Mills

Hampton Inn Baltimore/Owings Mills

2.5 out of 5
10521 Red Run Blvd, Owings Mills, MD
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $113 total per night from Oct 29 to Oct 30
$113 total
Oct 29 - Oct 30
Total with taxes and fees
8.8/10 Excellent! (1,008 reviews)
"Great hotel. Great location."

Reviewed on Sep 17, 2025

Hampton Inn Baltimore/Owings Mills
See all 158 properties in Winfield
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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Frequently asked questions

How much does a Winfield vacation package cost?
Offering excellent value package deals from $350 on Expedia, you'll be thrilled with how little a vacation to Winfield costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Winfield?
November, December and January are great times to look for cheap Winfield vacation packages. Traveling in less busy periods means you'll typically find better prices on flights and accommodations.
How many days is enough for Winfield?
Generally, a handful of days is enough to go to the top sights during your Winfield vacation. But if you want to have time to kick back or take day trips, consider extending your trip.
How to find the best Winfield package deals?
Use Expedia's filter tool to find some terrific Winfield package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Winfield package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Winfield vacation as a package?
You can enjoy significant savings on your next Winfield escape by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Winfield?
If you're considering a spur-of-the-moment Winfield trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Winfield vacation packages?
Set off on your ideal getaway to Winfield with Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait for payday — we've joined forces with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily budget for your trip and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.