Winfield Vacation Packages

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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.

Top Winfield Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Element by Marriott Arundel Mills BWI Airport

Element by Marriott Arundel Mills BWI Airport

3 out of 5
Arundel Mills
Price was CA $1,641, price is now CA $1,071 per person
CA $1,071
per person
Sep 16 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8/10 Very good! (1,006 reviews)
It was ok. I liked the aesthetic of the lobby. Couldn’t use the pool it was closed for renovations. The room was alright. Kinda small. I wouldn’t put more than 2 in there. The bed was comfy. The bathroom was small. It had a rain shower. I hate rain showers. The shower had no racks so I had to sit my stuff on the floor in the shower. Not much counter space The doors to the room and the bathroom are super heavy. The bathroom floor got really wet from the shower. But the water was nice and hot. I really liked the kitchenette area. It was a nice size mini fridge The breakfast was ok. I would stay here again.

Reviewed on Jun 29, 2026

Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
Price was CA $1,893, price is now CA $1,188 per person
CA $1,188
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Baltimore (BWI)
8.4/10 Very good! (1,000 reviews)
The Sheraton is in a great location, we were there for a family wedding and close to everything. Parking was very easy on site (for a fee). There was no breakfast included so we didn’t make it down to the restaurant but there is a very convenient Starbucks in the lobby. The only negative I would say is when you get off the elevator on the floor it felt very humid and hot bc there seemed to always be someone doing laundry. Highly recommend

Reviewed on Jul 2, 2026

Salamander Washington DC

Salamander Washington DC

5 out of 5
Southwest
Price was CA $1,813, price is now CA $1,198 per person
CA $1,198
per person
Aug 4 - Aug 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,106 reviews)
My stay was everything I could have imagined. The staff were extremely friendly and attentive. Hospitality was 10 out of 10. The spa services were amazing. Would definitely stay here again.

Reviewed on Jul 2, 2026

Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
Downtown Baltimore
Price was CA $1,831, price is now CA $1,261 per person
CA $1,261
per person
Sep 16 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8.2/10 Very good! (2,806 reviews)
Great experience.

Reviewed on Jul 4, 2026

Convention Center PH Free indoor parking

Convention Center PH Free indoor parking

4 out of 5
Downtown Baltimore
Price was CA $1,577, price is now CA $1,094 per person
CA $1,094
per person
Sep 19 - Sep 24
found 24 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
6/10 (1 review)

Ready to book your vacation to Winfield?

 

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Winfield Hotel Deals

DoubleTree by Hilton Baltimore North - Pikesville

DoubleTree by Hilton Baltimore North - Pikesville

4 out of 5
1726 Reisterstown Rd Pikesville MD
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Aug 2 to Aug 3
CA $156
CA $180 total
Aug 2 - Aug 3
includes taxes & fees
8/10 Very good! (1,009 reviews)
"I made a mistake on the dates, went right back in and corrected them. When I contacted them they said they would try to get ahold of the hotel for a refund, doubletree refused to refund my money. The mistake was because a link that was sent to me for a tournament that had the wrong dates. I would ..."

Reviewed on Jul 4, 2026

DoubleTree by Hilton Baltimore North - Pikesville
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
The price is CA $139 per night from Aug 2 to Aug 3
CA $139
CA $161 total
Aug 2 - Aug 3
includes taxes & fees
8.2/10 Very good! (1,316 reviews)
"Had an emergency, needed to check out later. Went downstairs, spoke to the person at the counter. She told me, it was okay and i was all set. There will be additional charge of $30. Four (4) repeated times stuff came knocking at my room interrupting my conference calls. It was conffuding and annoying ..."

Reviewed on Jul 3, 2026

Hyatt Place Baltimore/Owings Mills
Turf Valley Resort

Turf Valley Resort

3.5 out of 5
2700 Turf Valley Rd Ellicott City MD
Fully refundableReserve now, pay when you stay
The price is CA $218 per night from Jul 12 to Jul 13
CA $218
CA $247 total
Jul 12 - Jul 13
includes taxes & fees
Turf Valley Resort
See all 224 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Frequently asked questions

How much does a Winfield vacation package cost?
You can grab a vacation package to this destination from CA $1,071 on Expedia. But how much your vacation to Winfield costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Winfield?
January, February and November are great times to search for cheap Winfield vacation packages. Choosing to travel in quieter months means you can typically find better prices on flights and hotels.
How many days is enough for Winfield?
Usually, a handful of days is enough to explore the main attractions during your Winfield vacation. But if you'd like to have some time to unwind or take day tours, think about extending your itinerary.
How to find the best Winfield package deals?
Use Expedia's filters to find some of the best Winfield package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Winfield package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Winfield vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging hotels and flights individually. Better still, you can tailor your Winfield getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Winfield?
If you're considering an impromptu Winfield getaway, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Winfield?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Winfield.
  2. Set a budget: Consider expenses such as flights, food and transportation when working out how much to save for your trip to Winfield. Then, choose a property that fits your budget, whether that's an affordable option or a high-end getaway.
  3. Work out your trip length: Think about how long you want to spend exploring Winfield. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Winfield vacation package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.