Winchester Holidays from AU$3,597

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Your Winchester Holiday

Book a Winchester holiday package and discover the atmosphere and rhythm of this sought-after neighbourhood. With all your travel plans worked out, the only thing you need to concentrate on here is having an absolute ball. Some leading nearby attractions to check out during your trip to Winchester include Oriole Park at Camden Yards, M&T Bank Stadium and Baltimore Museum of Art. Whatever your ideal Winchester holiday looks like, you can turn it into reality with Expedia.

Top Holiday Package Deals in Winchester

Price found within the past 48 hours. Click for updated prices.
Beacon Hotel & Corporate Quarters

Beacon Hotel & Corporate Quarters

3.5 out of 5
Downtown Washington D.C.
Price was AU$4,363, price is now AU$3,597 per person
AU$3,597
per person
6 July - 11 July
found 1 day ago
Return flight included
Brisbane (BNE) 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

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was AU$4,510, price is now AU$3,686 per person
AU$3,686
per person
6 July - 11 July
found 1 day ago
Return flight included
Brisbane (BNE) to Baltimore (BWI)
9/10 Wonderful! (1,157 reviews)
I think service was the most disappointing at front desk and restaurant . The host Also , we ended up going to Riggs for breakfast one morning because the breakfast menu was very mediocre and eating it for 3 days in a row got very old . Dinner menu is not bad but also only if you eat there once , they don’t even offer daily specials that would add a little variety .

Reviewed on 8 Apr 2026

Riggs Washington DC

Riggs Washington DC

5 out of 5
Downtown Washington D.C.
Price was AU$5,167, price is now AU$4,311 per person
AU$4,311
per person
6 July - 11 July
found 1 day ago
Return flight included
Brisbane (BNE) to Baltimore (BWI)
9.4/10 Exceptional! (1,417 reviews)
Great historic property with a very helpful, friendly, and professional staff. Well done!

Reviewed on 15 Apr 2026

Kimpton Banneker Hotel by IHG

Kimpton Banneker Hotel by IHG

4.5 out of 5
Downtown Washington D.C.
Price was AU$4,292, price is now AU$3,661 per person
AU$3,661
per person
6 July - 11 July
found 1 day ago
Return flight included
Brisbane (BNE) to Baltimore (BWI)
9/10 Wonderful! (743 reviews)
Great spot. Will return.

Reviewed on 16 Apr 2026

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was AU$4,286, price is now AU$3,666 per person
AU$3,666
per person
6 July - 11 July
found 1 day ago
Return flight included
Brisbane (BNE) to Baltimore (BWI)
8.6/10 Excellent! (1,008 reviews)
Clean facilities and amazing staff

Reviewed on 15 Apr 2026

Our guide on where to stay in Winchester

Find the best Winchester areas and neighborhoods for the activities you enjoy most. Learn more about Winchester
Inner Harbor

Inner Harbor

2 out of top 10 points of interest in this area

The captivating waterfront views and popular shops are just a few highlights of Inner Harbor. Make a stop by National Aquarium in Baltimore or Baltimore Inner Harbor Marina while you're exploring the area.

Find hotels in Inner Harbor

Our pick of the best Winchester Hotel Deals

Renaissance Baltimore Harborplace Hotel

Renaissance Baltimore Harborplace Hotel

4 out of 5
202 E Pratt St Baltimore MD
Fully refundableReserve now, pay when you stay
The price is AU$277 per night from 10 May to 11 May
AU$277
10 May - 11 May
includes taxes & fees
8.4/10 Very Good! (2,508 reviews)
Clean

Reviewed on 16 Apr 2026

Renaissance Baltimore Harborplace Hotel
Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore

3.5 out of 5
711 Eastern Avenue Baltimore MD
Fully refundableReserve now, pay when you stay
The price is AU$154 per night from 22 Apr to 23 Apr
AU$154
22 Apr - 23 Apr
includes taxes & fees
8.2/10 Very Good! (1,062 reviews)
Great price for the location. Clean rooms, decent amenities. Incredibly friendly and helpful staff.

Reviewed on 16 Apr 2026

Pier 5 Hotel Baltimore
Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
20 W Baltimore St Baltimore MD
Fully refundableReserve now, pay when you stay
The price is AU$197 per night from 22 Apr to 23 Apr
AU$197
22 Apr - 23 Apr
includes taxes & fees
8.4/10 Very Good! (2,696 reviews)
had to change rooms at midnight due to ac being broken and tub leaking but staff was very helpful and new room was nice.

Reviewed on 15 Apr 2026

Lord Baltimore Hotel
See all 1,443 properties in Winchester
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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Winchester holiday package cost?
Custom build your Winchester holiday package from as little as AU$3,597. Pick from any combination of flights, hotels and rental cars to put together the escape you've been dreaming of. Don't forget to add on one or two experiences!
How do I get a cheap travel package to Winchester?
Browse and lock in everything in one place with our Winchester holiday packages. We have incredible bargains on flights, hotels and more that'll keep your credit card happy and your adventurousness alive. And, with more than 550 partner airlines and 1 000 000 hotel options all over the world to choose from, you'll have endless opportunities to mix and match your own way.
Where should I stay in Winchester?
A trip to Winchester isn't complete without stopping by National Aquarium in Baltimore and Oriole Park at Camden Yards. Stay at a hotel within walking distance for quick access to these fantastic attractions.
How far in advance should I book my Winchester holiday?
Reserving your flights early with Expedia means one less thing to have to worry about. Most carriers advertise tickets up to 12 months prior to take off. Generally, this is the cheapest time to book. If circumstances have left you booking late, discount prices to Winchester sometimes occur a few weeks before departure.
What does an Expedia Winchester travel package include?
Packages include flights, rental cars and hotels, but you can mix and match them to create your dream Winchester holiday. You can also add on tours and activities once you've made your booking. You're in the driver's seat! When you bundle your bookings with Expedia, you'll score deals you won't find elsewhere.
Can I choose my airline with a Winchester Expedia holiday package?
Yes, you sure can. We have more than 550 airline partners across the globe, so go with the carrier that's a good fit for your budget and travel needs.
If I'm not able to travel, can I cancel my Winchester holiday package?
It's impossible to predict what the future holds, so it's comforting to know that you can change or cancel your Winchester holiday package. If you made your booking in the last 24 hours, you may be entitled to a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal to learn more.

Discover the most popular places to visit in Winchester

National Aquarium in Baltimore

National Aquarium in Baltimore

Discover underwater habitats from around the world at this mammoth attraction in Baltimore’s Inner Harbor district.

National Aquarium in Baltimore
Oriole Park at Camden Yards

Oriole Park at Camden Yards

4.5/5(3 reviews)

Watch Baltimore’s beloved baseball team play on their home field, located inside a groundbreaking stadium famous for blending classic and modern design elements.

Oriole Park at Camden Yards
Johns Hopkins University

Johns Hopkins University

4/5(2 reviews)

Enjoy the student vibe with a visit to Johns Hopkins University, a well-known university in Baltimore. Amble around this vibrant area's waterfront or attend a sporting event.

Johns Hopkins University

Activities

Evening view of the roof top deck on the Spirit of Baltimore cruise vessel

City Cruises Baltimore: Signature Buffet Dinner Cruise with Live DJ & Bars

AU$134
per adult
88% of travellers recommend
City Cruises Baltimore: Signature Buffet Dinner Cruise with Live DJ & Bars
Picture 3 for Activity Baltimore: Fells Point Walking Foodie and History Tour

Discover Baltimore: Fells Point Culinary Food Tour

AU$155
per adult
100% of travellers recommend
Discover Baltimore: Fells Point Culinary Food Tour
Grand entrance to the Hard Rock Cafe in Baltimore

Dining at Hard Rock Cafe Baltimore

AU$57
per traveller
Dining at Hard Rock Cafe Baltimore
See all activities in Baltimore
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.