Winchester Holidays

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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.

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
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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

Hyatt Regency Baltimore Inner Harbor

Hyatt Regency Baltimore Inner Harbor

4 out of 5
300 Light Street, Baltimore, MD
Fully refundableReserve now, pay when you stay
The price is AU$286 per night from 30 Aug to 31 Aug
AU$286
30 Aug - 31 Aug
includes taxes & fees
8.2/10 Very Good! (1,757 reviews)
"This property was fantastic! Easy check-in/out process, friendly staff."

Reviewed on 22 Aug. 2025

Hyatt Regency Baltimore Inner Harbor
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$182 per night from 4 Sept to 5 Sept
AU$182
4 Sept - 5 Sept
includes taxes & fees
8.2/10 Very Good! (2,180 reviews)
"Very unique aesthetic. Accessible and walking distant, beautiful accomodations"

Reviewed on 27 Aug. 2025

Lord Baltimore Hotel
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

3 out of 5
1734 W Nursery Rd, Linthicum Heights, MD
Fully refundableReserve now, pay when you stay
The price is AU$132 per night from 1 Sept to 2 Sept
AU$132
1 Sept - 2 Sept
includes taxes & fees
8/10 Very Good! (3,890 reviews)
"Good hotel"

Reviewed on 25 Aug. 2025

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
See all 1,334 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 . 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

Oriole Park at Camden Yards

Oriole Park at Camden Yards

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
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
M&T Bank Stadium

M&T Bank Stadium

Catch an event at M&T Bank Stadium during your trip to Baltimore. Amble around this vibrant area's waterfront or experience its fascinating museums.

M&T Bank Stadium

Activities

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

Spirit of Baltimore Signature Buffet Dinner Cruise with Live DJ & Bars

AU$234
per adult
84% of travellers recommend
Spirit of Baltimore Signature Buffet Dinner Cruise with Live DJ & Bars
Glow in the Dark Splatter Paint Experience

Glow in the Dark Splatter Paint Experience

AU$72
per adult
78% of travellers recommend
Glow in the Dark Splatter Paint Experience
Downtown Baltimore Helicopter Tour

Downtown Baltimore Helicopter Tour

AU$191
per adult
Downtown Baltimore Helicopter Tour
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.