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
A cityscape with a river, modern buildings, and a bridge.

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 Baltimore Inner Harbor Marina or National Aquarium in Baltimore while you're exploring the area.

Find hotels in Inner Harbor

Our pick of the best Winchester Hotel Deals

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$181 per night from 20 July to 21 July
AU$181
20 July - 21 July
includes taxes & fees
8.4/10 Very good! (2,977 reviews)
"Hotel is beautiful. Rooms are old. Bed is very comfortable"

Reviewed on 15 July 2026

Lord Baltimore Hotel
Hyatt Regency Baltimore Inner Harbor

Hyatt Regency Baltimore Inner Harbor

4 out of 5
300 Light Street Baltimore MD
The price is AU$319 per night from 30 July to 31 July
AU$319
30 July - 31 July
includes taxes & fees
8.4/10 Very good! (2,035 reviews)
"Good"

Reviewed on 13 July 2026

Hyatt Regency Baltimore Inner Harbor
Holiday Inn Baltimore BWI Airport by IHG

Holiday Inn Baltimore BWI Airport by IHG

3 out of 5
815 Elkridge Landing Road Linthicum Heights MD
Fully refundable
The price is AU$168 per night from 2 Aug to 3 Aug
AU$168
2 Aug - 3 Aug
includes taxes & fees
9.2/10 Wonderful! (1,333 reviews)
"I love the dinner and bar services."

Reviewed on 13 July 2026

Holiday Inn Baltimore BWI Airport by IHG
See all 1,374 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.

Activities

Baltimore Orioles Baseball Game at Oriole Park

Baltimore Orioles Baseball Game at Oriole Park

AU$45
per adult
Baltimore Orioles Baseball Game at Oriole Park
Baltimore: Inner Harbor Sunset Cruise

Baltimore: Inner Harbor Sunset Cruise

AU$69
per adult
Baltimore: Inner Harbor Sunset Cruise
Grand entrance to the Hard Rock Cafe in Baltimore

Dining at Hard Rock Cafe Baltimore

AU$58
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.