Winchester Trips (flight + hotel)

    deals illustration
    Better together
    Save up to P 3,118 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Where to stay in Winchester

Find the best Winchester areas and neighborhoods for the activities you enjoy most. Learn more about Winchester
Top of the World Observation Level showing a city and a bay or 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

Top hotels in Winchester

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 P4,469 per night from Jul 6 to Jul 7
P4,469
P5,095 total
Jul 6 - Jul 7
includes taxes & fees
8/10 Very Good! (3,742 reviews)
"Good"

Reviewed on Jun 30, 2025

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
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 P9,057 per night from Jul 13 to Jul 14
P9,057
P10,642 total
Jul 13 - Jul 14
includes taxes & fees
8.4/10 Very Good! (2,246 reviews)
"Great service was really appreciated. Super comfy rooms."

Reviewed on Jul 1, 2025

Renaissance Baltimore Harborplace Hotel
Hyatt Place Baltimore Inner Harbor
Hyatt Place Baltimore Inner Harbor
3.5 out of 5
511 S Central Ave, Baltimore, MD
Fully refundableReserve now, pay when you stay
The price is P8,050 per night from Jul 24 to Jul 25
P8,050
P9,459 total
Jul 24 - Jul 25
includes taxes & fees
8.2/10 Very Good! (2,132 reviews)
"I was very happy with my stay at Hyatt Plac"

Reviewed on Jul 2, 2025

Hyatt Place Baltimore Inner Harbor
See all 1,331 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.

Frequently asked questions

How much does a Winchester vacation package cost?
Custom build your Winchester vacation 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 vacation 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 vacation?
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 vacation. 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.
What should I know before booking a Winchester travel package?
When you book your flights, hotels and car rentals together, you'll enjoy awesome discounts. Whether you're organizing a beach escape in a villa or want to stay in a ritzy city hotel, Expedia can help make it happen.
Can I choose my airline with a Winchester Expedia vacation 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 vacation package?
It's impossible to predict what the future holds, so it's comforting to know that you can change or cancel your Winchester vacation 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.

Popular places to visit

Maryland Zoo which includes zoo animals and cuddly or friendly animals

Maryland Zoo

From the African safari to the Artic exhibition, a trip to this little animal enclosure ensures a great day out for all the family.

Maryland Zoo

Johns Hopkins University

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

Johns Hopkins University

Arundel Mills Mall

You can browse for souvenirs with a trip to Arundel Mills Mall, a popular shopping spot in Hanover. Amble around this vibrant area's waterfront or experience its fascinating museums.

Arundel Mills Mall

Things to do

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

P7,015
per adult
82% 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

P1,950
per child
72% of travellers recommend
Glow in the Dark Splatter Paint Experience
Downtown Baltimore Helicopter Tour

Downtown Baltimore Helicopter Tour

P7,023
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.