Winchester Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿4,531 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • 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
Default Image

Brooklyn

4.5/5(7 area reviews)

Brooklyn is well liked for many features, particularly its shopping, restaurants and waterfront views. Though there may not be top sights in Brooklyn, consider stopping by Bingo World or Baltimore Inner Harbor Marina, located nearby.

Find hotels in Brooklyn

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 ฿2,085 per night from 16 Feb to 17 Feb
฿2,085
฿2,377 total
16 Feb - 17 Feb
includes taxes & fees
8.2/10 Very Good! (4,438 reviews)
The staff and room were good.

Reviewed on 17 Jan 2026

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 ฿4,786 per night from 25 Jan to 26 Jan
฿4,786
฿5,623 total
25 Jan - 26 Jan
includes taxes & fees
8.4/10 Very Good! (2,510 reviews)
Great place

Reviewed on 14 Jan 2026

Renaissance Baltimore Harborplace Hotel
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 ฿2,834 per night from 27 Jan to 28 Jan
฿2,834
฿3,330 total
27 Jan - 28 Jan
includes taxes & fees
8.2/10 Very Good! (2,588 reviews)
Staff was amazing! Nelson in the Valet area, Monet at the front desk, Bassel the porter and Mark in the restaurant were all amazing.

Reviewed on 19 Jan 2026

Lord Baltimore Hotel
See all 1,409 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 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.
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 organising 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 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.

Popular places to visit

National Aquarium in Baltimore

National Aquarium in Baltimore

Inner Harbor’s biggest attraction recreates the marine and terrestrial habitats of thousands of animals from many parts of the globe.

National Aquarium in Baltimore
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
Johns Hopkins Hospital

Johns Hopkins Hospital

If Johns Hopkins Hospital is what brings you to town, hopefully you'll have a chance to explore more of Baltimore.

Johns Hopkins Hospital

Things to do

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

฿3,354
per adult
88% of travellers recommend
City Cruises Baltimore: Signature Buffet Dinner Cruise with Live DJ & Bars
Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

฿3,020
per traveller
94% of travellers recommend
Two Flight Indoor Skydiving Experience
Axe-Throwing

Axe-Throwing

฿1,208
per adult
80% of travellers recommend
Axe-Throwing
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.