Winchester Holidays

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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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Brooklyn

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

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 NZ$312 per night from 30 Nov to 1 Dec
NZ$312
30 Nov - 1 Dec
includes taxes & fees
8.4/10 Very Good! (2,486 reviews)
We will absolutely stay again.

Reviewed on 27 Nov 2025

Renaissance Baltimore Harborplace 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 NZ$133 per night from 22 Dec to 23 Dec
NZ$133
22 Dec - 23 Dec
includes taxes & fees
8/10 Very Good! (4,247 reviews)
The staff was fantastic, the shuttle was great!

Reviewed on 24 Nov 2025

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
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 NZ$189 per night from 25 Dec to 26 Dec
NZ$189
25 Dec - 26 Dec
includes taxes & fees
9.2/10 Wonderful! (1,103 reviews)
Very accommodating. Shuttle service was wonderful. It was a great stay.

Reviewed on 27 Nov 2025

Holiday Inn Baltimore BWI Airport by IHG
See all 1,364 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.

Discover the most popular places to visit in Winchester

National Aquarium in Baltimore

National Aquarium in Baltimore

The largest attraction at Inner Harbor is home to a spectacular array of marine life from around the world.

National Aquarium in Baltimore
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
M&T Bank Stadium

M&T Bank Stadium

4/5(1 review)

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

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

NZ$237
per adult
84% of travellers recommend
City Cruises Baltimore: Signature Buffet Dinner Cruise with Live DJ & Bars
Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

NZ$171
per traveller
94% of travellers recommend
Two Flight Indoor Skydiving Experience
Glow in the Dark Splatter Paint Experience

Glow in the Dark Splatter Paint Experience

NZ$75
per adult
78% of travellers recommend
Glow in the Dark Splatter Paint Experience
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.