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
Inner 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 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

Sonesta Hotel Baltimore Inner Harbor

Sonesta Hotel Baltimore Inner Harbor

4 out of 5
1 East Redwood Street Baltimore MD
Fully refundableReserve now, pay when you stay
The price is NZ$218 per night from 4 June to 5 June
NZ$218
4 June - 5 June
includes taxes & fees
8.2/10 Very Good! (1,493 reviews)
"Everyone was very helpful. Check-in and check-out processes were easy and quick. The room was clean, and I liked the location. They have a restaurant, but I didn’t eat there. I’ll stay here again when I come back!"

Reviewed on 31 May 2026

Sonesta Hotel Baltimore Inner Harbor
Sonesta ES Suites Baltimore BWI Airport

Sonesta ES Suites Baltimore BWI Airport

3 out of 5
1160 Winterson Rd Linthicum Heights MD
Fully refundableReserve now, pay when you stay
The price is NZ$223 per night from 24 June to 25 June
NZ$223
24 June - 25 June
includes taxes & fees
8/10 Very Good! (1,283 reviews)
"My room was decent... nice room... the temperature dropped one night and i turned on the heat which lifted the smell of cat urine from the carpet. I called the front desk and they brought up a plug-in deoderizer to suppress the oder. It did by about 80%."

Reviewed on 31 May 2026

Sonesta ES Suites 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$225 per night from 7 June to 8 June
NZ$225
7 June - 8 June
includes taxes & fees
9.2/10 Wonderful! (1,244 reviews)
"Great expirience on this stay. Breakfast was super delicious ."

Reviewed on 31 May 2026

Holiday Inn Baltimore BWI Airport by IHG
See all 1,415 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

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 lively festivals.

M&T Bank Stadium
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
Merriweather Post Pavilion

Merriweather Post Pavilion

You can enjoy a show at Merriweather Post Pavilion during your trip to Columbia. Experience the area's lively festivals and acclaimed theatre scene.

Merriweather Post Pavilion

Activities

Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

NZ$169
per traveller
94% of travellers recommend
Two Flight Indoor Skydiving Experience
Picture 3 for Activity Baltimore: Fells Point Walking Foodie and History Tour

Discover Baltimore: Fells Point Culinary Food Tour

NZ$183
per adult
100% of travellers recommend
Discover Baltimore: Fells Point Culinary Food Tour
Glow in the Dark Splatter Paint Experience

Glow in the Dark Splatter Paint Experience

NZ$67
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.