Winchester-on-the-Severn Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Winchester-on-the-Severn

Find the best Winchester-on-the-Severn areas and neighborhoods for the activities you enjoy most. Learn more about Winchester-on-the-Severn
Beautiful troll downtown Annapolis... #Adventure

Historic District

2 out of top 10 points of interest in this area

While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.

Find hotels in Historic District

Top hotels in Winchester-on-the-Severn

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 1.853.790 ₫ per night from 1 Mar to 2 Mar
1.853.790 ₫
2.113.477 ₫ total
1 Mar - 2 Mar
includes taxes & fees
8.2/10 Very Good! (4,517 reviews)
Nice room, staff was great

Reviewed on 28 Feb 2026

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
Aloft BWI Baltimore Washington International Airport

Aloft BWI Baltimore Washington International Airport

3 out of 5
1741 W Nursery Road Linthicum Heights MD
Fully refundable
The price is 2.126.333 ₫ per night from 22 Mar to 23 Mar
2.126.333 ₫
2.424.019 ₫ total
22 Mar - 23 Mar
includes taxes & fees
8.2/10 Very Good! (1,594 reviews)
Everything was nice. Really like the design of the room.

Reviewed on 27 Feb 2026

Aloft BWI Baltimore Washington International Airport
SpringHill Suites by Marriott Baltimore BWI Airport

SpringHill Suites by Marriott Baltimore BWI Airport

3 out of 5
899 Elkridge Landing Road Linthicum Heights MD
Fully refundableReserve now, pay when you stay
The price is 2.188.872 ₫ per night from 9 Mar to 10 Mar
2.188.872 ₫
2.495.314 ₫ total
9 Mar - 10 Mar
includes taxes & fees
8.2/10 Very Good! (1,247 reviews)
All of the above.

Reviewed on 25 Feb 2026

SpringHill Suites by Marriott Baltimore BWI Airport
See all 1,273 properties in Winchester-on-the-Severn
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-on-the-Severn holiday package cost?
Our Winchester-on-the-Severn packages, which start at just , are an awesome way to save. All you have to do is choose your preferred hotels, flights and more to create your perfect getaway.
How do I get a cheap travel package to Winchester-on-the-Severn?
You'll save a ton of money if you combine your flights, car rentals and hotels into a Winchester-on-the-Severn travel package. Sometimes cheap packages mean fewer options. But that's not the case with Expedia. We offer more than 550 partner airlines and 1null000null000 hotels worldwide, so you'll always have plenty of options to choose from. Eager to save even more? Add some exciting activities to your package deal and unlock even more discounts! After all, travel is about more than just getting to your destination.
Where should I stay in Winchester-on-the-Severn?
Holiday Makers come from far and wide to see U.S. Naval Academy and Maryland State House in Winchester-on-the-Severn. Book a room near these awesome attractions to make sightseeing a breeze.
How far in advance should I book my Winchester-on-the-Severn holiday?
Savvy travellers often reserve their seats as early as possible. You can generally compare international fares on Expedia up to 12 months before your intended flight. If you're booking at the last minute, there's no need to worry. Discounted prices occasionally become available just weeks before departure.
What does an Expedia Winchester-on-the-Severn travel package include?
Car rentals, hotels and flights — we connect you to the best deals. All you have to do is select your preferred combination. After you've made your booking, you can add on the fun stuff like sightseeing activities. Our travel packages make it simple to craft an amazing Winchester-on-the-Severn getaway.
What should I know before booking a Winchester-on-the-Severn travel package?
When you book your hotels, flights and car rentals together, you'll be rewarded with awesome discounts. Whether you're organising a beach break in a villa or want to stay in an upscale city hotel, Expedia can make it happen for less.
Can I choose my airline with a Winchester-on-the-Severn Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our holiday packages give you the flexibility to take your pick of available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Winchester-on-the-Severn holiday package?
If your holiday plans in Winchester-on-the-Severn have been upended, it's good to know that you can cancel your booking. If your booking was made in the last 24 hours, you may be able to get a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge a cancellation fee. For more information, check our Customer Service Portal.

Popular places to visit

Sandy Point State Park

Sandy Point State Park

Enjoy a trip to Sandy Point State Park and popular activities such as boating in Annapolis. Stroll along the area's waterfront or simply savour its top-notch restaurants.

Sandy Point State Park
Maryland State House showing heritage architecture and an administrative building

Maryland State House

After visiting Maryland State House, make a plan to see the other sights and activities in Annapolis. While you're in the area, stroll along the waterfront.

Maryland State House
Hammond-Harwood House

Hammond-Harwood House

You can browse the exhibits at Hammond-Harwood House, a museum with a story of its own, during your travels to Annapolis. Wander the area's waterfront or simply enjoy one of its top-notch restaurants.

Hammond-Harwood House