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
Aerial Panoramic View Annapolis Maryland State House Capital City

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

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is 2.372.200 ₫ per night from 12 Jul to 13 Jul
2.372.200 ₫
3.604.110 ₫ total
12 Jul - 13 Jul
includes taxes & fees
9/10 Wonderful! (1,880 reviews)
"Room was good…air conditioning died late Saturday evening and woke up Sunday morning in a pool of sweat. Went down and talked with the staff about it and while they were kind, they did not offer to compensate for the inconvenience."

Reviewed on 13 Jun 2026

Historic Inns of Annapolis
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 3.157.200 ₫ per night from 22 Jun to 23 Jun
3.157.200 ₫
3.599.208 ₫ total
22 Jun - 23 Jun
includes taxes & fees
8/10 Very Good! (1,314 reviews)
"The room was very nice and comfortable. The staff was friendly and polite. Breakfast was good, great variety; hot/cold cereal, pancakes, eggs, sausage, yogurt, bagels, English muffins and coffee cake, beverages and fruit. One issue, dishwasher was leaking; this was addressed with front desk staff. ..."

Reviewed on 13 Jun 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 2.999.340 ₫ per night from 21 Jun to 22 Jun
2.999.340 ₫
3.419.247 ₫ total
21 Jun - 22 Jun
includes taxes & fees
9.2/10 Wonderful! (1,292 reviews)
"This is just not a nice property…old."

Reviewed on 13 Jun 2026

Holiday Inn Baltimore BWI Airport by IHG
See all 1,285 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.