Winchester-on-the-Severn Vacations

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Price found within the past 48 hours. Click for updated prices.
  • Terrace/patio
    Jul 6 - Jul 11

    Kellogg Conference Hotel at Gallaudet University + Flight

    Northeast
    5 nights
    3.0 star property
    8.2/10 - Very Good (1,000 reviews)
    "Parking detached from the actual hotel. Location setting is excellent and close to many shops and local"
    Reviewed May 12, 2026
    Roundtrip • Tokyo (HND) - Washington (IAD)
    HND - IAD • 1 stop DCA - NRT • 1 stop
    ￥331,951
    ￥273,623
    per traveler
    found 10 hours ago
    Kellogg Conference Hotel at Gallaudet University
  • BBQ/picnic area
    Jul 11 - Jul 17

    The Watermark Hotel + Flight

    McLean
    6 nights
    4.0 star property
    9.6/10 - Exceptional (3,005 reviews)
    "Great hotel"
    Reviewed May 18, 2026
    Roundtrip • Tokyo (NRT) - Washington (DCA)
    NRT - DCA • 1 stop DCA - NRT • 1 stop
    ￥403,532
    ￥337,151
    per traveler
    found 14 hours ago
    The Watermark Hotel
  • Exterior
    Jul 11 - Jul 17

    Hyatt Regency Washington on Capitol Hill + Flight

    Northwest
    6 nights
    4.0 star property
    8.6/10 - Excellent (1,004 reviews)
    "Super friendly staff Room was great Had a nice stay"
    Reviewed May 18, 2026
    Roundtrip • Tokyo (NRT) - Washington (DCA)
    NRT - DCA • 1 stop DCA - NRT • 1 stop
    ￥405,693
    ￥350,276
    per traveler
    found 14 hours ago
    Hyatt Regency Washington on Capitol Hill
  • Seasonal outdoor pool
    Jul 11 - Jul 17

    Holiday Inn Washington Capitol - Natl Mall by IHG + Flight

    Southwest
    6 nights
    3.0 star property
    8.6/10 - Excellent (2,905 reviews)
    "we loved the stay, couple of things that we would recommend improving: -difficult to find swimming pool -mattresses were uncomfortable -no hair dry in the bathroom"
    Reviewed May 18, 2026
    Roundtrip • Tokyo (NRT) - Washington (DCA)
    NRT - DCA • 1 stop DCA - NRT • 1 stop
    ￥385,169
    ￥332,998
    per traveler
    found 14 hours ago
    Holiday Inn Washington Capitol - Natl Mall by IHG
  • Exterior
    Jul 6 - Jul 11

    Capitol Hill Hotel + Flight

    Capitol Hill
    5 nights
    4.0 star property
    9.0/10 - Wonderful (1,313 reviews)
    "Overall we have a great stay, clean room,nice staff, good breakfast , air condition is working well"
    Reviewed May 18, 2026
    Roundtrip • Tokyo (HND) - Washington (IAD)
    HND - IAD • 1 stop DCA - NRT • 1 stop
    ￥343,932
    ￥297,470
    per traveler
    found 10 hours ago
    Capitol Hill Hotel

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
5/5(85 area reviews)

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

Find hotels in Historic District

Winchester-on-the-Severn Hotel Deals

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 ￥18,096 per night from May 31 to Jun 1
￥18,096
￥20,630 total
May 31 - Jun 1
includes taxes & fees
9.2/10 Wonderful! (1,248 reviews)
"Nice place"

Reviewed on May 17, 2026

Holiday Inn Baltimore BWI Airport by IHG
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 ￥12,144 per night from May 25 to May 26
￥12,144
￥13,844 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (4,635 reviews)
"Th EE y did not come to clean the room daily."

Reviewed on May 18, 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 refundableReserve now, pay when you stay
The price is ￥15,715 per night from May 24 to May 25
￥15,715
￥17,915 total
May 24 - May 25
includes taxes & fees
8.2/10 Very Good! (1,735 reviews)
"."

Reviewed on May 17, 2026

Aloft BWI Baltimore Washington International Airport
See all 1,282 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 vacation 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 1,000,000 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?
Vacationers 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 vacation?
Savvy travelers 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 organizing 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 vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our vacation 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 vacation package?
If your vacation 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.

Discover the most popular places to visit in Winchester-on-the-Severn

U.S. Naval Academy

U.S. Naval Academy

4.5/5(450 reviews)

See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.

U.S. Naval Academy
Sandy Point State Park

Sandy Point State Park

4.5/5(13 reviews)

Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.

Sandy Point State Park
Chesapeake Bay Bridge

Chesapeake Bay Bridge

4/5(273 reviews)

Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.

Chesapeake Bay Bridge

Things to do

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

￥6,267
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
Kent Narrows Sunset Cruise

Kent Narrows Sunset Cruise

￥6,268
per adult
Kent Narrows Sunset Cruise
Ashes and Apparitions of Annapolis Ghost Tour

Ashes and Apparitions of Annapolis Ghost Tour

￥5,083
per adult
100% of travellers recommend
Ashes and Apparitions of Annapolis Ghost Tour
See all activities in Annapolis
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.