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Our top choices for Winchester-on-the-Severn hotels

Studio, 1 Queen Bed with Sofa bed | Private kitchen | Fridge, microwave, oven, stovetop
TownePlace Suites by Marriott Fort Meade National Business Park

TownePlace Suites by Marriott Fort Meade National Business Park

TownePlace Suites by Marriott Fort Meade National Business Park
3.0 star property
26.2 km from Winchester-on-the-Severn
9.2 out of 10, Wonderful, (249)
"The room was very nice & spotless as well as the bathroom. Breakfast was a bit limited but otherwise I enjoyed my short stay."
United States
Garett
The price is NT$4,055
NT$4,623 total
includes taxes & fees
Jan 24 - 2026/1/25
TownePlace Suites by Marriott Fort Meade National Business Park
Lobby
Courtyard Fort Meade BWI Business District

Courtyard Fort Meade BWI Business District

Courtyard Fort Meade BWI Business District
3.0 star property
26.4 km from Winchester-on-the-Severn
8.8 out of 10, Excellent, (498)
"Clean rooms, quiet, friendly staff."
United States
Dawn
The price is NT$3,932
NT$4,483 total
includes taxes & fees
Jan 2 - 2026/1/3
Courtyard Fort Meade BWI Business District
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
23.3 km from Winchester-on-the-Severn
9.6 out of 10, Exceptional, (683)
"friendly staff, clean room / lobby, nice bar, everything was great"
United States
William
The price is NT$3,646
NT$4,047 total
includes taxes & fees
Jan 19 - 2026/1/20
Hyatt Place Kent Narrows & Marina
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
26.7 km from Winchester-on-the-Severn
7.8 out of 10, Good, (863)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is NT$2,645
NT$2,936 total
includes taxes & fees
Jan 2 - 2026/1/3
Quality Inn Grasonville near Kent Island
Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
23.6 km from Winchester-on-the-Severn
9.2 out of 10, Wonderful, (941)
"It was very comfortable and clean"
United States
Maria
The price is NT$2,483
NT$2,756 total
includes taxes & fees
Jan 25 - 2026/1/26
Holiday Inn Express Annapolis East-Kent Island by IHG
Front of property - evening/night
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
16.2 km from Winchester-on-the-Severn
9.4 out of 10, Exceptional, (432)
"Very nice and clean! Only complaints A few stains on the couch And no body lotion. We really enjoyed our stay! "
United States
DEANNA
The price is NT$5,187
NT$6,557 total
includes taxes & fees
Jan 4 - 2026/1/5
The Inn at Chesapeake Bay Beach Club
Aerial view
Kent Island Resort

Kent Island Resort

Kent Island Resort
3.5 star property
16.5 km from Winchester-on-the-Severn
9.2 out of 10, Wonderful, (130)
"Beautiful and peaceful property!"
United States
Jerry
The price is NT$3,778
NT$5,288 total
includes taxes & fees
Jan 4 - 2026/1/5
Kent Island Resort
In-room safe, individually decorated, individually furnished, desk
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
23.5 km from Winchester-on-the-Severn
8.0 out of 10, Very Good, (1002)
"Nice place "
United States
Tucker T
The price is NT$2,622
NT$2,911 total
includes taxes & fees
Jan 4 - 2026/1/5
Best Western Kent Narrows Inn
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
23.6 km from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (1002)
"Clean and friendly staff"
United States
Lisa
The price is NT$3,841
NT$4,263 total
includes taxes & fees
Jan 4 - 2026/1/5
Hilton Garden Inn Kent Island Marina
Front of property
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
26.1 km from Winchester-on-the-Severn
9.4 out of 10, Exceptional, (471)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is NT$4,215
NT$4,806 total
includes taxes & fees
Dec 30 - Dec 31
Anchored Inn at Hidden Harbour Marina
Full-size fridge, microwave, stovetop, dishwasher
Staybridge Suites Washington D.C.- Greenbelt by IHG

Staybridge Suites Washington D.C.- Greenbelt by IHG

Staybridge Suites Washington D.C.- Greenbelt by IHG
3.0 star property
27.5 km from Winchester-on-the-Severn
8.6 out of 10, Excellent, (981)
"Exceptional clean staff was great"
United States
Rubenea
The price is NT$3,741
NT$4,227 total
includes taxes & fees
Dec 30 - Dec 31
Staybridge Suites Washington D.C.- Greenbelt by IHG
Exterior
Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
15.7 km from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (1006)
"Nice place to stay! Clean, friendly staff, close to restaurants,stores, and movies!"
United States
Valda
The price is NT$2,389
NT$2,723 total
includes taxes & fees
Jan 5 - 2026/1/6
Microtel Inn & Suites by Wyndham Gambrills
Terrace/patio
Fairfield Inn & Suites Arundel Mills BWI Airport

Fairfield Inn & Suites Arundel Mills BWI Airport

Fairfield Inn & Suites Arundel Mills BWI Airport
2.5 star property
23.8 km from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (1000)
"Rooms were clean. The staff was helpful. Would be nice to have some bottled water in the rooms. "
United States
Ivor
The price is NT$3,015
NT$3,437 total
includes taxes & fees
Jan 11 - 2026/1/12
Fairfield Inn & Suites Arundel Mills BWI Airport
Room, 1 King Bed, Non Smoking | Desk, laptop workspace, iron/ironing board, free cribs/infant beds
Americas Best Value Inn Laurel

Americas Best Value Inn Laurel

Americas Best Value Inn Laurel
2.5 star property
30.1 km from Winchester-on-the-Severn
7.2 out of 10, Good, (296)
"Definitely need more breakfast options besides the same cheap muffins and granola bars everyday. "
United States
Willow
The price is NT$2,337
NT$2,641 total
includes taxes & fees
Dec 30 - Dec 31
Americas Best Value Inn Laurel
Free daily buffet breakfast
SpringHill Suites by Marriott Arundel Mills BWI Airport

SpringHill Suites by Marriott Arundel Mills BWI Airport

SpringHill Suites by Marriott Arundel Mills BWI Airport
2.5 star property
24 km from Winchester-on-the-Severn
8.2 out of 10, Very Good, (1006)
"Very good service, great breakfast. Comfortable beds and friendly staff. I definitely recommend it, would stay again."
United States
Dorothy
The price is NT$2,779
NT$3,168 total
includes taxes & fees
Dec 30 - Dec 31
SpringHill Suites by Marriott Arundel Mills BWI Airport
Exterior
Home2 Suites by Hilton Arundel Mills/BWI Airport

Home2 Suites by Hilton Arundel Mills/BWI Airport

Home2 Suites by Hilton Arundel Mills/BWI Airport
3.0 star property
23.8 km from Winchester-on-the-Severn
9.4 out of 10, Exceptional, (675)
"Room was really nice, clean, and spacious! Breakfast was outstanding! Over all great hotel ! Highly recommended it ! "
United States
Rolando
The price is NT$3,658
NT$4,170 total
includes taxes & fees
Jan 5 - 2026/1/6
Home2 Suites by Hilton Arundel Mills/BWI Airport
Indoor pool, sun loungers
Sleep Inn & Suites Laurel near Fort Meade

Sleep Inn & Suites Laurel near Fort Meade

Sleep Inn & Suites Laurel near Fort Meade
2.5 star property
30.4 km from Winchester-on-the-Severn
6.8 out of 10, (1001)
"☺️"
Mexico
Sendy
The price is NT$1,849
NT$2,089 total
includes taxes & fees
Jan 21 - 2026/1/22
Sleep Inn & Suites Laurel near Fort Meade
Property amenity
Courtyard by Marriott Baltimore Downtown/McHenry Row

Courtyard by Marriott Baltimore Downtown/McHenry Row

Courtyard by Marriott Baltimore Downtown/McHenry Row
3.0 star property
29.1 km from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (707)
"We were there to catch a cruise ship and the hotel was very near."
United States
Lynn
The price is NT$3,649
NT$4,288 total
includes taxes & fees
Jan 11 - 2026/1/12
Courtyard by Marriott Baltimore Downtown/McHenry Row
Deluxe Room, 1 King Bed, Non Smoking | Iron/ironing board, cribs/infant beds, free WiFi, bed sheets
Days Inn & Suites by Wyndham Laurel Near Fort Meade

Days Inn & Suites by Wyndham Laurel Near Fort Meade

Days Inn & Suites by Wyndham Laurel Near Fort Meade
2.0 star property
30.3 km from Winchester-on-the-Severn
6.8 out of 10, (1004)
"Room looked like a crack house."
United States
Dexter
The price is NT$2,120
NT$2,396 total
includes taxes & fees
Jan 6 - 2026/1/7
Days Inn & Suites by Wyndham Laurel Near Fort Meade
Exterior
Red Roof Inn Washington DC - Laurel

Red Roof Inn Washington DC - Laurel

Red Roof Inn Washington DC - Laurel
2.0 star property
29.1 km from Winchester-on-the-Severn
7.2 out of 10, Good, (1002)
"Good parking "
United States
Vickie
The price is NT$2,010
NT$2,271 total
includes taxes & fees
Jan 1 - 2026/1/2
Red Roof Inn Washington DC - Laurel
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.
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Where to stay in Winchester-on-the-Severn

Find the best Winchester-on-the-Severn areas and neighborhoods for the activities you enjoy most.
Annapolis which includes street scenes and a city as well as a small group of people

Historic District

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.

Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

Murray Hill

While visiting Murray Hill, you might make a stop by sights like Ballet Theater of Maryland and Spa Creek.

Cape Saint Claire

Boasting three marinas, multiple parks and beaches, Cape St. Claire offers a shopping center and various churches, with easy access to Annapolis and the Chesapeake Bay Bridge via U.S. Route 50.

Maryland Quiet Waters Park featuring a garden and a house

Hillsmere

If you're spending some time in Hillsmere, Maryland Quiet Waters Park and Great Frogs Winery are top sights worth seeing.

Top Winchester-on-the-Severn Hotel Reviews

Holiday Inn Baltimore BWI Airport by IHG

Holiday Inn Baltimore BWI Airport by IHG

10/10 Excellent
"We had a quick last second stay when our late flight got cancelled. Immediately the front desk was helpful and accommodating. Upon our arrival, they helped us get settled and made sure we were comfortable. The room was clean, quiet, and comfortable. The shower was amazing (great water pressure and heat). Although we were only there long enough to clean up and sleep for 6 hours, we had everything we needed, from a timely shuttle to a nice room. "
Ross 1-night trip
Posted 1 day ago
Holiday Inn Baltimore BWI Airport by IHG

Frequently asked questions

What's it like in Winchester-on-the-Severn?
Travelers will be sure to enjoy their time in Annapolis's Winchester-on-the-Severn neighborhood.
If I need to cancel my hotel reservation in Winchester-on-the-Severn, will I receive a refund?
Yes! Most hotel reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of booking. Add dates, click "Search", then you can use the "fully refundable" filter to view the best deals in Winchester-on-the-Severn.
Where can I learn more about changing or cancelling my trip to Winchester-on-the-Severn?
To access more information about picking new dates or cancelling your trip to Winchester-on-the-Severn, click here.
What is there to do in this Annapolis neighborhood?
A few places to visit in the area around Winchester-on-the-Severn include Maryland World War II Memorial, Jonas Green State Park, and Helen Avalynne Tawes Garden. When you're sightseeing in Annapolis, Navy-Marine Corps Memorial Stadium and Severna Park Golf Center are also worth a stop.

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