Find hotels in Winchester-on-the-Severn, Annapolis

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

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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
16.3 mi from Winchester-on-the-Severn
9.2 out of 10, Wonderful, (248)
"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
$119 nightly
The price is $136
Jan 3 - Jan 4, 2026
Total with taxes and fees
TownePlace Suites by Marriott Fort Meade National Business Park
Terrace/patio
Courtyard Fort Meade BWI Business District

Courtyard Fort Meade BWI Business District

Courtyard Fort Meade BWI Business District
3.0 star property
16.4 mi from Winchester-on-the-Severn
8.8 out of 10, Excellent, (497)
"Clean rooms, quiet, friendly staff."
United States
Dawn
$125 nightly
The price is $143
Dec 20 - Dec 21
Total with taxes and fees
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
14.5 mi from Winchester-on-the-Severn
9.6 out of 10, Exceptional, (674)
"Great view, good ambiance all around"
United States
Dianne
$110 nightly
The price is $122
Dec 22 - Dec 23
Total with taxes and fees
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
16.6 mi 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
$85 nightly
The price is $94
Dec 21 - Dec 22
Total with taxes and fees
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
14.7 mi from Winchester-on-the-Severn
9.2 out of 10, Wonderful, (934)
"It was very comfortable and clean"
United States
Maria
$87 nightly
The price is $97
Jan 3 - Jan 4, 2026
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
14.7 mi from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (1002)
"We stayed overnight, coming to meet some people for a business meeting. Monica at the front desk provided great customer service and was extremely helpful in accommodating us. "
United States
Anthony
$103 nightly
The price is $115
Dec 22 - Dec 23
Total with taxes and fees
Hilton Garden Inn Kent Island Marina
Reception
Kent Island Resort

Kent Island Resort

Kent Island Resort
3.5 star property
10.2 mi from Winchester-on-the-Severn
9.2 out of 10, Wonderful, (128)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
$179 nightly
The price is $195
Dec 16 - Dec 17
Total with taxes and fees
Kent Island Resort
Indoor pool
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
14.6 mi from Winchester-on-the-Severn
8.0 out of 10, Very Good, (1003)
"Our room was clean, smelled great, and the breakfast was good with many options."
United States
Eric
$83 nightly
The price is $93
Dec 22 - Dec 23
Total with taxes and fees
Best Western Kent Narrows Inn
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
10.1 mi from Winchester-on-the-Severn
9.4 out of 10, Exceptional, (430)
"Very nice and clean! Only complaints A few stains on the couch And no body lotion. We really enjoyed our stay! "
United States
DEANNA
$207 nightly
The price is $230
Dec 18 - Dec 19
Total with taxes and fees
The Inn at Chesapeake Bay Beach Club
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
16.2 mi from Winchester-on-the-Severn
9.4 out of 10, Exceptional, (470)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
$149 nightly
The price is $170
Dec 28 - Dec 29
Total with taxes and fees
Anchored Inn at Hidden Harbour Marina
Exterior
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
17.1 mi from Winchester-on-the-Severn
8.6 out of 10, Excellent, (974)
"Exceptional clean staff was great"
United States
Rubenea
$132 nightly
The price is $149
Dec 16 - Dec 17
Total with taxes and fees
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
9.8 mi from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (1002)
"Nice place to stay! Clean, friendly staff, close to restaurants,stores, and movies!"
United States
Valda
$76 nightly
The price is $87
Dec 22 - Dec 23
Total with taxes and fees
Microtel Inn & Suites by Wyndham Gambrills
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
18.7 mi from Winchester-on-the-Severn
7.2 out of 10, Good, (294)
"Definitely need more breakfast options besides the same cheap muffins and granola bars everyday. "
United States
Willow
$63 nightly
The price is $71
Dec 28 - Dec 29
Total with taxes and fees
Americas Best Value Inn Laurel
Lobby
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
14.8 mi from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (1005)
"Rooms were clean. The staff was helpful. Would be nice to have some bottled water in the rooms. "
United States
Ivor
$94 nightly
The price is $107
Jan 9 - Jan 10, 2026
Total with taxes and fees
Fairfield Inn & Suites Arundel Mills BWI Airport
King Jacuzzi Room | Desk, iron/ironing board, free WiFi, wheelchair access
Executive Inn And Suites

Executive Inn And Suites

Executive Inn And Suites
2.0 star property
16.5 mi from Winchester-on-the-Severn
7.2 out of 10, Good, (554)
"The staff is so amazing here! "
United States
Selina
$96 nightly
The price is $109
Dec 22 - Dec 23
Total with taxes and fees
Executive Inn And Suites
Exterior
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
18.1 mi from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (702)
"The staff was wonderful."
United States
Pamela
$116 nightly
The price is $136
Dec 22 - Dec 23
Total with taxes and fees
Courtyard by Marriott Baltimore Downtown/McHenry Row
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
18.9 mi from Winchester-on-the-Severn
6.8 out of 10, (1003)
"☺️"
Mexico
Sendy
$60 nightly
The price is $68
Jan 5 - Jan 6, 2026
Total with taxes and fees
Sleep Inn & Suites Laurel near Fort Meade
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
18.8 mi from Winchester-on-the-Severn
6.8 out of 10, (1004)
"Great stay!"
United States
Yolanda
$65 nightly
The price is $74
Dec 21 - Dec 22
Total with taxes and fees
Days Inn & Suites by Wyndham Laurel Near Fort Meade
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
14.9 mi from Winchester-on-the-Severn
8.2 out of 10, Very Good, (1007)
"Nice place to stay "
United States
Anthony
$88 nightly
The price is $101
Dec 17 - Dec 18
Total with taxes and fees
SpringHill Suites by Marriott Arundel Mills BWI Airport
Superior Room, 1 King Bed (Smoke Free) | In-room safe, desk, laptop workspace, blackout drapes
Red Roof Inn Washington DC - Laurel

Red Roof Inn Washington DC - Laurel

Red Roof Inn Washington DC - Laurel
2.0 star property
18.1 mi from Winchester-on-the-Severn
7.2 out of 10, Good, (1001)
"Good parking "
United States
Vickie
$64 nightly
The price is $72
Jan 1 - Jan 2, 2026
Total with taxes and fees
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 Spa Creek and Ballet Theater of Maryland.

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

Wingate by Wyndham Baltimore BWI Airport

Wingate by Wyndham Baltimore BWI Airport

10/10 Excellent
"We had such a great time. I was disappointed when I read some reviews. But soo happy I did not listen to them. The staff was excellent location to stadium perfect. Shuttle was above and beyond. We all 6 of us 4 rooms 2 nights have no complaints and will stay again "
Dorothy 2-night trip
Posted 13 hours ago
Wingate by Wyndham Baltimore BWI Airport

Frequently asked questions

Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winchester-on-the-Severn.
How can I save on a Winchester-on-the-Severn hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Winchester-on-the-Severn hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

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How much is the nightly rate at a Winchester-on-the-Severn hotel?
Hotel prices in Winchester-on-the-Severn often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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