Hotels in Winchester-on-the-Severn

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

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

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, (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
The price is S$175
includes taxes & fees
3 Jan - 4 Jan, 2026
TownePlace Suites by Marriott Fort Meade National Business Park

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, (497)
"Clean rooms, quiet, friendly staff."
United States
Dawn
The price is S$184
includes taxes & fees
26 Dec - 27 Dec
Courtyard Fort Meade BWI Business District

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, (675)
"Great view, good ambiance all around"
United States
Dianne
The price is S$157
includes taxes & fees
22 Dec - 23 Dec
Hyatt Place Kent Narrows & Marina

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 S$122
includes taxes & fees
21 Dec - 22 Dec
Quality Inn Grasonville near Kent Island

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, (934)
"It was very comfortable and clean"
United States
Maria
The price is S$125
includes taxes & fees
3 Jan - 4 Jan, 2026
Holiday Inn Express Annapolis East-Kent Island by IHG

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)
"Room was clean The staff was excellent.we were greeted each morning with a smile when we came down for coffee. Great service from Sarah in the evening "
United States
Teresa
The price is S$151
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Kent Island Marina

Kent Island Resort

Kent Island Resort
3.5 star property
16.5 km 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
The price is S$251
includes taxes & fees
22 Dec - 23 Dec
Kent Island Resort

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, (1004)
"Our room was clean, smelled great, and the breakfast was good with many options."
United States
Eric
The price is S$119
includes taxes & fees
22 Dec - 23 Dec
Best Western Kent Narrows Inn

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, (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
The price is S$296
includes taxes & fees
21 Dec - 22 Dec
The Inn at Chesapeake Bay Beach Club

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, (470)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is S$197
includes taxes & fees
28 Dec - 29 Dec
Anchored Inn at Hidden Harbour Marina

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, (975)
"Exceptional clean staff was great"
United States
Rubenea
The price is S$188
includes taxes & fees
17 Dec - 18 Dec
Staybridge Suites Washington D.C.- Greenbelt by IHG

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, (1003)
"Nice place to stay! Clean, friendly staff, close to restaurants,stores, and movies!"
United States
Valda
The price is S$112
includes taxes & fees
29 Dec - 30 Dec
Microtel Inn & Suites by Wyndham Gambrills

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, (294)
"Definitely need more breakfast options besides the same cheap muffins and granola bars everyday. "
United States
Willow
The price is S$92
includes taxes & fees
28 Dec - 29 Dec
Americas Best Value Inn Laurel

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, (1005)
"Rooms were clean. The staff was helpful. Would be nice to have some bottled water in the rooms. "
United States
Ivor
The price is S$138
includes taxes & fees
16 Jan - 17 Jan, 2026
Fairfield Inn & Suites Arundel Mills BWI Airport

Executive Inn And Suites

Executive Inn And Suites
2.0 star property
26.5 km from Winchester-on-the-Severn
7.2 out of 10, Good, (554)
"The staff is so amazing here! "
United States
Selina
Executive Inn And Suites

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, (702)
"The staff was wonderful."
United States
Pamela
The price is S$176
includes taxes & fees
22 Dec - 23 Dec
Courtyard by Marriott Baltimore Downtown/McHenry Row

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, (1003)
"☺️"
Mexico
Sendy
The price is S$87
includes taxes & fees
11 Jan - 12 Jan, 2026
Sleep Inn & Suites 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)
"Great stay!"
United States
Yolanda
The price is S$98
includes taxes & fees
18 Dec - 19 Dec
Days Inn & Suites by Wyndham Laurel Near Fort Meade

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, (1008)
"Very good service, great breakfast. Comfortable beds and friendly staff. I definitely recommend it, would stay again."
United States
Dorothy
The price is S$130
includes taxes & fees
25 Dec - 26 Dec
SpringHill Suites by Marriott Arundel Mills BWI Airport

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, (1001)
"Good parking "
United States
Vickie
The price is S$89
includes taxes & fees
21 Dec - 22 Dec
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.

Where to stay in Winchester-on-the-Severn

Find the best Winchester-on-the-Severn areas for the activities you enjoy most.

Historic District

While visiting Historic District, you might make a stop by sights like Thurgood Marshall Memorial and Maryland State House.

Eastport

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

Murray Hill

If you're spending some time in Murray Hill, Spa Creek and Ballet Theater of Maryland are top sights worth seeing.

Cape Saint Claire

While visiting Cape Saint Claire, you might make a stop by sights like Northern Chesapeake Bay and Chesapeake Bay.

Hillsmere

While visiting Hillsmere, you might make a stop by sights like Maryland Quiet Waters Park and Great Frogs Winery.

Top Winchester-on-the-Severn Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What's it like in Winchester-on-the-Severn?
Travellers will be sure to enjoy their time in Annapolis's Winchester-on-the-Severn neighbourhood.
If I need to cancel my hotel reservation in Winchester-on-the-Severn, will I receive a refund?
Yes! The majority of hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of booking. Put your dates in and click on "Search", then filter by "fully refundable" to get the best deals in Winchester-on-the-Severn.
What is there to do in this Annapolis neighbourhood?
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.