Search Hotels in Winchester-on-the-Severn, Annapolis

  • 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

Holiday Inn Express Baltimore at the Stadiums by IHG

Holiday Inn Express Baltimore at the Stadiums by IHG
2.5 star property
30.5 km from Winchester-on-the-Severn
8.6 out of 10, Excellent, (458 reviews)
"Love This Place , very clean and the staff are welcoming. "
United States
Capria
The price is ฿3,087
฿3,628 total
includes taxes & fees
22 Feb - 23 Feb
Holiday Inn Express Baltimore at the Stadiums by IHG

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, (476 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is ฿4,182
฿4,768 total
includes taxes & fees
22 Feb - 23 Feb
Anchored Inn at Hidden Harbour 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, (875 reviews)
"Nice staff and rooms"
United States
Walter
The price is ฿2,624
฿2,913 total
includes taxes & fees
16 Mar - 17 Mar
Quality Inn Grasonville near Kent Island

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, (1,003 reviews)
"Nice breakfast, cleanroom. Great location."
United States
Wayne
The price is ฿2,931
฿3,254 total
includes taxes & fees
5 Mar - 6 Mar
Best Western Kent Narrows Inn

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, (1,016 reviews)
"Great staff & clean rooms. "
United States
Carmelo
The price is ฿2,656
฿3,028 total
includes taxes & fees
1 Mar - 2 Mar
Microtel Inn & Suites by Wyndham Gambrills

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, (1,000 reviews)
"Staff was friendly and rooms were clean. Beautiful area to visit. "
United States
Amy
The price is ฿3,554
฿3,945 total
includes taxes & fees
25 Feb - 26 Feb
Hilton Garden Inn Kent Island Marina

Hilton Baltimore BWI Airport

Hilton Baltimore BWI Airport
3.5 star property
25 km from Winchester-on-the-Severn
8.8 out of 10, Excellent, (1,005 reviews)
"Kind friendly staff, room always spotless. "
United States
Alena
The price is ฿3,017
฿3,440 total
includes taxes & fees
8 Mar - 9 Mar
Hilton Baltimore BWI Airport

Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
4 km from Winchester-on-the-Severn
8.8 out of 10, Excellent, (178 reviews)
"Room was very nice and clean. Only thing that needs to change is the parking situation. They need more parking spaces. And they charge $30 for parking. "
United States
Cecilia
The price is ฿3,430
฿3,911 total
includes taxes & fees
24 Feb - 25 Feb
Fairfield Inn & Suites By Marriott Annapolis

Hyatt House BWI Airport Baltimore

Hyatt House BWI Airport Baltimore
3.0 star property
25.7 km from Winchester-on-the-Severn
9.4 out of 10, Exceptional, (790 reviews)
"Very nice, quiet and convenient location by the airport "
United States
Thelma
The price is ฿3,406
฿3,883 total
includes taxes & fees
8 Mar - 9 Mar
Hyatt House BWI Airport Baltimore

Holiday Inn Baltimore BWI Airport by IHG

Holiday Inn Baltimore BWI Airport by IHG
3.0 star property
25.2 km from Winchester-on-the-Severn
9.2 out of 10, Wonderful, (1,168 reviews)
"It was an amazing stay as first timers! "
United States
Harmony
The price is ฿3,218
฿3,669 total
includes taxes & fees
9 Mar - 10 Mar
Holiday Inn Baltimore BWI Airport 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, (961 reviews)
"Clean room, I enjoy staying here every time I'm in the area"
United States
Peter
The price is ฿2,969
฿3,295 total
includes taxes & fees
24 Feb - 25 Feb
Holiday Inn Express Annapolis East-Kent Island by IHG

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, (717 reviews)
"Amazing location and staff!"
United States
Bobbi J.
The price is ฿3,617
฿4,015 total
includes taxes & fees
9 Mar - 10 Mar
Hyatt Place Kent Narrows & Marina

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
5 km from Winchester-on-the-Severn
8.6 out of 10, Excellent, (1,004 reviews)
"The staff were so nice and helpful and the amenities were great. The restaurant and bar were great especially the breakfast and of course the cookies. The shuttle was so convenient, fast, and super polite. Great stay. I recommend and will stay again next time I'm in town. "
United States
Kathy
The price is ฿2,583
฿2,944 total
includes taxes & fees
22 Feb - 23 Feb
DoubleTree by Hilton Hotel Annapolis

Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3.0 star property
4 km from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (60 reviews)
"The staff was kind and attentive. Great location and super clean!"
United States
Bobbi J.
The price is ฿3,961
฿4,515 total
includes taxes & fees
1 Mar - 2 Mar
Residence Inn By Marriott Annapolis

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, (436 reviews)
"Amazing rooms and service!"
United States
Alicia
The price is ฿4,873
฿6,205 total
includes taxes & fees
22 Feb - 23 Feb
The Inn at Chesapeake Bay Beach Club

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
19.6 km from Winchester-on-the-Severn
9.2 out of 10, Wonderful, (1,002 reviews)
"Quiet lodging, great location "
United States
Daniel
The price is ฿3,087
฿3,489 total
includes taxes & fees
16 Mar - 17 Mar
Comfort Inn Conference Center

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
3.0 star property
25.4 km from Winchester-on-the-Severn
8.2 out of 10, Very good, (4,500 reviews)
"Great stay "
United States
Erick
The price is ฿2,121
฿2,417 total
includes taxes & fees
22 Feb - 23 Feb
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
6 km from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (1,001 reviews)
"Great location and friendly staff. "
United States
Shana
The price is ฿2,359
฿2,689 total
includes taxes & fees
8 Mar - 9 Mar
SpringHill Suites by Marriott Annapolis

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
4.3 km from Winchester-on-the-Severn
8.6 out of 10, Excellent, (1,005 reviews)
"An amazing cozy place to stay during this snow storm!"
United States
zhanna
The price is ฿2,902
฿3,308 total
includes taxes & fees
23 Feb - 24 Feb
Hilton Garden Inn Annapolis Downtown

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, (727 reviews)
"Great clean hotel"
United States
Robert
The price is ฿3,901
฿4,584 total
includes taxes & fees
22 Mar - 23 Mar
Courtyard by Marriott Baltimore Downtown/McHenry Row
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 Maryland State House and William Paca 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, Ballet Theater of Maryland and Spa Creek are top sights worth seeing.

Hillsmere

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

Cape Saint Claire

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

Top Winchester-on-the-Severn Hotel Reviews

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.