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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, (498 reviews)
"Staff were very nice, room was very clean and beds were comfortable!"
United States
Karen
The price is ¥18,794
¥22,083 total
includes taxes & fees
Apr 19 - Apr 20
Holiday Inn Express Baltimore at the Stadiums by IHG

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, (888 reviews)
"Staff was nice and room was clean "
United States
Lauren
The price is ¥15,567
¥17,280 total
includes taxes & fees
Apr 14 - Apr 15
Quality Inn Grasonville near Kent Island

Kent Island Resort

Kent Island Resort
3.5 star property
16.5 km from Winchester-on-the-Severn
9.2 out of 10, Wonderful, (135 reviews)
"Beautiful and peaceful property!"
United States
Jerry
The price is ¥17,742
¥24,471 total
includes taxes & fees
Apr 12 - Apr 13
Kent Island Resort

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, (479 reviews)
"The Anchored Inn at Hidden Harbour Marina is a small gem of a hotel in Deale, Maryland. The staff was incredibly kind and professional. We were there "off season" and enjoyed the quiet. The room was a little small, but the bed was very comfortable. We would stay at the Anchored Inn again in a heartbeat!"
United States
Katey
The price is ¥24,225
¥27,617 total
includes taxes & fees
Apr 12 - Apr 13
Anchored Inn at Hidden Harbour Marina

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, (1,005 reviews)
"Wonderful staff,Clean rooms and comfortable bed!!"
United States
Evette
The price is ¥15,819
¥17,559 total
includes taxes & fees
Apr 22 - Apr 23
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
9.2 out of 10, Wonderful, (1,068 reviews)
"Clean, quiet comfortable place to stay"
United States
Kathryn
The price is ¥13,538
¥15,433 total
includes taxes & fees
Apr 26 - Apr 27
Microtel Inn & Suites by Wyndham Gambrills

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, (447 reviews)
"Very clean room, staff was very nice. "
United States
Byron
The price is ¥29,589
¥36,896 total
includes taxes & fees
Apr 22 - Apr 23
The Inn at Chesapeake Bay Beach Club

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, (738 reviews)
"Clean hotel all around. Friendly stafff and comfortable environment."
United States
Jillian
The price is ¥24,209
¥26,873 total
includes taxes & fees
Apr 23 - Apr 24
Hyatt Place Kent Narrows & 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, (1,003 reviews)
"Staff was friendly and rooms were clean. Beautiful area to visit. "
United States
Amy
The price is ¥20,766
¥23,050 total
includes taxes & fees
Apr 26 - Apr 27
Hilton Garden Inn Kent Island Marina

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, (1,004 reviews)
"Excellent staff Very clean room "
United States
Will
The price is ¥15,768
¥17,818 total
includes taxes & fees
Apr 13 - Apr 14
Comfort Inn Conference Center

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, (986 reviews)
"Very nice hotel, good breakfast selection, clean rooms."
United States
Linda
The price is ¥18,475
¥20,507 total
includes taxes & fees
Apr 20 - Apr 21
Holiday Inn Express Annapolis East-Kent Island by IHG

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, (1,009 reviews)
"Accessible, clean, friendly staff, nice room"
United States
Chenille
The price is ¥18,902
¥21,548 total
includes taxes & fees
Apr 19 - Apr 20
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, (192 reviews)
"Would stay here again! Everyone and everything including location was excellent!"
United States
Paul
The price is ¥21,501
¥24,511 total
includes taxes & fees
Apr 19 - Apr 20
Fairfield Inn & Suites By Marriott Annapolis

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, (1,005 reviews)
"Wonderful and clean accommodations "
United States
Emily
The price is ¥17,360
¥19,790 total
includes taxes & fees
Apr 12 - Apr 13
DoubleTree by Hilton Hotel Annapolis

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
5.8 km from Winchester-on-the-Severn
8.8 out of 10, Excellent, (227 reviews)
"Hotel was clean staff was friendly"
United States
Kim
The price is ¥17,360
¥20,577 total
includes taxes & fees
Apr 13 - Apr 14
Candlewood Suites Annapolis by IHG

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, (1,198 reviews)
"Breakfast was delicious. Staff is amazing!"
United States
Kiayonta
The price is ¥18,141
¥20,681 total
includes taxes & fees
Apr 12 - Apr 13
Holiday Inn Baltimore BWI Airport by IHG

Wingate by Wyndham Baltimore BWI Airport

Wingate by Wyndham Baltimore BWI Airport
2.5 star property
25.5 km from Winchester-on-the-Severn
8.0 out of 10, Very Good, (1,300 reviews)
"The 24/7 airport shuttle was amazing and all of the staff were warm and friendly!"
United States
Faren
The price is ¥12,614
¥14,380 total
includes taxes & fees
Apr 23 - Apr 24
Wingate by Wyndham Baltimore BWI Airport

Best Western Annapolis

Best Western Annapolis
2.5 star property
5.3 km from Winchester-on-the-Severn
7.8 out of 10, Good, (1,000 reviews)
"Great hospitality and breakfast was good…"
United States
Martha
The price is ¥13,619
¥15,526 total
includes taxes & fees
Apr 26 - Apr 27
Best Western Annapolis

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
6.1 km from Winchester-on-the-Severn
8.2 out of 10, Very Good, (1,000 reviews)
"Great Staff and Amenities!!"
United States
MARCUS D
The price is ¥16,456
¥18,760 total
includes taxes & fees
Apr 15 - Apr 16
Hilton Garden Inn Annapolis

The Westin Annapolis

The Westin Annapolis
4.0 star property
4.3 km from Winchester-on-the-Severn
8.8 out of 10, Excellent, (1,000 reviews)
"Room was very clean and comfortable, bed was extremely comfortable. "
United States
Abijah
The price is ¥31,695
¥36,132 total
includes taxes & fees
Apr 19 - Apr 20
The Westin Annapolis
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 and neighborhoods for the activities you enjoy most.

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.

Arundel on the Bay

Former post village turned residential area, Arundel-on-the-Bay boasts a private beach, pier, boat ramp, and boat launch for community use, with the picturesque Thomas Point Lighthouse just a short boat ride away.

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

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.