Annapolis Hotel Guide. Hotels in Winchester-on-the-Severn, Annapolis, United States of America

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

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Winchester-on-the-Severn, Annapolis

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, (925)
"nice, clean, up to date, budget friendly hotel"
United States
mike
The price is €76
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express Annapolis East-Kent Island 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, (395)
"Friendly staff and good clean rooms."
United States
Jean
The price is €93
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express Baltimore at the Stadiums by IHG

Hilton Garden Inn Kent Island Marina

3.0 star property
23.6 km from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (1003)
"Easy parking and check in. Conveniently located within walking distance of some great seafood restaurants. Always an enjoyable stay"
United States
Roberta
The price is €114
includes taxes & fees
3 Dec - 4 Dec
Hilton Garden Inn Kent Island Marina

Hyatt Place Kent Narrows & Marina

3.0 star property
23.3 km from Winchester-on-the-Severn
9.4 out of 10, Exceptional, (663)
"My favorite hotel "
United States
Jen
The price is €111
includes taxes & fees
30 Nov - 1 Dec
Hyatt Place Kent Narrows & Marina

The Westin Annapolis

4.0 star property
4.3 km from Winchester-on-the-Severn
8.6 out of 10, Excellent, (1003)
"Great environment"
United States
Salvador E
The price is €150
includes taxes & fees
14 Dec - 15 Dec
The Westin Annapolis

Comfort Suites Columbia Gateway

2.5 star property
29.8 km from Winchester-on-the-Severn
8.2 out of 10, Very good, (1001)
"Great receptionnist "
Canada
Denys
The price is €84
includes taxes & fees
21 Dec - 22 Dec
Comfort Suites Columbia Gateway

Best Western Plus Hotel & Conference Center

2.5 star property
29.6 km from Winchester-on-the-Severn
7.8 out of 10, Good, (1001)
"Yes I love how the room was, I had an amazing stay, the staff was nice and easy to manage I loved it thank you "
United States
Carmen
The price is €90
includes taxes & fees
14 Dec - 15 Dec
Best Western Plus Hotel & Conference Center

Hampton Inn & Suites Annapolis

2.5 star property
5.7 km from Winchester-on-the-Severn
8.2 out of 10, Very good, (1009)
"I had a great experience at my stay at Hampton "
United States
Idris O
The price is €85
includes taxes & fees
3 Dec - 4 Dec
Hampton Inn & Suites Annapolis

Crowne Plaza Annapolis by IHG

3.5 star property
4.5 km from Winchester-on-the-Severn
8.8 out of 10, Excellent, (1011)
"Clean, easy parking, nice staff but over priced breakfast"
United States
Gabrielle
The price is €106
includes taxes & fees
30 Nov - 1 Dec
Crowne Plaza Annapolis by IHG

Kent Island Resort

3.5 star property
16.5 km from Winchester-on-the-Severn
9.2 out of 10, Wonderful, (126)
"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 €137
includes taxes & fees
7 Dec - 8 Dec
Kent Island Resort

Courtyard by Marriott Annapolis

3.0 star property
6 km from Winchester-on-the-Severn
8.6 out of 10, Excellent, (1002)
"Wonderful stay. "
United States
Angela
The price is €96
includes taxes & fees
30 Nov - 1 Dec
Courtyard by Marriott Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
5.4 km from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (1009)
"Wonderful country inn!"
United States
Jennifer
The price is €90
includes taxes & fees
21 Dec - 22 Dec
Country Inn & Suites by Radisson, Annapolis, MD

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, (697)
"Parking was easy. The property is very nice and the personel very friendly."
United States
Katia
The price is €111
includes taxes & fees
22 Dec - 23 Dec
Courtyard by Marriott Baltimore Downtown/McHenry Row

Hilton Garden Inn Annapolis

3.0 star property
6.1 km from Winchester-on-the-Severn
8.2 out of 10, Very good, (1001)
"I had a lovely stay."
United States
Kalynn
The price is €66
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
5 km from Winchester-on-the-Severn
8.6 out of 10, Excellent, (1024)
"Room was comfortable and the staff were courtesy!"
United States
Danny
The price is €60
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Hotel Annapolis

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
Historic District, 4.8 km from Winchester-on-the-Severn
8.8 out of 10, Excellent, (877)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is €144
includes taxes & fees
18 Dec - 19 Dec
Annapolis Waterfront Hotel, Autograph Collection

Sonesta ES Suites Annapolis

3.0 star property
6 km from Winchester-on-the-Severn
8.8 out of 10, Excellent, (955)
"Nice breakfast, clean room, great parking"
United States
Amy
The price is €82
includes taxes & fees
21 Dec - 22 Dec
Sonesta ES Suites Annapolis

Best Western Kent Narrows Inn

2.5 star property
23.5 km from Winchester-on-the-Severn
8.0 out of 10, Very good, (1005)
"Our room was clean, smelled great, and the breakfast was good with many options."
United States
Eric
The price is €88
includes taxes & fees
2 Dec - 3 Dec
Best Western Kent Narrows Inn

Historic Inns of Annapolis

3.5 star property
Historic District, 4.3 km from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (1905)
"Front desk staff was very helpful, and the location was perfect for exploring downtown Annapolis!"
United States
Christine
Historic Inns of Annapolis

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, (428)
"Very nice atmosphere. Fall decor, multiple outdoor fireplaces, water fountains, everything clean, tidy, cozy, and all staff professionally courteous. Just very pleasant all around."
United States
Warren
The price is €198
includes taxes & fees
1 Dec - 2 Dec
The Inn at Chesapeake Bay Beach Club
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 Spa Creek.

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.