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Oyster Harbor Hotels, Annapolis

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Check prices for these dates

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
24 Oct - 26 Oct
Next weekend
31 Oct - 2 Nov

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1237 Cheap Hotels in Oyster Harbor - Specials, Reviews, & Last Minute Deals

Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
9.2 out of 10, Wonderful, (906)
"Nice Holiday Inn Express with great water views."
United States
Michael
The price is NZ$215
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior
Courtyard by Marriott Annapolis
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (1000)
"The room was great, and the staff was great. "
United States
Mario
The price is NZ$199
includes taxes & fees
17 Nov - 18 Nov
Courtyard by Marriott Annapolis
View from property
The Westin Annapolis
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1000)
"The friendly and helpful staff made our stay enjoyable. We were out with friends most of the time, so mainly appreciated having a comfortable place to spend nights."
United States
Barbara
The price is NZ$355
includes taxes & fees
3 Nov - 4 Nov
The Westin Annapolis
Terrace/patio
Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island Marina
3.0 star property
9.0 out of 10, Wonderful, (1000)
"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 NZ$261
includes taxes & fees
27 Oct - 28 Oct
Hilton Garden Inn Kent Island Marina
Terrace/patio
Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & Marina
3.0 star property
9.4 out of 10, Exceptional, (642)
"Nice location and restaurants galore in area. "
United States
David
The price is NZ$288
includes taxes & fees
2 Nov - 3 Nov
Hyatt Place Kent Narrows & Marina
Indoor pool
Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHG
3.5 star property
8.8 out of 10, Excellent, (1007)
"Good location"
United States
William Charles Reinhart
The price is NZ$199
includes taxes & fees
2 Nov - 3 Nov
Crowne Plaza Annapolis by IHG
Premium bedding, pillow-top beds, in-room safe, individually furnished
Hampton Inn & Suites Annapolis
Hampton Inn & Suites Annapolis
2.5 star property
8.2 out of 10, Very good, (1014)
"Very good location. "
United States
Chong
The price is NZ$182
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Annapolis
Terrace/patio
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1871)
"The hotel was absolutely clean and close to the shops and restaurants. "
United States
Trudy
Historic Inns of Annapolis
1 bedroom, hypo-allergenic bedding, desk, blackout curtains
Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1000)
"Had a wonderful stay"
United States
John
The price is NZ$192
includes taxes & fees
3 Nov - 4 Nov
Country Inn & Suites by Radisson, Annapolis, MD
Garden
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1000)
"Comfortable place to stay, nice shopping area close by. "
United States
Roya
The price is NZ$199
includes taxes & fees
18 Nov - 19 Nov
DoubleTree by Hilton Hotel Annapolis
Egyptian cotton sheets, premium bedding, pillow-top beds, desk
Sonesta ES Suites Annapolis
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (924)
"Had a great stay."
United States
Melvin
The price is NZ$157
includes taxes & fees
16 Nov - 17 Nov
Sonesta ES Suites Annapolis
Aerial view
Kent Island Resort
Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, (115)
"Great INN super nice staff"
United States
Eric
The price is NZ$425
includes taxes & fees
23 Oct - 24 Oct
Kent Island Resort
Reception
Village Inn Annapolis MD
Village Inn Annapolis MD
2.0 star property
6.2 out of 10, (504)
"The room was very nice, clean and quiet. Great location"
United States
William
The price is NZ$165
includes taxes & fees
3 Nov - 4 Nov
Village Inn Annapolis MD
Room, 2 Queen Beds, Non Smoking, Balcony
Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
8.8 out of 10, Excellent, (872)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is NZ$403
includes taxes & fees
9 Nov - 10 Nov
Annapolis Waterfront Hotel, Autograph Collection
Free daily self-service breakfast
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis
3.0 star property
9.0 out of 10, Wonderful, (1000)
"Clean room, Good breakfast and friendly staff."
United States
Margaret C
The price is NZ$201
includes taxes & fees
16 Nov - 17 Nov
SpringHill Suites by Marriott Annapolis
Exterior
Best Western Annapolis
Best Western Annapolis
2.5 star property
7.8 out of 10, Good, (1000)
"Clean room, nice staff and plenty of parking "
United States
Chauntese
The price is NZ$150
includes taxes & fees
16 Nov - 17 Nov
Best Western Annapolis
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board
Hilton Garden Inn Annapolis
Hilton Garden Inn Annapolis
3.0 star property
8.2 out of 10, Very good, (1000)
"I had a lovely stay."
United States
Kalynn
The price is NZ$144
includes taxes & fees
16 Nov - 17 Nov
Hilton Garden Inn Annapolis
Free daily buffet breakfast
Holiday Inn Express & Suites Annapolis by IHG
Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
8.2 out of 10, Very good, (1000)
"Staff at front desk were incredibly friendly and helpful!"
United States
Nina
The price is NZ$208
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express & Suites Annapolis by IHG
Suite, 1 Bedroom, Terrace | Living area
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
3.0 star property
8.6 out of 10, Excellent, (1010)
"Nice rooms. "
United States
Kevin
The price is NZ$195
includes taxes & fees
17 Nov - 18 Nov
Hilton Garden Inn Annapolis Downtown
American cuisine
Comfort Inn Conference Center
Comfort Inn Conference Center
2.5 star property
9.2 out of 10, Wonderful, (1001)
"It had good parking and restaurant in the hotel with good prices."
United States
Patrick
The price is NZ$195
includes taxes & fees
3 Nov - 4 Nov
Comfort Inn Conference Center
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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Our guide on where to stay in Oyster Harbor

Find the best Oyster Harbor areas for the activities you enjoy most.
Annapolis featuring street scenes and a city as well as a small group of people

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.

Maryland Quiet Waters Park featuring a house and a park

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 Chesapeake Bay and Northern Chesapeake Bay.

Top Oyster Harbor Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Loved everything. Perfect location right on the main drag "
Timothy 1-night trip
Posted 2 days ago
Historic Inns of Annapolis

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Frequently asked questions

What's it like in Oyster Harbor?
Travellers to the Oyster Harbor neighbourhood in Annapolis will be sure to enjoy their stay. Make sure that you visit Chesapeake Bay and Northern Chesapeake Bay as part of your Oyster Harbor travel plans.
What's the best accommodation in Oyster Harbor?
For your stay in Oyster Harbor, Cozy 3-bdrm home in Annapolis. Steps away from the beach/4.7 miles to downtown. is one of the top choices based on our traveller data.
How many hotels are there in Oyster Harbor?
Expedia has 5 Oyster Harbor hotels and other accommodation options, and one might make a good home base for venturing out into the greater Annapolis area.
If I need to cancel my hotel reservation in Oyster Harbor, will I receive a refund?
Yes! You'll find that most hotel room 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 your booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to review the best options available in Oyster Harbor.
What is there to do around this Annapolis neighbourhood?
A few attractions you might want to check out while you're in Oyster Harbor are Chesapeake Bay and Northern Chesapeake Bay. While you're out sightseeing, Bay Ridge Beach and Annapolis Golf Club are a couple of additional sights to visit in Annapolis.