Hotels in Oyster Harbor, 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

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Oyster Harbor hotels

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
30.3 km from Oyster Harbor
The price is RM613
RM680 total
includes taxes & fees
29 Apr - 30 Apr
Haven Point Inn and Gallery

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
26.6 km from Oyster Harbor
8.8 out of 10, Excellent, (94 reviews)
"Very relaxing stay."
United States
Anne
The price is RM879
RM1,140 total
includes taxes & fees
6 May - 7 May
Wylder Tilghman Island

Kent Island Resort

Kent Island Resort
3.5 star property
13.8 km from Oyster Harbor
9.2 out of 10, Wonderful, (137 reviews)
"Beautiful and peaceful property!"
United States
Jerry
The price is RM538
RM730 total
includes taxes & fees
29 Apr - 30 Apr
Kent Island Resort

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
17.4 km from Oyster Harbor
9.4 out of 10, Exceptional, (482 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 RM601
RM685 total
includes taxes & fees
29 Apr - 30 Apr
Anchored Inn at Hidden Harbour Marina

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
23.2 km from Oyster Harbor
7.8 out of 10, Good, (899 reviews)
"Quiet and comfortable"
United States
charles
The price is RM420
RM466 total
includes taxes & fees
25 May - 26 May
Quality Inn Grasonville near Kent Island

Flag House Inn

Flag House Inn
3.5 star property
Historic District, 6.1 km from Oyster Harbor
9.2 out of 10, Wonderful, (94 reviews)
"Great location. Beautiful room and exemplary service. "
United States
Nathan
The price is RM898
RM1,024 total
includes taxes & fees
3 May - 4 May
Flag House Inn

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
26.8 km from Oyster Harbor
8.6 out of 10, Excellent, (1,000 reviews)
"Great place to stay with lovely views"
United States
David
The price is RM504
RM638 total
includes taxes & fees
12 May - 13 May
Rod 'N' Reel Resort

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
22.1 km from Oyster Harbor
9.2 out of 10, Wonderful, (1,071 reviews)
"Clean, quiet comfortable place to stay"
United States
Kathryn
The price is RM373
RM425 total
includes taxes & fees
26 May - 27 May
Microtel Inn & Suites by Wyndham Gambrills

St Michaels Inn

St Michaels Inn
2.5 star property
28.7 km from Oyster Harbor
8.2 out of 10, Very good, (1,000 reviews)
" Great place,great location, was in town for St Michael Chocolate fest "
United States
Katherine
The price is RM536
RM590 total
includes taxes & fees
3 May - 4 May
St Michaels Inn

Parsonage Inn

Parsonage Inn
3.5 star property
26.1 km from Oyster Harbor
9.2 out of 10, Wonderful, (133 reviews)
"We really enjoyed our stay at The Parsonage. The property and room were kept well. The staff were sweet and attentive. Very good location as far as walking distance to shops, restaurants and the waterfront area. I would certainly return and certainly recommend to anyone visiting St. Michael’s. "
United States
Katie
The price is RM711
RM783 total
includes taxes & fees
29 Apr - 30 Apr
Parsonage Inn

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
25.6 km from Oyster Harbor
9.6 out of 10, Exceptional, (129 reviews)
"A wonderful property with a fantastic location. Super friendly staff. Couldn't ask for a more pleasant stay anywhere. You should book right now."
United States
Timothy
The price is RM988
RM1,087 total
includes taxes & fees
4 May - 5 May
The Tilghman Island Inn

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
20.3 km from Oyster Harbor
8.0 out of 10, Very good, (1,002 reviews)
"Wonderful staff,Clean rooms and comfortable bed!!"
United States
Evette
The price is RM433
RM481 total
includes taxes & fees
12 May - 13 May
Best Western Kent Narrows Inn

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
19.7 km from Oyster Harbor
9.4 out of 10, Exceptional, (13 reviews)
"Beautiful place to stay with a breathtaking view of the Chesapeake Bay from a hilltop. Has a speakeasy bar in the basement which takes you back to the 1920’s. Breakfast is very subperb!"
United States
Philip
The price is RM1,104
RM1,258 total
includes taxes & fees
29 Apr - 30 Apr
The Inn at Tacaro Estate

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
25.8 km from Oyster Harbor
9.4 out of 10, Exceptional, (381 reviews)
"Parking was easy, could see car from room, coffee and tea offered all day, bike sign out was easy"
United States
Katy
The price is RM593
RM652 total
includes taxes & fees
3 May - 4 May
Knapps Narrows Marina & Inn

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
20.3 km from Oyster Harbor
9.0 out of 10, Wonderful, (1,002 reviews)
"Friendly staff "
United States
Kaitlin
The price is RM632
RM701 total
includes taxes & fees
28 May - 29 May
Hilton Garden Inn Kent Island Marina

The Wildset

The Wildset
2.5 star property
26.2 km from Oyster Harbor
9.8 out of 10, Exceptional, (434 reviews)
"Rooms clean and staff was amazing and accommodating. Fire pit with free S’mores was perfect "
United States
Jarrod
The price is RM905
RM1,083 total
includes taxes & fees
6 May - 7 May
The Wildset

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
21.7 km from Oyster Harbor
9.2 out of 10, Wonderful, (1,003 reviews)
"Excellent staff Very clean room "
United States
Will
The price is RM417
RM472 total
includes taxes & fees
26 May - 27 May
Comfort Inn Conference Center

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
29.4 km from Oyster Harbor
10.0 out of 10, Exceptional, (63 reviews)
"The owners and staff were very courteous and nice. The room layout was great and thoughtfully designed and decorated."
United States
Sandra
The price is RM715
RM794 total
includes taxes & fees
5 May - 6 May
Inn at Huntingfield Creek

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
8.5 km from Oyster Harbor
8.8 out of 10, Excellent, (233 reviews)
"Hotel was clean staff was friendly"
United States
Kim
The price is RM383
RM457 total
includes taxes & fees
3 May - 4 May
Candlewood Suites Annapolis by IHG

Idyllic Pasadena Retreat With Garden + Hot Tub!

Idyllic Pasadena Retreat With Garden + Hot Tub!
3.0 star property
24 km from Oyster Harbor
The price is RM777
RM1,840 total
includes taxes & fees
6 May - 7 May
Idyllic Pasadena Retreat With Garden + Hot Tub!
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 Oyster Harbor

Find the best Oyster Harbor 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 Oyster Harbor Hotel Reviews

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 Northern Chesapeake Bay and Chesapeake Bay as part of your Oyster Harbor travel plans.
How many hotels are there in Oyster Harbor?
Expedia has 6 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 Northern Chesapeake Bay and Chesapeake Bay. While you're out sightseeing, Bay Ridge Beach and Annapolis Golf Club are a couple of additional sights to visit in Annapolis.

Explore a world of travel with Expedia