Photo by KaiG

Search Hotels in Oyster Harbor, Annapolis

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
17 Aug - 18 Aug
Tomorrow
18 Aug - 19 Aug
Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug

Filter by

Guest rating
Guest rating
Property class

Top Trending Hotels Near Oyster Harbor, Annapolis

The Wildset
Premium Room | 1 bedroom, Frette Italian sheets, premium bedding, iron/ironing board

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (359)
"Fantastic place for a couple getaway. "
The price is ฿6,982
฿8,394 total
includes taxes & fees
18 Aug - 19 Aug
The Wildset
Mariners Motel
Marina

Mariners Motel

2.0 star property
9.4 out of 10, Exceptional, (89)
"Very nice old school motel just about on the water in Rock Hall. Perfect if you’re in town for marina stuff. "
The price is ฿5,039
฿5,593 total
includes taxes & fees
18 Aug - 19 Aug
Mariners Motel
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (887)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is ฿4,252
฿4,720 total
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Annapolis East-Kent Island by IHG
Comfort Inn Conference Center
American cuisine

Comfort Inn Conference Center

2.5 star property
9.2 out of 10, Wonderful, (1005)
"The staff was very pleasant, and it was great to stay somewhere that still has room service! Comfortable beds, good location."
The price is ฿3,213
฿3,631 total
includes taxes & fees
20 Aug - 21 Aug
Comfort Inn Conference Center
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1008)
"Very nice stay"
The price is ฿3,265
฿3,591 total
includes taxes & fees
1 Sept - 2 Sept
St Michaels Inn
Best Western Kent Narrows Inn
In-room safe, individually decorated, individually furnished, desk

Best Western Kent Narrows Inn

2.5 star property
8.0 out of 10, Very good, (1003)
"Excellent location"
The price is ฿3,531
฿3,919 total
includes taxes & fees
24 Aug - 25 Aug
Best Western Kent Narrows Inn
Rod 'N' Reel Resort
Superior Studio Suite | Balcony

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1003)
"Great place to stay."
The price is ฿4,352
฿5,480 total
includes taxes & fees
18 Aug - 19 Aug
Rod 'N' Reel Resort
Wylder Tilghman Island
Seasonal outdoor pool

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (61)
"Good service and good options to enjoy the stays. "
The price is ฿5,550
฿7,533 total
includes taxes & fees
25 Aug - 26 Aug
Wylder Tilghman Island
The Inn at Chesapeake Bay Beach Club
Front of property – evening/night

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (411)
"Great location and amenities"
The price is ฿7,303
฿8,932 total
includes taxes & fees
25 Aug - 26 Aug
The Inn at Chesapeake Bay Beach Club
Flag House Inn
Front of property

Flag House Inn

3.5 star property
9.6 out of 10, Exceptional, (75)
"Lovely B&B close to EVERYTHING! The host were so kind and helpful. The common areas were very nice as well as the front porch!"
The price is ฿4,528
฿5,162 total
includes taxes & fees
18 Aug - 19 Aug
Flag House Inn
Inn at Huntingfield Creek
Lake

Inn at Huntingfield Creek

3.5 star property
10.0 out of 10, Exceptional, (52)
"Everything was lovely. Our cottage private and very nice. Breakfast delicious. Close to town. "
Inn at Huntingfield Creek
Anchored Inn at Hidden Harbour Marina
Front of property

Anchored Inn at Hidden Harbour Marina

2.5 star property
9.4 out of 10, Exceptional, (443)
"The staff specifically Victoria was impeccable! "
The price is ฿5,813
฿6,627 total
includes taxes & fees
1 Sept - 2 Sept
Anchored Inn at Hidden Harbour Marina
SpringHill Suites by Marriott Annapolis
Free daily self-service breakfast

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1006)
"Great place"
The price is ฿3,283
฿3,743 total
includes taxes & fees
24 Aug - 25 Aug
SpringHill Suites by Marriott Annapolis
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (109)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
The price is ฿5,337
฿7,111 total
includes taxes & fees
1 Sept - 2 Sept
Kent Island Resort
Laurel Grove Inn on the South
Outdoor dining

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (519)
"Beautiful property and lovely hosts."
Laurel Grove Inn on the South
Quality Inn
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets

Quality Inn

2.5 star property
7.8 out of 10, Good, (808)
"Conveniently located with overall great value."
The price is ฿3,177
฿3,526 total
includes taxes & fees
14 Sept - 15 Sept
Quality Inn
134 Prince - Luxury Boutique Hotel
Exterior

134 Prince - Luxury Boutique Hotel

2.5 star property
9.8 out of 10, Exceptional, (23)
"Great boutique hotel for an overnight. Terrific location and accommodating staff. Couldn't have been a better stay. "
134 Prince - Luxury Boutique Hotel
George Brooks House B&B
Exterior

George Brooks House B&B

3.0 star property
8.8 out of 10, Excellent, (61)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is ฿6,719
฿7,390 total
includes taxes & fees
18 Aug - 19 Aug
George Brooks House B&B
Holiday Inn Express & Suites Annapolis by IHG
Free daily buffet breakfast

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very good, (1002)
"Great staff….property a bit “tired” but a very friendly staff working hard to make it comfortable. A decent value for location and price!"
The price is ฿3,148
฿3,589 total
includes taxes & fees
20 Aug - 21 Aug
Holiday Inn Express & Suites Annapolis by IHG
Historic Inns of Annapolis
Terrace/patio

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1831)
"Great stay"
Historic Inns of 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Where to stay in Oyster Harbor

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

Historic District

1 out of top 10 points of interest in this area

While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.

Eastport map

Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

Murray Hill map

Murray Hill

If you're spending some time in Murray Hill, Ballet Theater of Maryland and Spa Creek are top sights worth seeing.

Cape Saint Claire map

Cape Saint Claire

Though Cape Saint Claire may not have many top sights, you can venture to the surrounding area to see attractions like Sandy Point State Park and Chesapeake Bay Bridge.

Maryland Quiet Waters Park showing a garden and a house
Hillsmere map

Hillsmere

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

Top Oyster Harbor Hotel Reviews

Comfort Inn Conference Center

Comfort Inn Conference Center

10/10 Excellent
"Clean and room is big"
Marilou 3-night trip
Posted 5 days ago
Comfort Inn Conference Center

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.

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 places to visit in the area around Oyster Harbor include Bay Ridge Beach, Annapolis Golf Club and Maryland Quiet Waters Park. When you're sightseeing in Annapolis, Bay Bridge Market Place Shopping Center and Carrs Beach are also worth a stop.