Photo by Jennifer Crim

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Aug 11 - Aug 12
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Aug 12 - Aug 13
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Aug 15 - Aug 17
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Aug 22 - Aug 24

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Top 10 trending Kent Island hotels

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 P13,349
P14,684 total
includes taxes & fees
Aug 13 - Aug 14
George Brooks House B&B
Fairfield Inn & Suites By Marriott Annapolis
Property amenity

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (133)
"complimentry breakfast is good ,friendly staff,clean and quite "
The price is P7,251
P8,266 total
includes taxes & fees
Aug 24 - Aug 25
Fairfield Inn & Suites By Marriott Annapolis
SpringHill Suites by Marriott Annapolis
Free daily self-serve breakfast

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Great place"
The price is P6,013
P6,855 total
includes taxes & fees
Aug 18 - Aug 19
SpringHill Suites by Marriott Annapolis
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (107)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
The price is P9,712
P12,881 total
includes taxes & fees
Sep 1 - Sep 2
Kent Island Resort
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, (408)
"Great location and amenities"
The price is P11,704
P14,444 total
includes taxes & fees
Aug 24 - Aug 25
The Inn at Chesapeake Bay Beach Club
The Wildset
1 bedroom, Frette Italian sheets, premium bedding, iron/ironing board

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (355)
"This is where we stay everytime we come to St. Michaels - Top Knotch!"
The price is P11,244
P13,624 total
includes taxes & fees
Aug 26 - Aug 27
The Wildset
The Lodge at Great Oak Landing
Private beach nearby, sun loungers, beach volleyball

The Lodge at Great Oak Landing

3.5 star property
8.2 out of 10, Very Good, (60)
"Great place to get some quiet rest by the water"
The price is P7,548
P8,378 total
includes taxes & fees
Aug 24 - Aug 25
The Lodge at Great Oak Landing
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 P9,956
P11,349 total
includes taxes & fees
Aug 13 - Aug 14
Flag House Inn
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 P8,864
P9,839 total
includes taxes & fees
Aug 13 - Aug 14
Mariners Motel
Red Roof Inn Annapolis
1 bedroom, desk, iron/ironing board, free WiFi

Red Roof Inn Annapolis

2.0 star property
7.2 out of 10, Good, (372)
"I liked the landscaping, the greeting of the lobby staff upon check in, and 2 staff members in the lobby when checking out. The room was very nice and quiet. I am very pleased with this hotel. Thank you for making my stay great."
The price is P4,568
P5,207 total
includes taxes & fees
Aug 13 - Aug 14
Red Roof Inn Annapolis
Sandaway Suites & Beach
Private beach, sun loungers, kayaking, fishing

Sandaway Suites & Beach

3.0 star property
9.4 out of 10, Exceptional, (145)
"Beautiful historic building and rooms. Scenic, quiet grounds, calming views of the bay. A true gem !"
The price is P16,329
P17,962 total
includes taxes & fees
Aug 21 - Aug 22
Sandaway Suites & Beach
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
Inn at Haven Harbour
View from property

Inn at Haven Harbour

3.0 star property
8.0 out of 10, Very Good, (3)
"Steps to the 3rd floor attic Low headroom every where 4' to 5' headroom in front of the toilet 8 yr old banged his head Everything was good except the very small room Don't rent this room unless you're 4' tall I'm surprised it passed inspection "
The price is P11,957
P14,415 total
includes taxes & fees
Aug 13 - Aug 14
Inn at Haven Harbour
Knapps Narrows Marina & Inn
Exterior

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (339)
"Our room overlooked the channel at Knapp's Narrows. The staff is friendly and helpful. We will definitely stay here again."
The price is P12,561
P13,817 total
includes taxes & fees
Aug 28 - Aug 29
Knapps Narrows Marina & Inn
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, (441)
"The staff specifically Victoria was impeccable! "
The price is P10,226
P11,658 total
includes taxes & fees
Sep 1 - Sep 2
Anchored Inn at Hidden Harbour Marina
Inn at Horn Point
Beach nearby

Inn at Horn Point

3.0 star property
9.4 out of 10, Exceptional, (19)
"Family owned with care and pride. Excellent food and recommendations for other restaurants and activities. "
The price is P19,629
P22,377 total
includes taxes & fees
Aug 25 - Aug 26
Inn at Horn Point
Wylder Tilghman Island
Seasonal outdoor pool

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (59)
"Good service and good options to enjoy the stays. "
The price is P9,755
P13,241 total
includes taxes & fees
Aug 24 - Aug 25
Wylder Tilghman Island
The Inn at Tacaro Estate
Horseback riding

The Inn at Tacaro Estate

5.0 star property
9.2 out of 10, Wonderful, (9)
"1940’s estate is maintained to remind you of those times. There was a “Speak-EZ” in the basement they had open Friday and Saturday evenings. My room was spacious and included a balcony. Huge front lawn with a pool and a view to the Bay. "
The price is P19,813
P22,586 total
includes taxes & fees
Aug 18 - Aug 19
The Inn at Tacaro Estate
Red Roof Inn & Suites Chestertown
1 bedroom, desk, laptop workspace, blackout drapes

Red Roof Inn & Suites Chestertown

2.0 star property
7.2 out of 10, Good, (385)
"Good location."
The price is P4,111
P4,563 total
includes taxes & fees
Aug 18 - Aug 19
Red Roof Inn & Suites Chestertown
Parsonage Inn
Porch

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (130)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is P13,064
P14,371 total
includes taxes & fees
Aug 13 - Aug 14
Parsonage Inn
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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Learn more about Kent Island

Cross the Chesapeake Bay Bridge to discover Kent Island's scenic waterfront and fresh seafood restaurants. Kayak through tranquil creeks, cycle the Cross Island Trail, or visit historic Stevensville for a taste of Eastern Shore charm.

See all hotels in Kent Island
Photo by Jennifer Crim
Open Photo by Jennifer Crim

Top Kent Island Hotel Reviews

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

10/10 Excellent
"Such friendly staff"
Elizabeth 1-night trip
Posted 1 day ago
Hilton Garden Inn Annapolis