Best Kent Island Hotels in 2026 from HK$627 - Fully Refundable Options

A coastal town with a marina, a bridge, and a highway.

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Go beyond your typical stay in Kent Island

Family friendly

Apartment

Waterpark

Cottage

Condo

Pool

Pet friendly

Hot tub

Check prices for these dates

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Tomorrow

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Next weekend

Our top choices for Kent Island hotels

1. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

HK$1,500

HK$1,864 total

includes taxes & fees

28 Sept - 29 Sept

Iron/ironing board (on request), free WiFi, individually decorated

2. Kent Island Resort

Stevensville

Bethany

HK$1,264

HK$1,670 total

includes taxes & fees

29 Sept - 30 Sept

3. Hyatt Place Kent Narrows & Marina

Grasonville

Karen

HK$1,192

HK$1,323 total

includes taxes & fees

4 Oct - 5 Oct

Indoor pool, open 5 AM to 11 PM, pool loungers

4. Hilton Garden Inn Kent Island Marina

Grasonville

roney

HK$1,151

HK$1,278 total

includes taxes & fees

4 Oct - 5 Oct

Premium bedding, in-room safe, desk, iron/ironing board

5. Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Emily

HK$996

HK$1,106 total

includes taxes & fees

5 Oct - 6 Oct

In-room safe, desk, laptop workspace, iron/ironing board

6. Best Western Kent Narrows Inn

Grasonville

Joshua

HK$912

HK$1,013 total

includes taxes & fees

28 Sept - 29 Sept

In-room safe, iron/ironing board, free WiFi, bed sheets

7. Quality Inn Grasonville near Kent Island

Grasonville

Faezeh

HK$784

HK$870 total

includes taxes & fees

5 Oct - 6 Oct

8. SpringHill Suites by Marriott Annapolis

Annapolis

Joshua

HK$988

HK$1,126 total

includes taxes & fees

13 Sept - 14 Sept

9. Crowne Plaza Annapolis by IHG

Annapolis

Cynthia

HK$863

HK$983 total

includes taxes & fees

13 Sept - 14 Sept

10. The Westin Annapolis

Annapolis

susan greco

HK$1,404

HK$1,600 total

includes taxes & fees

13 Sept - 14 Sept

11. Historic Inns of Annapolis

Historic District

Amy

HK$830

HK$1,215 total

includes taxes & fees

27 Sept - 28 Sept

12. DoubleTree by Hilton Hotel Annapolis

Annapolis

Chereis

HK$650

HK$741 total

includes taxes & fees

27 Sept - 28 Sept

In-room safe, desk, blackout curtains, iron/ironing board

13. Hilton Garden Inn Annapolis Downtown

Annapolis

Jeffrey

HK$967

HK$1,102 total

includes taxes & fees

13 Sept - 14 Sept

14. Graduate by Hilton Annapolis

Annapolis

Patricia

HK$1,215

HK$1,385 total

includes taxes & fees

1 Oct - 2 Oct

In-room safe, desk, laptop workspace, blackout curtains

15. Holiday Inn Express & Suites Annapolis by IHG

Annapolis

Harold

HK$792

HK$903 total

includes taxes & fees

13 Sept - 14 Sept

16. Courtyard by Marriott Annapolis

Annapolis

Phyllis

HK$760

HK$866 total

includes taxes & fees

27 Sept - 28 Sept

Premium bedding, down duvets, pillow-top beds, in-room safe

17. Annapolis Waterfront Hotel, Autograph Collection

Historic District

Deanna

HK$1,813

HK$2,067 total

includes taxes & fees

4 Oct - 5 Oct

18. Fairfield Inn & Suites By Marriott Annapolis

Annapolis

Gary

HK$996

HK$1,135 total

includes taxes & fees

14 Sept - 15 Sept

Hypo-allergenic bedding, desk, blackout curtains, iron/ironing board

19. Country Inn & Suites by Radisson, Annapolis, MD

Annapolis

Leslie

HK$746

HK$851 total

includes taxes & fees

4 Oct - 5 Oct

20. Residence Inn By Marriott Annapolis

Annapolis

Caitlin

HK$1,129

HK$1,287 total

includes taxes & fees

14 Sept - 15 Sept

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Stay near popular Kent Island attractions

Matapeake State Park

7.6/10 (4 reviews)

Matapeake State Park features serene Chesapeake Bay views from its beach and trails. Enjoy panoramic Bay Bridge vistas while picnicking, or visit the separate dog-friendly beach area.

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Paul Reed Smith Guitars

Witness master luthiers transform raw wood into world-class electric guitars at this renowned factory. The 90-minute guided tour reveals meticulous craftsmanship from wood selection to final assembly.

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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.

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Top Kent Island Hotel Reviews

Sonesta ES Suites Annapolis

8/10 Good

"Our extended family had 7 rooms booked for a 4 day weekend wedding and we were all separated in different buildings. It would have been nice to have them in same area. Because we were there several days we ran out of several things such as towels, paper towels, and coffee packets for our room. I was surprised they didn't replenish any of this without having to get them ourselves. They also do not come and remove garbage or offer new sheets. The rooms were nice and spacious and the staff was friendly."

Rod 'N' Reel Resort

10/10 Excellent

"EVERYTHING WAS GREAT, NICE RELAXING STAY!!!"

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"Convenient, personable staff, comfortable & clean room."

Graduate by Hilton Annapolis

8/10 Good

"Nice hotel with good service"

St Michaels Inn

8/10 Good

"The staff was very welcoming"

Microtel Inn & Suites by Wyndham Gambrills

10/10 Excellent

"Nice and easy"

Courtyard by Marriott Annapolis

8/10 Good

"Nice location to get to the Maryland REN Faire, Annapolis and multiple restaurants and shopping opportunities"

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

10/10 Excellent

"Beautiful, secluded home. Loved listening to the birds in the backyard. Still close to nearby attractions. Comfortable for larger families."

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"Great overnight getaway with comfy beds & pool by the water!"

More cheap stays in Kent Island

Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown MD

HK$565

HK$627 total

16 Sept - 17 Sept

includes taxes & fees

7.2/10 Good! (489 reviews)

Best Western Annapolis

2520 Riva Rd Annapolis MD

HK$593

HK$676 total

27 Sept - 28 Sept

includes taxes & fees

7.8/10 Good! (1,001 reviews)

St Michaels Inn

1228 S Talbot Street St. Michaels MD

HK$741

HK$815 total

16 Sept - 17 Sept

includes taxes & fees

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD

HK$792

HK$903 total

13 Sept - 14 Sept

includes taxes & fees

8.4/10 Very good! (1,000 reviews)

Microtel Inn & Suites by Wyndham Gambrills

2525 Evergreen Rd. Gambrills MD

HK$806

HK$919 total

20 Sept - 21 Sept

includes taxes & fees

9.2/10 Wonderful! (1,151 reviews)

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

HK$912

HK$1,013 total

28 Sept - 29 Sept

includes taxes & fees

8/10 Very good! (1,001 reviews)

Hotels in Kent Island with star-rating

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Kent Island hotels from HK$627

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Kent Island

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Kent Island hotels

1. The Inn at Chesapeake Bay Beach Club

2. Kent Island Resort

3. Hyatt Place Kent Narrows & Marina

4. Hilton Garden Inn Kent Island Marina

5. Holiday Inn Express Annapolis East-Kent Island by IHG

6. Best Western Kent Narrows Inn

7. Quality Inn Grasonville near Kent Island

8. SpringHill Suites by Marriott Annapolis

9. Crowne Plaza Annapolis by IHG

10. The Westin Annapolis

11. Historic Inns of Annapolis

12. DoubleTree by Hilton Hotel Annapolis

13. Hilton Garden Inn Annapolis Downtown

14. Graduate by Hilton Annapolis

15. Holiday Inn Express & Suites Annapolis by IHG

16. Courtyard by Marriott Annapolis

17. Annapolis Waterfront Hotel, Autograph Collection

18. Fairfield Inn & Suites By Marriott Annapolis

19. Country Inn & Suites by Radisson, Annapolis, MD

20. Residence Inn By Marriott Annapolis

Stay near popular Kent Island attractions

Matapeake State Park

Paul Reed Smith Guitars

Learn more about Kent Island

Top Kent Island Hotel Reviews

Sonesta ES Suites Annapolis

Rod 'N' Reel Resort

DoubleTree by Hilton Hotel Annapolis

Graduate by Hilton Annapolis

St Michaels Inn

Microtel Inn & Suites by Wyndham Gambrills

Courtyard by Marriott Annapolis

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

The Inn at Chesapeake Bay Beach Club

More cheap stays in Kent Island

Red Roof Inn & Suites Chestertown

Best Western Annapolis

St Michaels Inn

Holiday Inn Express & Suites Annapolis by IHG

Microtel Inn & Suites by Wyndham Gambrills

Best Western Kent Narrows Inn

Hotels in Kent Island with star-rating

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