𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Kent Island from S$116 (2026) - Fully Refundable Options

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Kent Island

Pet friendly

Pool

Apartment

Hot tub

Condo

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Kent Island hotels

1. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

S$337

includes taxes & fees

28 Sept - 29 Sept

2. Kent Island Resort

Stevensville

Margaret

S$272

includes taxes & fees

14 Sept - 15 Sept

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

Grasonville

Betty

S$172

includes taxes & fees

31 Aug - 1 Sept

4. Hyatt Place Kent Narrows & Marina

Grasonville

Karen

S$238

includes taxes & fees

3 Sept - 4 Sept

5. Hilton Garden Inn Kent Island Marina

Grasonville

roney

S$237

includes taxes & fees

31 Aug - 1 Sept

6. Best Western Kent Narrows Inn

Grasonville

chanel

S$164

includes taxes & fees

28 Sept - 29 Sept

7. Quality Inn Grasonville near Kent Island

Grasonville

Faezeh

S$141

includes taxes & fees

28 Sept - 29 Sept

8. DoubleTree by Hilton Hotel Annapolis

Annapolis

Fabiana

S$141

includes taxes & fees

30 Aug - 31 Aug

9. Crowne Plaza Annapolis by IHG

Annapolis

Heather

S$141

includes taxes & fees

13 Sept - 14 Sept

10. St Michaels Inn

St. Michaels

Karen

S$117

includes taxes & fees

31 Aug - 1 Sept

11. Fairfield Inn & Suites By Marriott Annapolis

Annapolis

Gary

S$184

includes taxes & fees

2 Sept - 3 Sept

12. SpringHill Suites by Marriott Annapolis

Annapolis

Joshua

S$155

includes taxes & fees

13 Sept - 14 Sept

13. Hilton Garden Inn Annapolis Downtown

Annapolis

Nelson

S$153

includes taxes & fees

7 Sept - 8 Sept

14. The Westin Annapolis

Annapolis

susan greco

S$245

includes taxes & fees

30 Aug - 31 Aug

15. Holiday Inn Express & Suites Annapolis by IHG

Annapolis

Frank

S$142

includes taxes & fees

27 Sept - 28 Sept

16. Historic Inns of Annapolis

Historic District

Stephanie

S$198

includes taxes & fees

27 Sept - 28 Sept

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

Annapolis

Leslie

S$138

includes taxes & fees

27 Sept - 28 Sept

18. Residence Inn By Marriott Annapolis

Annapolis

Caitlin

S$196

includes taxes & fees

2 Sept - 3 Sept

19. Sonesta ES Suites Annapolis

Edgewater

Sophia

S$142

includes taxes & fees

21 Sept - 22 Sept

20. Village Inn Annapolis MD

Annapolis

Stephen

S$120

includes taxes & fees

31 Aug - 1 Sept

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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.

See properties

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.

See properties

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

Top Kent Island Hotel Reviews

St Michaels Inn

8/10 Good

"The rooms, though dated, are clean. I did bring to the attention of the manager that the towel bar in my bathroom was coming off. The handrail to walk down the steps into the pool was also loose, which I think is a safety hazard. The manager acknowledged he knew about it, but despite tons of cosmetic work being done outside, which was a bit inconvenient, the hand rail was not tightened Staff was nice, especially Tamia at the front desk and Helena in the breakfast room. The rooms are spacious and the A/C works fine!"

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent

"."

Crowne Plaza Annapolis by IHG

10/10 Excellent

"Large room"

Microtel Inn & Suites by Wyndham Gambrills

10/10 Excellent

"Elijah and Channing were so kind and helpful! We enjoyed our stay and would definitely go back."

Rod 'N' Reel Resort

10/10 Excellent

"It look like they did a lot of upgrades very nice. I really appreciate the staff and service. I will be back soon 😉"

Hilton Garden Inn Annapolis Downtown

10/10 Excellent

"Reception staff are very helpful, hassle free check in and out process.Good dining options within walking distance and very close to the marina and downtown area."

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"Everything was amazing. This has been the perfect place for a little staycation with my husband. Loved it all!"

Kent Island Resort

10/10 Excellent

"A charming property and great location. The staff was pleasant and accommodating. We had dinner at the restaurant, which was fabulous."

Sonesta ES Suites Annapolis

10/10 Excellent

"Spacious rooms, very good breakfast selection, even had tacos for breakfast!"

More cheap stays in Kent Island

Best Western Annapolis

2520 Riva Rd Annapolis MD

S$116

13 Sept - 14 Sept

includes taxes & fees

St Michaels Inn

1228 S Talbot Street St. Michaels MD

S$117

31 Aug - 1 Sept

includes taxes & fees

8/10 Very good! (1,011 reviews)

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD

S$142

27 Sept - 28 Sept

includes taxes & fees

8.4/10 Very good! (1,001 reviews)

Hampton Inn & Suites Annapolis

124 Womack Dr Annapolis MD

S$142

27 Sept - 28 Sept

includes taxes & fees

8.2/10 Very good! (1,001 reviews)

Microtel Inn & Suites by Wyndham Gambrills

2525 Evergreen Rd. Gambrills MD

S$145

13 Sept - 14 Sept

includes taxes & fees

9.2/10 Wonderful! (1,130 reviews)

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

S$164

28 Sept - 29 Sept

includes taxes & fees

Kent Island Hotels from S$116

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. Holiday Inn Express Annapolis East-Kent Island by IHG

4. Hyatt Place Kent Narrows & Marina

5. Hilton Garden Inn Kent Island Marina

6. Best Western Kent Narrows Inn

7. Quality Inn Grasonville near Kent Island

8. DoubleTree by Hilton Hotel Annapolis

9. Crowne Plaza Annapolis by IHG

10. St Michaels Inn

11. Fairfield Inn & Suites By Marriott Annapolis

12. SpringHill Suites by Marriott Annapolis

13. Hilton Garden Inn Annapolis Downtown

14. The Westin Annapolis

15. Holiday Inn Express & Suites Annapolis by IHG

16. Historic Inns of Annapolis

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

18. Residence Inn By Marriott Annapolis

19. Sonesta ES Suites Annapolis

20. Village Inn Annapolis MD

Stay near popular Kent Island attractions

Matapeake State Park

Paul Reed Smith Guitars

Learn more about Kent Island

Top Kent Island Hotel Reviews

St Michaels Inn

Holiday Inn Express & Suites Annapolis by IHG

Crowne Plaza Annapolis by IHG

Microtel Inn & Suites by Wyndham Gambrills

Rod 'N' Reel Resort

Hilton Garden Inn Annapolis Downtown

The Inn at Chesapeake Bay Beach Club

Kent Island Resort

Sonesta ES Suites Annapolis

More cheap stays in Kent Island

Best Western Annapolis

St Michaels Inn

Holiday Inn Express & Suites Annapolis by IHG

Hampton Inn & Suites Annapolis

Microtel Inn & Suites by Wyndham Gambrills

Best Western Kent Narrows Inn

Hotels in Kent Island with star rating

Explore a world of travel with Expedia

Go further with the Expedia app