Hotels with connecting rooms in Kent Island
United States of America
Hotels with connecting rooms
Expedia.com.sg

Kent Island Travel Guide Hotels in Kent Island Flights to Kent Island Car Hire in Kent Island Kent Island Holiday Packages Holiday Rentals in Kent Island

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

Hotels with connecting rooms in Kent Island

Where to?

Dates

your current months are November, 2026 and December, 2026.

November 2026

MonMonday

TueTuesday

WedWednesday

ThuThursday

FriFriday

SatSaturday

SunSunday

December 2026

MonMonday

TueTuesday

WedWednesday

ThuThursday

FriFriday

SatSaturday

SunSunday

Travellers

Room 1

Adults

ChildrenAges 0 to 17

Need to book 9 or more rooms?

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

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Kent Island hotels with connecting rooms

A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

A buffet with various food items, including omelets and baked goods, served in metal containers.

A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.

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

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property

Grasonville

9.2 out of 10, Wonderful, (1,002 reviews)

9.2/10

Wonderful

(1,002 reviews)

"A wonderful stay! Already planning a trip for next year!"

Michelle

The price is S$135

S$135

includes taxes & fees

6 Dec - 7 Dec

Holiday Inn Express Annapolis East-Kent Island by IHG

A hotel room with a bed, a desk, a chair, a large window with curtains, a wall-mounted painting, and a bathtub.

A multi-story hotel with a covered entrance and a flagpole.

An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.

A poolside area with lounge chairs and a mural of a sunset over water.

2. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

2.5 star property

Grasonville

8.0 out of 10, Very good, (1,002 reviews)

8.0/10

Very good

(1,002 reviews)

"Nice location & stay"

Holly

The price is S$128

S$128

includes taxes & fees

15 Nov - 16 Nov

Best Western Kent Narrows Inn

A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.

A restaurant with wooden tables and chairs, a bar area, and a tiled floor.

A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.

3. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property

Annapolis

8.8 out of 10, Excellent, (1,273 reviews)

8.8/10

Excellent

(1,273 reviews)

"Excellent staff & service!"

Michele

The price is S$131

S$131

includes taxes & fees

10 Nov - 11 Nov

DoubleTree by Hilton Hotel Annapolis

A two-story house with a porch, a front door, and a small garden area.

A restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.

A neatly made bed with white linens and a beige pillow, a straw hat on the bed, a wooden nightstand with a small plant and a glass, and a wall-mounted light fixture.

A two-story building with a balcony on the upper floor, outdoor seating with wooden chairs and tables, and a clear view of the surrounding area.

4. The Wildset

The Wildset

2.5 star property

Downtown St. Michaels

9.8 out of 10, Exceptional, (526 reviews)

9.8/10

Exceptional

(526 reviews)

"Wonderful place to stay. The staff was beyond helpful. Everything is homemade and nightly s’mores by the fire pit were so much fun! Can not recommend this place enough!"

Dena

The price is S$313

S$313

includes taxes & fees

1 Dec - 2 Dec

The Wildset

A swimming pool with a clear blue water, surrounded by lounge chairs and a glass wall.

A modern lobby with a sectional sofa, a coffee table, and a blue armchair.

A hotel lobby with a bar area, seating arrangements, and a patterned carpet.

A modern living room with a fireplace, two armchairs, a coffee table, and decorative items.

5. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 star property

Annapolis

8.8 out of 10, Excellent, (1,010 reviews)

8.8/10

Excellent

(1,010 reviews)

"Great location"

Jose

The price is S$151

S$151

includes taxes & fees

6 Dec - 7 Dec

Crowne Plaza Annapolis by IHG

A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

A store with shelves of beverages, a counter with a cash register, and baskets with items.

A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.

6. The Westin Annapolis

The Westin Annapolis

4.0 star property

Annapolis

8.8 out of 10, Excellent, (1,002 reviews)

8.8/10

Excellent

(1,002 reviews)

"This is a fabulous resort! Very clean, great location and the staff is great!"

Bobbi

The price is S$247

S$247

includes taxes & fees

15 Nov - 16 Nov

The Westin Annapolis

A hotel room with two beds, a desk with a chair, a television, and a large window with a view of greenery.

7. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3.0 star property

Annapolis

8.6 out of 10, Excellent, (1,007 reviews)

8.6/10

Excellent

(1,007 reviews)

"Great location, friendly staff."

Joel

The price is S$143

S$143

includes taxes & fees

22 Nov - 23 Nov

Hilton Garden Inn Annapolis Downtown

A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.

A waterfront property with a grassy lawn, white chairs, a dock, and a large building with multiple windows and a flag.

A sailboat docked at a marina with a grassy area and a large white building in the background.

A group of people seated around a table with a view of a body of water and greenery outside.

8. Inn at Perry Cabin

Inn at Perry Cabin

5.0 star property

Downtown St. Michaels

9.6 out of 10, Exceptional, (407 reviews)

9.6/10

Exceptional

(407 reviews)

"Fantastic place; one of those that you don’t want to leave the property until the very sad time to go. Lovely staff, all of them, amazing food."

Virgilio

The price is S$614

S$614

includes taxes & fees

9 Dec - 10 Dec

Inn at Perry Cabin

A balcony with a table set for two, overlooking a marina with boats.

The exterior of the Annapolis Waterfront Hotel with a clear entrance, large windows, and a bench outside.

A waterfront property with a docked boat, a tall building with balconies, and a church spire in the background.

A waterfront area with boats docked, a clear sky, and buildings in the background.

9. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property

Historic District

8.8 out of 10, Excellent, (1,000 reviews)

8.8/10

Excellent

(1,000 reviews)

"Staff was Great, Great Location. Nice Restaurant Bartender was great!"

Donna

The price is S$315

S$315

includes taxes & fees

23 Nov - 24 Nov

Annapolis Waterfront Hotel, Autograph Collection

A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

A hotel pool area with two pools, chairs, and a sunshade.

A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".

A hotel room with a bed, a desk, a chair, a coffee machine, and a tray table.

10. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

3.0 star property

Annapolis

9.0 out of 10, Wonderful, (1,000 reviews)

9.0/10

Wonderful

(1,000 reviews)

"The hotel is close to lots of shopping and dining options."

FRANK

The price is S$148

S$148

includes taxes & fees

29 Nov - 30 Nov

SpringHill Suites by Marriott 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.

View all properties

Explore a world of travel with Expedia

Lodging
Flights
Packages
Cars

4 Star Hotels in Eastern Shore
Standard Link for 4 Star Hotels in Eastern Shore
Hotels with Bars / Lounges in Annapolis
Standard Link for Hotels with Bars / Lounges in Annapolis
Hotels with smoking rooms in Annapolis
Standard Link for Hotels with smoking rooms in Annapolis
Annapolis Hotels
Standard Link for Annapolis Hotels
Hotels near Annapolis Maritime Museum
Standard Link for Hotels near Annapolis Maritime Museum
Gay friendly Hotels in Arnold
Standard Link for Gay friendly Hotels in Arnold
Arnold Hotels
Standard Link for Arnold Hotels
Beach Resorts in Baltimore
Standard Link for Beach Resorts in Baltimore
Boutique Hotels in Baltimore
Standard Link for Boutique Hotels in Baltimore
Budget Hotels in Baltimore
Standard Link for Budget Hotels in Baltimore
Hotels with Airport Shuttle in Baltimore
Standard Link for Hotels with Airport Shuttle in Baltimore
Hotels with free airport shuttle in Baltimore
Standard Link for Hotels with free airport shuttle in Baltimore
Condo Rentals in Bowie
Standard Link for Condo Rentals in Bowie
Hotels with Gyms in Bowie
Standard Link for Hotels with Gyms in Bowie
Bowie Hotels
Standard Link for Bowie Hotels
Gay friendly Hotels in Canton
Standard Link for Gay friendly Hotels in Canton
All Inclusive Hotels and Resorts in Central Maryland
Standard Link for All Inclusive Hotels and Resorts in Central Maryland
Romantic Hotels in Central Maryland
Standard Link for Romantic Hotels in Central Maryland
Centreville Hotels
Standard Link for Centreville Hotels
B&B in Chesapeake Beach
Standard Link for B&B in Chesapeake Beach
Chestertown Hotels
Standard Link for Chestertown Hotels
Cottages in Claiborne
Standard Link for Cottages in Claiborne
Wyndham Hotels in Crofton
Standard Link for Wyndham Hotels in Crofton
Crofton Hotels
Standard Link for Crofton Hotels
Deale Hotels
Standard Link for Deale Hotels
Beach Resorts in Maryland
Standard Link for Beach Resorts in Maryland
Gay friendly Hotels in Maryland
Standard Link for Gay friendly Hotels in Maryland
Hotels with Balcony in Maryland
Standard Link for Hotels with Balcony in Maryland
Hotels with parking in Maryland
Standard Link for Hotels with parking in Maryland
Hotels with smoking rooms in Maryland
Standard Link for Hotels with smoking rooms in Maryland
Hotels with Waterparks in Maryland
Standard Link for Hotels with Waterparks in Maryland
Pet friendly Hotels in Maryland
Standard Link for Pet friendly Hotels in Maryland
Maryland Hotels
Standard Link for Maryland Hotels
Golf Hotels in Eastern Shore
Standard Link for Golf Hotels in Eastern Shore
Hotels with Views in Eastern Shore
Standard Link for Hotels with Views in Eastern Shore
Luxury Hotels in Eastern Shore
Standard Link for Luxury Hotels in Eastern Shore
Easton Hotels
Standard Link for Easton Hotels
Edgemere Hotels
Standard Link for Edgemere Hotels
Condo Rentals in Edgewater
Standard Link for Condo Rentals in Edgewater
Edgewater Hotels
Standard Link for Edgewater Hotels
Friendship Hotels
Standard Link for Friendship Hotels
Glen Burnie Hotels
Standard Link for Glen Burnie Hotels
Inns in Greater Upper Marlboro
Standard Link for Inns in Greater Upper Marlboro
Hotels with Early Check In in Hanover
Standard Link for Hotels with Early Check In in Hanover
Boutique Hotels in Inner Harbor
Standard Link for Boutique Hotels in Inner Harbor
Hotels with Breakfast in Kent Island
Standard Link for Hotels with Breakfast in Kent Island
Hotels with free wifi in Kent Island
Standard Link for Hotels with free wifi in Kent Island
Hotels with Restaurants in Kent Island
Standard Link for Hotels with Restaurants in Kent Island
Guest Houses in Maryland
Standard Link for Guest Houses in Maryland
Naval Academy Hotels
Standard Link for Naval Academy Hotels
Neavitt Hotels
Standard Link for Neavitt Hotels
North Beach Hotels
Standard Link for North Beach Hotels
Cottages in Orchard Beach
Standard Link for Cottages in Orchard Beach
Oxford Hotels
Standard Link for Oxford Hotels
Cottages in Pasadena
Standard Link for Cottages in Pasadena
Pasadena Hotels
Standard Link for Pasadena Hotels
Marriott Hotels & Resorts in Queenstown
Standard Link for Marriott Hotels & Resorts in Queenstown
Queenstown Hotels
Standard Link for Queenstown Hotels
Rose Haven Hotels
Standard Link for Rose Haven Hotels
Royal Oak Hotels
Standard Link for Royal Oak Hotels
Selby-On-The-Bay Hotels
Standard Link for Selby-On-The-Bay Hotels
Severna Park Hotels
Standard Link for Severna Park Hotels
Sherwood Hotels
Standard Link for Sherwood Hotels
Hotels with indoor pool in St. Michaels
Standard Link for Hotels with indoor pool in St. Michaels
Hotels with Spa in St. Michaels
Standard Link for Hotels with Spa in St. Michaels
Hotels with smoking rooms in Upper Marlboro
Standard Link for Hotels with smoking rooms in Upper Marlboro
Wye Mills Hotels
Standard Link for Wye Mills Hotels

Flights to Annapolis
Standard Link for Flights to Annapolis
Flights to Easton
Standard Link for Flights to Easton
Flights to Edgewater
Standard Link for Flights to Edgewater
Flights to Pasadena
Standard Link for Flights to Pasadena
Flights to Stevensville
Standard Link for Flights to Stevensville
Flights to Maryland
Standard Link for Flights to Maryland
Flights from Stevensville
Standard Link for Flights from Stevensville
Flights from Maryland
Standard Link for Flights from Maryland
Flights from St. Michaels
Standard Link for Flights from St. Michaels
Flights from Amsterdam (AMS) to Easton (ESN)
Standard Link for Flights from Amsterdam (AMS) to Easton (ESN)
Flights from Boston (BOS) to Easton (ESN)
Standard Link for Flights from Boston (BOS) to Easton (ESN)
Flights from Flint (FNT) to Easton (ESN)
Standard Link for Flights from Flint (FNT) to Easton (ESN)
Flights from Hagerstown (HGR) to Annapolis (ANP)
Standard Link for Flights from Hagerstown (HGR) to Annapolis (ANP)
Flights from New York (JFK) to Easton (ESN)
Standard Link for Flights from New York (JFK) to Easton (ESN)
Flights from Singapore (SIN) to Annapolis (ANP)
Standard Link for Flights from Singapore (SIN) to Annapolis (ANP)

Arnold Holidays
Standard Link for Arnold Holidays
Visit Arden-on-the-Severn
Standard Link for Visit Arden-on-the-Severn
Visit Eastern Shore
Standard Link for Visit Eastern Shore
Easton Holidays
Standard Link for Easton Holidays
Ferry Park
Standard Link for Ferry Park
Kunta Kinte–Alex Haley Memorial
Standard Link for Kunta Kinte–Alex Haley Memorial
Maryland Holidays
Standard Link for Maryland Holidays
Visit Maryland
Standard Link for Visit Maryland
Visit Naval Academy
Standard Link for Visit Naval Academy
Queenstown Holidays
Standard Link for Queenstown Holidays
Rod n Reel Charter Fishing
Standard Link for Rod n Reel Charter Fishing
St. Michaels Holidays
Standard Link for St. Michaels Holidays

Car hire in Budget Newport News Apo-900 Bland Blvd
Standard Link for Car hire in Budget Newport News Apo-900 Bland Blvd
Car hire near Maryland
Standard Link for Car hire near Maryland
Enterprise Rental Cars in Glen Burnie
Standard Link for Enterprise Rental Cars in Glen Burnie
Car hire in Europcar 2-7 Go To Times Car Rental Counter
Standard Link for Car hire in Europcar 2-7 Go To Times Car Rental Counter
Payless Rental Cars in Queenstown
Standard Link for Payless Rental Cars in Queenstown

Hotels with connecting rooms in Kent Island

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kent Island hotels with connecting rooms

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

2. Best Western Kent Narrows Inn

3. DoubleTree by Hilton Hotel Annapolis

4. The Wildset

5. Crowne Plaza Annapolis by IHG

6. The Westin Annapolis

7. Hilton Garden Inn Annapolis Downtown

8. Inn at Perry Cabin

9. Annapolis Waterfront Hotel, Autograph Collection

10. SpringHill Suites by Marriott Annapolis

Explore a world of travel with Expedia