2 Stars Hotels in Kent Island, Maryland from CA $105

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Check prices for these dates

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Nov 15 - Nov 16
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Nov 16 - Nov 17
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Nov 20 - Nov 22
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Nov 27 - Nov 29

Our top choices for Kent Island 2-star hotels

A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

1. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,006 reviews)
"Convenient to St Michael’s and inexpensive."
United States
John
The price is CA $112
CA $123 total
includes taxes & fees
Dec 1 - Dec 2
St Michaels Inn
A modern hotel kitchen with a central island, seating area, and various kitchen appliances.

2. Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
8.0 out of 10, Very good, (1,008 reviews)
"When I pulled up I was concerned because the hotel was kind of hidden and looked older. To my surprise the room was very updated, clean, quiet, and the breakfast was fantastic. I would stay here again."
United States
Alison
The price is CA $113
CA $129 total
includes taxes & fees
Nov 22 - Nov 23
Best Western Annapolis
A living room with a fireplace, a television, and a stone accent wall.

3. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (514 reviews)
"Nice clean place and priced good. Plenty of mirrors, plenty of counter space, many tv channels even Christian based ones and comfortable bed. The room needs up dating since damage area on ceiling and corner location rug worn spot. I felt safe as a solo, could check in late and close to historic Chestertown. I would come again."
United States
Regina
The price is CA $103
CA $114 total
includes taxes & fees
Nov 22 - Nov 23
Red Roof Inn & Suites Chestertown
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

4. Baymont by Wyndham Easton

Baymont by Wyndham Easton
2.5 star property
Easton
6.8 out of 10, (32 reviews)
"Staff who received us was very helpful and respectful. Breakfast was great, rooms are well maintained and clean."
United States
Edwin
The price is CA $115
CA $126 total
includes taxes & fees
Nov 19 - Nov 20
Baymont by Wyndham Easton
A hotel with a covered entrance, large columns, and a brick facade.

5. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.4 out of 10, Very good, (1,001 reviews)
"Great breakfast and hot tub"
United States
Marc
The price is CA $136
CA $155 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express & Suites Annapolis by IHG
A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.

6. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very good, (1,000 reviews)
"Great location, many shops, restaurants, the breakfast at this location is the best we experienced in many Hampton Inns. The lady that takes care of breakfast there is the best"
United States
Christopher
The price is CA $128
CA $145 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn & Suites Annapolis
A multi-story hotel with a covered entrance and a flagpole.

7. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,003 reviews)
"Nice location & stay"
United States
Holly
The price is CA $128
CA $142 total
includes taxes & fees
Nov 22 - Nov 23
Best Western Kent Narrows Inn
A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

8. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.0 out of 10, Wonderful, (1,000 reviews)
"Plenty of parking! Comfortable beds and pillows. The staff was amazing, kind, helpful and friendly. I would definitely stay there again."
United States
Margaret
The price is CA $170
CA $187 total
includes taxes & fees
Nov 16 - Nov 17
Best Western Plus Easton Inn & Suites
A hotel lobby with a fireplace, seating area, and a television.

9. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (1,000 reviews)
"The front desk staff were so nice, room very clean."
United States
John
The price is CA $138
CA $153 total
includes taxes & fees
Dec 6 - Dec 7
Comfort Inn & Suites Chestertown
A spacious lobby with a staircase, a reception desk, and a dining area.

10. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (1,004 reviews)
"Clean room, friendly staff, great breakfast attendant"
United States
Crystal
The price is CA $118
CA $130 total
includes taxes & fees
Dec 13 - Dec 14
Quality Inn Grasonville near Kent Island
A modern living room with a large window, a dining area, and a kitchen in the background.

11. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (331 reviews)
"I stayed for 2 nights and everything was smooth, check in was quick and easy. The staff were great, friendly, and very helpful. I would recommend staying here."
United States
Ivette
The price is CA $120
CA $137 total
includes taxes & fees
Nov 22 - Nov 23
Candlewood Suites Annapolis by IHG
Two Adirondack chairs facing a calm body of water with a clear sky above.

12. 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)
"Helpful staff, nice location on the river"
United States
Suzanne
The price is CA $136
CA $150 total
includes taxes & fees
Dec 13 - Dec 14
Holiday Inn Express Annapolis East-Kent Island by IHG
A two-story house with a porch, a front door, and a small garden area.

13. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (530 reviews)
"We’d definitely stay again. One areas for improvement-breakfast."
United States
Scott
The price is CA $284
CA $348 total
includes taxes & fees
Dec 1 - Dec 2
The Wildset
A hotel with a parking lot, multiple rooms, and a streetlight.

14. Red Roof Inn Annapolis

Red Roof Inn Annapolis
2.0 star property
Annapolis
7.0 out of 10, Good, (471 reviews)
"A little rundown for the price"
United States
Steven
The price is CA $106
CA $120 total
includes taxes & fees
Nov 16 - Nov 17
Red Roof Inn Annapolis
Room

15. Village Inn Annapolis MD

Village Inn Annapolis MD
2.0 star property
Annapolis
6.2 out of 10, (536 reviews)
"very clean room. All the basic items you need from a budget motel. I admit on the outside the motel looks a bit rough, but inside the rooms where it really matters, it was clean, well organized, and comfortable. I would stay here again, if I was looking for a cheap accommodation in the Annapolis area. Despite being right next to a busy state highway, it was very quiet and conveniently located to a couple of local restaurants and a convenience store."
United States
Keith
The price is CA $118
CA $135 total
includes taxes & fees
Nov 16 - Nov 17
Village Inn Annapolis MD
A modern kitchen with a large island, bar stools, and a wine rack.

16. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (524 reviews)
"Great place, very clean and fresh. Right next to a cool boathouse boat bar and overlooking the marina."
United States
David
The price is CA $230
CA $262 total
includes taxes & fees
Nov 29 - Nov 30
Anchored Inn at Hidden Harbour Marina
A lobby with a fireplace, multiple seating areas, a television, and framed pictures on the walls.

17. Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (595 reviews)
"Pet friendly...very nice for our dog Staff helpful"
United States
Andrew
The price is CA $182
CA $201 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn Easton
A compact hotel room with a single bed, a small desk with a chair, a TV, and a kitchenette.

18. Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
Easton
6.6 out of 10, (405 reviews)
"The room was very clean and quiet and the staff extremely helpful."
United States
Adriana
The price is CA $109
CA $120 total
includes taxes & fees
Dec 14 - Dec 15
Econo Lodge Easton Route 50
A wooden sauna with a central heating unit, two benches with towels, and a small table with bottles and a container.

19. Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
9.0 out of 10, Wonderful, (122 reviews)
"Very nice stay"
United States
Gary
The price is CA $270
CA $368 total
includes taxes & fees
Dec 1 - Dec 2
Wylder Tilghman Island
A two-story white building with a central entrance, steps, and a pink door.

20. 134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
2.5 star property
Annapolis
9.8 out of 10, Exceptional, (52 reviews)
"Great property and super friendly staff!!"
United States
Chris
The price is CA $304
CA $347 total
includes taxes & fees
Nov 16 - Nov 17
134 Prince - Luxury Boutique Hotel

Top Kent Island Hotel Reviews

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

The Wildset

The Wildset
Downtown St. Michaels

10/10 Excellent

Our stay at the Wildset was amazing! The room was beautiful and clean. The staff were available at all hours and did the most to ensure our stay was special. The hotel has lots of small touches that truly make the experience like bikes, a cafe with coffee and drinks, and smore's kits in the evenings.
Canada
Mairi
Reviewed August 11, 2026
The Wildset

Find out more about Kent Island

Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Kent Island, Kent Island you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions.

Several of the best hotels with 2 Stars in Kent Island are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. You won’t believe how inexpensive your next vacation can be when you settle in at a top two star hotel in Kent Island.

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