Top 10 Hotels in Pomona, MD (from $70) 2026 - Competitive Prices

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Our top choices for Pomona hotels

A hotel lobby with a fireplace, seating area, and a television.

1. Comfort Inn & Suites Chestertown

Chestertown

Michael

$98 nightly

Nov 29 - Nov 30

Total with taxes and fees

A living room with a fireplace, a television, and a stone accent wall.

2. Red Roof Inn & Suites Chestertown

Chestertown

Mary

$72 nightly

Nov 5 - Nov 6

Total with taxes and fees

A row of motel rooms with stone walls and red doors.

3. Driftwood Inn

Chestertown

Kathy

$64 nightly

Nov 1 - Nov 2

Total with taxes and fees

Two Adirondack chairs facing a calm body of water with a clear sky above.

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

Grasonville

Michelle

$95 nightly

Nov 29 - Nov 30

Total with taxes and fees

A hotel room with a sofa, armchairs, a TV, a bed, and a large window.

5. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

$83 nightly

Nov 29 - Nov 30

Total with taxes and fees

A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.

6. The Lodge at Great Oak Landing

Chestertown

Steve allen

$124 nightly

Nov 1 - Nov 2

Total with taxes and fees

A boat deck with a white bench and a view of a calm lake and distant trees.

7. Inn at Huntingfield Creek

Rock Hall

Christine

$156 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

8. Best Western Kent Narrows Inn

Grasonville

Beth

$90 nightly

Nov 8 - Nov 9

Total with taxes and fees

A two-story house with a covered porch, a staircase, and a garden area.

9. Haven Point Inn and Gallery

Rock Hall

Joe

$135 nightly

Nov 3 - Nov 4

Total with taxes and fees

A patio with outdoor seating, overlooking a marina with boats.

10. Hilton Garden Inn Kent Island Marina

Grasonville

Thomas E

$126 nightly

Nov 29 - Nov 30

Total with taxes and fees

A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

11. Hyatt Place Kent Narrows & Marina

Grasonville

Joseph

$179 nightly

Nov 1 - Nov 2

Total with taxes and fees

A large, two-story barn-style building with a covered front porch and a garage.

12. Kent Island Resort

Stevensville

Bethany

$164 nightly

Nov 23 - Nov 24

Total with taxes and fees

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

13. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

$237 nightly

Nov 15 - Nov 16

Total with taxes and fees

A spacious living room with a large window overlooking a deck and the sea. There are two sofas, a chair, and a small table with a lamp.

14. Queenstown Harbor Golf Resort

Queenstown

$309 nightly

Nov 25 - Nov 26

Total with taxes and fees

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Hotels recommended for families in Pomona

Comfort Inn & Suites Chestertown

Chestertown

$98 nightly

Nov 29 - Nov 30

Total with taxes and fees

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Top Pomona Hotel Reviews

Hyatt Place Kent Narrows & Marina

10/10 Excellent

"I enjoyed my stay for two nights, My room was clean and comfortable and I loved the water pressure in my shower! The view of the water is so pretty and the staff is amazing😊 I especially want to recognize the sweet lady at the front desk! I believe her name is Charlene. She is so kind and extremely helpful!! I definitely will stay here again,when I come to visit my sister in Queenstown. Thank you for everything 😊"

240' Private Beachfront @Kent Island Love Point - Great for Families

10/10 Excellent

"To have this amount of waterfront property to include two small beach areas with a circular walking path to and from the house is truly unique. The sunrises over the Chester River are beautiful. The view of water from all three levels is stunning. Very tranquil. The firepit with an abundance of firewood was enjoyed by all. The house has lots of character, and was well stocked with everything you need for an enjoyable stay. Communication with Hal was great from start to finish. Would highly recommend to others."

Holiday Inn Express Annapolis East-Kent Island by IHG

10/10 Excellent

"This hotel was very well maintained and the room was very nice. The staff at the front desk were friendly, helpful, and very professional. The grounds were beautiful. Breakfast area as well stocked and maintained. The only suggestion I have is to remove the coffee maker listed on the room amenities on the website. The room does NOT have any coffee maker or supplies. There is a coffee maker available 24/7 with good coffee in the lobby. However, I prefer the coffee maker in the room. Otherwise, the hotel is perfect."

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

10/10 Excellent

"This house was perfect for my family attending a wedding in Annapolis. We stayed all week and enjoyed the absolutely beautiful views and small town charm. The space accommodates, the old and the young for a very easy gathering. This home has every comfort and more."

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

10/10 Excellent

"What a great experience!! The hosts couldn't have been kinder, the house and property were beautiful, and the communication was great! They were so responsive, and obviously were working very hard to make sure everyone had a great stay. Tons of room for people to sleep, visit, and hang out. The house is on a huge wooded lot, and the outside was great too. Highly recommend!"

More cheap stays in Pomona

Driftwood Inn

609 Washington Avenue Chestertown MD

$64 nightly

$70 total

Nov 1 - Nov 2

Total with taxes and fees

5.4/10 (183 reviews)

Hotels in Pomona with star-rating

Frequently asked questions

What is the best area to stay in Pomona?

The best area to stay in Pomona, Maryland, is near the intersection of Main Street and Elm Avenue.

This central location offers easy access to the town's primary amenities and attractions. You'll find a selection of local shops, eateries, and public spaces, including the town square, which often hosts community events. The area is well-connected for exploring the surrounding region.

Couples looking for a quiet getaway will appreciate this area. Its central yet peaceful setting allows for relaxed strolls to local cafes and boutiques, and it serves as a convenient base for exploring nearby natural parks and scenic drives.

For solo travelers, staying near Main Street and Elm Avenue provides a comfortable and convenient experience.

When is the best time to go to Pomona?

The best time to visit Pomona, Maryland, is during the shoulder seasons of spring (April to May) and fall (September to October) when the weather is pleasant and the crowds are smaller.

During these months, the temperatures are mild and comfortable, making it ideal for outdoor activities like exploring the local parks or walking around the town center. Spring brings blossoming flowers and lush greenery, while fall offers beautiful foliage, creating a scenic backdrop for your visit. These seasons also typically see fewer tourists compared to the peak summer months, allowing for a more relaxed experience.

For travelers who enjoy outdoor recreation and scenic beauty, these periods offer the superb conditions.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Pomona.

How much is the nightly rate at a Pomona hotel?

Prices for hotels in Pomona often vary, but you can find a great deal from $70 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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Our top choices for Pomona hotels

1. Comfort Inn & Suites Chestertown

2. Red Roof Inn & Suites Chestertown

3. Driftwood Inn

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

5. Quality Inn Grasonville near Kent Island

6. The Lodge at Great Oak Landing

7. Inn at Huntingfield Creek

8. Best Western Kent Narrows Inn

9. Haven Point Inn and Gallery

10. Hilton Garden Inn Kent Island Marina

11. Hyatt Place Kent Narrows & Marina

12. Kent Island Resort

13. The Inn at Chesapeake Bay Beach Club

14. Queenstown Harbor Golf Resort

Hotels recommended for families in Pomona

Comfort Inn & Suites Chestertown

Top Pomona Hotel Reviews

Hyatt Place Kent Narrows & Marina

More cheap stays in Pomona

Driftwood Inn

Hotels in Pomona with star-rating

Frequently asked questions

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