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Oct 25 - Oct 26
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Our top choices for Pomona hotels

A hotel lobby with a fireplace, seating area, and a television.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A spacious dining area with multiple tables and chairs, a central island, and a kitchen in the background.
A hotel room with a bed, a sofa, a dining table, and a small round table.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
United States
Michael
$98 nightly
$109 total
Nov 15 - Nov 16
Total with taxes and fees
Comfort Inn & Suites Chestertown
A living room with a fireplace, a television, and a stone accent wall.
A multi-story brick building with a covered entrance and a parking lot.
A spacious living room with a fireplace, a stone accent wall, and a television mounted above it.
A hotel room with a bed, a desk, a chair, a sofa, and a painting on the wall.

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
Chestertown
United States
Mary
$72 nightly
$80 total
Nov 1 - Nov 2
Total with taxes and fees
Red Roof Inn & Suites Chestertown
A row of motel rooms with stone walls and red doors.
A living room with a wooden cabinet, a television, a sofa, and a dining table.
A two-story building with a brick facade, large windows, and a sloped roof.
A hotel room with a bed, a small refrigerator, a lamp, a picture on the wall, and a curtain.

3. Driftwood Inn

Driftwood Inn
Chestertown
United States
Kathy
$64 nightly
$70 total
Oct 27 - Oct 28
Total with taxes and fees
Driftwood Inn
A hotel room with a sofa, armchairs, a TV, a bed, and a large window.
A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.
A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.
A Quality Inn hotel with a sign, a lawn, and a building with a clock tower.

4. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
United States
Crystal
$83 nightly
$93 total
Nov 15 - Nov 16
Total with taxes and fees
Quality Inn Grasonville near Kent Island
Two Adirondack chairs facing a calm body of water with a clear sky above.
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.
A reception desk with a modern design, a digital display, and a check-in counter.

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

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
United States
Michelle
$105 nightly
$117 total
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG
A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.
A spacious room with a large window, a seating area with a sofa and armchairs, a small table with a plant, and a display of various items including a mannequin and shelves with products.
A marina with boats docked, a sandy beach with umbrellas, and a pier extending into the water.
A campfire in a stone fire pit by a lakeside at sunset.

6. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
Chestertown
United States
Steve allen
$124 nightly
$137 total
Oct 27 - Oct 28
Total with taxes and fees
The Lodge at Great Oak Landing
A boat deck with a white bench and a view of a calm lake and distant trees.
A buffet with various food items including fruits, pastries, and salads.
A modern living room with a large sofa, a small armchair, a coffee table, and a fireplace.
A large white barn with a star on the side, surrounded by a field of sunflowers, and a large house with a green roof in the background.

7. Inn at Huntingfield Creek

Inn at Huntingfield Creek
Rock Hall
United States
Christine
$156 nightly
$173 total
Nov 16 - Nov 17
Total with taxes and fees
Inn at Huntingfield Creek
A hotel room with a bed, a desk, a chair, a large window with curtains, a wall-mounted painting, and a bathtub.
An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.
A gym with exercise equipment, a bench, and a wall-mounted mirror.
A poolside area with lounge chairs and a mural of a sunset over water.

8. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
United States
Beth
$90 nightly
$100 total
Nov 8 - Nov 9
Total with taxes and fees
Best Western Kent Narrows Inn
A two-story house with a covered porch, a staircase, and a garden area.
A bedroom with a bed, a ceiling fan, a door, a chair, and a wall with three framed pictures.
A garden with a lawn and a table with chairs under a canopy.
A dining room with a long wooden table set for six, surrounded by chairs. There are framed pictures on the walls, a window with a view of trees, and a sofa in the background.

9. Haven Point Inn and Gallery

Haven Point Inn and Gallery
Rock Hall
United States
Joe
$135 nightly
$150 total
Nov 3 - Nov 4
Total with taxes and fees
Haven Point Inn and Gallery
A patio with outdoor seating, overlooking a marina with boats.
A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.
A marina with multiple boats docked, a Hilton Garden Inn hotel, and a parking area.
An indoor swimming pool with clear views of boats and water.

10. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
United States
Charles
$131 nightly
$145 total
Nov 22 - Nov 23
Total with taxes and fees
Hilton Garden Inn Kent Island Marina
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.
Marina
A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.
An outdoor event area with round tables and a view of the water.

11. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
United States
Joseph
$152 nightly
$169 total
Nov 1 - Nov 2
Total with taxes and fees
Hyatt Place Kent Narrows & Marina
A large, two-story barn-style building with a covered front porch and a garage.
A bedroom with a large bed, a bench, a dresser, and two windows with curtains.
A dining room with a round table set for six, surrounded by wooden chairs. A fireplace with ornate details is visible, and a large mirror hangs above it.
A large, two-story white house with a porch and multiple windows.

12. Kent Island Resort

Kent Island Resort
Stevensville
United States
Bethany
$155 nightly
$169 total
Nov 17 - Nov 18
Total with taxes and fees
Kent Island Resort
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A marina with multiple boats docked, a large building with a sign reading 'Wilson's Cove,' and a surrounding landscape with greenery and other buildings.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.
A balcony with a view of a marina filled with boats.

13. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
United States
scott
$237 nightly
$263 total
Nov 15 - Nov 16
Total with taxes and fees
The Inn at Chesapeake Bay Beach Club
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.
A modern kitchen with a dining area, large windows, and a cozy seating arrangement.
A bedroom with two beds, a large window, and a hanging light fixture.
A modern kitchen with a large island, pendant lights, and a view to the outside.

14. Queenstown Harbor Golf Resort

Queenstown Harbor Golf Resort
Queenstown
$309 nightly
$343 total
Nov 25 - Nov 26
Total with taxes and fees
Queenstown Harbor Golf Resort
View all properties

Hotels recommended for families in Pomona

A hotel lobby with a fireplace, seating area, and a television.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A spacious dining area with multiple tables and chairs, a central island, and a kitchen in the background.
A hotel room with a bed, a sofa, a dining table, and a small round table.

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
$98 nightly
$109 total
Nov 15 - Nov 16
Total with taxes and fees
Comfort Inn & Suites Chestertown
A living room with a fireplace, a television, and a stone accent wall.
A multi-story brick building with a covered entrance and a parking lot.
A spacious living room with a fireplace, a stone accent wall, and a television mounted above it.
A hotel room with a bed, a desk, a chair, a sofa, and a painting on the wall.

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
Chestertown
$72 nightly
$80 total
Nov 1 - Nov 2
Total with taxes and fees
Red Roof Inn & Suites Chestertown
A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.
A spacious room with a large window, a seating area with a sofa and armchairs, a small table with a plant, and a display of various items including a mannequin and shelves with products.
A marina with boats docked, a sandy beach with umbrellas, and a pier extending into the water.
A campfire in a stone fire pit by a lakeside at sunset.

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
Chestertown
$124 nightly
$137 total
Oct 27 - Oct 28
Total with taxes and fees
The Lodge at Great Oak Landing
A hotel room with a sofa, armchairs, a TV, a bed, and a large window.
A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.
A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.
A Quality Inn hotel with a sign, a lawn, and a building with a clock tower.

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
$83 nightly
$93 total
Nov 15 - Nov 16
Total with taxes and fees
Quality Inn Grasonville near Kent Island
A house with a swimming pool, surrounded by a fence, and two red umbrellas.
A closet with a wooden floor, a white door, and a blue bag on top.
A bedroom with a bed, a ceiling fan, a painting, and a door leading to another room.
A swimming pool with a curved edge, surrounded by a brick patio and a hedge.

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
$144 nightly
$159 total
Nov 2 - Nov 3
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown
Two Adirondack chairs facing a calm body of water with a clear sky above.
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.
A reception desk with a modern design, a digital display, and a check-in counter.

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
$105 nightly
$117 total
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG
A boat deck with a white bench and a view of a calm lake and distant trees.
A buffet with various food items including fruits, pastries, and salads.
A modern living room with a large sofa, a small armchair, a coffee table, and a fireplace.
A large white barn with a star on the side, surrounded by a field of sunflowers, and a large house with a green roof in the background.

Inn at Huntingfield Creek

Inn at Huntingfield Creek
Rock Hall
$156 nightly
$173 total
Nov 16 - Nov 17
Total with taxes and fees
Inn at Huntingfield Creek
A hotel room with a bed, a desk, a chair, a large window with curtains, a wall-mounted painting, and a bathtub.
An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.
A gym with exercise equipment, a bench, and a wall-mounted mirror.
A poolside area with lounge chairs and a mural of a sunset over water.

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
$90 nightly
$100 total
Nov 8 - Nov 9
Total with taxes and fees
Best Western Kent Narrows Inn
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Top Pomona Hotel Reviews

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

8/10 Good
"Unique place to stay while visiting in Chestertown. 2nd floor only stair accessible. But, nice stay. Beautiful view of the marina when we awoke."
Beth 1-night trip
Posted 8 hours ago
The Lodge at Great Oak Landing
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

10/10 Excellent
"Excellent hotel, fantastic scenic 'on-the-water' location with multiple restaurants nearby. The room was spacious, clean and comfortable. The bar was reasonably priced and had a relaxed atmosphere which was perfect for our trip. Would stay again!"
Hayley 1-night trip
Posted 9 hours ago
Hyatt Place Kent Narrows & Marina
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

10/10 Excellent
"Good hotel"
Michael 1-night trip
Posted 1 day ago
Comfort Inn & Suites Chestertown
Holiday Inn Express Annapolis East-Kent Island by IHG

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."
Michele 1-night trip
Posted 2 days ago
Holiday Inn Express Annapolis East-Kent Island by IHG
The Heron's Nest at Atlantic Marina

The Heron's Nest at Atlantic Marina

10/10 Excellent
"Definitely a great getaway spot! It was an amazing stay and everything was shown in the listing is accurate. If you’re wondering about booking here, I definitely would do it!"
Hope C. 2-night trip
Posted 2 days ago
The Heron's Nest at Atlantic Marina
240' Private Beachfront @Kent Island Love Point - Great for Families

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

10/10 Excellent
"Clean, quiet property with well equipped kitchen and various inside/outside areas for groups to relax, Great view of sunrise from beach or house. Best to bring own games, bikes, outdoor activities as opposed to relying on what is there."
Kevin S. 2-night trip
Posted 5 days ago
240' Private Beachfront @Kent Island Love Point - Great for Families
Waterfront Estate Renting 4BR Guest Cottage w/waterviews of Magothy River

Waterfront Estate Renting 4BR Guest Cottage w/waterviews of Magothy River

10/10 Excellent
"We enjoyed our stay at this lovely home. Hosts of the home were very kind and accommodating. I would definitely recommend this property."
Candace D. 2-night trip
Posted 5 days ago
Waterfront Estate Renting 4BR Guest Cottage w/waterviews of Magothy River
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

10/10 Excellent
"Wonderful staff! Had a problem getting into the bed because it was too high and I was too short. They were wonderful with accommodating my needs! They moved me to a new room and location!"
Katherine 2-night trip
Posted 6 days ago
The Inn at Chesapeake Bay Beach Club
Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

8/10 Good
"The place was a little better than average, I'd stay here again. The room smelled musty as if it used to be a smoking room, but not completely unbearable. The desk help was not friendly but not rude either...kind of robotic. Easy parking, roomy room. Decent shower."
Bill 1-night trip
Posted 10 days ago
Red Roof Inn & Suites Chestertown

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 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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