Best Resorts in Galena

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Galena

A modern building with a patio area featuring outdoor seating and a fire pit.

1. Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
3.0 star property
Middletown
9.2 out of 10, Wonderful, (451 reviews)
"Very clean and great staff. Best place in Middleton."
United States
Abigail
$119 nightly
The price is $132
Nov 8 - Nov 9
Total with taxes and fees
Fairfield Inn & Suites by Marriott Middletown
A lobby area with seating, a reception desk, and a refrigerator stocked with beverages.

2. Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (752 reviews)
"Great stay, nice area"
United States
Hamlet
$95 nightly
The price is $105
Dec 6 - Dec 7
Total with taxes and fees
Holiday Inn Express & Suites Middletown by IHG
An indoor swimming pool with clear blue water, a tiled deck, and a view of the outside building.

3. Hampton Inn Middletown

Hampton Inn Middletown
2.5 star property
Middletown
8.8 out of 10, Excellent, (942 reviews)
"Staff was super friendly and helpful, check in was a breeze. Breakfast was lovely. Overall 10/10 will stay again!"
United States
Ashley
$110 nightly
The price is $122
Dec 1 - Dec 2
Total with taxes and fees
Hampton Inn Middletown
A hotel lobby with a fireplace, seating area, and a television.

4. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (998 reviews)
"Good hotel"
United States
Michael
$98 nightly
The price is $109
Dec 6 - Dec 7
Total with taxes and fees
Comfort Inn & Suites Chestertown
A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

5. Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.8 out of 10, Exceptional, (30 reviews)
"Convenient, clean, super friendly host, loved it. Highly recommend!!!"
United States
Quinton
$110 nightly
The price is $117
Nov 9 - Nov 10
Total with taxes and fees
Guest Suite for up to 2 in a Victorian on the Chester River
A living room with a fireplace, a television, and a stone accent wall.

6. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (513 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
$72 nightly
The price is $80
Nov 12 - Nov 13
Total with taxes and fees
Red Roof Inn & Suites Chestertown
A snow-covered porch with a sign for 'Inn at the Canal' and a Christmas tree.

7. Inn At The Canal Bed & Breakfast

Inn At The Canal Bed & Breakfast
3.5 star property
Chesapeake City
9.0 out of 10, Wonderful, (513 reviews)
"Nice property like most B&B dated shower could use update"
United States
Henry
$195 nightly
The price is $207
Nov 8 - Nov 9
Total with taxes and fees
Inn At The Canal Bed & Breakfast
A row of motel rooms with stone walls and red doors.

8. Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.4 out of 10, (183 reviews)
"It was a nice, clean place to stay the night."
United States
Kathy
$64 nightly
The price is $70
Nov 7 - Nov 8
Total with taxes and fees
Driftwood Inn
A hotel room with a sofa, armchair, ottoman, two side tables with lamps, a coffee table, a TV, and a window with curtains.

9. Quality Inn Smyrna

Quality Inn Smyrna
2.5 star property
Smyrna
7.6 out of 10, Good, (1,000 reviews)
"Clean room and friendly staff"
United States
Tonya
$68 nightly
The price is $76
Dec 7 - Dec 8
Total with taxes and fees
Quality Inn Smyrna
A hotel room with two beds, each with floral bedding, a large mirror, and two wall-mounted lamps.

10. Pleasant Hill Motel

Pleasant Hill Motel
2.5 star property
Middletown
7.2 out of 10, Good, (192 reviews)
"It was a good place to stay for the night."
United States
Ed
$77 nightly
The price is $85
Nov 10 - Nov 11
Total with taxes and fees
Pleasant Hill Motel
A bedroom with a wooden headboard, striped pillows, a turtle-shaped pillow, and wall-mounted lamps.

11. Turtle Cove Room

Turtle Cove Room
Kent County
10.0 out of 10, Exceptional, (1 review)
"The host was very communicative. The room was clean. It was quiet and peaceful. There were blackout curtains on the windows. A very pleasant stay."
United States
Jennifer M.
$176 nightly
The price is $191
Nov 9 - Nov 10
Total with taxes and fees
Turtle Cove Room
A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.

12. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
8.0 out of 10, Very good, (127 reviews)
"Nice restairant and bar"
United States
Steve allen
$124 nightly
The price is $137
Nov 8 - Nov 9
Total with taxes and fees
The Lodge at Great Oak Landing
A covered porch with a wooden floor, a sofa with cushions, a ceiling fan, and a view of a green landscape.

13. Beachcomber Suite

Beachcomber Suite
Kent County
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved staying at the Beachcomber Suite. Tucked away off the main road, with a massive screened porch to enjoy the country side and gardens. It was cosy, clean, well appointed. The shower was amazing. We had a multi-course dinner at Sassafras on the water which was right up the road, 3 minutes away on the water front. I got a text from Jane and Dennis that evening if I wanted fresh bagels in the morning. Well, of course I do! They were warm multi seed and fantastic start to...
United States
Lisa E.
$183 nightly
The price is $199
Nov 9 - Nov 10
Total with taxes and fees
Beachcomber Suite
A house with a swimming pool, surrounded by a fence, and two red umbrellas.

14. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (133 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
$136 nightly
The price is $150
Nov 9 - Nov 10
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown
A riverside dock with boats, a covered seating area, and a bridge in the background.

15. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (31 reviews)
"Cute place. Clean, comfortable, and convenient to the soccer complex. I wasn’t familiar with Chesapeake City but we had a great time at the waterfront restaurants."
United States
John P.
$270 nightly
The price is $286
Nov 8 - Nov 9
Total with taxes and fees
Historic Chesapeake City Stay
A modern lounge area with green armchairs, a white coffee table, and a vending machine.

16. Red Roof Inn Perryville

Red Roof Inn Perryville
2.0 star property
Perryville
9.0 out of 10, Wonderful, (256 reviews)
"Enjoyed my stay"
United States
Cornell
$71 nightly
The price is $80
Nov 12 - Nov 13
Total with taxes and fees
Red Roof Inn Perryville
A spacious lobby with a central fountain, a grand chandelier, and a curved staircase.

17. Bally's Dover Casino Resort

Bally's Dover Casino Resort
4.0 star property
Dover
8.8 out of 10, Excellent, (3,814 reviews)
"Amazing place"
United States
Kelvin
$84 nightly
The price is $91
Dec 7 - Dec 8
Total with taxes and fees
Bally's Dover Casino Resort
A Victorian-style building with a porch, outdoor seating, and a sign for Vandiver Inn.

18. Vandiver Inn

Vandiver Inn
3.5 star property
Havre De Grace
9.6 out of 10, Exceptional, (579 reviews)
"A wonderful two nights at the Vandiver Inn! Beds were very comfortable, our room was spacious and the breakfast was outstanding!! I look forward to returning!!"
United States
Mary
$159 nightly
The price is $178
Dec 7 - Dec 8
Total with taxes and fees
Vandiver Inn
A sunroom with white wicker furniture, large windows, and a ceiling fan.

19. Miller-Dunham House Bed & Breakfast

Miller-Dunham House Bed & Breakfast
3.0 star property
Odessa
10.0 out of 10, Exceptional, (90 reviews)
"We only had a short visit, but hope to stay again when we are in town next time. The room was so beautiful and comfortable."
United States
Leslie
$236 nightly
The price is $247
Nov 9 - Nov 10
Total with taxes and fees
Miller-Dunham House Bed & Breakfast
An outdoor patio with a stone fire pit, wicker furniture, and a view of the interior.

20. Home2 Suites by Hilton Baltimore / Aberdeen, MD

Home2 Suites by Hilton Baltimore / Aberdeen, MD
3.0 star property
Aberdeen
8.8 out of 10, Excellent, (431 reviews)
"Would stay again"
United States
Kenley
$98 nightly
The price is $109
Nov 22 - Nov 23
Total with taxes and fees
Home2 Suites by Hilton Baltimore / Aberdeen, MD
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.
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Top reviews in Galena

A lobby area with seating, a reception desk, and a refrigerator stocked with beverages.
Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG
Middletown

10/10 Excellent

Property was easily accessible and very well maintained. The room was very clean and front desk staff, house keeping, breakfast staff were all respectful and ready to assist hotel guest
United States
Alexander
Reviewed November 2, 2026
Holiday Inn Express & Suites Middletown by IHG

Frequently Asked Questions

What can I expect from a resort vacation in Galena?

You deserve a getaway, and a resort is the ideal place to pamper yourself with the services and amenities you need for a relaxing stay in Galena. One of the comfortable resort hotels in the surrounding area might be just what you're searching for, whether you're hoping for great restaurants on site, a state-of-the-art fitness center, or nightly entertainment options.

What can I do in Galena?

Galena Town Hall, Sassafras Harbor Marina, and Granary Marina are a few of the interesting sights to visit. In the area, other attractions include Betterton Beach and Bohemia Bay Yacht Harbour.

What's the weather like in Galena?

The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Galena is 48 inches.

What's the best way to get to and around Galena?

Fly into Wilmington, DE (ILG-New Castle), which is located 27.5 mi (44.3 km) away from the city center. Otherwise, look for flights into Baltimore, MD (MTN-Martin State), which is 29 mi (46.7 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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