A harbor with boats docked, a pier, and a row of houses along the water.

Search Inns in Chesapeake Beach from CA $105

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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1
No exact matches found, but these alternatives could be just right

Recommended hotels in Chesapeake Beach

A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.

1. Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,006 reviews)
"The stay was great!"
United States
Theresa
The price is CA $196
CA $264 total
includes taxes & fees
Oct 7 - Oct 8
Rod 'N' Reel Resort

2. Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is CA $199
CA $634 total
includes taxes & fees
Sep 7 - Sep 8
Family Beach House: Spacious Deck, Grill & Views
A kitchen with a coffee station, a toaster, and a painting of a sunset on the wall.

3. SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick
2.5 star property
Prince Frederick
7.4 out of 10, Good, (300 reviews)
"Clean, quiet...great place to stay."
United States
Greg
The price is CA $109
CA $121 total
includes taxes & fees
Sep 7 - Sep 8
SureStay by Best Western Prince Frederick
A hotel room with a large bed, bedside tables, a desk, a chair, a flat-screen TV, and a window with a view.

4. Holiday Inn Express Prince Frederick by IHG

Holiday Inn Express Prince Frederick by IHG
2.5 star property
Prince Frederick
8.8 out of 10, Excellent, (759 reviews)
"Very nice stay. I will stay there again...."
United States
Gwen
The price is CA $154
CA $186 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Express Prince Frederick by IHG
A hotel lobby with a reception desk, a glass-top table with a bowl, potted plants, a vending machine, and a large window.

5. Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick
3.0 star property
Prince Frederick
8.6 out of 10, Excellent, (996 reviews)
"It was a nice clean room and the breakfast was tasty."
United States
Joseph
The price is CA $163
CA $181 total
includes taxes & fees
Sep 13 - Sep 14
Springhill Suites by Marriott Prince Frederick
A multi-story hotel with a central entrance, a landscaped garden with flowers, and a metal sculpture.

6. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (507 reviews)
"Excellent staff; clean room; requested a microwave for early AM - very good!"
United States
Dale
The price is CA $276
CA $314 total
includes taxes & fees
Sep 8 - Sep 9
Anchored Inn at Hidden Harbour Marina
A marina with boats docked at wooden piers, surrounded by greenery.

7. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (396 reviews)
"We loved everything about the place"
United States
BARBARA
The price is CA $208
CA $228 total
includes taxes & fees
Sep 7 - Sep 8
Knapps Narrows Marina & Inn
A beach with a rocky shoreline, a swimming area, and multi-story buildings in the background.

8. Beachside Oasis with Beach Passes & King Suite by A Haven Away

Beachside Oasis with Beach Passes & King Suite by A Haven Away
North Beach
10.0 out of 10, Exceptional, (22 reviews)
"Cute, family friendly home. Had everything we needed for a comfortable stay."
United States
Johanna S.
The price is CA $91
CA $426 total
includes taxes & fees
Sep 7 - Sep 8
Beachside Oasis with Beach Passes & King Suite by A Haven Away
An outdoor bar area with a view of the lake, wooden deck, and metal roof structure.

9. The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.4 out of 10, Exceptional, (159 reviews)
"Wonderful relaxing time. Beautiful setting with a balcony overlooking the water. The staff was very welcoming and accommodating."
United States
Pamela
The price is CA $284
CA $312 total
includes taxes & fees
Sep 16 - Sep 17
The Tilghman Island Inn
A two-story building with a covered entrance and an American flag.

10. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,006 reviews)
"Room was pleasant and clean and breakfast was great!"
United States
Karen
The price is CA $118
CA $129 total
includes taxes & fees
Oct 7 - Oct 8
St Michaels Inn
A waterfront property with a covered patio, a dock, and a boat.

11. Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
9.0 out of 10, Wonderful, (113 reviews)
"The staff was so nice and accommodating. The location was beautiful and the amenities were great. Only thing we would have liked would have been a café open on location. Other than that, it was perfect!"
United States
Angela
The price is CA $271
CA $367 total
includes taxes & fees
Sep 8 - Sep 9
Wylder Tilghman Island
An outdoor dining area with string lights, wooden tables, and chairs, overlooking a marina with boats.

12. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
North Beach
10.0 out of 10, Exceptional, (37 reviews)
"We enjoyed our stay in North Beach at this lovely residence. It was spacious, clean, nicely furnished and only a few minutes walk to the bay. The beds were so comfortable too!!"
United States
Penny N.
The price is CA $182
CA $628 total
includes taxes & fees
Sep 14 - Sep 15
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
A hotel room with a large bed, a bedside table with a phone, a nightstand, a wall-mounted TV, and a bathtub.

13. Executive Inn And Suites

Executive Inn And Suites
2.0 star property
Upper Marlboro
7.4 out of 10, Good, (631 reviews)
"Staff was courteous"
United States
Frank
The price is CA $93
CA $105 total
includes taxes & fees
Sep 7 - Sep 8
Executive Inn And Suites
A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.

14. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,005 reviews)
"Very spacious rooms for the price."
United States
Jake
The price is CA $126
CA $144 total
includes taxes & fees
Sep 27 - Sep 28
Sonesta ES Suites Annapolis
A hot tub in a grassy area with a building in the background.

15. The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (18 reviews)
"An amazing breakfast. The home is decorated beautifully"
United States
James
The price is CA $521
CA $594 total
includes taxes & fees
Sep 7 - Sep 8
The Inn at Tacaro Estate
A table with a vase of flowers, a red notebook, and two gift boxes.

16. Historic 1825 Chesapeake Farm Stay

Historic 1825 Chesapeake Farm Stay
2.0 star property
St. Leonard
10.0 out of 10, Exceptional, (1 review)
"This is a must see for yourself!! The owners have thought of every detail from the over the top welcome amenities to extras like offering beach chairs and towels to go explore the local beach! Breakfast was absolutely delicious! She even prepared a to go breakfast when she found out we had to leave out early one morning! We enjoyed home grown fruits and veggies from her garden daily! If you want to step back in time, but still have the comforts of modern day you have to got to visit this place!...
United States
Jessica
The price is CA $165
CA $183 total
includes taxes & fees
Sep 10 - Sep 11
Historic 1825 Chesapeake Farm Stay
A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

17. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,005 reviews)
"Loved my stay!"
United States
Joshua
The price is CA $174
CA $199 total
includes taxes & fees
Sep 8 - Sep 9
SpringHill Suites by Marriott Annapolis
A modern living room with a large window, a dining area, and a kitchen in the background.

18. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (307 reviews)
"Very nice stay"
United States
Javier
The price is CA $122
CA $146 total
includes taxes & fees
Sep 27 - Sep 28
Candlewood Suites Annapolis by IHG
A modern hotel lobby with a reception desk, seating area, and a large window.

19. Spark by Hilton Waldorf

Spark by Hilton Waldorf
3.0 star property
Waldorf
8.2 out of 10, Very good, (231 reviews)
"Very nice stay"
United States
Amy
The price is CA $107
CA $118 total
includes taxes & fees
Sep 20 - Sep 21
Spark by Hilton Waldorf
A house with a yellow door and a window with a lamp outside.

20. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Deale
8.0 out of 10, Very good, (13 reviews)
"The rental was near our relatives in a quiet community. Neighbors were friendly. The size was perfect for me and my brother while we were in for a funeral (Arlington National). All the comforts of home! I'll definitely look to stay here again."
United States
Maude H.
The price is CA $181
CA $454 total
includes taxes & fees
Sep 7 - Sep 8
Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to 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.
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Top Chesapeake Beach Hotel Reviews

The Tilghman Island Inn

The Tilghman Island Inn

8/10 Good
"Room was very nice , and access to a fridge in the lobby area was very helpful. Breakfast was a continental with coffee, tea, and juice. The restaurant and bar not open anymore In 2026 , and the first picture on Hotels is of the outside bar , so only 4 stars"
Sean 1-night trip
Posted 2 hours ago
The Tilghman Island Inn

Find out more about Chesapeake Beach

Chesapeake Beach Inns information

Number of reviews
6,152
Accommodation
2 Inns
Lowest Price
CA $105
Highest Price
CA $634

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