Search Hotels with Pool in Sherwood

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Sherwood Hotels with Pool

Tonight
1 Dec - 2 Dec
Tomorrow
2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Sherwood Hotels with Pool

Indoor pool, seasonal outdoor pool, pool cabanas (surcharge)
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1002)
"Clean room, friendly & helpful staff"
United States
Anne
The price is 2.749.869 ₫
3.579.656 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Rod 'N' Reel Resort
Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, pool loungers
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, (928)
"nice, clean, up to date, budget friendly hotel"
United States
mike
The price is 2.088.108 ₫
2.317.801 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG
Seasonal outdoor pool
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3.0 star property
Tilghman
9.4 out of 10, Exceptional, (358)
"Yes. room was spotless and staff was awesome!"
United States
Frank
The price is 3.163.800 ₫
3.480.180 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Knapps Narrows Marina & Inn
Seasonal outdoor pool
Quality Inn

Quality Inn

2.5 star property
Easton
7.6 out of 10, Good, (822)
"Everything was clean; staff friendly; breakfast great"
United States
Richard
The price is 2.128.974 ₫
2.341.871 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Quality Inn
Outdoor pool
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

3.0 star property
Annapolis
8.2 out of 10, Very good, (1001)
"I had a lovely stay."
United States
Kalynn
The price is 1.705.288 ₫
1.944.028 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Annapolis
Aerial view
Kent Island Resort

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (127)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
The price is 2.934.424 ₫
4.165.538 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Kent Island Resort
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
St Michaels Inn

St Michaels Inn

2.5 star property
St. Michaels
8.2 out of 10, Very good, (1006)
"clean and comfy, friendly staff"
United States
Tamara
The price is 2.931.181 ₫
3.224.300 ₫ total
includes taxes & fees
2 Dec - 3 Dec
St Michaels Inn
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

2.0 star property
Tilghman
8.8 out of 10, Excellent, (89)
"Very relaxing stay."
United States
Anne
The price is 3.163.800 ₫
4.640.240 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Wylder Tilghman Island
Lobby
Quality Inn

Quality Inn

2.5 star property
Grasonville
7.8 out of 10, Good, (857)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is 2.241.025 ₫
2.487.537 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Quality Inn
Indoor pool, pool loungers
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3.0 star property
Grasonville
9.4 out of 10, Exceptional, (668)
"My favorite hotel "
United States
Jen
The price is 3.060.976 ₫
3.397.683 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Hyatt Place Kent Narrows & Marina
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.
View all properties

Top Sherwood Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What is there to see and do in Sherwood?
The picturesque setting of Goat Island showcases the area's natural beauty. Discover sights such as Knapp's Narrows Marina & Inn during your stay.
When is the best time to book a hotel with a pool in Sherwood?
You may want to think about a place to stay with an outdoor swimming pool if you're planning to visit Sherwood in the warmest months of July, August or June, when the average temperature is 24°C. Accommodation offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temperature is 5°C.