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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Sherwood apartments

Private kitchen

Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek
Cambridge
10.0 out of 10, Exceptional, (24 reviews)
"What a great place to relax after exploring and enjoying the area. Definitely will visit again "
United States
Chris S.
The price is AED 569
AED 934 total
includes taxes & fees
25 Jan - 26 Jan
Sailwinds Loft at Cambridge Creek
Outdoor pool, a heated pool

Waterfront Oasis of Annapolis Star

Waterfront Oasis of Annapolis Star
Annapolis
10.0 out of 10, Exceptional, (81 reviews)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is AED 760
AED 1,520 total
includes taxes & fees
24 Jan - 25 Jan
Waterfront Oasis of Annapolis Star
Fridge, microwave, oven, stovetop

Annapolis Gem: Stylish and Cozy

Annapolis Gem: Stylish and Cozy
Eastport
10.0 out of 10, Exceptional, (3 reviews)
"Great spot"
United States
Brian F.
The price is AED 909
AED 1,778 total
includes taxes & fees
24 Jan - 25 Jan
Annapolis Gem: Stylish and Cozy
Exterior detail

2nd floor Spacious Downtown Getaway- Across from US Naval Academy

2nd floor Spacious Downtown Getaway- Across from US Naval Academy
Historic District
9.6 out of 10, Exceptional, (27 reviews)
"Very nice place, just two of us stayed but would fit 4 comfortably. "
United States
Brad L.
The price is AED 643
AED 1,193 total
includes taxes & fees
25 Jan - 26 Jan
2nd floor Spacious Downtown Getaway- Across from US Naval Academy
Smart TV

Five Star Charmer! Great Location Downtown & Stadium! Parking too!

Five Star Charmer! Great Location Downtown & Stadium! Parking too!
Annapolis
9.6 out of 10, Exceptional, (5 reviews)
"Jennifer met us at check in, ensured we had what we needed. Well appointed, assigned parking, coffee, water and snacks for the late night munchies. Had a great time, will return - thanks ! "
United States
Darcy W.
The price is AED 661
AED 1,210 total
includes taxes & fees
15 Feb - 16 Feb
Five Star Charmer! Great Location Downtown & Stadium! Parking too!
Exterior

Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids

Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Admiral Heights
10.0 out of 10, Exceptional, (48 reviews)
"Convenient location, very clean, beautiful yard for a pet friendly visit. We had a great time! Would go back again. "
United States
Jackie C.
The price is AED 1,306
AED 1,698 total
includes taxes & fees
28 Jan - 29 Jan
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Property grounds

Charming Downtown 3rd Floor 1 Bedroom Apt

Charming Downtown 3rd Floor 1 Bedroom Apt
Historic District
9.8 out of 10, Exceptional, (20 reviews)
"We had a great time staying that this home. It was a perfect stay for my wife and I."
United States
Eric S.
The price is AED 624
AED 1,110 total
includes taxes & fees
25 Jan - 26 Jan
Charming Downtown 3rd Floor 1 Bedroom Apt
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 Sherwood Hotel Reviews

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"I LOVED IT AS DID MY KIDS!!!!! "
Sheena 2-night trip
Posted 2 days ago
Hyatt Regency Chesapeake Bay

Frequently asked questions

What's it like to stay at an apartment in Sherwood?
There are 9 hotels and other accommodations in Sherwood. Though there aren't many apartments, we can help you find accommodations that are similar. When you search on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. You can also search for similar properties such as condos, vacation homes, or cottages.
Are you thinking about apartments over traditional hotel rooms?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and often has more space than a traditional hotel room. Apartments are a good option for couples who want a more local feel, but also for families wanting the conveniences of home.
What's the top apartment I should consider for a stay in Sherwood?
Listed below are some of the favorite apartments in the area: Bay View Studio Apartment: Located in Annapolis, 16.3 mi/26.2 km from the heart of Sherwood. Includes free WiFi, private patios, and fireplaces. Onsite laundry facilities and a water park are on site. Modern Flat in the Heart of St. Michaels – Walk Everywhere: Located 5.4 mi/8.6 km away in St. Michaels. Private balconies and fireplaces are included. Access to onsite laundry facilities is available on site. Sailwinds Loft at Cambridge Creek: It's located in Cambridge, 18.8 mi/30.3 km away. Historic Downtown St. Michaels Studio | Walk to Waterfront, Dining & Shops: It's located in St. Michaels, 5.4 mi/8.6 km from Sherwood. Includes private balconies.
What can I expect from the weather during my trip to Sherwood?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Sherwood. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for Sherwood is 53 inches.
What are the must-see places to visit in Sherwood?
Explore the area and family-friendly sights such as Chesapeake Bay Maritime Museum, or get out into nature at a spot like Goat Island. In the larger area, you'll find Knapp's Narrows Marina & Inn and St. Michaels Winery.
What's the best way to get to and around Sherwood?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Easton, MD (ESN-Easton - Newnam), which is located 14.1 mi (22.7 km) from the heart of the city. You can also search for flights into Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), which is 52.1 mi (83.8 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.