Book Cheap Hotels in Sherwood

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Most frequently booked Sherwood hotels

Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND

Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND

2.56 km from city centre
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Book a stay at this family-friendly vacation home in Sherwood. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Goat Island and Back Creek Community Park are located nearby.
Pool
Kitchen
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
Free cancellation
Reserve now, pay when you stay
28.37 km from city centre
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Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Colonial Players and 97, 99 and 101 East Street are located nearby.
Pet-friendly
Free WiFi
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr, Edgewater, MD
Free cancellation
Reserve now, pay when you stay
30.99 km from city centre
The price is CA $144 per night
CA $144
CA $164 total
Oct 30 - Oct 31
includes taxes & fees
Book a stay at this business-friendly hotel in Parole. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Annapolis Harbor Center Shopping Center and Annapolis Harbour Center are located nearby.
Pool
Breakfast included
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd, Annapolis, MD
Free cancellation
31.7 km from city centre
The price is CA $150 per night
CA $150
CA $171 total
Oct 28 - Oct 29
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westfield Annapolis Mall and Annapolis Mall Shopping Center are located nearby.
Pool
Parking included
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court, Annapolis, MD
Free cancellation
Reserve now, pay when you stay
31.41 km from city centre
The price is CA $155 per night
CA $155
CA $176 total
Oct 20 - Oct 21
includes taxes & fees
Stay at this 4-star business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Annapolis Harbor Center Shopping Center and Westfield Annapolis Mall are located nearby.
Best Western Annapolis

Best Western Annapolis

2.5 out of 5
2520 Riva Rd, Annapolis, MD
Free cancellation
Reserve now, pay when you stay
31.35 km from city centre
The price is CA $115 per night
CA $115
CA $131 total
Oct 7 - Oct 8
includes taxes & fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Annapolis Harbor Center Shopping Center and Westfield Annapolis Mall are located nearby.
Pool
Breakfast included
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
9.72 km from city centre
The price is CA $125 per night
CA $125
CA $138 total
Oct 5 - Oct 6
includes taxes & fees
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Saint Michaels Village and Classic Motor Museum are located nearby.
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd, Cambridge, MD
Free cancellation
Reserve now, pay when you stay
32.31 km from city centre
The price is CA $266 per night
CA $266
CA $368 total
Oct 7 - Oct 8
includes taxes & fees
Stay at this 4-star beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Dorchester County Historical Society and Bay Country Shop are located nearby.
On private beach
Pool
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

3 out of 5
189 Admiral Cochrane Drive, Annapolis, MD
Free cancellation
Reserve now, pay when you stay
30.82 km from city centre
The price is CA $159 per night
CA $159
CA $181 total
Oct 19 - Oct 20
includes taxes & fees
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Annapolis Harbor Center Shopping Center and Annapolis Harbour Center are located nearby.
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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.

Top family friendly Sherwood hotel deals

Lowes Wharf Marina Inn

Lowes Wharf Marina Inn

21651 Lowes Wharf Rd, Sherwood, MD
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Top hotels in Sherwood for Extended Stay

Town View King Apartment with Private Beach - Walk to shops and restaurants

Town View King Apartment with Private Beach - Walk to shops and restaurants

Oxford
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.

Sherwood hotels essential information

Accommodation
1,199 hotels
Lowest Price
CA $131
Highest Price
CA $368
Popular hotels
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND, Historic Inns of Annapolis, Sonesta ES Suites Annapolis, Crowne Plaza Annapolis by IHG, DoubleTree by Hilton Hotel Annapolis, Best Western Annapolis, St Michaels Inn, Hyatt Regency Chesapeake Bay, SpringHill Suites by Marriott Annapolis

Frequently asked questions

What are the top kid-friendly hotels in Sherwood?
Take some of the struggles out of traveling with young ones by choosing a family-friendly Sherwood hotel. From well-thought-out amenities to extra-helpful services, these properties feature perks that'll make your visit go off without a hitch: You'll be well looked after at Lowes Wharf Marina Inn. It comes with a nearby beach, pet-friendly facilities and a commitment to making families feel at home. Also check out Waterfront-Private 153 acre Historic Estate. It offers a swimming pool, a travel crib and plenty of opportunities to spend time together.
Where can I find cheap hotels in Sherwood?
At Travelocity you'll find really nice hotels in Sherwood at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Sherwood rather than in Sherwood. We may find you even better rates, too.
How do I find the best Sherwood hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Sherwood then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Sherwood?
The cheapest hotel in Sherwood is CA $131 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Sherwood?
There are 1,199 hotels in Sherwood on Travelocity.
What are the best hotels in Sherwood?
Sherwood has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Sherwood for you!
When is the best time to visit Sherwood?
If you want the joy of a fun-filled trip in peak season, visit Sherwood during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Sherwood?
Based on historic data is usually the cheapest month to visit Sherwood. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Sherwood?
There are multiple hotels in Sherwood that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Sherwood. We have plenty of kid-friendly hotels in Sherwood to choose from on Travelocity!
Why book a hotel in Sherwood through Travelocity?
Because we have the top hotels in Sherwood! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Sherwood on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Sherwood hotel reviews by fellow wanderers

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Great stop for what we had planned in the area"
A verified traveller stayed at DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis

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