Deals on vacations and trips to Sherwood

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Sherwood flight + hotel vacation packages

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The Inn at Lewes

The Inn at Lewes

3 out of 5
Price was $1,099, price is now $968 per person
$968
per person
Jul 2 - Jul 5
found 1 hour ago
Roundtrip non-stop flight included
Tampa (TPA) to Salisbury (SBY)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Free parking, a garden, and a picnic area are also offered.
Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

3 out of 5
North Ocean City
Price was $1,203, price is now $1,071 per person
$1,071
per person
Jul 2 - Jul 5
found 1 hour ago
Roundtrip non-stop flight included
Tampa (TPA) to Salisbury (SBY)
This hotel features a restaurant, an indoor pool, and a bar/lounge. There's fun for all ages with a children's pool and a playground, and families will appreciate the picnic area. Enjoy the gym and perks like free valet parking and free WiFi.
Comfort Inn Gold Coast

Comfort Inn Gold Coast

2.5 out of 5
North Ocean City
Price was $1,146, price is now $1,021 per person
$1,021
per person
Jul 2 - Jul 5
found 1 hour ago
Roundtrip non-stop flight included
Tampa (TPA) to Salisbury (SBY)
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Enjoy the hot tub and perks like free self parking and free WiFi. A terrace, a garden, and a grocery/convenience store are also on offer.
Cayman Suites Hotel

Cayman Suites Hotel

2 out of 5
North Ocean City
Price was $1,130, price is now $1,014 per person
$1,014
per person
Jul 2 - Jul 5
found 1 hour ago
Roundtrip non-stop flight included
Tampa (TPA) to Salisbury (SBY)
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Free self parking, concierge services, and free newspapers are also on offer.
Fenwick Inn

Fenwick Inn

3 out of 5
North Ocean City
Price was $1,102, price is now $992 per person
$992
per person
Jul 2 - Jul 5
found 1 hour ago
Roundtrip non-stop flight included
Tampa (TPA) to Salisbury (SBY)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like on-the-go breakfast and free self parking.

Top Sherwood hotels deals

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3 out of 5
6176 Tilghman Island Road Sherwood MD
$150 nightly
The price is $165 total per night
$165 total
May 3 - May 4
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A picnic area is also provided.
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
$114 nightly
The price is $130 total per night
$130 total
May 3 - May 4
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy free perks like free self parking and an area shuttle.
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
$189 nightly
The price is $215 total per night
$215 total
May 25 - May 26
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A terrace, limo/town car service, and a garden are also on offer.
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
Free Cancellation
$127 nightly
The price is $145 total per night
$145 total
May 3 - May 4
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

3 out of 5
2559 Riva Rd Annapolis MD
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $125 total per night
$125 total
May 6 - May 7
Total with taxes and fees
This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3 out of 5
174 West Street Annapolis MD
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $135 total per night
$135 total
May 3 - May 4
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a snack bar/deli, and dry cleaning are also offered.
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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.

Popular places to visit

Goat Island

Commune with nature and explore the great outdoors at Goat Island during your travels in Sherwood. Wander the marina or discover the area's sunsets.

Goat Island

Back Creek Community Park

Back Creek Community Park is just one of the places to see in Sherwood, so why not enjoy the other things to explore during your travels? Wander the marina or discover the area's sunsets.

Back Creek Community Park

Frequently asked questions

How much are vacation packages to Sherwood?
Travelocity has flight and hotel vacation packages starting as low as $968. With these kinds of bargains, you'll be saying hello to Sherwood in a flash.
How long should my Sherwood vacation be?
The majority of people lock in a hotel for 2 nights in Sherwood. But that doesn't mean you're limited to that. How long you spend here really comes down to what you hope to do on your vacation. If your aim is to discover every part of this superb location, book another night or two (or even an extra week!).
Where can I get the best vacation package deals for Sherwood?
You'll come across a fantastic range of Sherwood package deals on Travelocity. With 400 partner airlines and 1,000,000 worldwide properties, piecing together your ideal vacation will be simple.
Why should I book my Sherwood vacation bundle with Travelocity?
With our Price Match Guarantee, we'll match any lower price you're able to find. Add on our 24/7 support and high-quality service and the vacation you've been dreaming of is closer than ever before.
Can I save money on my Sherwood car rental if I bundle it with my hotel or flight?
Bundling your flight, hotel and car into a Sherwood vacation package is a great way to land the best deal. Plus, having your own set of wheels gives you absolute freedom to find your way to all those amazing sights you want to see. Located 40 mi from Sherwood, White House is one attraction that should be on your agenda. Top up the tank and make a day trip of it.
What is the best time of year to go to Sherwood?
Vacationing in the quieter months of the year, November, December and January, comes with a swag of benefits — think cheap airfares and hotels and less bumping shoulders with tourist crowds. But there's magic in the destination in the peak season. More events will be staged and more attractions will be open in May, June and July. If you're on a budget, generally offers the cheapest hotel prices. You can expect to pay more for a room in .
Which airport is best for Sherwood?
Ronald Reagan Washington National Airport (DCA) (40 mi away from downtown), Baltimore Washington Intl. Thurgood Marshall Airport (BWI) (35 mi away from central Sherwood) and Salisbury - Ocean City Wicomico Regional Airport (SBY) (50 mi away from central Sherwood) are the main options in Sherwood.
Where should I stay when visiting Sherwood?
The Waterfront - Private 153 Acre Historic Estate is the number one choice of many travelers. Book now before it's too late.

Photos of local treasures

Browse Sherwood vacation photos for more inspiration

Gardens and large home at Sherwood Gardens Park, in Baltimore, M