Deals on vacations and trips to Woolford

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Price found within the past 48 hours. Click for updated prices.
The Surf Shanty Motel

The Surf Shanty Motel

2.5 out of 5
Price was $684, price is now $571 per person
$571
per person
May 14 - May 18
found 4 hours ago
Roundtrip flight included
Indianapolis (IND) to Salisbury (SBY)
This motel features 20 beach bars and express check-out. Take advantage of the free self parking.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $1,162, price is now $908 per person
$908
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Salisbury (SBY)
This hotel features 4 restaurants, an outdoor pool, and an indoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free WiFi.
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was $945, price is now $745 per person
$745
per person
May 14 - May 18
found 4 hours ago
Roundtrip flight included
Indianapolis (IND) to Salisbury (SBY)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,655, price is now $1,354 per person
$1,354
per person
Jun 16 - Jun 21
found 1 hour ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. Luggage storage is also provided.
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
Price was $1,293, price is now $1,063 per person
$1,063
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Salisbury (SBY)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Dine at the beachfront restaurant and relax with beach umbrellas. Family-friendly amenities include an arcade/game room and kid-friendly dining, along with volleyball.

Top Woolford hotels deals

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Woolford MD
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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Dock Pet permitted

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Dock Pet permitted

Woolford MD
Get rates
This vacation home features an outdoor pool and a hot tub. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. There's a sauna on site, and laundry facilities and concierge services are also offered.
Pool
Hot Tub
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
$262 nightly
The price is $297 total per night
$297 total
Apr 20 - Apr 21
Total with taxes and fees
This smoke-free resort features a private beach, a golf course, and a full-service spa. Bring the family and enjoy the children's club, mini golf, and children's pool. Enjoy the 2 outdoor pools and perks like free self parking and free WiFi.
On private beach
Pool
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
$635 nightly
The price is $699 total per night
$699 total
Apr 19 - Apr 20
Total with taxes and fees
This luxury hotel features a golf course, a full-service spa, and a marina. Families will appreciate complimentary bicycles, kid-friendly dining, and in-room childcare. Enjoy the 3 outdoor tennis courts and perks like free valet parking and free WiFi.
Pool
Hot Tub
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $138 total per night
$138 total
Apr 8 - Apr 9
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the conference center and conference space on site. Enjoy the seasonal outdoor pool and conveniences like a terrace and laundry facilities.
Pool
Breakfast included
The Tidewater Inn

The Tidewater Inn

3 out of 5
101 E Dover St Easton MD
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $186 total per night
$186 total
Apr 6 - Apr 7
Total with taxes and fees
This traditional hotel features a full-service spa and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Spa
Parking included
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See all available properties in Woolford
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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

Woods Island

Commune with nature and explore the great outdoors at Woods Island during your travels in Woolford.

Woods Island

Frequently asked questions

How much are vacation packages to Woolford?
With vacation packages on offer from as little as $571, there's no need to empty your piggy bank to visit Woolford. Travelocity can help. Bundle your experiences, flights and hotels into a convenient package and score impressive discounts. The more you book, the more you save.
Where can I get the best vacation package deals for Woolford?
Book your dream vacation with Travelocity. With access to 400 airline partners and at least 1,000,000 hotels all over the world, selecting the perfect Woolford package deal couldn't be simpler.
Why should I purchase my Woolford vacation package with Travelocity?
Whether you're searching for the ultimate unplugged escape or you crave the fun and excitement of a towering metropolis, booking everything with Travelocity saves you time, money and hassle. No need to comb through countless websites looking for the best deal — our Price Match Guarantee ensures you'll never be out of pocket, and our professional customer service experts are available round-the-clock.
Will I save money on my Woolford car rental if I combine it with a hotel or flight?
With a Woolford vacation package, you can bundle your hotel, flight and car bookings and save loads. If you're eager to see the best of this exciting city, why not make a beeline for White House? This famous sight is 55 mi from Woolford. With your own rental car, you'll be there belong long.
Which airport is best for Woolford?
Ronald Reagan Washington National Airport (DCA) is one of the biggest airports in Woolford. It's roughly 50 mi northwest of the city center. Other options available to you are Baltimore Washington Intl. Thurgood Marshall Airport (BWI) (55 mi away from central Woolford) and Salisbury - Ocean City Wicomico Regional Airport (SBY) (40 mi away from central Woolford).
Where should I stay when visiting Woolford?
The The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks is the number one choice of many visitors. Book as soon as possible before it's too late.

Photos of local treasures

Browse Woolford vacation photos for more inspiration

Birds - Cattle Egret, Blackwater National Wildlife Refuge, Virginia