Deals on vacations and trips to Woolford

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Price found within the past 48 hours. Click for updated prices.
The Inn at Lewes

The Inn at Lewes

3 out of 5
Price was $286, price is now $244 per person
$244
per person
Nov 20 - Nov 23
found 24 hours ago
Roundtrip flight included
Orlando (MCO) 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.
Bay Estate Luxe Waterfront Home w/ Private Pier, Main+guest House, Bay Views

Bay Estate Luxe Waterfront Home w/ Private Pier, Main+guest House, Bay Views

3 out of 5
Save 100% on your flight
Price was $3,284, price is now $2,387 per person
$2,387
per person
Dec 5 - Dec 8
found 17 hours ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
Price was $405, price is now $312 per person
$312
per person
Nov 20 - Nov 23
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Salisbury (SBY)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Business travelers can take advantage of the 24-hour business center. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.
Boardwalk One

Boardwalk One

3 out of 5
Downtown Ocean City
Price was $368, price is now $292 per person
$292
per person
Nov 20 - Nov 23
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Salisbury (SBY)
This aparthotel features a seasonal outdoor pool and a rooftop terrace. Guests will appreciate free perks like free self parking and WiFi in public areas. Dry cleaning and laundry facilities are also provided.
Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Price was $2,425, price is now $1,952 per person
$1,952
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
This hotel features free self parking and express check-in. Express check-out is also provided.

Top Woolford hotels deals

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

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

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
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Free Cancellation
$92 nightly
The price is $102 total per night
$102 total
Oct 19 - Oct 20
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
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
$233 nightly
The price is $265 total per night
$265 total
Oct 12 - Oct 13
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
Solomons Inn Resort & Marina

Solomons Inn Resort & Marina

2.5 out of 5
155 Holiday Dr. P.O. Box 1099, Solomons, MD
Free Cancellation
Reserve now, pay when you stay
$131 nightly
The price is $146 total per night
$146 total
Oct 9 - Oct 10
Total with taxes and fees
This hotel features an outdoor pool, an outdoor tennis court, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the gym and free perks like continental breakfast and free self parking.
Pool
Breakfast included
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St, St. Michaels, MD
Free Cancellation
Reserve now, pay when you stay
$239 nightly
The price is $263 total per night
$263 total
Oct 6 - Oct 7
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop, a snack bar/deli, and concierge services are also on offer.
Breakfast included
Pet friendly
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln, St. Michaels, MD
$549 nightly
The price is $604 total per night
$604 total
Nov 3 - Nov 4
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
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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 $244, 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

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