Exclusive Cape Windsor Vacation Deals

Cape Windsor vacation package deals

Price found within the past 48 hours. Click for updated prices.
Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Salisbury (SBY)
A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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 self parking and free WiFi.
The Americana Hotel

The Americana Hotel

2.5 out of 5
Downtown Ocean City
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Salisbury (SBY)
This hotel features a restaurant and 2 bars/lounges. Enjoy the indoor pool and perks like free WiFi. Self parking and a safe deposit box are also offered on site.
Miramar Condominiums

Miramar Condominiums

2 out of 5
Downtown Ocean City
Save 100% on your flight
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Salisbury (SBY)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.
Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
Downtown Ocean City
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Salisbury (SBY)
Free WiFi in public areas is available at this apartment. Take advantage of the free self parking.
Empress Motel

Empress Motel

2 out of 5
Downtown Ocean City
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Salisbury (SBY)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A seasonal outdoor pool and concierge services are also provided.

Frequently asked questions

How much are vacation packages to Cape Windsor?
Save a bundle on your Cape Windsor adventure by combining your hotel stay and flights into a $688 package. With all that extra money in your pocket, why not stay for a few more nights and explore even more?
Where can I get the best vacation package deals for Cape Windsor?
There are terrific Cape Windsor package deals to score with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties around the world? Remember this the next time you're ready to tick another place off the old bucket list.
Why should I book my Cape Windsor vacation package with Travelocity?
Because we believe in creating special travel experiences. From flights and hotels to car rentals and activities, our packages make it a breeze to save. Our customer support is available 24/7 to ensure your needs are taken care of. We also have an amazing Price Match Guarantee, so you can secure your trip knowing you've scored the best deal possible. Find a lower price and we'll match it!

Top Cape Windsor hotel deals

Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway, Ocean City, MD
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $104 total per night
$104 total
Sep 14 - Sep 15
Total includes 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 gym and free perks like on-the-go breakfast and free self parking.
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street, Ocean City, MD
$139 nightly
The price is $153 total per night
$153 total
Sep 7 - Sep 8
Total includes taxes and fees
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.
Quality Inn & Suites Ocean City Fenwick

Quality Inn & Suites Ocean City Fenwick

2.5 out of 5
14502 Coastal Hwy, Ocean City, MD
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $89 total per night
$89 total
Sep 14 - Sep 15
Total includes taxes and fees
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Relax with a drink at the poolside bar and enjoy free perks like buffet breakfast and free self parking. You'll appreciate the area shuttle, free WiFi in public areas, and terrace.
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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.

Best Lodging Options Near Cape Windsor