Deals on vacations and trips to Pittsville

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Top Pittsville hotels deals

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
$96 nightly
The price is $105 total per night
$105 total
Jan 4 - Jan 5, 2026
Total with 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.
Pool
Spa
Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3 out of 5
1 16th Street Ocean City MD
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $89 total per night
$89 total
Dec 11 - Dec 12
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Pet friendly
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
Free Cancellation
Reserve now, pay when you stay
$68 nightly
The price is $76 total per night
$76 total
Dec 23 - Dec 24
Total with taxes and fees
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.
Pool
Parking included
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $84 total per night
$84 total
Dec 24 - Dec 25
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 gym and free perks like on-the-go breakfast and free self parking.
Pool
Breakfast included
Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

3 out of 5
11700 Coastal Hwy Ocean City MD
Free Cancellation
Reserve now, pay when you stay
$72 nightly
The price is $79 total per night
$79 total
Dec 18 - Dec 19
Total with taxes and fees
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.
Pool
Hot Tub
Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront

3 out of 5
2800 Baltimore Ave Ocean City MD
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $79 total per night
$79 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Enjoy the gym and perks like free self parking.
Pool
Pet friendly
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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.

Frequently asked questions

How much are vacation packages to Pittsville?
is all you'll need for a memorable escape in Pittsville. Bundle your flights and hotel into a vacation package with Travelocity and watch the savings add up. With prices this good, there's never been a better time to travel.
Where can I get the best vacation package deals for Pittsville?
It's difficult to beat Travelocity when it comes to putting together your Pittsville package deal. There are as many as 400 air carriers and 1,000,000 properties around the world to select from. Secure your trip now and get ready to cross another place off your must-visit list.
Why should I purchase my Pittsville vacation bundle with Travelocity?
We offer round-the-clock support, high-quality service and a Price Match Guarantee. Life's a great big journey — and we have incredible destinations for you to journey to all across the world. Wander with us and your bank balance will thank you for it.
Will I save money on my Pittsville car rental if I book it with my hotel or flight?
With a Pittsville vacation package, you can combine your car, flight and hotel bookings and save a tidy sum. If you're in the mood to discover the best of this wonderful area, why not make a beeline for White House? This top sight is 95 mi from Pittsville. With your own set of wheels, you'll be there before you know it.
Which airport is best for Pittsville?
The main airport is Salisbury - Ocean City Wicomico Regional Airport (SBY), about 7 mi southwest of inner Pittsville.
Where should I stay when visiting Pittsville?
If you're searching for somewhere to lay your head, consider the New Cozy Retreat: Ideal Location, 20 Miles to Ocean City, 10 Miles to Salisbury!. It's the top choice for many visitors.

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