Deals on vacations and trips to Pittsville

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Pittsville flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Gold Leaf Hotel of Dewey - Rehoboth Beach

Gold Leaf Hotel of Dewey - Rehoboth Beach

2.5 out of 5
Save 100% on your flight
per person
Aug 18 - Aug 21
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Salisbury (SBY)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Free self parking, laundry facilities, and free newspapers are also on offer.
The Surf Shanty Motel

The Surf Shanty Motel

2.5 out of 5
Save 100% on your flight
per person
Aug 18 - Aug 21
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Salisbury (SBY)
This motel features 20 beach bars and express check-out. Take advantage of the free self parking.
Club Ocean Villas II

Club Ocean Villas II

3.5 out of 5
North Ocean City
per person
Jul 25 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
A marina and an indoor pool are featured at this smoke-free apartment. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. Enjoy the hot tub and conveniences like a picnic area and a virtual front desk.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
per person
Aug 7 - Aug 10
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Ashore Resort & Beach Club

Ashore Resort & Beach Club

3.5 out of 5
North Ocean City
per person
Jul 25 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
This traditional hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at the beach bar and enjoy perks like free WiFi.

Top Pittsville hotels deals

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
$140 nightly
The price is $153 total per night
$153 total
Jun 4 - Jun 5
Total includes 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
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street, Ocean City, MD
$134 nightly
The price is $147 total per night
$147 total
Jun 3 - Jun 4
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.
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway, Ocean City, MD
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $114 total per night
$114 total
Jun 3 - Jun 4
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.
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
$111 nightly
The price is $123 total per night
$123 total
Jun 5 - Jun 6
Total includes 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.
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
$203 nightly
The price is $226 total per night
$226 total
Jun 3 - Jun 4
Total includes 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.
Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

3 out of 5
1701 Atlantic Avenue, Ocean City, MD
Free Cancellation
$237 nightly
The price is $263 total per night
$263 total
Jun 3 - Jun 4
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the hot tub, poolside bar, and laundry facilities.
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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?
$370 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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