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.
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
Price was $927, price is now $666 per person
$666
per person
Sep 3 - Sep 6
found 24 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
Sea Breeze Inn

Sea Breeze Inn

2 out of 5
Downtown Ocean City
Price was $2,419, price is now $1,812 per person
$1,812
per person
Sep 24 - Sep 27
found 21 hours ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
A seasonal outdoor pool is featured at this hotel, along with self parking. WiFi in public areas is free.
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $2,980, price is now $2,319 per person
$2,319
per person
Sep 24 - Sep 27
found 21 hours ago
Roundtrip flight included
New York (JFK) 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.
Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
Downtown Bethany Beach
Save 100% on your flight
Price was $1,308, price is now $1,024 per person
$1,024
per person
Sep 3 - Sep 6
found 24 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
Downtown Ocean City
Price was $1,784, price is now $1,399 per person
$1,399
per person
Aug 12 - Aug 17
found 18 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
Free WiFi in public areas is available at this apartment. Take advantage of the free self parking.

Top Pittsville hotels deals

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
$305 nightly
The price is $339 total per night
$339 total
Aug 2 - Aug 3
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
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
$289 nightly
The price is $323 total per night
$323 total
Jul 12 - Jul 13
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 WiFi.
Pool
Free WiFi
Howard Johnson by Wyndham Ocean City Oceanfront

Howard Johnson by Wyndham Ocean City Oceanfront

2 out of 5
2401 Atlantic Ave Ocean City MD
Free Cancellation
Reserve now, pay when you stay
$328 nightly
The price is $367 total per night
$367 total
Jul 12 - Jul 13
Total with taxes and fees
This motel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop and express check-out are also provided.
Pool
Pet friendly
Plim Plaza Hotel

Plim Plaza Hotel

2 out of 5
109 North Atlantic Ave. Ocean City MD
Free Cancellation
Reserve now, pay when you stay
$199 nightly
The price is $223 total per night
$223 total
Jul 12 - Jul 13
Total with taxes and fees
This smoke-free hotel features 3 restaurants, a bar/lounge, and a poolside bar. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A terrace, a picnic area, and free newspapers are also on offer.
Pool
Parking included
Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

2.5 out of 5
4801 Coastal Highway Ocean City MD
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $181 total per night
$181 total
Jul 12 - Jul 13
Total with taxes and fees
A private beach and an outdoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Enjoy the indoor pool and perks like free self parking.
On private beach
Pool
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $200 total per night
$200 total
Jul 12 - Jul 13
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
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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?
$666 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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