Book Exclusive Pittsville Vacation Packages

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Pittsville flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
St Michaels Inn

St Michaels Inn

2.5 out of 5
Price was CA $732, price is now CA $681 per person
CA $681
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Salisbury (SBY)
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Saint Michaels Village and Classic Motor Museum are located nearby.
Home2 Suites by Hilton Lewes Rehoboth Beach

Home2 Suites by Hilton Lewes Rehoboth Beach

3 out of 5
Price was CA $1,582, price is now CA $1,466 per person
CA $1,466
per person
Sep 17 - Sep 20
found 18 hours ago
Roundtrip non-stop flight included
Thunder Bay (YQT) to Salisbury (SBY)
Book a stay at this business-friendly hotel in Lewes. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Lewes Beach and Rehoboth Beach Boardwalk are located nearby.
Gold Leaf Hotel of Dewey - Rehoboth Beach

Gold Leaf Hotel of Dewey - Rehoboth Beach

2.5 out of 5
Price was CA $1,481, price is now CA $1,386 per person
CA $1,386
per person
Sep 17 - Sep 20
found 18 hours ago
Roundtrip non-stop flight included
Thunder Bay (YQT) to Salisbury (SBY)
Book a stay at this beach hotel in Dewey Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Rehoboth Beach Boardwalk and Rehoboth Beach are located nearby.
Beach House Dewey

Beach House Dewey

2.5 out of 5
Price was CA $1,538, price is now CA $1,464 per person
CA $1,464
per person
Sep 17 - Sep 20
found 18 hours ago
Roundtrip non-stop flight included
Thunder Bay (YQT) to Salisbury (SBY)
Stay at this hotel in Dewey Beach. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rehoboth Beach Boardwalk and Rehoboth Beach are located nearby.
Comfort Inn & Suites Milford

Comfort Inn & Suites Milford

2.5 out of 5
Price was CA $1,439, price is now CA $1,386 per person
CA $1,386
per person
Sep 17 - Sep 20
found 18 hours ago
Roundtrip non-stop flight included
Thunder Bay (YQT) to Salisbury (SBY)
Book a stay at this business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Live Cheap & Make Art Studios and Second Street Players - Riverfront Theatre are located nearby.

Top Pittsville hotels deals

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
The price is CA $343 per night
CA $343
CA $407 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maryland Beach and Ocean City Boardwalk are located nearby.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
The price is CA $300 per night
CA $300
CA $336 total
Aug 27 - Aug 28
includes taxes & fees
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, 4 restaurants, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
Free cancellation
Reserve now, pay when you stay
The price is CA $176 per night
CA $176
CA $219 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this business-friendly hotel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. Popular attractions Maryland Beach and Northside Park are located nearby.
Plim Plaza Hotel

Plim Plaza Hotel

2 out of 5
109 North Atlantic Ave. Ocean City MD
The price is CA $202 per night
CA $202
CA $226 total
Aug 26 - Aug 27
includes taxes & fees
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

2.5 out of 5
4801 Coastal Highway Ocean City MD
The price is CA $172 per night
CA $172
CA $210 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Majestic Hotel & Apartments

Majestic Hotel & Apartments

2 out of 5
613 N Boardwalk Ocean City MD
Free cancellation
Reserve now, pay when you stay
The price is CA $151 per night
CA $151
CA $176 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this beach aparthotel in Ocean City. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
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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?
CA $681 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 153 kilometers 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 11 kilometers 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.

Photos of local treasures

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