Princess Anne Vacation Packages 2026 from $741

Princess Anne flight + hotel vacation packages

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

Studio 6 Suites Pocomoke City, MD

$741

per person

Nov 24 - Dec 1

found 3 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Salisbury (SBY)

Free self parking is available and the motel's front desk is staffed around-the-clock. WiFi in public areas is free. A garden is also provided.

Grand Hotel Ocean City Oceanfront

Downtown Ocean City

$795

per person

Nov 24 - Dec 1

found 3 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) 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 WiFi.

Fenwick Shores, Tapestry Collection by Hilton

$829

per person

Nov 24 - Dec 1

found 3 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.

Princess Royale Oceanfront Resort

North Ocean City

$975

per person

Nov 24 - Dec 1

found 3 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Salisbury (SBY)

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.

Microtel Inn & Suites by Wyndham Salisbury

$787

per person

Nov 24 - Dec 1

found 3 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Salisbury (SBY)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Top Princess Anne hotels deals

Econo Lodge Princess Anne

10936 Market Lane US 13 Princess Anne MD

Free Cancellation

$69 nightly

$77 total

Nov 3 - Nov 4

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.

Pool

Breakfast included

Americas Best Value Inn Princess Anne

30359 Mt. Vernon Road Princess Anne MD

Free Cancellation

Reserve now, pay when you stay

$60 nightly

$66 total

Oct 4 - Oct 5

Total with taxes and fees

Free WiFi in public areas is available at this motel.

Pet friendly

Free WiFi

Waterside Inn

3761 Main St Chincoteague VA

$56 nightly

$63 total

Oct 18 - Oct 19

Total with taxes and fees

A marina and a gym are featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and free perks like on-the-go breakfast and free self parking. Free WiFi in public areas, a terrace, and a garden are also on offer.

Pool

Breakfast included

Chincoteague Inn

4417 Deep Hole Road Chincoteague VA

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$89 total

Oct 11 - Oct 12

Total with taxes and fees

An outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A picnic area is also provided.

Pool

Parking included

Best Western Salisbury Plaza

1735 N Salisbury Blvd Salisbury MD

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$96 total

Oct 5 - Oct 6

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a seasonal outdoor pool on site, and a 24-hour front desk and a picnic area are also provided.

Pool

Breakfast included

Country Inn & Suites by Radisson, Salisbury, MD

1804 Sweet Bay Dr Salisbury MD

Free Cancellation

$89 nightly

$99 total

Nov 1 - Nov 2

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies 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.

Stay near popular Princess Anne attractions

University of Maryland Eastern Shore

8.4/10 (90 reviews)

Explore the campus of University of Maryland Eastern Shore, during your travels in Princess Anne. Wander the seaside and beaches in the area.

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Frequently asked questions

How much are vacation packages to Princess Anne?

With a Travelocity vacation package, you can be living it up in Princess Anne for as low as $741. Flights, tours and hotels — we've got you. You can save some cash just for bundling your bookings. And with all that taken care of before you go, you can sit back, relax and enjoy the adventure.

How long should my Princess Anne vacation be?

There are no firm rules for how long your Princess Anne vacation should be, but the majority of people stay for around 2 nights. Got some leeway with your departure date? Consider extending your trip by a few more nights. Then you'll have loads of time to explore the area's hidden treasures too.

Where can I get the best vacation package deals for Princess Anne?

Find your dream escape at Travelocity. With access to 400 airlines and an impressive 1,000,000 properties across the globe, finding the perfect Princess Anne package deal couldn't be simpler.

Why should I purchase my Princess Anne vacation bundle with Travelocity?

Because life is one amazing journey, and we offer everything you need to help you along the way. With our top-quality service and Price Match Guarantee, you can organize your trip with confidence. What's more, you can rest easy while you're away knowing we're always available to chat via our 24/7 customer support.

Will I save money on my Princess Anne car rental if I bundle it with my hotel or flight?

You certainly can — bundle your car, hotel and flight into a Princess Anne vacation package and you'll save a tidy sum. With so much to see and do in the Princess Anne area, that rental vehicle will make exploring easy. Once you've settled into the driver's seat, crank up the tunes and make tracks to White House, a well-known sight roughly 85 mi from Princess Anne.

Which airport is best for Princess Anne?

The main airport is Salisbury - Ocean City Wicomico Regional Airport (SBY), roughly 14 mi northeast of inner Princess Anne.

Where should I stay when visiting Princess Anne?

If you're looking for a place to base yourself, consider the Washington Inn And Tavern. It's the top pick for many visitors.