Princess Anne Vacation Packages 2026 from $420

Princess Anne flight + hotel vacation packages

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

Country Inn & Suites by Radisson, Salisbury, MD

$420

per person

Jun 5 - Jun 8

found 14 hours ago

Roundtrip flight included

Orlando (MCO) to Salisbury (SBY)

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.

Princess Royale Oceanfront Resort

North Ocean City

Save 100% on your flight

$771

per person

Jun 5 - Jun 8

found 14 hours ago

Roundtrip flight included

Orlando (MCO) 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.

Americana Motor Inn

Downtown Ocean City

$593

per person

Jun 5 - Jun 8

found 14 hours ago

Roundtrip flight included

Orlando (MCO) to Salisbury (SBY)

A restaurant, free self parking, and a 24-hour front desk are among this hotel's amenities. WiFi in public areas is free. Free newspapers are provided for your convenience.

Comfort Inn Gold Coast

North Ocean City

$505

per person

Jun 5 - Jun 8

found 14 hours ago

Roundtrip flight included

Orlando (MCO) to Salisbury (SBY)

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Enjoy the hot tub and perks like free self parking and free WiFi. A terrace, a garden, and a grocery/convenience store are also on offer.

Cambria Hotel Ocean City - Bayfront

Downtown Ocean City

Save 100% on your flight

$775

per person

Jun 5 - Jun 8

found 14 hours ago

Roundtrip flight included

Orlando (MCO) to Salisbury (SBY)

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.

Top Princess Anne hotels deals

Econo Lodge Princess Anne

10936 Market Lane US 13 Princess Anne MD

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$85 total

Apr 23 - Apr 24

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

Blufin Bungalows & Marina

2477 Main St Chincoteague VA

$124 nightly

$139 total

Apr 23 - Apr 24

Total with taxes and fees

A seasonal outdoor pool is featured at this vacation home, along with free self parking. WiFi in public areas is free. A convenience store is also provided.

Pool

Kitchen

Key West Cottages

4251 Main Street Chincoteague VA

$199 nightly

$223 total

Apr 21 - Apr 22

Total with taxes and fees

A private beach and an outdoor pool are featured at this smoke-free cottage. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A terrace, a snack bar/deli, and a picnic area are also on offer.

Pool

Kitchen

Comfort Suites Chincoteague Island Bayfront Resort

4195 Main St Chincoteague VA

Free Cancellation

$130 nightly

$147 total

Apr 26 - Apr 27

Total with taxes and fees

This hotel features an outdoor pool and an indoor pool. Enjoy the 24-hour gym and free perks like full breakfast and free self parking. There's a hot tub on site, and laundry facilities and concierge services are also offered.

Pool

Hot Tub

Hampton Inn Salisbury

121 E Naylor Mill Rd Salisbury MD

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$111 total

Apr 26 - Apr 27

Total with taxes and fees

A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. A 24-hour business center, express check-in, and express check-out are also on offer.

Breakfast included

Pet friendly

Wingate by Wyndham Salisbury

406 Punkin Ct Salisbury MD

Free Cancellation

Reserve now, pay when you stay

$88 nightly

$99 total

Apr 19 - Apr 20

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Pool

Parking included

Don't see what you're looking for?

See all available properties in Princess Anne

View all properties

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.

Popular places to visit

University of Maryland Eastern Shore

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

Monie Island

Commune with nature and explore the great outdoors at Monie Island during your travels in Mount Vernon.

Ballards Island

Commune with nature and explore the great outdoors at Ballards Island during your travels in Mount Vernon.

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 $420. 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.