Princess Anne Vacation Packages 2026 from $780

Princess Anne flight + hotel vacation packages

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

Lankford Hotel and Lodge

Downtown Ocean City

$780

per person

May 22 - May 25

found 11 hours ago

Roundtrip non-stop flight included

Indianapolis (IND) to Salisbury (SBY)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A restaurant and a communal living room are also provided.

Miramar Condominiums

Downtown Ocean City

$1,770

per person

May 22 - May 25

found 11 hours ago

Roundtrip non-stop flight included

Indianapolis (IND) to Salisbury (SBY)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.

Grand Hotel Ocean City Oceanfront

Downtown Ocean City

$949

per person

May 22 - May 25

found 11 hours ago

Roundtrip non-stop flight included

Indianapolis (IND) 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.

Ocean 1 Hotel and Suites

Downtown Ocean City

$942

per person

May 22 - May 25

found 11 hours ago

Roundtrip non-stop flight included

Indianapolis (IND) 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.

Princess Bayside Beach Hotel

Midtown Ocean City

$979

per person

May 22 - May 25

found 11 hours ago

Roundtrip non-stop flight included

Indianapolis (IND) to Salisbury (SBY)

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.

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 8 - Apr 9

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.

Key West Cottages

4251 Main Street Chincoteague VA

$199 nightly

$223 total

Apr 5 - Apr 6

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.

Blufin Bungalows & Marina

2477 Main St Chincoteague VA

$134 nightly

$150 total

Apr 9 - Apr 10

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.

Hampton Inn Salisbury

121 E Naylor Mill Rd Salisbury MD

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$120 total

Apr 12 - Apr 13

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.

Wingate by Wyndham Salisbury

406 Punkin Ct Salisbury MD

Free Cancellation

Reserve now, pay when you stay

$86 nightly

$97 total

May 3 - May 4

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.

Comfort Suites Chincoteague Island Bayfront Resort

4195 Main St Chincoteague VA

Free Cancellation

$132 nightly

$150 total

Apr 22 - Apr 23

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.

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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.

Popular places to visit

University of Maryland Eastern Shore

4/5(45 reviews)

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

Somerset County Library

After visiting Somerset County Library, make a plan to see the other sights and activities in Princess Anne. You can enjoy the restaurants while in the area.

Hytche athletic Center

Catch an event at Hytche athletic Center during your trip to Princess Anne. You can enjoy the restaurants while in the area.

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 $780. 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.