Deals on vacations and trips to Princess Anne

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Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

2 out of 5
Price was $303, price is now $264 per person
$264
per person
Nov 13 - Nov 15
found 8 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Salisbury (SBY)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A lobby fireplace, laundry facilities, and free newspapers are also on offer.
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 out of 5
Price was $367, price is now $331 per person
$331
per person
Nov 13 - Nov 15
found 8 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Salisbury (SBY)
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

3 out of 5
Price was $317, price is now $287 per person
$287
per person
Nov 13 - Nov 15
found 8 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Salisbury (SBY)
A golf course, 2 restaurants, and a 24-hour gym are all featured at this smoke-free lodge. Dine at the beachfront restaurant and relax with sun loungers. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
St Michaels Inn

St Michaels Inn

2.5 out of 5
Price was $558, price is now $514 per person
$514
per person
Oct 9 - Oct 12
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Salisbury (SBY)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the conference center and conference space on site. Enjoy the seasonal outdoor pool and conveniences like a terrace and laundry facilities.
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3 out of 5
Price was $981, price is now $958 per person
$958
per person
Oct 9 - Oct 12
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Salisbury (SBY)
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 perks like free self parking.

Top Princess Anne hotels deals

Econo Lodge Princess Anne

Econo Lodge Princess Anne

2 out of 5
10936 Market Lane US 13 Princess Anne MD
Free Cancellation
$72 nightly
The price is $80 total per night
$80 total
Sep 13 - Sep 14
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.
Americas Best Value Inn Princess Anne

Americas Best Value Inn Princess Anne

2 out of 5
30359 Mt. Vernon Road Princess Anne MD
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $83 total per night
$83 total
Aug 18 - Aug 19
Total with taxes and fees
Free WiFi in public areas is available at this motel.
Pet friendly
Free WiFi
Chincoteague Inn

Chincoteague Inn

2 out of 5
4417 Deep Hole Road Chincoteague VA
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $111 total per night
$111 total
Sep 13 - Sep 14
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.
Best Western Salisbury Plaza

Best Western Salisbury Plaza

2.5 out of 5
1735 N Salisbury Blvd Salisbury MD
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $109 total per night
$109 total
Sep 2 - Sep 3
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.
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
$285 nightly
The price is $320 total per night
$320 total
Aug 20 - Aug 21
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.
Days Inn by Wyndham Salisbury

Days Inn by Wyndham Salisbury

2 out of 5
2525 N Salisbury Blvd Salisbury MD
Free Cancellation
Reserve now, pay when you stay
$55 nightly
The price is $62 total per night
$62 total
Sep 7 - Sep 8
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the laundry service. A picnic area, luggage storage, and laundry facilities are also on offer.
Parking included
Free WiFi
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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.
See properties

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 $264. 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.

Photos of local treasures

Browse Princess Anne vacation photos for more inspiration

A sunset over a lake with a dock and a small settlement.
A sunset over a marshy landscape with a calm water body reflecting the sky.
A beach with horses and birds.
A collection of colorful Adirondack chairs arranged on grass.
An aerial view of a coastal area with a river, patches of greenery, and a clear sky.

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