Princess Anne

Travel Guide

Aerial view of Princess Anne, Maryland with marshlands and waterways at sunset
Panoramic sunset over wetlands at Assateague Island in Maryland
Rainbow colored wooden chairs, known as Maine Chairs, standing in a row outside on the Eastern Shore, Maryland
Aerial view of Princess Anne, Maryland with marshlands and waterways
Aerial view of a white, old-fashioned church in the city of Princess Anne, Mount Vernon, Maryland
Econo Lodge Princess Anne

Econo Lodge Princess Anne

2 out of 5
10936 Market Lane US 13 Princess Anne MD
The price is RM302 per night from 28 Apr to 29 Apr
RM302
RM336 total
28 Apr - 29 Apr
includes taxes & fees
Stay at this business-friendly motel in Princess Anne. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
6.6/10 (679 reviews)
Clean room, comfy for last minute booking. Family friendly.

Reviewed on 12 Apr 2026

Econo Lodge Princess Anne
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
The price is RM441 per night from 23 Apr to 24 Apr
RM441
RM495 total
23 Apr - 24 Apr
includes taxes & fees
Stay at this holiday home in Chincoteague. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Chincoteague Channel and Assateague Point ...
9.6/10 Exceptional! (225 reviews)
Only reason why i dont give 5 stars overall because the hotwater only stays hot for like 15 minutes so we didnt do back to back showers.

Reviewed on 13 Apr 2026

Blufin Bungalows & Marina
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
The price is RM797 per night from 23 Apr to 24 Apr
RM797
RM895 total
23 Apr - 24 Apr
includes taxes & fees
Stay at this cottage in Chincoteague. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the pool and the helpful staff in their reviews. ...
9.8/10 Exceptional! (540 reviews)
Everything was very accommodating especially host..we arrived thinking we had booked our arrival night. I had not placed that booking until the next night. She booked us that night and made it so we were in the same cottage for the whole duration of our stay. A wonderful place to stay would highly ...

Reviewed on 15 Apr 2026

Key West Cottages
See all 796 properties in Princess Anne
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.
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
Stay at this cottage in Chincoteague. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the pool and the helpful staff in their reviews. ...
9.8/10 Exceptional! (540 reviews)
Everything was very accommodating especially host..we arrived thinking we had booked our arrival night. I had not placed that booking until the next night. She booked us that night and made it so we were in the same cottage for the whole duration of our stay. A wonderful place to stay would highly ...

Reviewed on 15 Apr 2026

Key West Cottages
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
Stay at this holiday home in Chincoteague. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Chincoteague Channel and Assateague Point ...
9.6/10 Exceptional! (225 reviews)
Only reason why i dont give 5 stars overall because the hotwater only stays hot for like 15 minutes so we didnt do back to back showers.

Reviewed on 13 Apr 2026

Blufin Bungalows & Marina
Strawberry Crossroads

Strawberry Crossroads

2 out of 5
6605 Morris Rd Pittsville MD
Stay at this cabin in Pittsville. Enjoy free parking, laundry facilities and a picnic area.
9/10 Wonderful! (7 reviews)
Quiet clean cabin off the beaten path!! Absolutely amazing place if you want something more private and rustic!!

Reviewed on 1 Sept 2025

Strawberry Crossroads
See all properties in Princess Anne
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

Enjoy the student vibe when you visit University of Maryland Eastern Shore during your travels in Princess Anne. Wander the seaside and beaches in the area.

University of Maryland Eastern Shore

Monie Island

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

Monie Island

Ballards Island

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

Ballards Island

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.

Somerset County Library

Manokin Park

Explore the great outdoors at Manokin Park, a lovely green space in Princess Anne. You can enjoy the restaurants while in the area.

Manokin Park

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.

Hytche athletic Center
Sunset over a fence in a snow covered farm field in rural Carrol

Snow Hill