Assawoman, VA

Travel Guide

Waterside Inn

Waterside Inn

2 out of 5
3761 Main St, Chincoteague, VA
$77 nightly
The price is $86 total per night from Nov 13 to Nov 14
$86 total
Nov 13 - Nov 14
Total with taxes and fees
Stay at this hotel in Chincoteague. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9/10 Wonderful! (1,005 reviews)
Staff was great at check in, room clean and comfortable.

Reviewed on Nov 2, 2025

Waterside Inn
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street, Chincoteague, VA
$134 nightly
The price is $151 total per night from Dec 1 to Dec 2
$151 total
Dec 1 - Dec 2
Total with taxes and fees
Stay at this 3-star cottage in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
9.8/10 Exceptional! (475 reviews)
I stayed in the Palm Cottage. I was told that the particular cottage I was given was the most requested, and I now I know why. The view was absolutely incredible. Though it was surrounded by other cottages, it felt like I was in a space all by myself. It was so quiet and peaceful, though it was during ...

Reviewed on Nov 1, 2025

Key West Cottages
Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

2.5 out of 5
125 Newtowne Blvd, Pocomoke City, MD
$101 nightly
The price is $112 total per night from Dec 1 to Dec 2
$112 total
Dec 1 - Dec 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Pocomoke City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (872 reviews)
We had a great stay, the room was very spacious and clean. Breakfast was good with lots of options and the staff was very friendly. Only thing that could improve is the cleanliness of the showers. Not necessarily dirty but old

Reviewed on Nov 5, 2025

Best Western Plus Pocomoke City
See all 781 properties in Assawoman
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 3-star cottage in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
9.8/10 Exceptional! (475 reviews)
I stayed in the Palm Cottage. I was told that the particular cottage I was given was the most requested, and I now I know why. The view was absolutely incredible. Though it was surrounded by other cottages, it felt like I was in a space all by myself. It was so quiet and peaceful, though it was during ...

Reviewed on Nov 1, 2025

Key West Cottages
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St, Chincoteague, VA
Stay at this 3-star vacation home in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Chincoteague Channel and Assateague ...
9.6/10 Exceptional! (203 reviews)
Once again we had the best stay at the best bungalows! We love the ease of check in and the communication. The place is always spotless - with plenty of pillows and blankets. We’ll be back again before you close for the winter!

Reviewed on Oct 26, 2025

Blufin Bungalows & Marina
1BR Waterfront cottage with a view of the wild Chincoteague ponies!

1BR Waterfront cottage with a view of the wild Chincoteague ponies!

Chincoteague
Stay at this cottage in Chincoteague. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Assateague Lighthouse and ...
9.6/10 Exceptional! (14 reviews)
Very clean room. Rented a small boat from them and took our dogs with us; they loved being on a boat! Beautiful views of the water and assateague lighthouse right from the property, especially at sunset. We paid for the water taxi to take us to a secluded beach for a few hours. The dogs got to run ...

Reviewed on Sep 1, 2025

1BR Waterfront cottage with a view of the wild Chincoteague ponies!
See all properties in Assawoman
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.