Assawoman, VA

Travel Guide

Waterside Inn

Waterside Inn

2 out of 5
3761 Main St Chincoteague VA
$68 nightly
The price is $76 total per night from Oct 18 to Oct 19
$76 total
Oct 18 - Oct 19
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! (1,000 reviews)
"I always stay here when I'm in Chincoteague. Great hotel with a friendly staff with a great hot tub and pool. The location is really great too with a beautiful view. If you're lucky you'll get to meet Winston and Brody (dogs) when they stop by for a visit."

Reviewed on Sep 21, 2026

Waterside Inn
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
$224 nightly
The price is $252 total per night from Oct 18 to Oct 19
$252 total
Oct 18 - Oct 19
Total with taxes and fees
Stay at this cottage in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (645 reviews)
"The facilities were beautiful and the staff was very helpful and friendly."

Reviewed on Sep 22, 2026

Key West Cottages
Chincoteague Inn

Chincoteague Inn

2 out of 5
4417 Deep Hole Road Chincoteague VA
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $100 total per night from Sep 28 to Sep 29
$100 total
Sep 28 - Sep 29
Total with taxes and fees
Stay at this motel in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Chincoteague Inn
See all 799 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 cottage in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (645 reviews)
"The facilities were beautiful and the staff was very helpful and friendly."

Reviewed on Sep 22, 2026

Key West Cottages
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
Stay at this vacation home in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Chincoteague Channel and Assateague Point ...
Blufin Bungalows & Marina
Chincoteague Bay RV Resort & Cottages

Chincoteague Bay RV Resort & Cottages

3 out of 5
2305 Main St Chincoteague VA
Stay at this vacation home in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Chincoteague Channel and Assateague Point ...
9.4/10 Exceptional! (40 reviews)
"Thoroughly clean throughout the entire campground, pool was perfect and activities for our family were perfect."

Reviewed on Sep 21, 2026

Chincoteague Bay RV Resort & Cottages
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.