Downtown Chincoteague Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Mominator Madness

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Downtown Chincoteague

Find the best Downtown Chincoteague areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Chincoteague
Default Image

Piney Island

2 out of top 10 points of interest in this area

While visiting Piney Island, you might make a stop by sights like Maui Jack's Waterpark and Museum of Chincoteague.

Find hotels in Piney Island

Downtown Chincoteague Hotel Deals

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 out of 5
4195 Main St Chincoteague VA
Fully refundable
The price is ₩231,292 per night from May 31 to Jun 1
₩231,292
₩261,294 total
May 31 - Jun 1
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
The best

Reviewed on Apr 27, 2026

Comfort Suites Chincoteague Island Bayfront Resort
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
The price is ₩262,333 per night from May 7 to May 8
₩262,333
₩294,599 total
May 7 - May 8
includes taxes & fees
9.8/10 Exceptional! (552 reviews)
Our unit was very spacious, upscale linens, spotless. The property is kept in immaculate condition. We will definitely stay here again.

Reviewed on May 5, 2026

Key West Cottages
Waterside Inn

Waterside Inn

2 out of 5
3761 Main St Chincoteague VA
The price is ₩141,415 per night from May 10 to May 11
₩141,415
₩158,810 total
May 10 - May 11
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
The staff was friendly and helpful. The room was clean & comfortable. We felt safe in and around the property. We elected to have breakfast out, I have no doubt it was as nice as everything else. We will definitely stay at this hotel again!

Reviewed on May 4, 2026

Waterside Inn
See all 729 properties in Downtown Chincoteague
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.