Hotels in Assawoman
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Tonight
Aug 13 - Aug 14Tomorrow
Aug 14 - Aug 15This weekend
Aug 14 - Aug 16Next weekend
Aug 21 - Aug 23Top 5 hotels in Assawoman at a glance
- Waterside Inn — 2-star hotel in Downtown Chincoteague. Guest rating: 9.2/10 — Wonderful.
- Comfort Suites Chincoteague Island Bayfront Resort — 2.5-star hotel in Downtown Chincoteague. Guest rating: 9.6/10 — Exceptional.
- Spark by Hilton Chincoteague Island — 2.5-star hotel in Piney Island. Guest rating: 9.6/10 — Exceptional.
- Days Inn by Wyndham Chincoteague Island — 2-star hotel in Piney Island. Guest rating: 6.8/10.
- Refuge Inn — 3-star hotel in Piney Island. Guest rating: 9.8/10 — Exceptional.
Where to stay in Assawoman?




Waterside Inn
Waterside InnDowntown Chincoteague
$115
$129 total
includes taxes & fees
Sep 7 - Sep 8




Comfort Suites Chincoteague Island Bayfront Resort
Comfort Suites Chincoteague Island Bayfront ResortDowntown Chincoteague
$131
$148 total
includes taxes & fees
Sep 7 - Sep 8




Spark by Hilton Chincoteague Island
Spark by Hilton Chincoteague IslandPiney Island
$139
$157 total
includes taxes & fees
Sep 9 - Sep 10




Days Inn by Wyndham Chincoteague Island
Days Inn by Wyndham Chincoteague IslandPiney Island
$102
$115 total
includes taxes & fees
Sep 11 - Sep 12




Marina Bay Hotel & Suites, an Ascend Collection Hotel
Marina Bay Hotel & Suites, an Ascend Collection HotelDowntown Chincoteague
$127
$157 total
includes taxes & fees
Sep 13 - Sep 14




Best Western Plus Pocomoke City
Best Western Plus Pocomoke CityPocomoke City
$127
$142 total
includes taxes & fees
Sep 1 - Sep 2




Anchor Inn
Anchor InnDowntown Chincoteague
$110
$123 total
includes taxes & fees
Sep 7 - Sep 8




Hampton Inn & Suites Chincoteague Waterfront
Hampton Inn & Suites Chincoteague WaterfrontDowntown Chincoteague
$163
$183 total
includes taxes & fees
Sep 3 - Sep 4




Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Fairfield Inn & Suites by Marriott Chincoteague Island WaterfrontDowntown Chincoteague
$179
$201 total
includes taxes & fees
Aug 30 - Aug 31




Island Resort
Island ResortDowntown Chincoteague
$150
$168 total
includes taxes & fees
Aug 31 - Sep 1




Chincoteague Inn
Chincoteague InnDowntown Chincoteague
$99
$111 total
includes taxes & fees
Sep 13 - Sep 14




Birchwood Inn
Birchwood InnDowntown Chincoteague
$89
$105 total
includes taxes & fees
Sep 7 - Sep 8




Econo Lodge Pocomoke City Hwy 13
Econo Lodge Pocomoke City Hwy 13Pocomoke City
$69
$77 total
includes taxes & fees
Sep 7 - Sep 8




Atlantic Shores Inn and Suites
Atlantic Shores Inn and SuitesDowntown Chincoteague
$89
$100 total
includes taxes & fees
Sep 7 - Sep 8




Studio 6 Suites Pocomoke City, MD
Studio 6 Suites Pocomoke City, MDPocomoke City
$75
$84 total
includes taxes & fees
Sep 12 - Sep 13




Maddox Inn
Maddox InnDowntown Chincoteague
$110
$124 total
includes taxes & fees
Sep 8 - Sep 9




Key West Cottages
Key West CottagesDowntown Chincoteague
$242
$272 total
includes taxes & fees
Sep 8 - Sep 9




Blufin Bungalows & Marina
Blufin Bungalows & MarinaDown the Marsh
$278
$368 total
includes taxes & fees
Aug 20 - Aug 21




Motel 6 Pocomoke City, MD
Motel 6 Pocomoke City, MDPocomoke City
$76
$85 total
includes taxes & fees
Sep 1 - Sep 2
Go beyond your typical stay in Assawoman
Pet friendly
Family friendly
Check out reviews of Assawoman hotels guests love
Chincoteague Bay RV Resort & Cottages
8/10 Good
"Overall we enjoyed our visit. The cottage with a rooftop balcony was modern inside. The shower was great! View was pretty cool. It’s close to good food options and nice little shops, like Sundial Books. Like all places, there are pros and cons. Some of the cons, the bed in the main bedroom was uncomfortable and the sink in the bathroom backed up quickly. Also, on the second day we had a small ant issue. Would recommend for couples and a family up to four people."
Key West Cottages
10/10 Excellent
"Had a delightful stay here. Cute pastel cottages on the bay that were beautifully decorated and maintained. The kitchenette was well equipped, and everything was brand new. The front desk reception was extremely nice and responsive. Lots of families here, spending a lot of time at the pool. Adults with no children like me can enjoy tranquility in silence, as I very much did, by choosing rooms facing the bay. Loved this place!"
Waterside Inn
10/10 Excellent
"I have stayed here before. The pool and hot tub are wonderful. The view of the sunset from here is absolutely stunning. Having a balcony is great!"
Comfort Suites Chincoteague Island Bayfront Resort
10/10 Excellent
"Nice"
Birchwood Inn
8/10 Good
"It was good"
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
10/10 Excellent
"Great location with wonderful breakfast."
Blufin Bungalows & Marina
8/10 Good
"We have never stayed in a cottage on the water before but we’d thought we’d try it. It wasn’t too bad you could feel some movement but nothing to get sick over. The rooms were very nicely decorated and comfortable. Pros: clean rooms, close to parking, pool etc., affordable, nice pool, close to the inlets and partial sunset view from deck (we were in the middle). Cons: well off the beaten path, had to drive everywhere, no maid service, few towels(but we never asked for more), huge step to get from pier to porch of cottage. All in all, it was an enjoyable stay and we would stay here again!"
Anchor Inn
10/10 Excellent
"The view and cleanliness."
Days Inn by Wyndham Chincoteague Island
8/10 Good
"Clean room, nice pool, room was good, no smoke smells, breakfast was waffles, cereal, yogurt, breads and oatmeal so that was okay. No issues, good location. Traveled with my daughter."




