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Our top choices for Assawoman hotels

Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island
2.5 star property
Piney Island
9.4 out of 10, Exceptional, (767 reviews)
"Staff were all very welcoming and helpful, and were able to give great information about the island. Located at the entrance to the national Wildlife Refuge, and next to the museum. "
United States
Patricia
$115 nightly
The price is $129
May 26 - May 27
Total with taxes and fees
Spark by Hilton Chincoteague Island

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff were extremely helpful and friendly and the bayside views were very relaxing."
United States
Peggy
$95 nightly
The price is $106
Apr 30 - May 1
Total with taxes and fees
Waterside Inn

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City
2.5 star property
Pocomoke City
8.6 out of 10, Excellent, (918 reviews)
"Great breakfast, clean rooms "
United States
Caitlin
$93 nightly
The price is $104
May 10 - May 11
Total with taxes and fees
Best Western Plus Pocomoke City

Refuge Inn

Refuge Inn
3.0 star property
Piney Island
9.8 out of 10, Exceptional, (1,002 reviews)
"Excellent location and great for families"
United States
Sandeep
$156 nightly
The price is $175
May 5 - May 6
Total with taxes and fees
Refuge Inn

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (546 reviews)
"This was an absolutely wonderful place to stay. Full of charm, clean and convenient. "
United States
Gina
$168 nightly
The price is $188
Apr 30 - May 1
Total with taxes and fees
Key West Cottages

Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague
7.2 out of 10, Good, (779 reviews)
"Staff was extremely friendly "
United States
meghann
$86 nightly
The price is $97
Apr 30 - May 1
Total with taxes and fees
Maddox Inn

Wachapreague Inn

Wachapreague Inn
3.0 star property
Wachapreague
9.2 out of 10, Wonderful, (110 reviews)
"Love the town "
United States
Bettie
$117 nightly
The price is $130
May 3 - May 4
Total with taxes and fees
Wachapreague Inn

Days Inn by Wyndham Chincoteague Island

Days Inn by Wyndham Chincoteague Island
2.0 star property
Piney Island
6.8 out of 10, (1,000 reviews)
"Good clean room with descent breakfast. "
United States
Viral
$72 nightly
The price is $81
May 3 - May 4
Total with taxes and fees
Days Inn by Wyndham Chincoteague Island

The Charlotte Hotel & Restaurant

The Charlotte Hotel & Restaurant
3.5 star property
Onancock
9.0 out of 10, Wonderful, (284 reviews)
"I thoroughly enjoyed my two-nights stay at Charlotte Hotel. The property is charming and in excellent condition. The breakfast I ate in the on-site restaurant was delicious. The location is conveniently located within walking of restaurants, cafe, pub and a community theater. I would definitely stay here again."
United States
Daniel
$150 nightly
The price is $165
May 3 - May 4
Total with taxes and fees
The Charlotte Hotel & Restaurant

Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD
2.0 star property
Pocomoke City
7.8 out of 10, Good, (63 reviews)
"Parking was right next to my room, especially important after a long day on the road. Perfect for a quick stop. "
United States
Jennifer
$75 nightly
The price is $84
Apr 30 - May 1
Total with taxes and fees
Studio 6 Suites Pocomoke City, MD

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
3.0 star property
Downtown Chincoteague
9.2 out of 10, Wonderful, (595 reviews)
"Curran and well maintained hotel. The breakfast was decent but the hot figs were not kept hot and the pastry selection was poor at best. "
United States
Brenda
$149 nightly
The price is $167
Apr 30 - May 1
Total with taxes and fees
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Onley Inn

Onley Inn
2.0 star property
Onley
6.8 out of 10, (887 reviews)
"Great place. Clean friendly staff and quiet rooms."
United States
Lawrence
$77 nightly
The price is $83
Apr 30 - May 1
Total with taxes and fees
Onley Inn

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort
2.5 star property
Downtown Chincoteague
9.6 out of 10, Exceptional, (1,000 reviews)
"Clean room, excellent pool, decent gym, lovely staff, and nice breakfast to round out the stay."
United States
Marvette
$152 nightly
The price is $171
Apr 30 - May 1
Total with taxes and fees
Comfort Suites Chincoteague Island Bayfront Resort

Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites
2.0 star property
Downtown Chincoteague
7.4 out of 10, Good, (1,000 reviews)
"Good breakfast, good price, kind staff"
United States
Barbara
$87 nightly
The price is $98
May 12 - May 13
Total with taxes and fees
Atlantic Shores Inn and Suites

1 Mi to Resort Marina! Greenbackville Retreat

1 Mi to Resort Marina! Greenbackville Retreat
3.0 star property
Captain's Cove
$284 nightly
The price is $313
May 3 - May 4
Total with taxes and fees
1 Mi to Resort Marina! Greenbackville Retreat

Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront
2.5 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (775 reviews)
"The staff was very friendly and helpful. The hotel was very clean and the breakfast buffet was great! "
United States
Stephanie
$139 nightly
The price is $156
May 10 - May 11
Total with taxes and fees
Hampton Inn & Suites Chincoteague Waterfront

Island Resort

Island Resort
2.0 star property
Downtown Chincoteague
9.2 out of 10, Wonderful, (452 reviews)
"Perfect spot to enjoy the Island and all its glory. Kids enjoyed the indoor pool and the view was perfect from the balcony. Clean and accommodating. My second stay here and would plan on it again. "
United States
Maria
$150 nightly
The price is $168
Apr 30 - May 1
Total with taxes and fees
Island Resort

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Marina Bay Hotel & Suites, an Ascend Collection Hotel
2.5 star property
Downtown Chincoteague
9.0 out of 10, Wonderful, (1,000 reviews)
"The rooms were spotless, nice breakfast , we really enjoyed our stay"
United States
Elizabeth
$132 nightly
The price is $149
Apr 30 - May 1
Total with taxes and fees
Marina Bay Hotel & Suites, an Ascend Collection Hotel

Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague
8.4 out of 10, Very Good, (1,000 reviews)
"Me and my brother enjoyed our stay "
United States
Korey E
$69 nightly
The price is $77
Apr 30 - May 1
Total with taxes and fees
Chincoteague Inn

Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague
8.8 out of 10, Excellent, (579 reviews)
"Pretty great place "
United States
Nicholas
$104 nightly
The price is $117
Apr 30 - May 1
Total with taxes and fees
Anchor Inn
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Frequently asked questions

What is the best area to stay in Assawoman?
The best area to stay in Assawoman is along the main thoroughfare, particularly near the intersection of Main Street and Atlantic Avenue.

This central area provides convenient access to local establishments and the community's offerings. It's a relaxed setting with a few local shops and dining options, making it easy to navigate on foot or by car.

Couples looking for a quiet getaway will appreciate this area. It offers a peaceful environment away from larger crowds, with opportunities for serene walks and enjoying local flavors without much hustle.

For solo travelers seeking a calm and uncomplicated experience, staying in the central part of Assawoman is ideal.
When is the best time to go to Assawoman?
The best time to go to Assawoman is during the shoulder seasons of late spring (May to early June) or early fall (September to October).

These periods offer pleasant weather with comfortable temperatures, fewer crowds compared to the peak summer months, and generally lower accommodation rates. You'll find the ocean warm enough for swimming and plenty of opportunities for outdoor activities without the intense heat and humidity of mid-summer.

For travelers looking to enjoy the beach and water sports without the summer rush, late spring is ideal. The days are long, and the natural beauty of the Eastern Shore is in full bloom. It's a great time for couples seeking a peaceful getaway with opportunities for kayaking, fishing, or exploring the local wildlife refuges.

Early fall is great for those who appreciate cooler evenings, crisp air, and stunning sunsets. The water remains suitable for swimming well into September, and the area hosts various local festivals and events.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Assawoman.
How can I save on a Assawoman hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Assawoman hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Assawoman hotel?
Prices for hotels in Assawoman often vary, but you can find a great deal from $77 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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