
Hotels in Assawoman
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Waterside Inn
Waterside Inn
2.0 star property
Downtown Chincoteague
9.0 out of 10, Wonderful, (1000)
9.0/10
Wonderful
(1000)
cleanliness Seaside escape with marina access, inviting pool, and free perks on Chincoteague.
The price is $66
$66
$74 total
includes taxes & fees
Jan 4 - Jan 5, 2026




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, (1000)
9.0/10
Wonderful
(1000)
cleanliness Explore the Eastern Shore's waterfront charm at this refined marina hotel.
The price is $67
$67
$90 total
includes taxes & fees
Jan 8 - Jan 9, 2026




Comfort Suites Chincoteague Island Bayfront Resort
Comfort Suites Chincoteague Island Bayfront Resort
2.5 star property
Downtown Chincoteague
9.6 out of 10, Exceptional, (1001)
9.6/10
Exceptional
(1001)
cleanliness Experience a serene bayfront escape with stunning island views and modern comforts.
The price is $91
$91
$103 total
includes taxes & fees
Jan 15 - Jan 16, 2026




Garden and Sea Inn
Garden and Sea Inn
3.5 star property
New Church
9.4 out of 10, Exceptional, (29)
9.4/10
Exceptional
(29)
cleanliness Savor Victorian charm in New Church, complete with seasonal pool and garden views.
The price is $209
$209
$231 total
includes taxes & fees
Dec 20 - Dec 21




Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
2.5 star property
Downtown Chincoteague
9.2 out of 10, Wonderful, (578)
9.2/10
Wonderful
(578)
The price is $116
$116
$130 total
includes taxes & fees
Dec 23 - Dec 24




Key West Cottages
Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (488)
9.8/10
Exceptional
(488)
cleanliness Cottages by the bay offer kayaking and free bike rentals to explore Chincoteague.
The price is $113
$113
$126 total
includes taxes & fees
Dec 21 - Dec 22




Hampton Inn & Suites Chincoteague Waterfront
Hampton Inn & Suites Chincoteague Waterfront
2.5 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (743)
9.8/10
Exceptional
(743)
cleanliness Bayfront escape with indoor pool near Chincoteague's downtown waterfront park.
The price is $90
$90
$101 total
includes taxes & fees
Dec 25 - Dec 26




Refuge Inn
Refuge Inn
3.0 star property
Piney Island
9.8 out of 10, Exceptional, (1000)
9.8/10
Exceptional
(1000)
cleanliness Enjoy an island getaway near wild ponies with pools, hot tubs, and bikes.
The price is $98
$98
$110 total
includes taxes & fees
Dec 21 - Dec 22




Spark by Hilton Chincoteague Island
Spark by Hilton Chincoteague Island
2.5 star property
Piney Island
9.4 out of 10, Exceptional, (747)
9.4/10
Exceptional
(747)
cleanliness Scenic waterfront stay with pool near Museum of Chincoteague and local attractions.
The price is $81
$81
$91 total
includes taxes & fees
Dec 25 - Dec 26




Atlantic Shores Inn and Suites
Atlantic Shores Inn and Suites
2.0 star property
Downtown Chincoteague
7.4 out of 10, Good, (1000)
7.4/10
Good
(1000)
cleanliness Family friendly stay on Chincoteague Island with an outdoor pool and free parking.
The price is $79
$79
$89 total
includes taxes & fees
Dec 21 - Dec 22




Days Inn by Wyndham Chincoteague Island
Days Inn by Wyndham Chincoteague Island
2.0 star property
Piney Island
6.8 out of 10, (1000)
6.8/10
(1000)
cleanliness Seaside escape with a seasonal pool and trails near Maui Jack's Waterpark.
The price is $60
$60
$67 total
includes taxes & fees
Jan 9 - Jan 10, 2026




Anchor Inn
Anchor Inn
2.0 star property
Downtown Chincoteague
8.8 out of 10, Excellent, (568)
8.8/10
Excellent
(568)
cleanliness Located on the bay in Chincoteague, this waterfront inn offers a marina and seasonal pool.
The price is $76
$76
$85 total
includes taxes & fees
Dec 22 - Dec 23




Island Resort
Island Resort
2.0 star property
Downtown Chincoteague
9.2 out of 10, Wonderful, (451)
9.2/10
Wonderful
(451)
cleanliness Unwind at this island retreat with an indoor pool and spa services in Chincoteague.
The price is $130
$130
$146 total
includes taxes & fees
Dec 20 - Dec 21




Econo Lodge Pocomoke City Hwy 13
Econo Lodge Pocomoke City Hwy 13
2.0 star property
Pocomoke City
5.6 out of 10, (781)
5.6/10
(781)
cleanliness Affordable highway access near Newtown Park with seasonal outdoor pool.
The price is $71
$71
$79 total
includes taxes & fees
Dec 21 - Dec 22




Motel 6 Pocomoke City, MD
Motel 6 Pocomoke City, MD
2.0 star property
Pocomoke City
5.2 out of 10, (494)
5.2/10
(494)
cleanliness Peaceful Pocomoke retreat with quiet rooms and easy access to local trails.
The price is $70
$70
$78 total
includes taxes & fees
Dec 20 - Dec 21




Studio 6 Suites Pocomoke City, MD
Studio 6 Suites Pocomoke City, MD
2.0 star property
Pocomoke City
7.6 out of 10, Good, (56)
7.6/10
Good
(56)
cleanliness Stay near Newtown Park at this budget-friendly motel with convenient amenities.
The price is $70
$70
$78 total
includes taxes & fees
Dec 21 - Dec 22




Best Western Plus Pocomoke City
Best Western Plus Pocomoke City
2.5 star property
Pocomoke City
8.6 out of 10, Excellent, (879)
8.6/10
Excellent
(879)
cleanliness Unwind at this Pocomoke City hotel with indoor pool and 24-hour fitness center.
The price is $93
$93
$103 total
includes taxes & fees
Dec 29 - Dec 30




Onley Inn
Onley Inn
2.0 star property
Onley
6.8 out of 10, (847)
6.8/10
(847)
cleanliness Cozy, peaceful retreat with nearby dining options and hiking trails for active travelers.
The price is $77
$77
$83 total
includes taxes & fees
Dec 21 - Dec 22




The Charlotte Hotel & Restaurant
The Charlotte Hotel & Restaurant
3.5 star property
Onancock
9.0 out of 10, Wonderful, (272)
9.0/10
Wonderful
(272)
cleanliness Discover coastal Virginia charm at this boutique Onancock hotel with on-site dining.
The price is $150
$150
$165 total
includes taxes & fees
Jan 1 - Jan 2, 2026




Regal Inn
Regal Inn
2.0 star property
Onley
5.8 out of 10, (102)
5.8/10
(102)
cleanliness Cozy motel in Onley with free perks and easy access to local attractions.
The price is $56
$56
$60 total
includes taxes & fees
Jan 1 - Jan 2, 2026
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.
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.
Budget hotels in Assawoman and vicinity




9.0 out of 10, Wonderful, (1000)
9.0/10
Wonderful
(1000)
The price is $66
$66
$74 total
includes taxes & fees
Jan 4 - Jan 5, 2026




Marina Bay Hotel & Suites, an Ascend Collection Hotel
Marina Bay Hotel & Suites, an Ascend Collection Hotel2.5 star property
Downtown Chincoteague
9.0 out of 10, Wonderful, (1000)
9.0/10
Wonderful
(1000)
The price is $67
$67
$90 total
includes taxes & fees
Jan 8 - Jan 9, 2026




7.6 out of 10, Good, (56)
7.6/10
Good
(56)
The price is $70
$70
$78 total
includes taxes & fees
Dec 21 - Dec 22




8.8 out of 10, Excellent, (568)
8.8/10
Excellent
(568)
The price is $76
$76
$85 total
includes taxes & fees
Dec 22 - Dec 23




7.4 out of 10, Good, (1000)
7.4/10
Good
(1000)
The price is $79
$79
$89 total
includes taxes & fees
Dec 21 - Dec 22




9.4 out of 10, Exceptional, (747)
9.4/10
Exceptional
(747)
The price is $81
$81
$91 total
includes taxes & fees
Dec 25 - Dec 26




Comfort Suites Chincoteague Island Bayfront Resort
Comfort Suites Chincoteague Island Bayfront Resort2.5 star property
Downtown Chincoteague
9.6 out of 10, Exceptional, (1001)
9.6/10
Exceptional
(1001)
The price is $91
$91
$103 total
includes taxes & fees
Jan 15 - Jan 16, 2026




9.8 out of 10, Exceptional, (1000)
9.8/10
Exceptional
(1000)
The price is $98
$98
$110 total
includes taxes & fees
Dec 21 - Dec 22




Hampton Inn & Suites Chincoteague Waterfront
Hampton Inn & Suites Chincoteague Waterfront2.5 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (743)
9.8/10
Exceptional
(743)
The price is $90
$90
$101 total
includes taxes & fees
Dec 25 - Dec 26




8.6 out of 10, Excellent, (879)
8.6/10
Excellent
(879)
The price is $93
$93
$103 total
includes taxes & fees
Dec 29 - Dec 30




9.2 out of 10, Wonderful, (110)
9.2/10
Wonderful
(110)
The price is $107
$107
$118 total
includes taxes & fees
Dec 20 - Dec 21




Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront2.5 star property
Downtown Chincoteague
9.2 out of 10, Wonderful, (578)
9.2/10
Wonderful
(578)
The price is $116
$116
$130 total
includes taxes & fees
Dec 23 - Dec 24




9.8 out of 10, Exceptional, (488)
9.8/10
Exceptional
(488)
The price is $113
$113
$126 total
includes taxes & fees
Dec 21 - Dec 22




9.2 out of 10, Wonderful, (451)
9.2/10
Wonderful
(451)
The price is $130
$130
$146 total
includes taxes & fees
Dec 20 - Dec 21




9.0 out of 10, Wonderful, (272)
9.0/10
Wonderful
(272)
The price is $150
$150
$165 total
includes taxes & fees
Jan 1 - Jan 2, 2026




9.4 out of 10, Exceptional, (29)
9.4/10
Exceptional
(29)
The price is $209
$209
$231 total
includes taxes & fees
Dec 20 - Dec 21




9.8 out of 10, Exceptional, (28)
9.8/10
Exceptional
(28)
The price is $425
$425
$472 total
includes taxes & fees
Jan 6 - Jan 7, 2026
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.
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.
Go beyond your typical stay in Assawoman
Pet friendly
Family friendly
Check out reviews of Assawoman hotels guests love

Blufin Bungalows & Marina
10/10 Excellent
"BlueFin was unique as you are sitting right on or near the water. The view is spectacular...the accommodations amazing. Restaurants are close by as is shopping and site seeing."

Waterside Inn
10/10 Excellent
"Great sunset view!"

Motel 6 Pocomoke City, MD
10/10 Excellent
" Clean and cheap very nice people will stay again "

Onley Inn
10/10 Excellent
"Heat and parking was great."

Hampton Inn & Suites Chincoteague Waterfront
10/10 Excellent
"Clean room, friendly staff, great continental breakfast!"

Key West Cottages
10/10 Excellent
"The cottage was clean and organized. Check in was easy and smooth. Can't wait to come back in warmer weather! "

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
10/10 Excellent
"Spencer was very helpful on the phone, and the staff who checked us in and out were very nice and polite. The room and breakfast were top notch as well :)"

Comfort Suites Chincoteague Island Bayfront Resort
10/10 Excellent
"Over all friendly, clean, great continental breakfast and cheerful."

Refuge Inn
10/10 Excellent
"Exceptional family operated facility in beautiful setting. Clean, quiet, and comfortable with numerous amenities. "
Frequently asked questions
What hotels do travelers recommend in Assawoman?
Guests like Key West Cottages, Refuge Inn and Waterside Inn.
Can I book a refundable hotel in Assawoman?
If you're looking for the flexibility to change your plans to Assawoman, most properties provide refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Assawoman be like during my trip?
The warmest months in Assawoman are usually July and August with an average temp of 75°F. January and February are the chilliest months when the average temp is 43°F. The rainiest months are October and August.
Why should I book my Assawoman hotel through Hotels.com?
There are plenty of reasons to book your Assawoman travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.