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

This weekend
Jun 12 - Jun 14
Next weekend
Jun 19 - Jun 21

Where to stay in Assawoman?

Lobby

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)
Wake up to coastal charm at this island retreat with free breakfast, WiFi, and parking. The seasonal outdoor pool refreshes after exploring nearby hiking trails. Museum of Chincoteague and Maui Jack's Waterpark offer adventure just moments away.
The price is $114
$128 total
includes taxes & fees
Jun 14 - Jun 15
Days Inn by Wyndham Chincoteague Island
Exterior

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (265 reviews)
Located on Chincoteague Island, these vacation homes feature convenient kitchenettes and Smart TVs. Enjoy the seasonal outdoor pool after exploring nearby Chincoteague Channel, with Assateague Point just a short distance away. Free WiFi and parking included.
The price is $211
$293 total
includes taxes & fees
Jun 15 - Jun 16
Blufin Bungalows & Marina
Blackout drapes, soundproofing, iron/ironing board, free WiFi

Onley Inn

Onley Inn
2.0 star property
Onley
7.0 out of 10, Good, (903 reviews)
Tranquil accommodations in Onley with muffled outside noise create a restful environment. Explore local restaurants, grocery stores, or nearby hiking trails. Enjoy free WiFi, daily housekeeping, and the attentive staff that guests consistently praise.
The price is $77
$83 total
includes taxes & fees
Jun 14 - Jun 15
Onley Inn
Combined shower/tub, towels, soap, toilet paper

Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD
2.0 star property
Pocomoke City
7.6 out of 10, Good, (67 reviews)
Enjoy a practical stay in Pocomoke City with free WiFi and complimentary parking at this accessible motel. Located near Newtown Park and Pocomoke Fair Grounds, the property offers 24-hour front desk service for hassle-free travel.
The price is $83
$93 total
includes taxes & fees
Jun 14 - Jun 15
Studio 6 Suites Pocomoke City, MD
Exterior

The Charlotte Hotel & Restaurant

The Charlotte Hotel & Restaurant
3.5 star property
Onancock
9.0 out of 10, Wonderful, (293 reviews)
Immerse yourself in the quaint Eastern Shore at this intimate hotel featuring an inviting restaurant and relaxed bar/lounge. Near North Street Market and Red Queen Gallery, this Onancock gem offers free parking and daily housekeeping for a carefree stay.
The price is $150
$165 total
includes taxes & fees
Jun 18 - Jun 19
The Charlotte Hotel & Restaurant
Indoor pool, seasonal outdoor pool, sun loungers

Refuge Inn

Refuge Inn
3.0 star property
Piney Island
9.8 out of 10, Exceptional, (1,010 reviews)
At Refuge Inn on Chincoteague, wake up to free breakfast before exploring nearby Museum of Chincoteague. Swim in indoor or seasonal outdoor pools, unwind in the sauna, or pedal around on complimentary bikes. Maui Jack's Waterpark awaits just minutes away.
The price is $218
$245 total
includes taxes & fees
Jun 14 - Jun 15
Refuge Inn
Reception

Econo Lodge Pocomoke City Hwy 13

Econo Lodge Pocomoke City Hwy 13
2.0 star property
Pocomoke City
5.6 out of 10, (797 reviews)
This budget-friendly Pocomoke City hotel offers a refreshing seasonal pool and complimentary continental breakfast. Located near Chesapeake Forest and Newtown Park, guests enjoy free WiFi and parking with easy highway access. Business travelers appreciate the helpful staff and well-maintained facilities.
The price is $78
$88 total
includes taxes & fees
Jun 28 - Jun 29
Econo Lodge Pocomoke City Hwy 13
Terrace/patio

Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island
2.5 star property
Piney Island
9.6 out of 10, Exceptional, (780 reviews)
Experience island charm at this waterfront hotel with a seasonal outdoor pool. Just minutes from Museum of Chincoteague and Maui Jack's Waterpark, guests enjoy clean rooms, free breakfast, and thoughtful staff assistance.
The price is $224
$251 total
includes taxes & fees
Jul 7 - Jul 8
Spark by Hilton Chincoteague Island
Beach nearby

Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague
7.2 out of 10, Good, (788 reviews)
This charming Chincoteague beach hotel offers a refreshing seasonal outdoor pool, plus free breakfast, WiFi, and parking. Explore nearby hiking trails or go kayaking. The attentive staff ensures a pleasant stay while the prime location puts you near local attractions.
The price is $123
$138 total
includes taxes & fees
Jun 14 - Jun 15
Maddox Inn
Indoor pool

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City
2.5 star property
Pocomoke City
8.6 out of 10, Excellent, (935 reviews)
Discover comfort near Pocomoke Branch Library and Costen House Museum at this traveler-approved hotel. Enjoy complimentary breakfast, WiFi, and parking while business amenities support your stay. Guests consistently praise the spotless rooms and attentive staff.
The price is $152
$170 total
includes taxes & fees
Jun 14 - Jun 15
Best Western Plus Pocomoke City
Indoor spa tub

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague
9.0 out of 10, Wonderful, (1,006 reviews)
Overlooking the ocean, this waterfront retreat offers a seasonal outdoor pool and marina. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Downtown Waterfront Park and Maui Jack's Waterpark. The fitness center and garden terrace complete your island getaway.
The price is $187
$210 total
includes taxes & fees
Jun 15 - Jun 16
Waterside Inn
Property entrance

Wachapreague Inn

Wachapreague Inn
3.0 star property
Wachapreague
9.2 out of 10, Wonderful, (111 reviews)
Nestled in charming Wachapreague, this inn offers free breakfast, WiFi, and parking. Explore local attractions on complimentary bicycles or enjoy a meal at the restaurant. Unwind with drinks at the bar after visiting nearby Nature Conservancy wildlife stations.
The price is $143
$158 total
includes taxes & fees
Jun 14 - Jun 15
Wachapreague Inn
Palm Cottage | 1 bedroom, premium bedding, individually decorated

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (576 reviews)
Soak up waterfront serenity at these island cottages with a seasonal outdoor pool and kayak options. Just minutes from Downtown Waterfront Park and Maui Jack's Waterpark, each unit includes a microwave and refrigerator for added convenience.
The price is $307
$345 total
includes taxes & fees
Jun 17 - Jun 18
Key West Cottages
Seasonal outdoor pool

Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites
2.0 star property
Downtown Chincoteague
7.4 out of 10, Good, (1,002 reviews)
This beachfront motel offers a seasonal outdoor pool and complimentary WiFi near Robert N. Reed Downtown Waterfront Park. Clean rooms and helpful staff ensure a comfortable stay, while Maui Jack's Waterpark provides nearby entertainment for families.
The price is $139
$156 total
includes taxes & fees
Jun 14 - Jun 15
Atlantic Shores Inn and Suites
Standard Room, 1 King Bed with Sofa bed, Non Smoking | Free WiFi, bed sheets, alarm clocks

Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague
8.4 out of 10, Very Good, (1,000 reviews)
Escape to this charming motel near Robert N. Reed Downtown Waterfront Park. Enjoy a relaxing dip in the outdoor pool after exploring Maui Jack's Waterpark. Clean rooms, helpful staff, and convenient amenities like free WiFi make for a delightful island retreat.
The price is $129
$145 total
includes taxes & fees
Jun 14 - Jun 15
Chincoteague Inn
Exterior

Island Resort

Island Resort
2.0 star property
Downtown Chincoteague
9.2 out of 10, Wonderful, (455 reviews)
This waterfront hotel combines relaxation with coastal charm near Robert N. Reed Downtown Park. Enjoy rejuvenating massages after a swim in the indoor pool, then explore nearby attractions. The fitness center, garden, and terrace complete your Eastern Shore getaway.
The price is $240
$270 total
includes taxes & fees
Jun 14 - Jun 15
Island Resort
View from property

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, (605 reviews)
The price is $260
$292 total
includes taxes & fees
Jun 18 - Jun 19
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Seasonal outdoor pool

Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague
7.0 out of 10, Good, (399 reviews)
Escape to this charming motel with a seasonal outdoor pool and garden terrace. Located near Robert N. Reed Downtown Waterfront Park and Maui Jack's Waterpark, this coastal retreat offers free WiFi and 24-hour service from staff praised for their helpfulness.
The price is $116
$135 total
includes taxes & fees
Jun 14 - Jun 15
Birchwood Inn
Exterior

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort
2.5 star property
Downtown Chincoteague
9.6 out of 10, Exceptional, (1,009 reviews)
Overlooking the bay on Chincoteague Island, this resort captivates with breathtaking sunsets and peaceful surroundings. Two pools, a hot tub, and 24-hour fitness center enhance your stay while Robert N. Reed Park and Maui Jack's Waterpark await nearby.
The price is $252
$284 total
includes taxes & fees
Jul 1 - Jul 2
Comfort Suites Chincoteague Island Bayfront Resort
Property amenity

Snug Harbor Marina and Hotel

Snug Harbor Marina and Hotel
2.5 star property
Chincoteague
8.8 out of 10, Excellent, (105 reviews)
Experience island serenity at this coastal retreat with private marina. Free WiFi and water activities like kayaking await, while Assateague Lighthouse and Maui Jack's Waterpark are just a short drive away. Enjoy easy beach access for a complete vacation.
The price is $289
$325 total
includes taxes & fees
Jun 14 - Jun 15
Snug Harbor Marina and Hotel
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.
View all properties

Check out reviews of Assawoman hotels guests love

Key West Cottages

Key West Cottages

10/10 Excellent
"I have been to Chincoteague Island at least a dozen times. By far, this is the best place I have stayed! The poolside cabins are spectacular! Two women, 2 bathrooms, genius! Lovely deck poolside view. Super comfortable bed. The ladies in the office are attentive and very accommodating. I'm looking for my next trip already."
Charlotte 4-night trip
Posted 1 hour ago
Key West Cottages

Frequently asked questions

What hotels do travelers recommend in Assawoman?
Guests like Blufin Bungalows & Marina, Key West Cottages and Refuge 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.