Book Hotels in Assawoman, VA

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Top Assawoman hotels

Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
$168 nightly
The price is $188 total per night from Apr 27 to Apr 28
$188 total
Apr 27 - Apr 28
Total with taxes and fees
A private beach and an outdoor pool are featured at this smoke-free cottage. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. ...
The property was very nice. The cottages were clean, and the view of the bay was beautiful. There is a lovely outdoor seating area with fire rings that you can use on the cooler nights. My only little complaint would be that the pool closes at dusk, but it has an awesome colored light setup that ...

Reviewed on Apr 19, 2026

Opens in a new windowKey West Cottages
Refuge Inn

Refuge Inn

3 out of 5
7058 Maddox Blvd. Chincoteague VA
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $175 total per night from May 6 to May 7
$175 total
May 6 - May 7
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal ...
This place was charming. Old-fashioned, but clean and friendly. Right outside the Refuge. I’d stay again.

Reviewed on Apr 18, 2026

Opens in a new windowRefuge Inn
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
A seasonal outdoor pool is featured at this vacation home, along with free self parking. WiFi in public areas is free. A convenience store is also provided.
Quiet, friendly staff, beautiful views.

Reviewed on Apr 23, 2026

Opens in a new windowBlufin Bungalows & Marina
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 out of 5
4195 Main St Chincoteague VA
$144 nightly
The price is $163 total per night from Apr 26 to Apr 27
$163 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Enjoy the 24-hour gym and free perks like full breakfast and free self parking. There's a hot tub on ...
Very friendly staff, nice amenities especially the indoor pool which is nicely maintained. Breakfast buffet was great and also very clean. Nice water view from the room and nice size room. Would definitely stay again!

Reviewed on Apr 19, 2026

Opens in a new windowComfort Suites Chincoteague Island Bayfront Resort
Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island

2.5 out of 5
7105 Maddox Boulevard Chincoteague VA
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $115 total per night from May 4 to May 5
$115 total
May 4 - May 5
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies ...
HONEST REVIEW: 2 couples booked rooms here for a short 4-day getaway. My husband and I had never been here before. Arrived, parked, went to check in. Front desk staff was friendly, funny, and helpful. Grabbed our bags and headed to the elevator. We were on the 3rd floor (there are easy stairs tho ...

Reviewed on Apr 21, 2026

Opens in a new windowSpark by Hilton Chincoteague Island
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

3 out of 5
3913 Main Street Chincoteague VA
$134 nightly
The price is $150 total per night from Apr 29 to Apr 30
$150 total
Apr 29 - Apr 30
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
Overall, this

Reviewed on Apr 6, 2026

Opens in a new windowFairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Waterside Inn

Waterside Inn

2 out of 5
3761 Main St Chincoteague VA
$89 nightly
The price is $100 total per night from Apr 30 to May 1
$100 total
Apr 30 - May 1
Total with taxes and fees
A marina and a gym are featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and free perks like on-the-go breakfast and free self parking. Free ...
Very quaint and quiet place to stay in the off season. Staff very friendly. Great view from the room. Would stay again.

Reviewed on Apr 24, 2026

Opens in a new windowWaterside Inn
Marina Bay Hotel & Suites, an Ascend Collection Hotel

Marina Bay Hotel & Suites, an Ascend Collection Hotel

2.5 out of 5
3801 Main St Chincoteague VA
Fully refundable
$111 nightly
The price is $125 total per night from May 3 to May 4
$125 total
May 3 - May 4
Total with taxes and fees
A marina and a gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from ...
Pleasant, spacious room, helpful staff, handsome hotel on the water. The free breakfast left a little to be desired: the bacon tasted like randomly shaped strips of vaguely bacon-colored cardboard.

Reviewed on Apr 6, 2026

Opens in a new windowMarina Bay Hotel & Suites, an Ascend Collection Hotel
Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

2.5 out of 5
125 Newtowne Blvd Pocomoke City MD
$93 nightly
The price is $104 total per night from May 10 to May 11
$104 total
May 10 - May 11
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, ...
Everything was amazing from the room to the pool to the service and food was lovely

Reviewed on Apr 23, 2026

Opens in a new windowBest Western Plus Pocomoke City
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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.

Frequently asked questions

What are the top kid-friendly hotels in Assawoman?
From cool amenities to extra space, kid-friendly hotels come with features that can help transform a good family vacation into an incredible one. These Assawoman properties make getting away with your youngsters a piece of cake: The whole gang will enjoy staying at Modern farmhouse close to beach and fishing!. A water park and a nearby beach are among the things that help make this hotel a popular option. Also look up Cabin at Holdens Creek on Eastern Shore of VA. It offers animal viewing activities, a fireplace and lots of opportunities to spend time together.
Where can I find cheap hotels in Assawoman?
At Travelocity you'll find really nice hotels in Assawoman at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Assawoman rather than in Assawoman. We may find you even better rates, too.
How do I find the best Assawoman hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Assawoman then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Assawoman?
The cheapest hotel in Assawoman is $100. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Assawoman?
There are 767 hotels in Assawoman on Travelocity.
What are the best hotels in Assawoman?
Assawoman has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Assawoman for you!
When is the best time to visit Assawoman?
If you want the joy of a fun-filled trip in peak season, visit Assawoman during March, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Assawoman?
Based on historic data is usually the cheapest month to visit Assawoman. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Assawoman?
There are multiple hotels in Assawoman that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Assawoman. We have plenty of kid-friendly hotels in Assawoman to choose from on Travelocity!
Why book a hotel in Assawoman through Travelocity?
Because we have the top hotels in Assawoman! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Assawoman on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Assawoman hotel reviews by fellow wanderers