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Compare 1,303 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Comfort Inn & Suites Chestertown
2.5 star property
8.6 out of 10, Excellent, 677 reviews
"Breakfast area and food was below expectations"
The price is $130
$145 total
includes taxes & fees
Jun 2 - Jun 3
Comfort Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
2.0 star property
7.4 out of 10, Good, 271 reviews
"nice hotel. helpful staff. stores and dining are walkable distances."
The price is $107
$119 total
includes taxes & fees
Jun 6 - Jun 7
Red Roof Inn & Suites Chestertown
The Lodge at Great Oak Landing
3.0 star property
7.6 out of 10, Good, 4 reviews
"The place is beautiful. The rooms are little small and could use updating. When I turned the air on the windows rattled so loud. I had to keep it on low to avoid the noise. No microwave in the room and be prepared for the slamming door at 6am. Other than those things we really enjoyed our time. "
The price is $132
$151 total
includes taxes & fees
Jun 6 - Jun 7
The Lodge at Great Oak Landing
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Driftwood Inn
2.0 star property
5.0 out of 10, 159 reviews
"It was clean and everything worked--more than I could say for many other more expensive rooms I've stayed in. The shower was exceptionally good. Watch out for the hot water: very hot! The TV had Netflix, Hulu, Roku, & Vudu. And they worked. On the downside, the furnishings and carpet were worn, but not terrible. "
The price is $64
$70 total
includes taxes & fees
Jun 2 - Jun 3
Driftwood Inn
Inn at Huntingfield Creek
3.5 star property
10.0 out of 10, Exceptional, 44 reviews
"Lovely property with wonderful owners and staff, including three very welcoming dogs. We had a perfect weekend getaway."
The price is $230
$255 total
includes taxes & fees
Jun 18 - Jun 19
Inn at Huntingfield Creek
Mariners Motel
2.0 star property
9.4 out of 10, Exceptional, 85 reviews
"Really cute property and rooms. The rooms are small but exceptionally clean and nicely decorated. Pretty grounds with a pool, fire pit, hammocks and yard games available. Easy walking distance to a few restaurants. Staff was very pleasant. "
The price is $167
$185 total
includes taxes & fees
Jun 2 - Jun 3
Mariners Motel
BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, 16 reviews
"We have been coming to Rock Hall for years and have stayed at the cottage the last two times and we have really enjoyed it. We will be back again and we will stay at this cottage again. My husband loves the sauna. Bill and Hannah"
The price is $175
$272 total
includes taxes & fees
Jun 2 - Jun 3
BAYSIDE BUNGALOW
First Floor Studio Apartment in Historic Chestertown
9.8 out of 10, Exceptional, 59 reviews
"This was the perfect place to rest our heads along our trip down the east coast. Very comfortable, clean and quiet. We made time to visit the beautiful town and I’m glad we did!"
The price is $110
$164 total
includes taxes & fees
Jun 11 - Jun 12
First Floor Studio Apartment in Historic Chestertown
Carriage House Hideaway in Middle of Chestertown
10.0 out of 10, Exceptional, 76 reviews
"Bob and Beth's apartment was absolutely perfect for us. It was the cleanest VRBO that we have ever stayed in. All of the amenities were above and beyond what we expected. The apartment is in a great location and walkable into town and the WC campus. We will definitely stay again when we come back to town."
Carriage House Hideaway in Middle of Chestertown
200 steps to the beach!
10.0 out of 10, Exceptional, 75 reviews
"Great stay over Memorial Day weekend. Loved the location of the house...so close to the water and not crowded at all. We will definitely be back!"
200 steps to the beach!
Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
10.0 out of 10, Exceptional, 38 reviews
"This was our second stay at your lovely cottage. I’m sure it won’t be our last. Great location!"
Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
Cute waterfront apartment -- 8 min from the beach!
10.0 out of 10, Exceptional, 5 reviews
"I raced the Waterman's tri and this location was perfect, well equipped, comfortable, clean, easy."
Cute waterfront apartment -- 8 min from the beach!
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
9.8 out of 10, Exceptional, 77 reviews
"We had a great stay and the property is well maintained. They had a lot of extras for our convenience such as toothbrushes, snacks, and more. The dock and view was beautiful and relaxing. We plan to come back soon!"
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
Waterfront Oasis w/ Private Dock, 3BR/2BA
9.8 out of 10, Exceptional, 19 reviews
"We really enjoyed our stay. We were in town to celebrate my Dad's 80th birthday and the house was convenient to Parkville and Towson. The view from the sunroom was gorgeous. It was everything we needed for a quick weekend stay. Thank you."
Waterfront Oasis w/ Private Dock, 3BR/2BA
Rambling Victorian Beach House on Maryland's Eastern Shore
10.0 out of 10, Exceptional, 13 reviews
"Our group of couples + kids enjoyed our getaway to the Eastern Shore. Betterton was a great home base to visit our alma mater, Washington College, in Chestertown. There, we visited the farmers market and waterfront park & playground with the kids. Back in Betterton, the house fit our group well. Plenty of bedrooms, bathrooms and space for each family. The kids & adults enjoyed spending time lounging in the third floor living room. We were pleased that the house had plenty of games, kids toys,...
Rambling Victorian Beach House on Maryland's Eastern Shore
This is truly a Baydream!
10.0 out of 10, Exceptional, 27 reviews
"Close to everything. Cute quiet neighborhood. Well equipped kitchen."
This is truly a Baydream!
Bayside Cottage steps from Rock Hall Harbor
10.0 out of 10, Exceptional, 1 review
"Property was nicely refurbished and furnished and well equipped. The younger set especially enjoyed the 5 bikes in good condition and the large yard to play sports. All in all, a great weekend stay!"
The price is $201
$396 total
includes taxes & fees
Jun 3 - Jun 4
Bayside Cottage steps from Rock Hall Harbor
Serene Waterfront Cottage with dock and gorgeous views.
9.6 out of 10, Exceptional, 35 reviews
"Nice place with everything I could want. Would stay there again!"
Serene Waterfront Cottage with dock and gorgeous views.
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
9.4 out of 10, Exceptional, 26 reviews
"This was our second stay here. The property is well appointed for a relaxing stay with 5-star views! Lots of room for family to spread out and relax, and the kitchen has everything you need to make delicious meals. Betterton is extra relaxing with its beautiful views and quiet stillness. We'll be back!"
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
Charming Chestertown Waterfront Cottage
10.0 out of 10, Exceptional, 59 reviews
"This is a great place to relax. The house had everything we needed and was very comfortable."
Charming Chestertown Waterfront Cottage
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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.

Stay near popular Rock Hall attractions

Rock Hall Travel Info

Number of reviews
1,742
Accommodation
1,303 hotels
Highest price
$230
Lowest price
$64
Reasons to visit
Waterman’s Museum, Eastern Neck National Wildlife Refuge and Ferry Park
Hotels with entertainment
2
Hotels with nearby beaches
3

Frequently asked questions

Where is the best place for a stay in Rock Hall?

Inn at Huntingfield Creek is a favorite with Expedia customers. This B&B offers a full-service spa and an outdoor pool. Mariners Motel is another top choice for your stay based on traveler reviews. See all available top hotels, or vacation rentals in Rock Hall.

What are some of the best vacation rentals that Rock Hall has to offer?

A waterfront gem with dock, kayaks great water views. Sleeps up to 12.: This highly rated vacation home rental in Rock Hall is located on the waterfront and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all vacation rentals in Rock Hall.

If I need to cancel my hotel reservation in Rock Hall, will I receive a refund?

Yes, the majority of hotel reservations are fully refundable if cancelled before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Rock Hall.

Where can I learn more about changing or cancelling my trip to Rock Hall?

For more details about updating your trip to Rock Hall or cancelling it, head over to our customer service page.

What's the best budget-friendly hotel in Rock Hall?

Based on reviews, Mariners Motel is a popular 2-star property for our travelers looking for an economical choice, and features free WiFi and free parking.

What's the best place to stay for families in Rock Hall?

Inn at Haven Harbour is a top 3-star B&B on Expedia for families, and features a restaurant and free parking. Mariners Motel is another good choice for your kid-friendly vacation. Attractions in the area like Annapolis Maritime Museum are also fun for the whole family.

What's the best place to stay for a romantic vacation to Rock Hall?

Inn at Huntingfield Creek is a favorite 3.5-star B&B for couples, and features an outdoor pool and free breakfast.

What's the best pet-friendly accommodation in Rock Hall?

Mariners Motel is a top pet-friendly option for your stay. See more pet-friendly hotel accommodations in Rock Hall.

What's the best place to stay near Rock Hall Harbor?

Adjacent to Rock Hall Harbor, Mariners Motel is one of the top choices for your stay based on our traveler data, and this property offers an outdoor pool and free parking.

What about the best place to stay near Ferry Park?

One of the top choices for your stay is Mariners Motel, located 0.7 mi (1.1 km) from Ferry Park, and this property offers an outdoor pool and free parking.

What's the best place for a beach vacation in Rock Hall?

Inn at Haven Harbour is a top 3-star B&B with a seasonal outdoor pool, and it's located close to the beach. Inn at Huntingfield Creek is another good choice for your stay near the beach.

What are some hotels with pools in Rock Hall?

Best Western Plus Hotel & Conference Center: Hotel located near Baltimore Cruise Terminal. Provides buffet, a pool, and free self parking. Sagamore Pendry Baltimore and La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie are two additional hotels that feature an onsite pool. View all hotels with pools in Rock Hall.

Recent reviews of Rock Hall hotels
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