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Compare 501 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Rod 'N' Reel Resort
3.0 star property
8.2 out of 10, Very Good, (1012)
"Under construction indoor fun stuff not available they did have outdoor kid games available but we don’t have kids. Mini convenience store had no ice cream 1936 bar & grill which rod & reel recommended not good over priced don’t go there other hrs opened late closed early "
The price is $179
$219 total
includes taxes & fees
Jun 9 - Jun 10
Rod 'N' Reel Resort
Springhill Suites by Marriott Prince Frederick
3.0 star property
8.6 out of 10, Excellent, (782)
"able to drive wherever we need to go or walk."
The price is $101
$112 total
includes taxes & fees
Jun 30 - Jul 1
Springhill Suites by Marriott Prince Frederick
The Tilghman Island Inn
3.5 star property
9.8 out of 10, Exceptional, (52)
"Really nice Inn. The staff wad super friendly and accommodating. The view from the property is fantastic and the whole experience is very calming and relaxing."
The price is $250
$275 total
includes taxes & fees
Jun 11 - Jun 12
The Tilghman Island Inn
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Holiday Inn Express Prince Frederick, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (540)
"Nicer than what I expected. Room was great, large, and clean. "
The price is $132
$147 total
includes taxes & fees
Jun 11 - Jun 12
Holiday Inn Express Prince Frederick, an IHG Hotel
Lowes Wharf Marina Inn
3.0 star property
7.8 out of 10, Good, (63)
"Beautiful view of the bay but there were some minor damage to the doors and walls. "
The price is $219
$241 total
includes taxes & fees
Jun 9 - Jun 10
Lowes Wharf Marina Inn
Knapps Narrows Marina & Inn
3.0 star property
9.4 out of 10, Exceptional, (307)
"Excellent Inn and Marina. Perfect for boaters and people fishing the area. It’s also a nice place outside of St Michaels. The two main restaurants in the area need attention. The breakfast restaurant on the island “Two if by Sea” is excellent!"
The price is $210
$231 total
includes taxes & fees
Jun 9 - Jun 10
Knapps Narrows Marina & Inn
Black Walnut Point Inn
3.5 star property
9.0 out of 10, Wonderful, (53)
"Wife and I stayed 3 days for 41st anniversary. Bob and Tracy are wonderful hosts. "
The price is $178
$196 total
includes taxes & fees
Jun 10 - Jun 11
Black Walnut Point Inn
Hideaway By The Bay - Sunroom, bay view, propane fire pit, 6ft tall wood fence
9.2 out of 10, Wonderful, (11)
"Home has a great feel to it, and the owner is incredibly responsive; we struck up a genuine friendship. I would definitely rent again."
Hideaway By The Bay - Sunroom, bay view, propane fire pit, 6ft tall wood fence
Family-Friendly Chesapeake Beach House with Deck!
Family-Friendly Chesapeake Beach House with Deck!
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
10.0 out of 10, Exceptional, (8)
"We had a wonderful time! The house was super cute and clean. The views off the water in the morning and the evening were beautiful! All of the blackout shades came in very handy for our baby and little ones who sleep better in darker rooms. The hot tub was magical and taking the kayaks out onto the water was so fun! Only recommendation would be to bring bug spray! Thanks for a wonderful stay. We would love to come back."
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.
9.2 out of 10, Wonderful, (9)
"Got to go fishing, kayaking, and swimming in the pool. Had a great time, views are wonderful and it’s a peaceful environment. 10/10 would stay again."
The price is $199
$481 total
includes taxes & fees
Jun 13 - Jun 14
The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.
Indoor pool and spa in contemporary French home secluded in surrounding woods
10.0 out of 10, Exceptional, (9)
"Highly recommend this home. All the amenities you’ll ever need in a peaceful and private setting yet still so close to the beach and much more. The indoor pool and spa are even better than the pictures. Also have to note the owners take excellent care of the property and it shows. If you’re on the fence about booking do not hesitate."
Indoor pool and spa in contemporary French home secluded in surrounding woods
The Normandy Cottage ~ Charming Getaway ~ On The Shores Of The Chesapeake!
9.6 out of 10, Exceptional, (35)
"Great place for a short moms getaway. Walking distances to many things. Heard live music from the porch. House is spacious and extremely clean"
The Normandy Cottage ~ Charming Getaway ~ On The Shores Of The Chesapeake!
Cute Bay Home/Fantastic View and Sandy Beach
9.4 out of 10, Exceptional, (23)
"Wonderful experience at this amazing house. Love this little community and the beach is right there! Would definitely stay again!!! Thank you!"
Cute Bay Home/Fantastic View and Sandy Beach
Guest Quarters at the Inn - 103
9.8 out of 10, Exceptional, (21)
"Quaint, quiet, clean, and close to restaurants and our wedding venue we attended. Would return and recommend! Thank you!"
Guest Quarters at the Inn - 103
Guest Quarters at the Inn - 101
9.6 out of 10, Exceptional, (10)
"The location of this room is perfect for your stay in North Beach! Walking distance to the beach/boardwalk, several stores, restaurants, coffee shop, and beer garden. The included beach pass was so helpful! The check-in, check-out process was so easy. Our only complaint was the noise from the guests in the room above us and you could hear the live music from the nearby beer garden until 10:30 pm - however, the positives FAR outweighed the noise."
Guest Quarters at the Inn - 101
Family-friendly Chesapeake Beach House With Deck!
3.0 star property
Family-friendly Chesapeake Beach House With Deck!
Guest Quarters at the Inn - 102
10.0 out of 10, Exceptional, (15)
"Really enjoyed the location of this property, and how quiet it was at all hours. WiFi was fast enough for video calls and streaming. Comfy beds, too."
Guest Quarters at the Inn - 102
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (39)
"It was clean and had everything we needed. We had a very comfortable stay. There are one or two steps between many of the rooms so keep that in mind."
The Blue Crab Beach House - Free beach passes
Waterfront property with private boat ramp and new dock!
10.0 out of 10, Exceptional, (1)
Waterfront property with private boat ramp and new dock!
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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.

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Woolford Travel Info

Number of reviews
4,278
Accommodation
501 hotels
Highest price
$250
Lowest price
$78
Reasons to visit
Choptank River Lighthouse, Great Marsh Park and Long Wharf Park

Frequently asked questions

What's the best place for a stay in Woolford?

Based on Expedia's traveler preferences, Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock is a top place to stay in Woolford. Two other options for your trip to the area are Hyatt Regency Chesapeake Bay and St Michaels Inn. See all available top hotels, or vacation rentals in Woolford.

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

Bay view from Calvert Cliffs, Solomons Island & State Park nearby: This vacation home rental outside Woolford is located on a lake and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 3 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 Woolford.

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

Yes! The majority of hotel reservations are fully refundable as long as you cancel before the hotel’s cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you might still have the option to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Woolford.

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

For more information about rescheduling or cancelling your trip to Woolford, click here.

What are some hotels with pools in Woolford?

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock: Features a sauna, a pool, and sun loungers. Hyatt Regency Chesapeake Bay and St Michaels Inn are two additional hotels that feature an onsite pool. View all hotels with pools in Woolford.

What is staying in Woolford like?

Travelers to Woolford will find plenty to explore and enjoy. In Woolford, there are 9 hotels and other accommodations to choose from. Find out more about Woolford.

What are the top places to visit in Woolford?

A favorite place to visit is Blackwater National Wildlife Refuge. You'll also find Harriet Tubman Underground Railroad National Historical Park and Harriet Tubman Museum and Educational Center in the area. Check out what more to see and do in Expedia's Woolford guide.

What's the weather like in Woolford?

The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for Woolford is 48 inches.

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