Book Cheap Hotels in Woolford
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Most frequently booked Woolford hotels

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
0.63 km from city centre
Stay at this vacation home in Woolford. Enjoy free WiFi, a garden, and patios. Popular attractions Woods Island and Harriet Tubman Underground Railroad National Historical Park are located nearby.
Kitchen
Washer

Waterfront Getaway with Dock
2.08 km from city centre
The price is CA $324 per night
CA $324
CA $386 total
includes taxes & fees
May 11 - May 12
Stay at this vacation home in Woolford. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Harriet Tubman Underground Railroad National Historical Park and Woods Island are located nearby.
Kitchen
Washer

Hyatt Regency Chesapeake Bay
100 Heron Blvd, Cambridge, MD
Free cancellation
Reserve now, pay when you stay
13.45 km from city centre
The price is CA $281 per night
CA $281
CA $386 total
includes taxes & fees
May 6 - May 7
Stay at this 4-star beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Bay Country Shop and Ruark Boatworks are located nearby.
On private beach
Pool

St Michaels Inn
1228 S Talbot Street, St. Michaels, MD
Free cancellation
Reserve now, pay when you stay
29.69 km from city centre
The price is CA $141 per night
CA $141
CA $155 total
includes taxes & fees
Apr 13 - Apr 14
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Saint Michaels Village and Classic Motor Museum are located nearby.
Pool
Breakfast included

Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
32.24 km from city centre
The price is CA $646 per night
CA $646
CA $782 total
includes taxes & fees
Apr 13 - Apr 14
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Perry Cabin Park and Higgins Yacht Yard and Marina are located nearby.
Pool
Hot tub

Solomons Inn Resort & Marina
155 Holiday Dr. P.O. Box 1099, Solomons, MD
Free cancellation
Reserve now, pay when you stay
30.6 km from city centre
The price is CA $152 per night
CA $152
CA $169 total
includes taxes & fees
Apr 13 - Apr 14
Book a stay at this business-friendly hotel in Solomons. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Southern Branch Library and Drum Point Lighthouse are located nearby.
Pool
Breakfast included

The Tidewater Inn
101 E Dover St, Easton, MD
Free cancellation
Reserve now, pay when you stay
31.68 km from city centre
The price is CA $266 per night
CA $266
CA $293 total
includes taxes & fees
Apr 13 - Apr 14
Stay at this 3-star spa hotel in Easton. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Avalon Theatre and Customs House are located nearby.
Spa
Parking included

Wylder Tilghman Island
21551 Chesapeake Access Drive, Tilghman, MD
Free cancellation
Reserve now, pay when you stay
26.68 km from city centre
The price is CA $209 per night
CA $209
CA $287 total
includes taxes & fees
Apr 21 - Apr 22
Stay at this hotel in Tilghman. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tilghman Watermen’s Museum and Talbot County Library Tilghman Branch are located nearby.
On private beach
Pool

The Wildset
209 N Talbot St, St. Michaels, MD
Free cancellation
Reserve now, pay when you stay
31.92 km from city centre
The price is CA $312 per night
CA $312
CA $375 total
includes taxes & fees
Apr 21 - Apr 22
Stay at this hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Higgins Yacht Yard and Marina and Muskrat Park are located nearby.
Breakfast included
Pet-friendly
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.
Top hotels in Woolford for Extended Stay

Town View King Apartment with Private Beach - Walk to shops and restaurants
Oxford
10/10 Exceptional! (3 reviews)
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.
Woolford hotels essential information
Accommodation | 506 hotels |
---|---|
Lowest Price | CA $141 |
Highest Price | CA $646 |
Popular hotels | The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks, Waterfront Getaway with Dock, Hyatt Regency Chesapeake Bay, St Michaels Inn, Inn at Perry Cabin, Solomons Inn Resort & Marina, The Tidewater Inn, Wylder Tilghman Island, The Wildset |
Frequently asked questions
Recent Woolford hotel reviews by fellow wanderers

Hyatt Regency Chesapeake Bay
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Great spot."
A verified traveller stayed at Hyatt Regency Chesapeake Bay
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