Woolford Vacation Packages
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Top Woolford vacation package deals
Price found within the past 48 hours. Click for updated prices.
2.5-star property
Gold Leaf Hotel of Dewey - Rehoboth Beach
9/10 Wonderful! (1,022 reviews)
Nov 4 - Nov 8
4 night stay
Fort Lauderdale (FLL) to Salisbury (SBY)
Frontier Airlines • Non-stop • Coach
Salisbury (SBY) to Fort Lauderdale (FLL)
Allegiant Air • Non-stop • Coach
Price was $363, price is now $301 per person
$301
per person
found 5 hours ago
2.5-star property
Harrington Welcome Inn
7.6/10 Good! (201 reviews)
Nov 4 - Nov 8
4 night stay
Fort Lauderdale (FLL) to Salisbury (SBY)
Frontier Airlines • Non-stop • Coach
Salisbury (SBY) to Fort Lauderdale (FLL)
Allegiant Air • Non-stop • Coach
Price was $398, price is now $336 per person
$336
per person
found 5 hours ago
The staff was great, very helpful and polite. The room had a bad smell of smoke when the door was opened. Not good for non-smokers. Parking was plentiful. No breakfast that I knew of but close to places to eat. Tub walls need a good cleaning. Recommend either Soft Scrub and elbow grease or Dow Scrubbing Bubbles with less muscle. Beds are high off the floor. If a shorter person checks in, they may have a hard time getting in bed.
Reviewed on Sep 29, 2026
2.5-star property
Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG
9/10 Wonderful! (1,000 reviews)
Nov 4 - Nov 8
4 night stay
Fort Lauderdale (FLL) to Salisbury (SBY)
Frontier Airlines • Non-stop • Coach
Salisbury (SBY) to Fort Lauderdale (FLL)
Allegiant Air • Non-stop • Coach
Price was $609, price is now $516 per person
$516
per person
found 5 hours ago
2.5-star property
Quality Inn & Suites Harrington - Milford
7.8/10 Good! (1,005 reviews)
Nov 4 - Nov 8
4 night stay
Fort Lauderdale (FLL) to Salisbury (SBY)
Frontier Airlines • Non-stop • Coach
Salisbury (SBY) to Fort Lauderdale (FLL)
Allegiant Air • Non-stop • Coach
Price was $517, price is now $467 per person
$467
per person
found 5 hours ago
Friendly staff, rooms were clean, convenient central location just off route 13 with options for food and gas within a few minutes
Reviewed on Sep 29, 2026
2.5-star property
Comfort Inn & Suites Milford
8/10 Very Good! (729 reviews)
Nov 4 - Nov 8
4 night stay
Fort Lauderdale (FLL) to Salisbury (SBY)
Frontier Airlines • Non-stop • Coach
Salisbury (SBY) to Fort Lauderdale (FLL)
Allegiant Air • Non-stop • Coach
Price was $529, price is now $478 per person
$478
per person
found 5 hours ago
Place smelled musty as soon as you walked in. No greeting by the front desk upon arrival. Hotel in general has not been maintained/updated. Room was far from clean. Mold on the curtains along with other unidentified stains. Bed was not that comfortable. Large group staying there had a meeting in the dining area so there was no place to sit for breakfast.
Reviewed on Sep 28, 2026
Top rated hotels for your Woolford vacation package
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford MD
0.39 mi from city center
$602 nightly
The price is $638 total per night
$638 total
Oct 5 - Oct 6
Total with taxes and fees
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
St Michaels Inn
1228 S Talbot Street St. Michaels MD
Free Cancellation
Reserve now, pay when you stay
18.44 mi from city center
$99 nightly
The price is $109 total per night
$109 total
Oct 4 - Oct 5
Total with taxes and fees
St Michaels Inn features free WiFi in public areas, a conference center, and a seasonal outdoor pool. If you decide to drive, there's free parking. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Additional amenities include a computer station, a terrace, and laundry facilities.
Pool
Breakfast included
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
Free Cancellation
Reserve now, pay when you stay
8.36 mi from city center
$250 nightly
The price is $284 total per night
$284 total
Oct 26 - Oct 27
Total with taxes and fees
Hyatt Regency Chesapeake Bay features a private beach, a golf course, and a marina. A stay here includes free parking. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, luggage storage, and tours or tickets. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a full-service spa, 2 outdoor pools, and an indoor pool.
On private beach
Pool
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.
