Woolford Holidays from £2,079

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Your Woolford Holiday

Say bye-bye to the stress of planning and hello to a Woolford holiday package. With the finer details organised before you go, you can focus on discovering every inch of this city, starting with Downtown Cambridge, which is good for bars and pubs, culture and cafes. In the mood for a bit of sightseeing? A trip to Woolford wouldn't be complete without checking out Harriet Tubman Underground Railroad National Historical Park, Spocott Windmill and other major attractions. Your ideal Woolford holiday is just clicks away. Search flights, hotels and more on Expedia for a getaway that's tailored just for you.

Top Woolford Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 out of 5
per person
30 Oct - 6 Nov
found 1 day ago
Return direct flight included
London (LON) to Salisbury (SBY)
9.2/10 Wonderful! (878 reviews)
Great stay beautiful view

Reviewed on 28 Jul 2025

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3 out of 5
per person
30 Oct - 6 Nov
found 1 day ago
Return direct flight included
London (LON) to Salisbury (SBY)
9.4/10 Exceptional! (603 reviews)
Beautiful view and next to the Crab Deck All in all it was a good stay…expensive You check in at 4 and need to check out by 11 for $200+ a night. The bed was not comfortable I would think they would include the breakfast. $11 per person for a continental breakfast was disappointing esp since there is nothing nearby There is free coffee, tea or hot chocolate

Reviewed on 30 Jul 2025

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

2.5 out of 5
per person
30 Oct - 6 Nov
found 1 day ago
Return direct flight included
London (LON) to Salisbury (SBY)
8.2/10 Very Good! (1,001 reviews)
Great place to stay for a solo trip if you like trail walks and watching the water. Breakfast options were limited.

Reviewed on 6 Aug 2025

Woolford Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
7ºC
Max Temp Summer
27ºC
Top Sights
Bill Burton Fishing Pier State Park, Choptank River Lighthouse and Great Marsh Park

Top hotels in Woolford

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is £210 per night from 28 Aug to 29 Aug
£210
28 Aug - 29 Aug
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Amazing experience! This was our third visit here and it’s just the best spot with the best views—we will keep coming back. The staff could not be more warm and welcoming—everyone is so friendly and helpful. Rooms are super clean and comfortable. Good food and drinks if you don’t want to leave the ..."

Reviewed on 4 Aug 2025

Hyatt Regency Chesapeake Bay
Solomons Inn Resort & Marina

Solomons Inn Resort & Marina

2.5 out of 5
155 Holiday Dr. P.O. Box 1099, Solomons, MD
Fully refundableReserve now, pay when you stay
The price is £118 per night from 1 Sept to 2 Sept
£118
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (852 reviews)
"Check-in was easy. I stayed in a room with two double beds for trip with my mom and two young children. Room did not have a balcony like pictured on the website. Only provided towels for two people, even though room booked for four. No one at front desk mid-morning when we tried to get more - luckily ..."

Reviewed on 3 Aug 2025

Solomons Inn Resort & Marina
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Fully refundable
The price is £78 per night from 8 Sept to 9 Sept
£78
8 Sept - 9 Sept
includes taxes & fees
8/10 Very Good! (1,000 reviews)
"We had a great time during our visit. Pool could use more seating and umbrellas. Rooms a bit dated. Overall, great time and would return. Great value for your money"

Reviewed on 31 Jul 2025

St Michaels Inn
See all 526 properties in Woolford
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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Frequently asked questions

How much does a Woolford travel package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Woolford from just £2,079. And the more you bundle, the more cash you save. The getaway of your dreams has never been more affordable.
If I'm not able to travel, can I cancel my Woolford travel package?
Don't worry if you're rethinking your Woolford travel package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We realise life can sometimes throw you a curveball, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we're here to help.
How do I get a cheap travel package to Woolford?
Secure flights that fit in with your schedule, add a hotel room to your booking and watch the savings grow with a Woolford holiday package. It's that simple! From hotels and flights to rental cars and tours, Expedia makes travelling cheaply a cinch. And with over 550 airlines and 1,000,000 hotel options throughout the world to choose from, you'll never be short of choice.
Does Expedia offer Book Now, Pay Later Woolford holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has come up with a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a terrific getaway without using up all your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds best for you, Klarna can help. Paying in easy monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your holiday over multiple transactions.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the full total upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan with Klarna.

What are the top hotels in Woolford?
Secure a room at Renaissance Baltimore Harborplace Hotel. It's one of the neighbourhood's most sought-after hotels. Another top-rated option in Woolford is Hyatt Regency Baltimore Inner Harbour.
How far in advance should I book my Woolford holiday?
Get rewarded with the widest variety at the cheapest prices by booking your adventure to Woolford early. Airlines typically sell flight tickets around a year before departure, so reserve your spot ASAP. Having said that, Expedia is dedicated to giving you the best deals around, so there's never a bad time to book your dream holiday!
What does an Expedia Woolford travel package include?
Hotels, flights and rental cars — you'll find them all here. With Expedia, you can create your Woolford travel package the way you want. All you have to do is figure out what you need. Once you've made your booking, you can add on fun things like activities and tours. The more you bundle, the more you save!
What should I know before booking a Woolford travel package?
Whether it's relaxation or adventure you're seeking, a Woolford travel package lets you organise your escape your way. Plus, you'll get access to great discounts just for combining your accommodation with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Woolford Expedia travel package?
Yes, you're in charge. We have access to over 550 airlines across the globe, so you can design your Woolford trip according to your style and budget.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.