Downtown Cambridge Holidays

  • Plan, book, travel with confidence

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Downtown Cambridge

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 S$365 per night from 25 Aug to 26 Aug
S$365
25 Aug - 26 Aug
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"My issue was with the bedding, it was not very comfortable"

Reviewed on 24 Jul, 2025

Hyatt Regency Chesapeake Bay
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln, St. Michaels, MD
The price is S$920 per night from 1 Sept to 2 Sept
S$920
1 Sept - 2 Sept
includes taxes & fees
9.4/10 Exceptional! (356 reviews)
"Staff were wonderful, beautiful property and the restaurant was great. We enjoyed the complementary 5pm champagne toast and historical stories."

Reviewed on 1 Aug, 2025

Inn at Perry Cabin
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St, St. Michaels, MD
Fully refundableReserve now, pay when you stay
The price is S$308 per night from 19 Aug to 20 Aug
S$308
19 Aug - 20 Aug
includes taxes & fees
9.6/10 Exceptional! (346 reviews)
"Site was exactly as advertised. The team was very responsive, and the service at breakfast wonderful. My only complaint would be the excessive (in my opinion) property lighting all through the night."

Reviewed on 31 Jul, 2025

The Wildset
See all 372 properties in Downtown Cambridge
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.

Frequently asked questions

How much does a Downtown Cambridge holiday package cost?
From as low as , you can create your own Downtown Cambridge holiday package. Simply bundle hotels, flights and rental cars and be rewarded with discounts.
How do I get a cheap travel package to Downtown Cambridge?
Bundle your flights and hotels, add extras such as tours, and save with a Downtown Cambridge holiday package. You won't just land awesome discounts on your trip — you'll have loads of choice at your fingertips too. When you book with Expedia, you can choose from more than 550 partner airlines and 1,000,000 properties all over the world. Your next grand adventure begins right here, right now!
Where should I stay in Downtown Cambridge?
With fascinating attractions like Harriet Tubman Museum and Educational Centre and Choptank River Lighthouse in this area, look for a hotel located near them. Dorchester County Visitors Centre is another sight that people flock to.
What are the top hotels in Downtown Cambridge?
If it's comfort and convenience you're after, look no further than The Albanus Phillips Inn. Spend your nights kicking back here and your days exploring Downtown Cambridge's best attractions.
How far in advance should I book my Downtown Cambridge holiday?
It's tricky picking the best time for airfares, but we generally say the earlier, the better. Most international flights on Expedia become available up to 12 months in advance. If you can't book early, don't worry. Bargain prices appear from time to time just weeks before departure dates.
What does an Expedia Downtown Cambridge travel package include?
That's up to you. You can select from a variety of Downtown Cambridge bundles, such as a rental car, hotel and flight. You can also book a flight and a hotel, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like activities and experiences. Whatever your ideal Downtown Cambridge trip looks like, get set to save!
What should I know before booking a Downtown Cambridge travel package?
We already have low prices. However, you'll grab even better deals if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll always get transparent pricing and loads of choice.
Can I choose my airline with a Downtown Cambridge Expedia holiday package?
Expedia has access to more than 550 airline partners worldwide, so you sure can! Just select the carrier you want and put together your ideal Downtown Cambridge getaway.
If I'm not able to travel, can I cancel my Downtown Cambridge holiday package?
Don't worry if you're rethinking your Downtown Cambridge holiday 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 charges from your airline, hotel or car rental company. We totally understand your circumstances can suddenly change, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we're here to help.

Popular places to visit

Long Wharf Park

Long Wharf Park

Find this lovely park along the shoreline and enjoy many exciting tourist attractions in Cambridge. It’s a pleasant spot for a fun day outdoors.

Long Wharf Park

Spocott Windmill

After visiting Spocott Windmill, make a plan to see the other sights and activities in Cambridge. Stroll along the riverfront or discover the area's sunsets.

Spocott Windmill

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.