Downtown Cambridge Holidays

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    Save up to S$134 when you book a flight and hotel together*

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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$305 per night from 10 Feb to 11 Feb
S$305
10 Feb - 11 Feb
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Nice stay, but a little too crowded.

Reviewed on 30 Jan, 2026

Hyatt Regency Chesapeake Bay
The Tidewater Inn

The Tidewater Inn

3 out of 5
101 E Dover St Easton MD
Fully refundableReserve now, pay when you stay
The price is S$223 per night from 8 Feb to 9 Feb
S$223
8 Feb - 9 Feb
includes taxes & fees
8.8/10 Excellent! (847 reviews)
Beautiful historic but with nice mix-in of modern hotel. Friendly, professional staff. Great location. My wife and I had a fantastic stay.

Reviewed on 13 Jan, 2026

The Tidewater Inn
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
The price is S$718 per night from 4 Feb to 5 Feb
S$718
4 Feb - 5 Feb
includes taxes & fees
9.4/10 Exceptional! (374 reviews)
We had a great stay, hotel was very clean and food was great

Reviewed on 3 Jan, 2026

Inn at Perry Cabin
See all 366 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.