Cape Anne 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 Cape Anne

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,824 reviews)
"We’ve stayed here a couple of times and really enjoy that the hotel is within walking distance of pretty much everything downtown Annapolis offers. Rooms are reasonably priced, reasonably clean, and quiet. We would not hesitate to stay here again in the future."

Reviewed on 24 Aug, 2025

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Historic Inns of Annapolis
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is S$235 per night from 3 Sept to 4 Sept
S$235
3 Sept - 4 Sept
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Very good"

Reviewed on 20 Aug, 2025

Graduate by Hilton Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road, Annapolis, MD
Fully refundable
The price is S$148 per night from 9 Sept to 10 Sept
S$148
9 Sept - 10 Sept
includes taxes & fees
9/10 Wonderful! (1,014 reviews)
"Great"

Reviewed on 24 Aug, 2025

Country Inn & Suites by Radisson, Annapolis, MD
See all 1,152 properties in Cape Anne
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 Cape Anne holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Cape Anne costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Cape Anne?
Plan your trip for the low season and you're likely to score cheap Cape Anne holiday packages. Remember that public holidays and local festivals and events can impact prices, so do a little research before booking.
How many days is enough for Cape Anne?
Generally, a handful of days is enough to tick off the top attractions during your Cape Anne holiday. But if you'd like to have time to chill out or take day trips, consider extending your trip.
How to find the best Cape Anne package deals?
Finding a cheap Cape Anne package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most wallet-friendly Cape Anne package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Cape Anne holiday as a package?
An Expedia holiday package could land you great savings when compared to booking flights and accommodation separately. Better still, you can customise your Cape Anne escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Cape Anne?
If you're considering a spontaneous Cape Anne trip, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Cape Anne?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Cape Anne.
  2. Set a budget: Factor in expenses such as transportation, flights and meals when working out how much to put aside for your trip to Cape Anne. Then, select a hotel that matches your budget, whether that's a wallet-friendly stay or a lavish retreat.
  3. Set the duration of your trip: Start by listing all the attractions and activities you'd like to experience in Cape Anne. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your airfare and accommodation: Once you've settled on your travel dates and duration, book the ideal Cape Anne holiday package for you.

* 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.