Annapolis Trips (flight + hotel)

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    Save up to P 3,118 when you book a flight and hotel together*
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Top hotels in Annapolis

Gualala Country Inn
Gualala Country Inn
2.5 out of 5
47975 Center St, Gualala, CA
8.8/10 Excellent! (919 reviews)
"Beautiful views!"

Reviewed on Jun 27, 2025

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Gualala Country Inn
Timber Cove Resort
Timber Cove Resort
2.5 out of 5
21780 CA-1, Jenner, CA
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (249 reviews)
"Loved everything about this resort. I only wish it had been a bit warmer so we could have enjoyed the fire pit overlooking the ocean. Our room was cozy and warmed by a stove fireplace and had a beautiful view of the ocean. We were greeted with delicious cookies and a free glass of wine. More delicious ..."

Reviewed on Jun 17, 2025

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Timber Cove Resort
Casa Secoya
Casa Secoya
2.5 out of 5
19455 California 116, Monte Rio, CA
Fully refundableReserve now, pay when you stay
The price is P12,290 per night from Aug 3 to Aug 4
P12,290
P14,011 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (474 reviews)
"We love it up here. A true gem by the Russian River. This was our second stay up here and the staff and property are amazing. Spacious cabins, comfortable beds, modern bathrooms and overall decor. The pool is such a treat, especially for the kids. And Javier, the property manager has been so accommodating ..."

Reviewed on Jul 2, 2025

Casa Secoya
See all 885 properties in Annapolis
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.

What to do in Annapolis

Winter Ride

Sonoma Horseback-Riding Tour

P7,247
per adult
100% of travellers recommend
Sonoma Horseback-Riding Tour
relaxing sea lions

Private Sailing Tour of Bodega Bay

P6,906
per adult
Private Sailing Tour of Bodega Bay
Kayaking at the Coast!

Russian River Kayak Tour at the Beautiful Sonoma Coast

P7,584
per adult
100% of travellers recommend
Russian River Kayak Tour at the Beautiful Sonoma Coast
See all activities in Annapolis

Frequently asked questions

How much does an Annapolis vacation package cost?
You'll find cheap prices on Expedia for your Annapolis break. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Annapolis costs.
What are the cheapest months to go to Annapolis?
If you'd like to score a cheap Annapolis vacation package, consider planning a trip in January, February and November. You'll generally find better prices on hotels and flights during these quieter months --- perfect for travelers wishing to save money.
How many days is enough for Annapolis?
The ideal duration for your Annapolis vacation depends on what you'd like to do. Typically, a few days to a week will give you time to check out all the top attractions and explore some hidden gems along the way.
How to find the best Annapolis package deals?
Use Expedia's filter tool to find some tempting Annapolis package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Annapolis package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book an Annapolis vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still get the flexibility to create a personalized Annapolis vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Annapolis?
Score incredible discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Annapolis vacation.
How to plan a trip to Annapolis?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Annapolis.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and food to activities and flights. Your accommodations will probably be the biggest expense during your trip to Annapolis.
  3. Decide how long to go away for: Now that you're up to speed on Annapolis, you can work out the ideal length of your vacation. Create a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, book the right Annapolis vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.