Annapolis Vacations from ￥192,643

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The Latest Annapolis Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Oakland Airport Executive Hotel

Oakland Airport Executive Hotel

3 out of 5
per person
Aug 6 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Oakland (OAK)
5.8/10 (2,042 reviews)
You really can’t find a better value for the money in this or any area, but bring house slippers because the carpets in the room haven’t been shampooed in probably a decade. I had to lay down sheets and extra towels to walk on.

Reviewed on Jun 25, 2025

Sonesta Emeryville - San Francisco Bay Bridge

Sonesta Emeryville - San Francisco Bay Bridge

3 out of 5
per person
Aug 5 - Aug 9
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Oakland (OAK)
8.6/10 Excellent! (1,105 reviews)
My alleged 4th floor bay view room that I paid a higher rate for had a great view of obstructing palm trees. I would suggest not booking a room with a view that actually has no view. Otherwise the room was comfortable enough. Average room but a convenient location.

Reviewed on Jun 23, 2025

Hilton Garden Inn San Francisco/Oakland Bay Bridge

Hilton Garden Inn San Francisco/Oakland Bay Bridge

3 out of 5
per person
Aug 5 - Aug 9
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Oakland (OAK)
8.6/10 Excellent! (1,220 reviews)
This is the first Hilton stay where Honors members don’t have access to a concierge service for a lite breakfast, snacks and desserts. No internet access one day. Restaurant closed Sunday! Had to change my room due to uncomfortable bed. Worst experience ever!

Reviewed on Jun 24, 2025

Coral Reef Inn & Suites

Coral Reef Inn & Suites

2.5 out of 5
East End
per person
Aug 6 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Oakland (OAK)
6.8/10 (2,746 reviews)
Decent stay for a decent price. Might concider coming back :) The front desk was nothing but accommodating and answered all my questions.

Reviewed on Jun 25, 2025

Executive Inn & Suites Embarcadero Cove

Executive Inn & Suites Embarcadero Cove

3 out of 5
East Peralta
per person
Aug 5 - Aug 9
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Oakland (OAK)
8.8/10 Excellent! (1,005 reviews)
Semi-bay-front location with outstanding scenic view into the west.

Reviewed on Jun 25, 2025

Find the Best Annapolis Vacation Packages

Annapolis Hotel Deals

Gualala Country Inn
Gualala Country Inn
2.5 out of 5
47975 Center St, Gualala, CA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (916 reviews)
"Exceptionally warm check in. Free water, beer at check in. Informational handout for restaurants, local happenings. Incredibly kind and tolerant of families with little ones. Great views too!"

Reviewed on Jun 23, 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! (248 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
Cottages on River Road
Cottages on River Road
2.5 out of 5
14880 River Rd, Guerneville, CA
The price is ￥18,856 per night from Jul 1 to Jul 2
￥18,856
￥22,369 total
Jul 1 - Jul 2
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
great value
"friendly service, clean & comfy"

Reviewed on Jun 23, 2025

Cottages on River Road
See all 891 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.

Frequently asked questions

How much does an Annapolis vacation package cost?
You'll find cheap prices from ￥192,643 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.

Discover the most popular places to visit in Annapolis

Finding a great place to spend time on the California coast can be difficult. If you get the chance to visit Salt Point State Park and Gerstle Cove State Marine Reserve you won't be disappointed.

Salt Point State Park

You can take time to visit Salt Point State Park during your travels to Cazadero. Amble around the area's parks or visit its monuments.

Salt Point State Park

Gerstle Cove

Explore the great outdoors at Gerstle Cove, a lovely green space in Cazadero. Wander the area's seaside or simply enjoy one of its top-notch restaurants.

Gerstle Cove

What to do in Annapolis

Winter Ride

Sonoma Horseback-Riding Tour

￥18,653
per adult
100% of travellers recommend
Sonoma Horseback-Riding Tour
Giant Redwoods Tour Including a 4-Course Winery Lunch

Giant Redwoods Tour Including a 5-Course Winery Lunch

￥33,836
per adult
100% of travellers recommend
Giant Redwoods Tour Including a 5-Course Winery Lunch
Kayaking at the Coast!

Russian River Kayak Tour at the Beautiful Sonoma Coast

￥19,521
per adult
100% of travellers recommend
Russian River Kayak Tour at the Beautiful Sonoma Coast
See all activities in Annapolis
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.