Annapolis Vacation Packages
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Top Annapolis Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Elm House Inn
Central Napa
Price was CA $1,250, price is now CA $902 per person
CA $902
per person
Mar 21 - Mar 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Oakland (OAK)
9.6/10 Exceptional! (1,410 reviews)
Everything was wonderful! The check in staff was friendly, the manager was understanding of our situation, the room was super clean (had to unplug the air freshener as I am sensitive, but it smelled good) the fresh cookies were really good and made us feel special, the hot tub was clean (and I am very picky about that that I actually got in) and it was a perfect temperature and relaxing, the morning breakfast was good and varied and our checkout was smooth! My husband and I loved it and will definitely come back anytime I come to Napa! Many thanks and blessings to all at the Elm House! : )
Reviewed on Feb 8, 2026
Silverado Resort
Price was CA $1,759, price is now CA $1,195 per person
CA $1,195
per person
Mar 21 - Mar 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Oakland (OAK)
8.8/10 Excellent! (1,053 reviews)
The room was clean. The clock beside the bed was not set to the correct time and we could not figure out how to change it. I wish the coffee amenities were a better- creamer rather than powdered "stuff"? Our room had no view to speak of, as we overlooked the parking garage. Assessment for 2 days of "Resort" fees, when we are on property for less than 48 hours seemed superfluous.
Reviewed on Feb 6, 2026
Claremont Resort & Club
Claremont Hills
Price was CA $2,469, price is now CA $1,773 per person
CA $1,773
per person
Mar 12 - Mar 16
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Oakland (OAK)
8.8/10 Excellent! (1,003 reviews)
One of the best place i have stayed and will be back asap , thanks for everyone who made my vocation greay
Reviewed on Feb 3, 2026
Annapolis Hotel Deals
Timber Cove Resort
21780 CA-1 Jenner CA
Fully refundableReserve now, pay when you stay
The price is CA $427 per night from Mar 12 to Mar 13
CA $427
CA $550 total
Mar 12 - Mar 13
includes taxes & fees
9.2/10 Wonderful! (321 reviews)
Beautiful grounds and view, nice place for a staycation and lots of fun for little kids.
Reviewed on Feb 2, 2026
Gualala Country Inn
47975 Center St Gualala CA
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (1,000 reviews)
Very nice and clean room! Very cozy
Reviewed on Jan 26, 2026
Cottages on River Road
14880 River Rd Guerneville CA
9.4/10 Exceptional! (1,003 reviews)
Room was clean and very spacious. Everything was well taken care of and it was a great place to come back to after getting to hike and explore the nearby area. Breakfast was also a highlight and staff were very helpful and understanding.
Reviewed on Feb 5, 2026
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.
Discover the most popular places to visit in Annapolis
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.
What to do in Annapolis
Icon Wine & Food Pairing at Williamson Wines in Healdsburg
CA $68
per adult
86% of travellers recommend
Healdsburg Wine and Food Pairing Guided Walking Tour
CA $190
per adult
96% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
