Deals on vacations and trips to Annapolis

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Price found within the past 48 hours. Click for updated prices.
Calistoga Motor Lodge and Spa

Calistoga Motor Lodge and Spa

4 out of 5
Save 100% on your flight
Price was $860, price is now $546 per person
$546
per person
Mar 10 - Mar 14
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
This smoke-free hotel features a full-service spa, 2 outdoor pools, and a restaurant. Traveling on business? Take advantage of the 3 conference rooms, along with free WiFi in public areas. Enjoy the gym and perks like a free area shuttle.
Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Price was $1,137, price is now $693 per person
$693
per person
Mar 17 - Mar 21
found 8 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
This luxury hotel features 3 restaurants, 3 outdoor pools, and 8 outdoor tennis courts. Bring the family and enjoy the children's club, playground, and kid-friendly dining. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking.
Alila Napa Valley, a Hyatt Luxury Resort

Alila Napa Valley, a Hyatt Luxury Resort

5 out of 5
Price was $2,720, price is now $1,709 per person
$1,709
per person
Mar 10 - Mar 14
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
This luxury resort features an attached winery, a full-service spa, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.
Stanly Ranch, Auberge Collection

Stanly Ranch, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $1,747, price is now $1,126 per person
$1,126
per person
Jan 22 - Jan 25
found 9 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
A full-service spa and an outdoor pool are featured at this smoke-free hotel. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like valet parking and WiFi in public areas. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.
Farmhouse Inn

Farmhouse Inn

5 out of 5
Save 100% on your flight
Price was $3,109, price is now $2,113 per person
$2,113
per person
Feb 7 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Oakland (OAK)
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Business travelers can take advantage of the free WiFi in public areas. Free parking, a terrace, and a garden are also offered.

Top Annapolis hotels deals

Timber Cove Resort

Timber Cove Resort

2.5 out of 5
21780 CA-1 Jenner CA
Free Cancellation
Reserve now, pay when you stay
$321 nightly
The price is $362 total per night
$362 total
Jan 21 - Jan 22, 2026
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. Free self parking, a coffee shop, and a lobby fireplace are also offered.
Pet friendly
Parking included
Dawn Ranch

Dawn Ranch

3.5 out of 5
16467 CA-116 Guerneville CA
Free Cancellation
Reserve now, pay when you stay
$285 nightly
The price is $325 total per night
$325 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the steam room and perks like free self parking and free WiFi. A business center, a terrace, and a garden are also on offer.
Pool
Spa
Gualala Country Inn

Gualala Country Inn

2.5 out of 5
47975 Center St Gualala CA
Free Cancellation
Reserve now, pay when you stay
$140 nightly
The price is $157 total per night
$157 total
Dec 31 - Jan 1, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a library, and a picnic area are also on offer.
Pet friendly
Parking included
Cottages on River Road

Cottages on River Road

2.5 out of 5
14880 River Rd Guerneville CA
$105 nightly
The price is $119 total per night
$119 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A garden, express check-in, and express check-out are also on offer.
Pool
Pet friendly
West Sonoma Inn & Spa

West Sonoma Inn & Spa

3.5 out of 5
14100 Brookside Lane Guerneville CA
$133 nightly
The price is $152 total per night
$152 total
Dec 28 - Dec 29
Total with taxes and fees
A full-service spa and an outdoor pool are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and a garden are also offered.
Pool
Spa
Wharf Master's Inn

Wharf Master's Inn

3 out of 5
785 Port Road Point Arena CA
Free Cancellation
Reserve now, pay when you stay
$164 nightly
The price is $187 total per night
$187 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
Parking included
Free WiFi
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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.

Popular places to visit

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

Fort Ross Vineyard

You can enjoy a tasting or tour at Fort Ross Vineyard during your travels to Cazadero. Wander the seaside in this relaxing area.

Fort Ross Vineyard

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

Frequently asked questions

How much are vacation packages to Annapolis?
Enjoy an unforgettable travel experience in Annapolis with a vacation package starting from as low as $546. Booking hotels, flights and tours through Travelocity is a piece of cake. What's more, our vacation deals will leave you with extra money for fun activities.
Where can I get the best vacation package deals for Annapolis?
Snapping up the best package deal to Annapolis is a piece of cake with Travelocity. With as many as 400 partner airlines and 1,000,000 properties all over the world, you're spoiled for choice when picking your flights and hotels.
Why should I book my Annapolis vacation bundle via Travelocity?
We offer a destination for every kind of traveler, exceptional service and customer support available 24/7. And the icing on the cake is we'll match any better price you find with our Price Match Guarantee.
Can I save on my Annapolis car rental if I bundle it with a hotel or flight?
With an Annapolis vacation package, you can combine your flight, car and hotel bookings and save tons. If you want to discover the best of this impressive location, why not head to Pier 39? This top attraction is 80 mi from Annapolis. With your own wheels, you'll be there before you know it.
Which airport is best for Annapolis?
Flying into Annapolis will have you touching down at Sonoma County Airport (STS). It's 35 mi southeast of the downtown area.
Where should I stay when visiting Annapolis?
If you're after someplace comfortable to spend your nights, have a look at the An Oasis Among the Redwoods. It's the top pick for many travelers.

Photos of local treasures

Browse Annapolis vacation photos for more inspiration