Deals on vacations and trips to Annapolis

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Annapolis flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Sonesta Emeryville - San Francisco Bay Bridge

Sonesta Emeryville - San Francisco Bay Bridge

3 out of 5
Save 100% on your flight
Price was $508, price is now $330 per person
$330
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.
Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
Price was $1,203, price is now $629 per person
$629
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
Elm House Inn

Elm House Inn

2.5 out of 5
Central Napa
Price was $964, price is now $668 per person
$668
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Oakland (OAK)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-in and free internet in public areas. Enjoy the hot tub and conveniences like a garden and concierge services.
Bel Abri Napa Valley Inn

Bel Abri Napa Valley Inn

3 out of 5
Central Napa
Price was $968, price is now $686 per person
$686
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Oakland (OAK)
This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free local cuisine breakfast each morning. Express check-in and express check-out are also provided.
Premier Inn & Suites

Premier Inn & Suites

2.5 out of 5
Foothill Square
Price was $702, price is now $499 per person
$499
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
Staff at the 24-hour front desk can provide around-the-clock assistance. Take advantage of the free self parking.

Top Annapolis hotels deals

Timber Cove Resort

Timber Cove Resort

4.5 out of 5
21780 CA-1 Jenner CA
Free Cancellation
Reserve now, pay when you stay
$361 nightly
The price is $412 total per night
$412 total
Sep 7 - Sep 8
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
$252 nightly
The price is $288 total per night
$288 total
Aug 19 - Aug 20
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
$156 nightly
The price is $174 total per night
$174 total
Aug 10 - Aug 11
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
$144 nightly
The price is $164 total per night
$164 total
Sep 2 - Sep 3
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
Geyserville Inn

Geyserville Inn

3.5 out of 5
21714 Geyserville Ave Geyserville CA
Free Cancellation
Reserve now, pay when you stay
$156 nightly
The price is $177 total per night
$177 total
Aug 10 - Aug 11
Total with taxes and fees
A casino and a restaurant are featured at this smoke-free hotel. Enjoy the outdoor pool and perks like free WiFi and a free casino shuttle. You'll appreciate the hot tub, bar/lounge, and limo/town car service.
Pool
Hot Tub
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
$204 nightly
The price is $230 total per night
$230 total
Aug 10 - Aug 11
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.

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 $330. 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

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