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.
Brannan Cottage Inn

Brannan Cottage Inn

3 out of 5
Save 100% on your flight
Price was $538, price is now $349 per person
$349
per person
Oct 18 - Oct 20
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Oakland (OAK)
This inn features a restaurant, a free area shuttle, and free self parking. WiFi in public areas is free. A business center, a terrace, and a garden are also on offer.
Sonesta Emeryville - San Francisco Bay Bridge

Sonesta Emeryville - San Francisco Bay Bridge

3 out of 5
Save 100% on your flight
Price was $658, price is now $416 per person
$416
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) 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.
White House Napa

White House Napa

4 out of 5
Napa Abajo
Save 100% on your flight
Price was $699, price is now $467 per person
$467
per person
Oct 18 - Oct 20
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Oakland (OAK)
This hotel features an outdoor pool and a hot tub. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
Bardessono Hotel and Spa

Bardessono Hotel and Spa

5 out of 5
Save 100% on your flight
Price was $2,992, price is now $2,033 per person
$2,033
per person
Nov 6 - Nov 9
found 1 hour ago
Roundtrip non-stop flight included
Houston (IAH) to Oakland (OAK)
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury resort. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Enjoy the gym and visit the 2 bars/lounges and poolside bar for drinks.
Geyserville Inn

Geyserville Inn

3.5 out of 5
Save 100% on your flight
Price was $1,085, price is now $740 per person
$740
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Oakland (OAK)
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.

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
$408 nightly
The price is $466 total per night
$466 total
Sep 1 - Sep 2
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.
Dawn Ranch

Dawn Ranch

3.5 out of 5
16467 CA-116 Guerneville CA
Free Cancellation
Reserve now, pay when you stay
$338 nightly
The price is $386 total per night
$386 total
Sep 13 - Sep 14
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
Sep 7 - Sep 8
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
$118 nightly
The price is $133 total per night
$133 total
Sep 27 - Sep 28
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.
Highland Dell Lodge

Highland Dell Lodge

3 out of 5
21050 River Blvd Monte Rio CA
Free Cancellation
Reserve now, pay when you stay
$185 nightly
The price is $211 total per night
$211 total
Aug 31 - Sep 1
Total with taxes and fees
A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking.
Casa Secoya

Casa Secoya

2.5 out of 5
19455 California 116 Monte Rio CA
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $154 total per night
$154 total
Sep 27 - Sep 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. 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. There's a seasonal outdoor pool on site, and a picnic area and express check-out are also provided.
Pool
Pet friendly
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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 $349. 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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