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
Price was $930, price is now $675 per person
$675
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Tucson (TUS) 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.
Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
Price was $1,371, price is now $946 per person
$946
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.
Vino Bello Resort

Vino Bello Resort

4 out of 5
Soscol Gateway South
Save 100% on your flight
Price was $1,020, price is now $721 per person
$721
per person
Sep 27 - Oct 1
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
This smoke-free hotel features a full-service spa, 2 outdoor pools, and a restaurant. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like valet parking and WiFi in public areas. You'll appreciate the gym, poolside bar, and coffee shop.
Lavender, A Four Sisters Inn

Lavender, A Four Sisters Inn

4 out of 5
Save 100% on your flight
Price was $2,544, price is now $1,828 per person
$1,828
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Oakland (OAK)
This bed & breakfast doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. A terrace, a garden, and a lobby fireplace are also on offer.
Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $8,171, price is now $5,891 per person
$5,891
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
A full-service spa, 6 outdoor pools, and 5 hot tubs are all featured at this smoke-free hotel. Families will appreciate the children's club and complimentary bicycles. Enjoy the gym and perks like free valet parking and free WiFi.

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
$363 nightly
The price is $415 total per night
$415 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.
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.
Cottages on River Road

Cottages on River Road

2.5 out of 5
14880 River Rd Guerneville CA
$121 nightly
The price is $137 total per night
$137 total
Sep 1 - Sep 2
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.
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
$202 nightly
The price is $228 total per night
$228 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 $675. 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.

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