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 $742, price is now $526 per person
$526
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 $970, price is now $589 per person
$589
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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.
Lavender, A Four Sisters Inn

Lavender, A Four Sisters Inn

4 out of 5
Save 100% on your flight
Price was $2,345, price is now $1,629 per person
$1,629
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Bardessono Hotel and Spa

Bardessono Hotel and Spa

5 out of 5
Save 100% on your flight
Price was $4,762, price is now $3,317 per person
$3,317
per person
Oct 15 - Oct 18
found 15 hours ago
Roundtrip flight included
Denver (DEN) 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 $1,133, price is now $792 per person
$792
per person
Sep 16 - Sep 22
found 1 day ago
Roundtrip flight included
Denver (DEN) 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
$399 nightly
The price is $456 total per night
$456 total
Aug 18 - Aug 19
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
$322 nightly
The price is $368 total per night
$368 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 24 - Aug 25
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
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 18 - Aug 19
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.
Breakfast included
Pet friendly
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 23 - Aug 24
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
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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 $526. 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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