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.
RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
Save 100% on your flight
Price was $587, price is now $374 per person
$374
per person
Dec 10 - Dec 14
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
This condo features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. There's a sauna on site, and laundry facilities and concierge services are also offered.
Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

4 out of 5
Boyes Hot Springs
Save 100% on your flight
Price was $988, price is now $600 per person
$600
per person
Dec 10 - Dec 14
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
This Mediterranean resort features a full-service spa, hot springs, and 3 restaurants. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. Unwind with drinks at one of the 2 bars/lounges or the poolside bar and make the most of the 3 outdoor pools.
Bel Abri Napa Valley Inn

Bel Abri Napa Valley Inn

3 out of 5
Central Napa
Save 100% on your flight
Price was $571, price is now $383 per person
$383
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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.
Calistoga Inn Restaurant and Brewery

Calistoga Inn Restaurant and Brewery

3.5 out of 5
Save 100% on your flight
Price was $564, price is now $383 per person
$383
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
This inn features a restaurant and 3 bars/lounges. Guests will appreciate perks like free WiFi and a free area shuttle. A garden is also provided.
Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
Price was $1,243, price is now $847 per person
$847
per person
Dec 25 - Dec 29
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) 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.

Top Annapolis hotels deals

Dawn Ranch

Dawn Ranch

3.5 out of 5
16467 CA-116 Guerneville CA
Free Cancellation
Reserve now, pay when you stay
$255 nightly
The price is $291 total per night
$291 total
Oct 18 - Oct 19
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
Cottages on River Road

Cottages on River Road

2.5 out of 5
14880 River Rd Guerneville CA
$78 nightly
The price is $88 total per night
$88 total
Nov 4 - Nov 5
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
Cloverdale Wine Country Inn & Suites

Cloverdale Wine Country Inn & Suites

2.5 out of 5
324 S Cloverdale Blvd Cloverdale CA
Free Cancellation
Reserve now, pay when you stay
$83 nightly
The price is $93 total per night
$93 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Free self parking and luggage storage are also offered on site.
Pool
Parking included
Timber Cove Resort

Timber Cove Resort

4.5 out of 5
21780 CA-1 Jenner CA
Free Cancellation
Reserve now, pay when you stay
$347 nightly
The price is $396 total per night
$396 total
Nov 8 - Nov 9
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
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
Oct 13 - Oct 14
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
AutoCamp Sonoma

AutoCamp Sonoma

3.5 out of 5
14120 Old Cazadero Road Guerneville CA
Free Cancellation
Reserve now, pay when you stay
$234 nightly
The price is $267 total per night
$267 total
Nov 1 - Nov 2
Total with taxes and fees
An outdoor tennis court, free self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like self-serve breakfast and WiFi in public areas. A garden, a grocery/convenience store, and a lobby fireplace are also on offer.
Breakfast included
Parking included
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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 $374. 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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