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.
Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Price was $603, price is now $395 per person
$395
per person
Dec 12 - Dec 15
found 16 hours ago
Roundtrip 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.
Archer Hotel Napa

Archer Hotel Napa

4.5 out of 5
Downtown Napa
Price was $1,173, price is now $840 per person
$840
per person
Jan 13 - Jan 17
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
A full-service spa, 2 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Relax with a drink at one of the 2 bars/lounges and enjoy the a rooftop terrace.
Alila Napa Valley, a Hyatt Luxury Resort

Alila Napa Valley, a Hyatt Luxury Resort

5 out of 5
Downtown St. Helena
Save 100% on your flight
Price was $2,004, price is now $1,435 per person
$1,435
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Oakland (OAK)
This luxury resort features an attached winery, a full-service spa, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.
The Estate Yountville

The Estate Yountville

5 out of 5
Save 100% on your flight
Price was $1,157, price is now $834 per person
$834
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Oakland (OAK)
This luxury hotel features 3 restaurants, 3 outdoor pools, and 2 hot tubs. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Unwind with a drink at one of the 2 bars/lounges and enjoy the free buffet breakfast each morning.
Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $1,417, price is now $1,046 per person
$1,046
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip flight included
Phoenix (PHX) 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

Cottages on River Road

Cottages on River Road

2.5 out of 5
14880 River Rd Guerneville CA
$96 nightly
The price is $109 total per night
$109 total
Nov 12 - Nov 13
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
Dawn Ranch

Dawn Ranch

3.5 out of 5
16467 CA-116 Guerneville CA
$273 nightly
The price is $312 total per night
$312 total
Dec 8 - Dec 9
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
Timber Cove Resort

Timber Cove Resort

4.5 out of 5
21780 CA-1 Jenner CA
Free Cancellation
$337 nightly
The price is $384 total per night
$384 total
Nov 29 - Nov 30
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
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
$92 nightly
The price is $103 total per night
$103 total
Nov 18 - Nov 19
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
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
$183 nightly
The price is $206 total per night
$206 total
Nov 8 - Nov 9
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
AutoCamp Sonoma

AutoCamp Sonoma

3.5 out of 5
14120 Old Cazadero Road Guerneville CA
$183 nightly
The price is $209 total per night
$209 total
Dec 8 - Dec 9
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 $395. 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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