Annapolis Holidays from £557

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Top Annapolis Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Discovery Inn

Discovery Inn

2 out of 5
Jackson Triangle
per person
24 Sept - 28 Sept
found 1 day ago
Return direct flight included
London (LON) to Oakland (OAK)
7.8/10 Good! (390 reviews)
Nice as a sleep over

Reviewed on 12 Jul 2025

Motel 6 Oakland, CA - Embarcadero

Motel 6 Oakland, CA - Embarcadero

2 out of 5
East Peralta
per person
24 Sept - 28 Sept
found 1 day ago
Return direct flight included
London (LON) to Oakland (OAK)
7.2/10 Good! (1,004 reviews)
The property is clean and has great surroundings to walk or jog

Reviewed on 25 Jul 2025

Oaktown Roost

Oaktown Roost

2 out of 5
Downtown Oakland
per person
11 Oct - 16 Oct
found 21 hours ago
Return direct flight included
London (LHR) to Oakland (OAK)
9.6/10 Exceptional! (5 reviews)
Amazing spot and a very fair price. Really well appointed rooms with lots of character and big windows - only drawback was my window was courtyard facing so didn’t have any privacy with curtains open. At a great central location - near 12th/oakland Bart stop, food, coffee, and a Walgreens within 10 minute walk. It can seem a little dicey at night so I wouldn’t recommend wandering the streets then. I would definitely stay again!

Reviewed on 18 Jul 2025

Studio 6 Fairfield, CA - Napa Valley

Studio 6 Fairfield, CA - Napa Valley

2.5 out of 5
Cordelia
per person
23 Oct - 27 Oct
found 20 hours ago
Return direct flight included
London (LON) to Oakland (OAK)
6.4/10 (54 reviews)
Arrêt juste 1 nuit, très près autoroute ( bruyante même la nuit), Chambre propre mais qui aurait besoin de rénovation, Beaucoup de choix de restaurant à pied de l’hotel

Reviewed on 3 May 2025

Motel 6 Vacaville, CA

Motel 6 Vacaville, CA

2 out of 5
per person
23 Oct - 27 Oct
found 20 hours ago
Return direct flight included
London (LON) to Oakland (OAK)
6/10 (1,002 reviews)
Efficient, quick check in.

Reviewed on 9 Feb 2025

Annapolis Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
13ºC
Max Temp Summer
27ºC
Top Sights
Gerstle Cove, Hauser Bridge and Kruse Rhododendron State Natural Reserve

Top hotels in Annapolis

Timber Cove Resort

Timber Cove Resort

2.5 out of 5
21780 CA-1, Jenner, CA
The price is £254 per night from 24 Aug to 25 Aug
£254
24 Aug - 25 Aug
includes taxes & fees
9.2/10 Wonderful! (260 reviews)
"Nice place"

Reviewed on 29 Jul 2025

Timber Cove Resort
Gualala Country Inn

Gualala Country Inn

2.5 out of 5
47975 Center St, Gualala, CA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (956 reviews)
"Beautiful view from room"

Reviewed on 26 Jul 2025

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Gualala Country Inn
Cloverdale Wine Country Inn & Suites

Cloverdale Wine Country Inn & Suites

2.5 out of 5
324 S Cloverdale Blvd, Cloverdale, CA
7.8/10 Good! (630 reviews)
Good overall stay
"Check in was great and accommodating. At check in, I requested a 2nd floor room away from the highway and road and they were able to fulfill that request. Air conditioning worked very well. My only complaint is the bed was very hard and the pillows were very flat."

Reviewed on 27 Jul 2025

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Cloverdale Wine Country Inn & Suites
See all 893 properties in Annapolis
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.
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What to do in Annapolis

Fine wines paired with tapas-sized portions of food

Icon Wine & Food Pairing at Williamson Wines in Healdsburg

£37
per adult
84% of travellers recommend
Icon Wine & Food Pairing at Williamson Wines in Healdsburg
Giant Redwoods Tour Including a 4-Course Winery Lunch

Giant Redwoods Tour Including a 5-Course Winery Lunch

£172
per adult
100% of travellers recommend
Giant Redwoods Tour Including a 5-Course Winery Lunch
Kayaking at the Coast!

Russian River Kayak Tour at the Beautiful Sonoma Coast

£100
per adult
100% of travellers recommend
Russian River Kayak Tour at the Beautiful Sonoma Coast
See all activities in Annapolis

Frequently asked questions

How much does an Annapolis travel package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Annapolis from just £557. And the more you bundle, the more money you save. Your dream holiday has never been so affordable.
If I'm not able to travel, can I cancel my Annapolis travel package?
Don't stress if you're rethinking your Annapolis travel package — it's possible to cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We get that life can occasionally throw a spanner in the travel works, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we're ready to help.
How do I get a cheap travel package to Annapolis?
It's easy. Just bundle. Flights, rental cars and hotels — combine whatever you need into an Annapolis holiday package and save. Score even more discounts when you add extras such as activities or tours to your booking. But that's not the only impressive part. You have the flexibility to customize your holiday your way. We offer over 550 partner airlines and 1,000,000 hotel options worldwide, so that everyone has a chance to travel and fulfil those holiday dreams.
Does Expedia offer Book Now, Pay Later Annapolis holidays?
Expedia has partnered with online lender Klarna to make booking your next trip a bit easier on the wallet. Paying in instalments means you can spread the costs of your next big holiday, leaving you with more money to play with while you're away. Klarna has several payment plans to pick from, so you're sure to find something that works with your budget. Check out these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's easy monthly instalment plans. If paying small amounts each month works for you, choose this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your trip over multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan from Klarna.

What are the top hotels in Annapolis?
Get your escape off to a flying start by booking a stay at Redwood Retreat With Creek Access. It's one of most popular hotels in Annapolis. Another leading option is 5 - Star Home - Creekside, Hot Tub.
How far in advance should I book my Annapolis holiday?
It can be difficult to know exactly when is the perfect time to book your Annapolis trip. But generally the earlier you book, the better the prices. Sometimes, you can reserve your flights and hotels up to a year before your departure date. If you're considering a last-minute getaway, no need to panic! There are fantastic bargains advertised on Expedia every single day.
What does an Expedia Annapolis travel package include?
Hotels, flights and rental cars — we've got them covered. With Expedia, you can shape your Annapolis travel package the way you like it. All you have to do is decide what you need. Once you've made your booking, you can add extras like activities and experiences. The more you bundle, the bigger your savings!
What should I know before booking an Annapolis travel package?
So many places to travel to, so many things to see. With a package, you can cross more of them off your list. Combine your hotels, rental cars and flights and score big savings.
Can I choose my airline with an Annapolis Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our travel packages give you the flexibility to take your pick of available flights, hotels and activities that suit you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.