Annapolis Holidays from £635
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Top Annapolis Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
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
21780 CA-1 Jenner CA
£349
20 Sept - 21 Sept
includes taxes & fees
Cottages on River Road
14880 River Rd Guerneville CA
£81
12 Oct - 13 Oct
includes taxes & fees
9.6/10 Exceptional! (1,004 reviews)
"Friendly staff, wonderful property, we enjoyed the s’mores and the breakfast. The cottage was clean and comfortable. Would definitely return!"
Reviewed on 18 Sept 2026
Dawn Ranch
16467 CA-116 Guerneville CA
Fully refundableReserve now, pay when you stay
£204
18 Oct - 19 Oct
includes taxes & fees
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.
What to do in Annapolis
Sonoma County Wine Tour: Self-Guided GPS Audio Driving Guide
£22
per traveller
Russian River Kayak Tour at the Beautiful Sonoma Coast
£99
per adult
100% of travellers recommend
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 £635. 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.
