Annapolis Holidays from £913

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Top Annapolis Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
Berkeley Marina
Price was £1,065, price is now £913 per person
£913
per person
25 Jan - 30 Jan
found 1 day ago
Return direct flight included
Manchester (MAN) to Oakland (OAK)
8.2/10 Very good! (5,193 reviews)

Hilton Garden Inn San Francisco/Oakland Bay Bridge

Hilton Garden Inn San Francisco/Oakland Bay Bridge

3 out of 5
Price was £1,420, price is now £1,155 per person
£1,155
per person
10 Jan - 15 Jan
found 7 hours ago
Return flight included
London (LON) to Oakland (OAK)
8.8/10 Excellent! (1,303 reviews)
Rooms were clean and substantial. The various amenities are good for those who need or want to use them. Location is very convenient for the community shuttle for visitors that are not familiar with the area.

Reviewed on 2 Nov 2026

Holiday Inn Express Hotel & Suites Oakland-Airport by IHG

Holiday Inn Express Hotel & Suites Oakland-Airport by IHG

2.5 out of 5
Airport District
Price was £1,091, price is now £938 per person
£938
per person
10 Jan - 15 Jan
found 7 hours ago
Return flight included
London (LON) to Oakland (OAK)
8.8/10 Excellent! (1,004 reviews)
Can’t even provide a bottle water in the room low expectations

Reviewed on 2 Nov 2026

Holiday Inn Express Hotel & Suites Berkeley by IHG

Holiday Inn Express Hotel & Suites Berkeley by IHG

2.5 out of 5
Northwest Berkeley
Price was £1,125, price is now £978 per person
£978
per person
10 Jan - 15 Jan
found 7 hours ago
Return flight included
London (LON) to Oakland (OAK)
9.2/10 Wonderful! (1,002 reviews)
Perfect location close to all and easy freeway access plus abundant safe free parking. Highly recommend

Reviewed on 2 Nov 2026

Courtyard San Francisco Larkspur Landing/Marin County

Courtyard San Francisco Larkspur Landing/Marin County

3 out of 5
Price was £1,210, price is now £1,109 per person
£1,109
per person
10 Jan - 15 Jan
found 7 hours ago
Return flight included
London (LON) to Oakland (OAK)
8.8/10 Excellent! (856 reviews)

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

Dawn Ranch

Dawn Ranch

3.5 out of 5
16467 CA-116 Guerneville CA
Fully refundableReserve now, pay when you stay
The price is £238 per night from 3 Dec to 4 Dec
£238
3 Dec - 4 Dec
includes taxes & fees
9/10 Wonderful! (133 reviews)
"Overall, a pleasant stay at Dawn Ranch. The food at the dining area was good, and the private river access for kayaking was definitely the highlight. Select rooms are pet-friendly. Otherwise, the pet fee is double. Unfortunately, our curtains were broken, and the walls were quite thin so we could ..."

Reviewed on 1 Nov 2026

Dawn Ranch
Cottages on River Road

Cottages on River Road

2.5 out of 5
14880 River Rd Guerneville CA
The price is £81 per night from 29 Nov to 30 Nov
£81
29 Nov - 30 Nov
includes taxes & fees
Cottages on River Road
Timber Cove Resort

Timber Cove Resort

4.5 out of 5
21780 CA-1 Jenner CA
The price is £257 per night from 29 Nov to 30 Nov
£257
29 Nov - 30 Nov
includes taxes & fees
9.2/10 Wonderful! (406 reviews)
"Lovely site with stunning views from all rooms, and an enjoyable Penisula walk throughout the property. Dinner at the Coast Kitchen was also very nice. Our complaints were that water bottles were not refilled in the rooms, nor were dirty cups & glasses replaced. We ended up going out & buying a jug ..."

Reviewed on 31 Oct 2026

Timber Cove Resort
See all 940 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.
All Inclusive Holidays
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What to do in Annapolis

Sonoma County Wine Tour: Self-Guided GPS Audio Driving Guide

Sonoma County Wine Tour: Self-Guided GPS Audio Driving Guide

£23
per traveller
Sonoma County Wine Tour: Self-Guided GPS Audio Driving Guide
Private Sailing Tour of Bodega Bay

Private Sailing Tour of Bodega Bay

£92
per adult
Private Sailing Tour of Bodega Bay
Sonoma County, CA: Outdoor Stargazing and Astronomy Tour

Sonoma County, CA: Outdoor Stargazing and Astronomy Tour

£70
per adult
Sonoma County, CA: Outdoor Stargazing and Astronomy Tour
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 £913. 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.