Overlook Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Overlook

Price found within the past 48 hours. Click for updated prices.
Silverado Resort

Silverado Resort

4 out of 5
Price was CA $1,730, price is now CA $1,148 per person
CA $1,148
per person
Mar 19 - Mar 24
found 13 hours ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
8.8/10 Excellent! (1,053 reviews)
The room was clean. The clock beside the bed was not set to the correct time and we could not figure out how to change it. I wish the coffee amenities were a better- creamer rather than powdered "stuff"? Our room had no view to speak of, as we overlooked the parking garage. Assessment for 2 days of "Resort" fees, when we are on property for less than 48 hours seemed superfluous.

Reviewed on Feb 6, 2026

Stanly Ranch, Auberge Collection

Stanly Ranch, Auberge Collection

5 out of 5
Price was CA $6,982, price is now CA $4,860 per person
CA $4,860
per person
Mar 19 - Mar 24
found 13 hours ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
9.4/10 Exceptional! (165 reviews)
Great food and amenities

Reviewed on Jan 19, 2026

Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
Price was CA $4,301, price is now CA $2,998 per person
CA $2,998
per person
Mar 19 - Mar 24
found 13 hours ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
9.4/10 Exceptional! (679 reviews)
Staff, room, grounds and meal all superb!

Reviewed on Jan 25, 2026

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Price was CA $2,589, price is now CA $1,807 per person
CA $1,807
per person
Apr 30 - May 5
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Oakland (OAK)
8.8/10 Excellent! (1,003 reviews)
One of the best place i have stayed and will be back asap , thanks for everyone who made my vocation greay

Reviewed on Feb 3, 2026

Bel Abri Napa Valley Inn

Bel Abri Napa Valley Inn

3 out of 5
Central Napa
Price was CA $1,890, price is now CA $1,325 per person
CA $1,325
per person
Apr 13 - Apr 20
found 20 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
9.6/10 Exceptional! (1,005 reviews)
Hotel was amazing. Only 15 rooms making it nice. Breakfast, wine hour and all te staff were terrific.

Reviewed on Feb 2, 2026

Where to stay in Overlook

Find the best Overlook areas and neighborhoods for the activities you enjoy most. Learn more about Overlook
Dinosaur Hill Park at Sunset

Downtown Walnut Creek

3 out of top 10 points of interest in this area

While you're in Downtown Walnut Creek, take in top sights like Lesher Center for the Arts and jump on the metro at Walnut Creek Station to see more of the city.

Find hotels in Downtown Walnut Creek

Overlook Hotel Deals

Hyatt Regency San Francisco

Hyatt Regency San Francisco

4 out of 5
5 Embarcadero Center San Francisco CA
Fully refundableReserve now, pay when you stay
The price is CA $245 per night from Mar 6 to Mar 7
CA $245
CA $352 total
Mar 6 - Mar 7
includes taxes & fees
9.2/10 Wonderful! (2,064 reviews)
Clean, spacious room. Not good pressure in shower. Very slippery floor in shower and non-slip mat was very small.

Reviewed on Feb 2, 2026

Hyatt Regency San Francisco
DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
200 Marina Blvd Berkeley CA
Fully refundableReserve now, pay when you stay
The price is CA $187 per night from Feb 16 to Feb 17
CA $187
CA $215 total
Feb 16 - Feb 17
includes taxes & fees
8.2/10 Very Good! (4,241 reviews)
Was clean and comfortable.

Reviewed on Feb 2, 2026

DoubleTree by Hilton Hotel Berkeley Marina
The Marina Inn on San Francisco Bay

The Marina Inn on San Francisco Bay

2.5 out of 5
68 Monarch Bay Dr San Leandro CA
Fully refundableReserve now, pay when you stay
The price is CA $131 per night from Mar 1 to Mar 2
CA $131
CA $149 total
Mar 1 - Mar 2
includes taxes & fees
8.4/10 Very Good! (2,320 reviews)
We enjoyed our stay at the Marina Inn. Clean rooms, friendly staff, and excellent location if you’re looking to be just far enough away from the hustle & bustle. Love that they provide a complimentary shuttle to the Oakland Airport. We look forward to staying here again soon!

Reviewed on Feb 1, 2026

The Marina Inn on San Francisco Bay
See all 2,293 properties in Overlook
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 Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
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Frequently asked questions

How much does an Overlook vacation package cost?
From just CA $1,148. Yes, you read that right. Our Overlook vacation packages are an awesome way to stretch your budget further. Combine your favorite hotels, flights and car rentals and get to know this destination your way.
How do I get a cheap travel package to Overlook?
One word: bundle. Flights, hotels and rental cars — combine whatever you need into an Overlook vacation package and save. Score even more discounts when you include extras such as day tours to your booking. But that's not the only good part. You have the freedom to customize your vacation your own way. We offer over 550 partner airlines and 1,000,000 hotel options worldwide, so that everyone has an opportunity to travel and live out those vacation dreams.
Where should I stay in Overlook?
With popular attractions like Broadway Plaza and John Muir Health in this neighborhood, try to find a hotel situated near either of them. Lesher Center for the Arts is another Overlook sight that draws the crowds.
What are the top hotels in Overlook?
Top Of The Hill Private Estate is one of Overlook's top properties. Book a room here and you can rest easy knowing you're in excellent hands.
How far in advance should I book my Overlook vacation?
Search Expedia to compare international airfares as soon as you've got your travel dates. In many cases, you can purchase a seat up to 12 months prior to departure. If you don't see your preferred air carrier, or you've left things to the last minute, don't despair. Cheap fares to Overlook sometimes occur a few weeks before departure.
What does an Expedia Overlook travel package include?
Rental cars, flights and hotels — we have them well covered. With Expedia, you can create your Overlook travel package just the way you want. All you have to do is determine what you need. Once you've made your booking, you can add extras like activities and experiences. The more you bundle, the more you save!
What should I know before booking an Overlook travel package?
Bundling your bookings into an Overlook vacation package is the most convenient way to organize your trip. Not only that, you'll get great discounts when you combine your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with an Overlook Expedia vacation package?
Expedia offers access to more than 550 airline partners worldwide, so you definitely can. Just choose the carrier you want and create your ideal Overlook vacation.
If I'm not able to travel, can I cancel my Overlook vacation package?
You can. We get that even the best-laid plans can fail, so we're here to help if you need to make changes to your Overlook vacation package. It may be possible to amend or cancel your itinerary at no cost if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.