Overlook Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Holiday Package Deals in Overlook

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
Price was CA $1,657, price is now CA $1,094 per person
CA $1,094
per person
Nov 28 - Dec 5
found 11 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Oakland (OAK)
8.2/10 Very Good! (3,353 reviews)
Fantastic location, nice facilities and friendly staff, especially the maids.

Reviewed on Sep. 8, 2025

Alila Napa Valley, a Hyatt Luxury Resort

Alila Napa Valley, a Hyatt Luxury Resort

5 out of 5
Price was CA $10,077, price is now CA $6,603 per person
CA $6,603
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
9.4/10 Exceptional! (108 reviews)
Great Vineyard view and staff was very accommodating!

Reviewed on Mar. 20, 2025

Vino Bello Resort

Vino Bello Resort

4 out of 5
Soscol Gateway South
Price was CA $2,529, price is now CA $1,663 per person
CA $1,663
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Oakland (OAK)
8.4/10 Very Good! (1,001 reviews)
The property was lovely. Our room had a few issues: an extremely loud, ticking air conditioner that for some of my guests couldn't sleep for others it was fine. The coffee maker did not come with a filter and when we requested assistance, it never resulted in fixing the issue. Parking was challenging we had not realized there would be a concert throughout the weekend. Otherwise, pool area was wonderful and the grounds themselves a treat. Would suggest when walking to the statue go with another person, I ended being observed by a homeless person hiding in the bush just next to the statue, which was unnerving.

Reviewed on Sep. 2, 2025

Hotel Yountville

Hotel Yountville

4 out of 5
Price was CA $3,375, price is now CA $2,264 per person
CA $2,264
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
9.6/10 Exceptional! (1,002 reviews)
Honestly, one of the nicest places I’ve ever stayed. So well built and beautiful

Reviewed on Sep. 6, 2025

Silverado Resort

Silverado Resort

4 out of 5
Price was CA $1,955, price is now CA $1,330 per person
CA $1,330
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Oakland (OAK)
8.8/10 Excellent! (1,049 reviews)
Good location. Clean, and well maintained property. Will highly recommend this property.

Reviewed on Sep. 6, 2025

Where to stay in Overlook

Find the best Overlook areas and neighborhoods for the activities you enjoy most. Learn more about Overlook
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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 $247 per night from Sep 11 to Sep 12
CA $247
CA $356 total
Sep 11 - Sep 12
includes taxes & fees
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 $209 per night from Sep 11 to Sep 12
CA $209
CA $240 total
Sep 11 - Sep 12
includes taxes & fees
DoubleTree by Hilton Hotel Berkeley Marina
Claremont Resort & Club

Claremont Resort & Club

5 out of 5
41 Tunnel Road, Berkeley, CA
Fully refundableReserve now, pay when you stay
The price is CA $384 per night from Sep 12 to Sep 13
CA $384
CA $525 total
Sep 12 - Sep 13
includes taxes & fees
Claremont Resort & Club
See all 2,160 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
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Overlook vacation package cost?
From just CA $1,094. 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.