Overlook Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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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 $1,430, price is now CA $935 per person
CA $935
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
8.8/10 Excellent! (1,029 reviews)
I did not like the stacked parking. My car got blocked in by another guests car when I parked.

Reviewed on Aug. 27, 2025

Vino Bello Resort

Vino Bello Resort

4 out of 5
Soscol Gateway South
Price was CA $1,628, price is now CA $1,025 per person
CA $1,025
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
8.4/10 Very Good! (1,002 reviews)
Beautiful property. Spacious and clean.

Reviewed on Jul. 28, 2025

Solage, Auberge Resorts Collection

Solage, Auberge Resorts Collection

5 out of 5
Price was CA $3,175, price is now CA $2,081 per person
CA $2,081
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
9.6/10 Exceptional! (667 reviews)
Can’t wait to come back.

Reviewed on Aug. 19, 2025

Alila Napa Valley, a Hyatt Luxury Resort

Alila Napa Valley, a Hyatt Luxury Resort

5 out of 5
Price was CA $5,354, price is now CA $3,532 per person
CA $3,532
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
9.4/10 Exceptional! (107 reviews)
Great Vineyard view and staff was very accommodating!

Reviewed on Mar. 20, 2025

Hotel Yountville

Hotel Yountville

4 out of 5
Price was CA $2,663, price is now CA $1,779 per person
CA $1,779
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
9.6/10 Exceptional! (1,007 reviews)
Overall the hotel was fantastic. Room was very clean and bright and recently renovated. Great shower and bathroom. Pool and restaurant area very nice. Great location for walking to town restaurants and tasting rooms. Parking was ample and close to the room. The staff were friendly and attentive. Concierge staff was very helpful in setting up reservations. Would definitely stay again in Yountville.

Reviewed on Aug. 26, 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 $234 per night from Aug 31 to Sep 1
CA $234
CA $341 total
Aug 31 - Sep 1
includes taxes & fees
9.2/10 Wonderful! (1,820 reviews)
"beautiful clean great location"

Reviewed on Aug. 24, 2025

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 $167 per night from Aug 31 to Sep 1
CA $167
CA $192 total
Aug 31 - Sep 1
includes taxes & fees
8.2/10 Very Good! (3,297 reviews)
"Great location and views!"

Reviewed on Aug. 26, 2025

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 $336 per night from Sep 1 to Sep 2
CA $336
CA $470 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"Wonderful room, view, comfortable bed, friendly staff, beautiful pools and tennis courts. It’s a lovely property."

Reviewed on Aug. 23, 2025

Claremont Resort & Club
See all 2,154 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.
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Frequently asked questions

How much does an Overlook vacation package cost?
From just CA $935. 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.