Cheap Vacations in Downtown Oakland

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Downtown Oakland vacations

Price found within the past 48 hours. Click for updated prices.
Oakland Airport Executive Hotel

Oakland Airport Executive Hotel

3 out of 5
Airport District
Price was $273, price is now $201 per person
$201
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
Save 100% on your flight
Price was $974, price is now $681 per person
$681
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $3,220, price is now $2,291 per person
$2,291
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Hawthorn Suites by Wyndham Napa Valley

Hawthorn Suites by Wyndham Napa Valley

2.5 out of 5
Shurtleff
Save 100% on your flight
Price was $848, price is now $609 per person
$609
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Kenwood Inn and Spa

Kenwood Inn and Spa

4 out of 5
Save 100% on your flight
Price was $2,182, price is now $1,587 per person
$1,587
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Carneros Resort and Spa

Carneros Resort and Spa

5 out of 5
Save 100% on your flight
Price was $4,084, price is now $2,986 per person
$2,986
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Vineyard Estate w/ Pool, Spa & Bocce Ball + Mins to Wineries & Park Lawndale Road by Avantstay

Vineyard Estate w/ Pool, Spa & Bocce Ball + Mins to Wineries & Park Lawndale Road by Avantstay

3 out of 5
Save 100% on your flight
Price was $5,033, price is now $3,694 per person
$3,694
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Milliken Creek Inn

Milliken Creek Inn

4.5 out of 5
Alta Heights
Save 100% on your flight
Price was $2,185, price is now $1,609 per person
$1,609
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Kenwood Vista by Avantstay 7acres w/ Pool, Fire Pit, Vineyard Views

Kenwood Vista by Avantstay 7acres w/ Pool, Fire Pit, Vineyard Views

3 out of 5
Save 100% on your flight
Price was $3,379, price is now $2,491 per person
$2,491
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
SENZA Hotel

SENZA Hotel

4 out of 5
Save 100% on your flight
Price was $1,572, price is now $1,159 per person
$1,159
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)

3-night Downtown Oakland vacations

Price found within the past 48 hours. Click for updated prices.
Oakland Airport Executive Hotel

Oakland Airport Executive Hotel

3 out of 5
Price was $273, price is now $201 per person
$201
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

4 out of 5
Save 100% on your flight
Price was $1,431, price is now $1,007 per person
$1,007
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Oakland (OAK)
Kenwood Vista by Avantstay 7acres w/ Pool, Fire Pit, Vineyard Views

Kenwood Vista by Avantstay 7acres w/ Pool, Fire Pit, Vineyard Views

3 out of 5
Save 100% on your flight
Price was $3,015, price is now $2,265 per person
$2,265
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Oakland (OAK)
Kenwood Inn and Spa

Kenwood Inn and Spa

4 out of 5
Save 100% on your flight
Price was $1,678, price is now $1,277 per person
$1,277
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Oakland (OAK)
Inn At Sonoma - A Four Sisters Inn

Inn At Sonoma - A Four Sisters Inn

3.5 out of 5
Price was $1,314, price is now $1,004 per person
$1,004
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Oakland (OAK)
Vineyard Estate w/ Pool, Spa & Bocce Ball + Mins to Wineries & Park Lawndale Road by Avantstay

Vineyard Estate w/ Pool, Spa & Bocce Ball + Mins to Wineries & Park Lawndale Road by Avantstay

3 out of 5
Save 100% on your flight
Price was $3,469, price is now $2,689 per person
$2,689
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Oakland (OAK)
MacArthur Place Hotel & Spa

MacArthur Place Hotel & Spa

4 out of 5
Save 100% on your flight
Price was $2,163, price is now $1,694 per person
$1,694
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Oakland (OAK)
DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
Price was $522, price is now $410 per person
$410
per person
Apr 5 - Apr 8
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Chic Sonoma Oasis w/ Pool, Bocce, Hot Tub + Minutes to Downtown

Chic Sonoma Oasis w/ Pool, Bocce, Hot Tub + Minutes to Downtown

3 out of 5
Save 100% on your flight
Price was $3,416, price is now $2,693 per person
$2,693
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Oakland (OAK)
Syrah by Avantstay Hilltop Haven in Sonoma Private Pool + Patio

Syrah by Avantstay Hilltop Haven in Sonoma Private Pool + Patio

4 out of 5
Save 100% on your flight
Price was $3,808, price is now $3,013 per person
$3,013
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Oakland (OAK)
Hawthorn Suites by Wyndham Napa Valley

Hawthorn Suites by Wyndham Napa Valley

2.5 out of 5
Price was $815, price is now $648 per person
$648
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Oakland (OAK)
Wine Country Estate by Avantstay Pool, Spa, Barn

Wine Country Estate by Avantstay Pool, Spa, Barn

3 out of 5
Save 100% on your flight
Price was $3,316, price is now $2,647 per person
$2,647
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Oakland (OAK)

4-night Downtown Oakland vacations

Price found within the past 48 hours. Click for updated prices.
Homewood Suites by Hilton Pleasant Hill CA

Homewood Suites by Hilton Pleasant Hill CA

3 out of 5
Price was $567, price is now $423 per person
$423
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Save 100% on your flight
Price was $974, price is now $681 per person
$681
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $3,220, price is now $2,291 per person
$2,291
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Hawthorn Suites by Wyndham Napa Valley

Hawthorn Suites by Wyndham Napa Valley

2.5 out of 5
Save 100% on your flight
Price was $848, price is now $609 per person
$609
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Kenwood Inn and Spa

Kenwood Inn and Spa

4 out of 5
Save 100% on your flight
Price was $2,182, price is now $1,587 per person
$1,587
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Carneros Resort and Spa

Carneros Resort and Spa

5 out of 5
Save 100% on your flight
Price was $4,084, price is now $2,986 per person
$2,986
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Vineyard Estate w/ Pool, Spa & Bocce Ball + Mins to Wineries & Park Lawndale Road by Avantstay

Vineyard Estate w/ Pool, Spa & Bocce Ball + Mins to Wineries & Park Lawndale Road by Avantstay

3 out of 5
Save 100% on your flight
Price was $5,033, price is now $3,694 per person
$3,694
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Milliken Creek Inn

Milliken Creek Inn

4.5 out of 5
Save 100% on your flight
Price was $2,185, price is now $1,609 per person
$1,609
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Kenwood Vista by Avantstay 7acres w/ Pool, Fire Pit, Vineyard Views

Kenwood Vista by Avantstay 7acres w/ Pool, Fire Pit, Vineyard Views

3 out of 5
Save 100% on your flight
Price was $3,379, price is now $2,491 per person
$2,491
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
SENZA Hotel

SENZA Hotel

4 out of 5
Save 100% on your flight
Price was $1,572, price is now $1,159 per person
$1,159
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Luxe, Pool, Spa, Fire Pit, Game Room, Piano Sonoma Pool Retreat by Avantstay

Luxe, Pool, Spa, Fire Pit, Game Room, Piano Sonoma Pool Retreat by Avantstay

3 out of 5
Save 100% on your flight
Price was $4,276, price is now $3,156 per person
$3,156
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Inn At Sonoma - A Four Sisters Inn

Inn At Sonoma - A Four Sisters Inn

3.5 out of 5
Save 100% on your flight
Price was $1,461, price is now $1,085 per person
$1,085
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)

5-night Downtown Oakland vacations

Price found within the past 48 hours. Click for updated prices.
Oakland Airport Executive Hotel

Oakland Airport Executive Hotel

3 out of 5
Price was $441, price is now $324 per person
$324
per person
Apr 20 - Apr 25
found 6 hours ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Garden Inn & Suites Oakland Airport

Garden Inn & Suites Oakland Airport

2 out of 5
Price was $493, price is now $422 per person
$422
per person
Apr 20 - Apr 25
found 6 hours ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
SureStay Plus Hotel by Best Western Point Richmond

SureStay Plus Hotel by Best Western Point Richmond

2.5 out of 5
Price was $450, price is now $390 per person
$390
per person
Apr 20 - Apr 25
found 6 hours ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Americas Best Value Inn Richmond San Francisco

Americas Best Value Inn Richmond San Francisco

2 out of 5
Price was $351, price is now $351 per person
$351
per person
Apr 20 - Apr 25
found 6 hours ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)

Flight deals to Downtown Oakland

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Aug 5 - Mon, Aug 10
LAX
Los Angeles
SFO
San Francisco
$72 Roundtrip, found 11 hours ago
$72
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Wed, Aug 5 from Los Angeles to San Francisco, returning Mon, Aug 10, priced at $72 found 11 hours ago
Wed, Apr 1 - Sat, Apr 11
ORD
Chicago
SFO
San Francisco
$190 Roundtrip, found 3 days ago
$190
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Apr 1 from Chicago to San Francisco, returning Sat, Apr 11, priced at $190 found 3 days ago
Tue, Mar 31 - Thu, Apr 2
LAX
Los Angeles
OAK
Oakland
$202 Roundtrip, found 4 days ago
$202
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Mar 31 from Los Angeles to Oakland, returning Thu, Apr 2, priced at $202 found 4 days ago

Top rated hotels for your Downtown Oakland vacation

Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

3.5 out of 5
1500 Van Ness Ave San Francisco CA
Free Cancellation
Reserve now, pay when you stay
8.25 mi from Downtown Oakland
$135 nightly
The price is $159 total per night
$159 total
Mar 29 - Mar 30
Total with taxes and fees
In the heart of San Francisco, Holiday Inn Golden Gateway by IHG is within a 5-minute drive of Lombard Street and Kaiser Permanente Medical Center.
Pool
Free WiFi
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
2500 Mason St San Francisco CA
Free Cancellation
Reserve now, pay when you stay
7.75 mi from Downtown Oakland
$177 nightly
The price is $209 total per night
$209 total
Apr 5 - Apr 6
Total with taxes and fees
Located in San Francisco (Fisherman's Wharf), Hotel Riu Plaza Fisherman's Wharf is a 4-minute walk from Pier 39 and 5 minutes by foot from Aquarium of the Bay.
Pool
Breakfast included
Handlery Union Square Hotel

Handlery Union Square Hotel

3.5 out of 5
351 Geary St San Francisco CA
Free Cancellation
Reserve now, pay when you stay
7.58 mi from Downtown Oakland
$149 nightly
The price is $176 total per night
$176 total
Apr 1 - Apr 2
Total with taxes and fees
With a stay at Handlery Union Square Hotel, you'll be centrally located in San Francisco, steps from Union Square and 12 minutes by foot from Moscone Convention Center.
Pool
Pet friendly
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.