Montecito-Happy Valley Vacation Packages

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Top Holiday Package Deals in Montecito-Happy Valley

Price found within the past 48 hours. Click for updated prices.
Hotel Triton Union Square San Francisco

Hotel Triton Union Square San Francisco

Union Square
CA $1,177
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San Francisco (SFO)
8.8/10 Excellent! (1,003 reviews)
Cavallo Point

Cavallo Point

CA $2,179
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
9.2/10 Wonderful! (1,000 reviews)
This hotel is very nice and great location. Only 10-15 minute bike ride to Sausalito and 10 minute bike ride to the Golden Gate Bridge. Really great solitude just on the edges of San Francisco. Suggest staying in the newer modern rooms and upgrade to a suite.

Reviewed on Aug 11, 2026

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

Fisherman's Wharf
CA $1,831
per person
Sep 15 - Sep 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San Francisco (SFO)
9/10 Wonderful! (7,581 reviews)
Great quality hotel and excellent location.

Reviewed on Aug 13, 2026

 The Huntington Hotel

The Huntington Hotel

Downtown San Francisco
CA $2,023
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Calgary (YYC) to San Francisco (SFO)
9.4/10 Exceptional! (28 reviews)
Beautifully renovated and perfectly quiet. Would definitely stay here again!

Reviewed on Aug 13, 2026

The Grove Inn

The Grove Inn

Western Addition
CA $1,323
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
9.2/10 Wonderful! (729 reviews)
Very nice hotel. Stairs to the second floor are steep

Reviewed on Aug 4, 2026

Where to stay in Montecito-Happy Valley

Find the best Montecito-Happy Valley areas and neighborhoods for the activities you enjoy most. Learn more about Montecito-Happy Valley
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Southeast San Rafael

If you're looking for some top things to see and do in Southeast San Rafael and surrounding area, you can visit Marin Country Mart and Larkspur Ferry Terminal.

An aerial view of a city with a mix of modern and historic buildings, a prominent clock tower, and a hilly backdrop.

Downtown San Rafael

2 out of top 10 points of interest in this area

While visiting Downtown San Rafael, you might make a stop by sights like Mission San Rafael Arcangel and San Rafael Pacifics Albert Park.

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Dominican

1 out of top 10 points of interest in this area

While there might not be top attractions in Dominican, you can explore the larger area and discover places like Mission San Rafael Arcangel and Marin County Civic Center.

Rolling green hills with a mountain range in the background.

Terra Linda

Discover the Mall at Northgate, Marin County's only enclosed mall, featuring a 15-screen theater complex and anchor tenants like Macy's. Nearby, admire the Frank Lloyd Wright-designed Marin County Civic Center building.

A mountain range with a sunset sky.

Gerstle Park

1 out of top 10 points of interest in this area

While Gerstle Park might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Mission San Rafael Arcangel and San Rafael Pacifics Albert Park.

Montecito-Happy Valley Hotel Deals

Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

1500 Van Ness Ave San Francisco CA
Fully refundable
CA $212
CA $249 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (6,146 reviews)
"This property has everything with onsite parking. Everyone was so friendly and accommodating. Great location, a short Uber ride to most everything. Room was very clean and comfortable."

Reviewed on Aug 13, 2026

Holiday Inn Golden Gateway by IHG
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

2500 Mason St San Francisco CA
Fully refundableReserve now, pay when you stay
CA $183
CA $273 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (7,605 reviews)
"Great quality hotel and excellent location."

Reviewed on Aug 13, 2026

Hotel Riu Plaza Fisherman's Wharf
Handlery Union Square Hotel

Handlery Union Square Hotel

351 Geary St San Francisco CA
Fully refundableReserve now, pay when you stay
CA $223
CA $263 total
Sep 6 - Sep 7
includes taxes & fees
8.8/10 Excellent! (3,415 reviews)
"The staff was not helpful and had rude demeanors to them, I understand it was busy but I was getting the end tail of the frustration when I was just asking a clarifying question about my parking payments since nothing was explained to me, Manuel was not helpful at all, the shorter girl with curly ..."

Reviewed on Aug 13, 2026

Handlery Union Square Hotel
See all 3,437 properties in Montecito-Happy Valley
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.

Things to do

Alcatraz Visit with Night Option and SF Bay Cruise

Alcatraz Visit with Night Option and SF Bay Cruise

CA $196
per adult
94% of travellers recommend
Alcatraz Visit with Night Option and SF Bay Cruise
Alcatraz Island in San Francisco

Mix & Save: San Francisco Grand City Tour + Alcatraz Island

CA $211
per adult
Mix & Save: San Francisco Grand City Tour + Alcatraz Island
Alcatraz Inside and Golden Gate Bridge Bay Boat Cruise

Alcatraz Inside and Golden Gate Bridge Bay Boat Cruise

CA $176
per adult
90% of travellers recommend
Alcatraz Inside and Golden Gate Bridge Bay Boat Cruise
See all activities in San Rafael
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.