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

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

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

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

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

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

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.

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.

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

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

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

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

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.