
Pilot Hill Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Pilot Hill Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Margaritaville Hotel San Diego Gaslamp Quarter
Downtown San Diego
Price was $863, price is now $559 per person
$559
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
Stay at this hotel in San Diego. Enjoy a rooftop terrace, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Petco Park and Port of San Diego are located nearby.

The Sofia Hotel
Downtown San Diego
Price was $918, price is now $621 per person
$621
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
Book a stay at this historic hotel in San Diego. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Diego and Petco Park are located nearby.
When I initially checked in the room was not clean there were crumbs and dust throughout. I notified the staff who were very kind and accommodating and I was upgraded to a bigger room however once I got to the second room it also needed a through vacuuming. The second room was dusty and the couch and bed had several stains.
Reviewed on Nov 5, 2026

Fairmont Grand Del Mar
Carmel Valley
Price was $2,358, price is now $1,653 per person
$1,653
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
Book a stay at this luxury hotel in San Diego. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Torrey Pines Golf Course and Del Mar Racetrack are located nearby.
I loved the room . But upon arrival a few things did not work . The fire pit , we drink lots of water & where not sure if the faucet water was safe. It was warm and we must have e asked for at least 5 buckets of I e over our stay and tipped $20 & $10 each time for just ice . Phone was not working first day so could not order in. And the very efficient house keeping rang door bell and Ben with do not disturb.
We attended a beautiful wedding & that was gorgeous and over the top .
I love the hotel but will come prepared with water & snacks for my next stay . Registration staff where polite and well mannered .
Overall it was great , just a few glitches .
The drivers where a bonus . Great conversation & very accommodating.
I would add some can versions of more inexpensive wine like Sofia Sparkling Wine .
Better signage for the trails .
A TV for dummies system for streaming your own channels .
Beautiful place , felt like Tuscany .
I do love the place
Reviewed on Oct 31, 2026

Guesthouse Hotel at La Valle
Price was $961, price is now $674 per person
$674
per person
Dec 18 - Dec 23
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
Book a stay at this luxury hotel in Rancho Santa Fe. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Del Mar Racetrack and Del Mar Fairgrounds are located nearby.

Paradise Point Resort & Spa
Mission Bay
Price was $1,037, price is now $735 per person
$735
per person
Dec 18 - Dec 23
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
Book a stay at this beach resort in San Diego. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Mission Bay and Mission Beach are located nearby.

Hard Rock Hotel San Diego
Downtown San Diego
Price was $1,176, price is now $848 per person
$848
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
Stay at this hotel in San Diego. Enjoy free WiFi, 2 restaurants, and a nightclub. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Petco Park and Port of San Diego are located nearby.
Top Hotel Deals

Wyndham Sacramento
5321 Date Ave Sacramento CA
33.13 km from city center
Book a stay at this business-friendly hotel in Sacramento. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...

Heritage Inn Express Roseville
204 Harding Blvd Roseville CA
22.3 km from city center
Stay at this motel in Roseville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...

Larkspur Landing Extended Stay Suites Sacramento
555 Howe Ave Sacramento CA
43.06 km from city center
Book a stay at this golf hotel in Sacramento. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the convenient parking ...

La Quinta Inn & Suites by Wyndham Rancho Cordova Sacramento
11131 Folsom Blvd Rancho Cordova CA
31.52 km from city center
Book a stay at this business-friendly hotel in Rancho Cordova. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Lions Gate Hotel
3410 Westover St McClellan CA
35.23 km from city center
Book a stay at this business-friendly hotel in McClellan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

DoubleTree by Hilton Sacramento
2001 Point West Way Sacramento CA
42.52 km from city center
Book a stay at this business-friendly hotel in Sacramento. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the clean ...

Courtyard by Marriott Sacramento Cal Expo
1782 Tribute Road Sacramento CA
43.69 km from city center
Book a stay at this business-friendly hotel in Sacramento. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...

Hyatt Place Sacramento Roseville
220 Conference Center Dr Roseville CA
21.61 km from city center
Book a stay at this business-friendly hotel in Roseville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

Fairfield Inn by Marriott Sacramento Cal Expo
1780 Tribute Road Sacramento CA
43.79 km from city center
Book a stay at this business-friendly hotel in Sacramento. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...

Sacramento Marriott Rancho Cordova
11211 Point East Dr Rancho Cordova CA
31.36 km from city center
Book a stay at this business-friendly hotel in Rancho Cordova. Enjoy breakfast (surcharge), a fitness center, and parking (surcharge). Our guests praise the ...

La Quinta Inn by Wyndham Sacramento North
4604 Madison Ave Sacramento CA
33.41 km from city center
Book a stay at this business-friendly hotel in Sacramento. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

La Quinta Inn And Suites By Wyndham Lincoln
657 Red Rock Rd Lincoln CA
22.87 km from city center
Stay at this hotel in Lincoln. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thunder Valley Casino and Lincoln Hills Golf Club are located ...

Larkspur Landing Extended Stay Suites Roseville
1931 Taylor Rd Roseville CA
20.69 km from city center
Book a stay at this business-friendly hotel in Roseville. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Dec 19 - Tue, Dec 29
PHX
Sky Harbor Intl.
SMF
Sacramento Intl.
$205 Roundtrip, found 1 day ago
$205
Roundtrip
found 1 day ago

Tue, Dec 22 - Thu, Dec 24
PHX
Sky Harbor Intl.
SMF
Sacramento Intl.
$223 Roundtrip, found 1 day ago
$223
Roundtrip
found 1 day ago

Wed, Dec 16 - Wed, Jan 13
BOS
Logan Intl.
SMF
Sacramento Intl.
$345 Roundtrip, found 1 day ago
$345
Roundtrip
found 1 day ago

Wed, Dec 16 - Wed, Jan 13
BOS
Logan Intl.
SMF
Sacramento Intl.
$345 Roundtrip, found 1 day ago
$345
Roundtrip
found 1 day ago

Wed, Dec 16 - Wed, Jan 13
BOS
Logan Intl.
SMF
Sacramento Intl.
$345 Roundtrip, found 1 day ago
$345
Roundtrip
found 1 day ago

