Bostonia Vacation Packages

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Your Bostonia Vacation

From its highlights to its hidden treasures, this city is best experienced with a Bostonia vacation package. Find a place to stay in Central San Diego, which is good for views, culture and dining. Every trip to Bostonia needs a well-thought-out itinerary. Fill yours with big-name attractions like The Magnolia, Shadow Mountain Community Church and Grossmont College. No matter your travel plans or the size of your budget, putting together a tailored Bostonia vacation is easy with Expedia.

Top Bostonia Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton San Diego Gaslamp Quarter

Hilton San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Price was CA $1,112, price is now CA $729 per person
CA $729
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.8/10 Excellent! (186 reviews)
The hotel was great- clean- in walking distance to Petco Park, the Midway, and all of the Gaslamp restaurants and shops. The valet staff was quick and polite- and the process was so easy when we needed our car. The hotel staff were helpful and kind- and I got texts daily to check in on our stay. They even helped with restaurant recommendations! If I ever get to visit San Diego again- I will def stay here!

Reviewed on Aug. 18, 2025

Hyatt Vacation Club at The Welk, San Diego Area

Hyatt Vacation Club at The Welk, San Diego Area

3.5 out of 5
Lawrence Welk Resort Village
Price was CA $1,510, price is now CA $821 per person
CA $821
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
8.2/10 Very Good! (1,385 reviews)
Fam and golfers resort

Reviewed on Aug. 27, 2025

The Lodge at Torrey Pines

The Lodge at Torrey Pines

5 out of 5
Torrey Pines
Price was CA $3,688, price is now CA $2,425 per person
CA $2,425
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Diego (SAN)
9.2/10 Wonderful! (839 reviews)
Great stay! So peaceful and beautiful grounds. Staff was wonderful! Will totally go back

Reviewed on Aug. 11, 2025

Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Price was CA $1,354, price is now CA $922 per person
CA $922
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Diego (SAN)
9/10 Wonderful! (993 reviews)
Loved this hotel. This is where I will stay next time I’m in San Diego

Reviewed on Aug. 27, 2025

Rancho Bernardo Inn

Rancho Bernardo Inn

4 out of 5
Rancho Bernardo
Price was CA $1,531, price is now CA $1,054 per person
CA $1,054
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
8.8/10 Excellent! (1,002 reviews)
The landscaping is beautiful

Reviewed on Aug. 26, 2025

Ready to book your vacation to Bostonia?

 

Choose your dates

Bostonia Hotel Deals

Handlery Hotel

Handlery Hotel

3.5 out of 5
950 Hotel Cir N, San Diego, CA
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Aug 28 to Aug 29
CA $130
CA $149 total
Aug 28 - Aug 29
includes taxes & fees
8/10 Very Good! (1,998 reviews)
"Good location staff great pooland bar"

Reviewed on Aug. 25, 2025

Handlery Hotel
Wyndham San Diego Bayside

Wyndham San Diego Bayside

4 out of 5
1355 N Harbor Drive, San Diego, CA
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Sep 3 to Sep 4
CA $210
CA $278 total
Sep 3 - Sep 4
includes taxes & fees
8.2/10 Very Good! (5,889 reviews)
Great view. Great location. Great shuttle.
"I had a really great time. The room could have been cleaner on arrival."

Reviewed on Aug. 24, 2025

Wyndham San Diego Bayside
Bay Club Hotel & Marina

Bay Club Hotel & Marina

3.5 out of 5
2131 Shelter Island Dr, San Diego, CA
The price is CA $173 per night from Sep 8 to Sep 9
CA $173
CA $199 total
Sep 8 - Sep 9
includes taxes & fees
9/10 Wonderful! (2,850 reviews)
"Conveniently located by the bay with easy access to downtown San Diego and the airport. We were delightfully impressed with the bar/dining room service staff during happy hour/dinner."

Reviewed on Aug. 27, 2025

Bay Club Hotel & Marina
See all 8,071 properties in Bostonia
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Bostonia

Sycuan Casino

Why not try your luck with a visit to Sycuan Casino during your travels in El Cajon? Check out the casinos and top-notch restaurants in this family-friendly area.

Sycuan Casino

Shadow Mountain Community Church

You can find out about the history of El Cajon with a trip to Shadow Mountain Community Church. Discover the top-notch restaurants in this family-friendly area, or seek out the golf courses.

Shadow Mountain Community Church

Boomers El Cajon

You can take time to visit Boomers El Cajon during your travels to El Cajon. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Boomers El Cajon

What to do in Bostonia

San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway

San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway

CA $171
per adult
88% of travellers recommend
San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway
Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

CA $165
per traveller
100% of travellers recommend
Two Flight Indoor Skydiving Experience
See all activities in Bostonia

Frequently asked questions

How much does a Bostonia vacation package cost?
You'll find cheap prices from CA $729 on Expedia for your Bostonia break. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Bostonia costs.
What are the cheapest months to go to Bostonia?
The off-season is the best time to travel to Bostonia if you're trying to keep costs down. Another tip for getting cheap Bostonia vacation packages? Try to avoid public holidays and any major festivals.
How many days is enough for Bostonia?
Bostonia vacations come in various shapes and sizes, but to really get a feel for this destination, we'd say 7 days is a good ballpark. With this timeframe, you can visit major attractions like The Water Conservation Garden and Olaf Wieghorst Museum and Western Heritage Centre as well as underrated gems. Don't forget to visit neighbourhoods such as Crest and Fletcher Hills either. If you're smart with your time, you can even allow for a day trip outside of Bostonia too.
How to find the best Bostonia package deals?
Use Expedia's handy filters to find some terrific Bostonia package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Bostonia package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Bostonia vacation as a package?
You can enjoy significant savings on your next Bostonia break by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to see some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Bostonia?
Score fantastic discounts by reserving your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Bostonia trip.
How to plan a trip to Bostonia?

  1. Choose your dates: What you'd like to do in Bostonia and your favourite season will help you decide when to travel.
  2. Work out your budget: Ensure you have enough money to cover everything from meals and transportation to activities and flights. Your hotel will probably be the biggest expense during your trip to Bostonia.
  3. Determine how many days away: Start by compiling a list of the sights and activities you want to experience in Bostonia. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Bostonia vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.