Simsbury Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Your Simsbury Vacation

When a fun city getaway is calling, answer it with a Simsbury vacation package. The neighborhood of Downtown Hartford, which is good for shopping, families and festivals, makes a wonderful base for your adventures. If taking in sights is on the to-do list during your trip to Simsbury, stop by big attractions like Talcott Mountain State Park, Northwest Park and Wintonbury Hills Golf Course. Don't delay your visit to this destination any longer. The perfect Simsbury vacation is a few quick clicks away with Expedia.

Top Simsbury Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell

2.5 out of 5
per person
Aug 14 - Aug 18
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Hartford (BDL)
8.8/10 Excellent! (584 reviews)
Very convenient; good breakfast starts early; excellent staff!

Reviewed on Jun. 28, 2025

Delamar West Hartford

Delamar West Hartford

4 out of 5
per person
Aug 14 - Aug 18
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Hartford (BDL)
9.8/10 Exceptional! (987 reviews)
Valet parking was especially nice in West Hartford where parking is cutthroat.

Reviewed on Jun. 13, 2025

The Goodwin Hotel

The Goodwin Hotel

3.5 out of 5
Downtown Hartford
per person
Aug 14 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Hartford (BDL)
9/10 Wonderful! (1,000 reviews)
Slow check in, room was not ready.

Reviewed on Jul. 2, 2025

Candlewood Suites Hartford Downtown by IHG

Candlewood Suites Hartford Downtown by IHG

2.5 out of 5
Downtown Hartford
per person
Aug 14 - Aug 18
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Hartford (BDL)
8/10 Very Good! (803 reviews)
Area was a bit dirty. Did not like the idea that one has to pay an additional $50 to check in 2 hours early.

Reviewed on Jul. 3, 2025

DoubleTree by Hilton Hartford Downtown

DoubleTree by Hilton Hartford Downtown

4 out of 5
Downtown Hartford
per person
Aug 14 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Hartford (BDL)
7.6/10 Good! (1,001 reviews)
Went for a festival and it was perfect walking distance to the park and the cleaning staff was amazing

Reviewed on Jul. 4, 2025

Ready to book your vacation to Simsbury?

 

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Simsbury Hotel Deals

The Capitol Hotel
The Capitol Hotel
3 out of 5
440 Asylum St, Hartford, CT
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Aug 5 to Aug 6
CA $139
CA $160 total
Aug 5 - Aug 6
includes taxes & fees
7.4/10 Good! (1,010 reviews)
"It's not luxurious BUT it is upgraded with modern conveniences and is CLEAN. I had a good night's rest on a comfortable bed and a nice hot shower. Parking is a little scary to navigate at first underground, but it was secure and I appreciate that because I returned back to my room after 2a.m."

Reviewed on Jun. 26, 2025

The Capitol Hotel
MGM Springfield
MGM Springfield
4 out of 5
One MGM Way, Springfield, MA
The price is CA $216 per night from Jul 9 to Jul 10
CA $216
CA $276 total
Jul 9 - Jul 10
includes taxes & fees
8.8/10 Excellent! (1,379 reviews)
"Property was clean and safe, the food at Costa was mediocre"

Reviewed on Jul. 1, 2025

MGM Springfield
Holiday Inn Express & Suites Bradley Airport by IHG
Holiday Inn Express & Suites Bradley Airport by IHG
2.5 out of 5
600 Spring St, Windsor Locks, CT
Fully refundable
The price is CA $192 per night from Aug 4 to Aug 5
CA $192
CA $221 total
Aug 4 - Aug 5
includes taxes & fees
8.8/10 Excellent! (1,070 reviews)
"close to the airport and some good dining. was perfect for me, just sorry that I couldn't stay longer"

Reviewed on Jun. 30, 2025

Holiday Inn Express & Suites Bradley Airport by IHG
See all 655 properties in Simsbury
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

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Family Vacations

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Frequently asked questions

How much does a Simsbury vacation package cost?
Offering great value package deals from CA $1,039 on Expedia, you'll be pleasantly surprised at how much a vacation to Simsbury costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Simsbury?
January, February and March are great times to search for cheap Simsbury vacation packages. Travelling in less busy periods means you can typically find better prices on hotels and flights.
How many days is enough for Simsbury?
We suggest planning a Simsbury vacation for around 2 days. This will allow you plenty of time to check off top sights including Enders State Forest and Rosedale Farms & Vineyards, and check out neighbourhoods like Simsbury Centre and Tariffville. You could even make time for a day trip (or two) from Simsbury.
How to find the best Simsbury package deals?
Use Expedia's handy filters to help you find some great Simsbury package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Simsbury package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Simsbury vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels separately. Better still, you can personalize your Simsbury escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Simsbury?
If you have your Simsbury vacation dates finalized, book early to bag some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Simsbury?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Simsbury.
  2. Plan your budget wisely: In addition to the price of your stay, you'll need to factor in other expenses too. These include flights, transportation and food. Also, put aside some extra funds for unexpected costs that may arise during your trip to Simsbury.
  3. Decide how long to go for: Now that you're more familiar with Simsbury, you can figure out the ideal length of your vacation. Pull together a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Simsbury vacation package.

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