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.
Quality Inn Westfield - Springfield
Delamar West Hartford
DoubleTree by Hilton Hartford - Bradley Airport
Holiday Inn Express Vernon - Manchester by IHG
Fairfield Inn & Suites Hartford Manchester

Ready to book your vacation to Simsbury?

 

Choose your dates

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 $138 per night from Jul 13 to Jul 14
CA $138
CA $159 total
Jul 13 - Jul 14
includes taxes & fees
7.4/10 Good! (1,001 reviews)
"For me the hotel was fine, the staff friendly, the room clean, the price reasonable but the big advantage was how close it was to the Mark Twain home and museum which I enjoy visiting."

Reviewed on Jul. 3, 2025

The Capitol Hotel
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
2 out of 5
185 Ella Grasso Turnpike, Windsor Locks, CT
Fully refundableReserve now, pay when you stay
The price is CA $91 per night from Jul 10 to Jul 11
CA $91
CA $105 total
Jul 10 - Jul 11
includes taxes & fees
6.6/10 (1,490 reviews)
"The area was convenient but hotel needs renovations"

Reviewed on Jul. 2, 2025

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
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! (1,382 reviews)
"Property was clean and safe, the food at Costa was mediocre"

Reviewed on Jul. 1, 2025

MGM Springfield
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.

Frequently asked questions

How much does a Simsbury vacation package cost?
Offering great value package deals from CA $814 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.