Simsbury Vacations

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Find the Best Simsbury Vacation Packages

Simsbury Hotel Deals

Simsbury 1820 House

Simsbury 1820 House

4 out of 5
731 Hopmeadow St Simsbury CT
Fully refundableReserve now, pay when you stay
The price is SARĀ 898 per night from Jul 19 to Jul 20
SARĀ 898
SARĀ 1,097 total
19 Jul - 20 Jul
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"A nice place to stay for a night or two. The staff was pleasant and helpful. But not particularly well informed. The decor and interiors could use a dressings. The deteriorating front stairs by which one enters is a sign. There is a restaurant on site but it is not operated by the hotel."

Reviewed on 2 July 2026

Simsbury 1820 House
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Fully refundable
The price is SARĀ 340 per night from Aug 2 to Aug 3
SARĀ 340
SARĀ 391 total
2 Aug - 3 Aug
includes taxes & fees
8.6/10 Excellent! (1,370 reviews)
"Could be a one off because I've stayed here before for work, but the staff was a bit unhelpful and the room I was in had ants."

Reviewed on 15 July 2026

Holiday Inn Express Southington by IHG
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 SARĀ 419 per night from Jul 19 to Jul 20
SARĀ 419
SARĀ 482 total
19 Jul - 20 Jul
includes taxes & fees
7.4/10 Good! (1,427 reviews)
"Rats in garage. No hot water in shower. Bathroom smelled of mildew. Hallway smelled of urine. Treadmill and excercise bike not operable. Good view of capitol building and park."

Reviewed on 16 July 2026

The Capitol Hotel
See all 753 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.

Stay near popular Simsbury attractions

Performing Arts Center at Simsbury Meadows

8.4/10 (5 reviews)
This open-air venue hosts exceptional performances from local artists to the Hartford Symphony Orchestra. Bring lawn chairs for summer concerts at the Talcott Mountain Music Festival, where picturesque evenings await.
See properties

Frequently asked questions

How much does a Simsbury vacation package cost?
Offering great value package deals 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. Traveling in less busy periods means you can typically find better prices on hotels and flights.
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, favorite 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.