Simsbury Holidays

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Top hotels in Simsbury

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 S$269 per night from 5 Mar to 6 Mar
S$269
includes taxes & fees
5 Mar - 6 Mar
9.2/10 Wonderful! (949 reviews)
"Our room was beautiful and very clean. Loved the four poster bed, the white and blue toile wallpaper, and the numerous windows. The bedroom and bathroom were both a very good size. The continental breakfast offered a selection of coffees and a delicious assortment of breakfast breads, scones and ..."

Reviewed on 23 Feb,2025

Simsbury 1820 House
MGM Springfield
MGM Springfield
4 out of 5
One MGM Way, Springfield, MA
The price is S$273 per night from 5 Mar to 6 Mar
S$273
includes taxes & fees
5 Mar - 6 Mar
8.8/10 Excellent! (1,310 reviews)
Great Place to stay
"Great place to stay. Loved the room decor. Convenient to everything"

Reviewed on 2 Mar,2025

MGM Springfield
Fairfield Inn & Suites Hartford Airport
Fairfield Inn & Suites Hartford Airport
2.5 out of 5
2 Loten Dr, Windsor Locks, CT
Fully refundableReserve now, pay when you stay
The price is S$130 per night from 12 Mar to 13 Mar
S$130
includes taxes & fees
12 Mar - 13 Mar
8.2/10 Very Good! (711 reviews)
"Decent place"

Reviewed on 2 Mar,2025

Fairfield Inn & Suites Hartford Airport
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 holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. But how much your holiday to Simsbury costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Simsbury?
If you’re hoping to snag a cheap Simsbury holiday package, consider travelling in January, February and March. You’ll usually find lower prices on hotels and airfares during these months — perfect for a budget-friendly getaway.
How many days is enough for Simsbury?
With about 2 days, you’ll have enough time to experience popular neighbourhoods like Simsbury Centre and Tariffville during your Simsbury holiday. Remember to also add Performing Arts Centre at Simsbury Meadows and Rosedale Farms & Vineyards to your sightseeing list. In the mood for more adventures? Consider exploring outside of Simsbury on tours and day trips.
How to find the best Simsbury package deals?
Bagging a cheap Simsbury package deal is a breeze with Expedia. Once you’ve entered your preferred dates and destination under our “Packages” tab, set your budget range, apply a few filters and browse what’s available. You can tweak your search by “Amenities,” “Property type,” “Guest rating” and more. Sort the results by “Price: low to high” to view the most wallet-friendly Simsbury package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Simsbury holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You’ll typically snag a better deal than booking each component separately. And you’ll still enjoy the flexibility to create a customised Simsbury holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Simsbury?
Score amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Simsbury break.
How to plan a trip to Simsbury?

  1. Choose when to go: Check your diary and get packing. Your favourite time of year and the activities available will also help you decide when to visit Simsbury.
  2. Budget wisely: As well as the price of your stay, you should consider other expenses. These include flights, food and transportation. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Simsbury.
  3. Decide your trip length: Consider how much time you’d like to spend exploring Simsbury. Plan your itinerary so you can get to all the activities and attractions you’re interested in at a leisurely pace.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that’s left is to find a Simsbury holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.