Simsbury Holidays

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    Better together
    Save up to S$134 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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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Simsbury

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 S$136 per night from 1 Jul to 2 Jul
S$136
1 Jul - 2 Jul
includes taxes & fees
7.4/10 Good! (1,005 reviews)
"They stay was great, hotel guess were super friendly"

Reviewed on 14 Jun, 2025

The Capitol Hotel
MGM Springfield
MGM Springfield
4 out of 5
One MGM Way, Springfield, MA
The price is S$246 per night from 17 Jun to 18 Jun
S$246
17 Jun - 18 Jun
includes taxes & fees
8.8/10 Excellent! (1,378 reviews)
"Pros: The hotel is beautiful. Our room was clean & comfortable. I appreciate the security of only hotel guests being able to access the upper floors. Cons: Waited 10 minutes for valet park on arrival & no one came to take our car, so we went to self-park. Next, we had to schlep our luggage across ..."

Reviewed on 15 Jun, 2025

MGM Springfield
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 S$99 per night from 1 Jul to 2 Jul
S$99
1 Jul - 2 Jul
includes taxes & fees
6.6/10 (1,490 reviews)
"Don’t recommend"

Reviewed on 10 Jun, 2025

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
See all 659 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.

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.