Deals on vacations and trips to Simsbury

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Simsbury flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Enfield, CT - Hartford

Motel 6 Enfield, CT - Hartford

2 out of 5
Price was $201, price is now $169 per person
$169
per person
Mar 5 - Mar 8
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli and laundry facilities are also provided.
Hilton Garden Inn Hartford South/Glastonbury

Hilton Garden Inn Hartford South/Glastonbury

3 out of 5
Save 100% on your flight
Price was $610, price is now $476 per person
$476
per person
Mar 5 - Mar 8
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was $269, price is now $226 per person
$226
per person
Mar 5 - Mar 8
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Motel 6 Windsor Locks, CT - Hartford

Motel 6 Windsor Locks, CT - Hartford

2 out of 5
Price was $221, price is now $189 per person
$189
per person
Mar 5 - Mar 8
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. WiFi in public areas is free. A snack bar/deli is provided and the front desk is staffed around-the-clock.
Hampton Inn Springfield South Enfield

Hampton Inn Springfield South Enfield

2.5 out of 5
Price was $331, price is now $283 per person
$283
per person
Mar 5 - Mar 8
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.

Top Simsbury hotels deals

Simsbury 1820 House

Simsbury 1820 House

4 out of 5
731 Hopmeadow St Simsbury CT
Free Cancellation
Reserve now, pay when you stay
$174 nightly
The price is $200 total per night
$200 total
Dec 14 - Dec 15
Total with taxes and fees
The bed & breakfast's indoor pool, gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy a meal from the restaurant and perks like free continental breakfast and free self parking.
Pool
Breakfast included
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $102 total per night
$102 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast and free WiFi. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-out. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Free Cancellation
$79 nightly
The price is $91 total per night
$91 total
Dec 28 - Dec 29
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

2.5 out of 5
351 Pitkin Steet East Hartford CT
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $109 total per night
$109 total
Dec 20 - Dec 21
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a lobby fireplace, and express check-in are also on offer.
Pool
Breakfast included
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
149 Ella Grasso Turnpike Windsor Locks CT
Free Cancellation
$83 nightly
The price is $95 total per night
$95 total
Dec 22 - Dec 23
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi, free self parking, and a free airport shuttle. Families will appreciate the bowling alley and barbecue grills. Business travelers can take advantage of the 24-hour business center.
Free airport shuttle
Pet friendly
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
$169 nightly
The price is $192 total per night
$192 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features a casino and 8 restaurants. Relax with a drink at one of the 5 bars/lounges and enjoy perks like free self parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Pet friendly
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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.

Popular places to visit

Performing Arts Center at Simsbury Meadows

1/5(1 review)

Enjoy a show at Performing Arts Center at Simsbury Meadows, a storied theater in Simsbury. You can attend a sporting event while in the area.

Performing Arts Center at Simsbury Meadows

Rosedale Farms & Vineyards

You can take time to visit Rosedale Farms & Vineyards during your travels to Simsbury. Experience the area's great live music or attend a sporting event.

Rosedale Farms & Vineyards

Paw Meadow Dog Park

Paw Meadow Dog Park is just one of the places to see in Simsbury, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can enjoy the restaurants.

Paw Meadow Dog Park

Frequently asked questions

How much are vacation packages to Simsbury?
$169 is all you'll need for an exciting vacation in Simsbury. Bundle your flights and hotel into a Travelocity package and see how much the savings start to pile up. With prices this good, it's never been easier to travel!
How long should my Simsbury vacation be?
There's no rule for how long your vacation in Simsbury should be, but many travelers choose to stay around 2 nights. Got some wiggle room in your departure date? Extend your escape by another night or two. That way, you'll have enough time to check out some lesser-known areas as well.
Where can I get the best vacation package deals for Simsbury?
There are awesome Simsbury package deals waiting for you with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties all over the world? Keep that in mind the next time you're ready to check another place off the old bucket list.
Why should I purchase my Simsbury vacation bundle via Travelocity?
With fantastic service, support available 24/7 and some of the most gorgeous getaways on offer, you'll never wander alone. And if you find a lower price, we'll match it. That's our Price Match Guarantee.
Can I save money on my Simsbury car rental if I book it with hotels and flights?
Bundling your car, flight and hotel into a Simsbury vacation package is a great way to score an incredible deal. Plus, having your own wheels gives you the freedom to get to all the landmarks you're hoping to check out. Located 100 mi from Simsbury, Times Square is one place that should be on your must-do list. Fasten your seat belt and make a day trip of it.
Which airport is best for Simsbury?
Bradley Intl. Airport (BDL) (7 mi away from the downtown area), Tweed - New Haven Regional Airport (HVN) (45 mi away from central Simsbury) and Hartford, CT (HFD-Hartford - Brainard) (13 mi away from central Simsbury) are the main options in Simsbury.
What is there to do in Simsbury?
While getting off the beaten track is no doubt rewarding, you shouldn't ignore the popular sights that make a place famous. Performing Arts Center at Simsbury Meadows and Rosedale Farms & Vineyards are a couple of them in Simsbury.
Where should I stay when visiting Simsbury?
The Simsbury Inn is the top choice of many visitors. Book as soon as possible before it's too late.

Photos of local treasures

Browse Simsbury vacation photos for more inspiration