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.
Inn on Storrs

Inn on Storrs

3.5 out of 5
Price was $681, price is now $556 per person
$556
per person
Oct 22 - Oct 26
found 24 hours ago
Roundtrip flight included
Raleigh (RDU) to Hartford (BDL)
This motel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
Price was $1,169, price is now $871 per person
$871
per person
Nov 25 - Nov 30
found 8 hours ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and WiFi in public areas. You'll appreciate the sauna, bar/lounge, and wedding services.
Simsbury 1820 House

Simsbury 1820 House

4 out of 5
Simsbury Center
Price was $1,100, price is now $853 per person
$853
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
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.
Simsbury Inn

Simsbury Inn

3.5 out of 5
Simsbury Center
Price was $1,311, price is now $1,136 per person
$1,136
per person
Nov 25 - Nov 30
found 8 hours ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
This smoke-free hotel includes 3 restaurants, 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 sauna and free perks like buffet breakfast and free self parking.
Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
Price was $745, price is now $652 per person
$652
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Hartford (BDL)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies 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
$204 nightly
The price is $235 total per night
$235 total
Sep 22 - Sep 23
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
$93 nightly
The price is $107 total per night
$107 total
Sep 22 - Sep 23
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
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
$189 nightly
The price is $214 total per night
$214 total
Oct 1 - Oct 2
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
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
$123 nightly
The price is $141 total per night
$141 total
Oct 5 - Oct 6
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
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $106 total per night
$106 total
Sep 27 - Sep 28
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
Motel 6 Enfield, CT - Hartford

Motel 6 Enfield, CT - Hartford

2 out of 5
11 Hazard Ave Enfield CT
Free Cancellation
Reserve now, pay when you stay
$61 nightly
The price is $70 total per night
$70 total
Oct 4 - Oct 5
Total with taxes and fees
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.
Pet friendly
Parking included
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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.

Stay near popular Simsbury attractions

Performing Arts Center at Simsbury Meadows

8.4/10 (5 reviews)
Enjoy an outing to Performing Arts Center at Simsbury Meadows during your stay in Simsbury. You can attend a sporting event while in the area.
See properties

Frequently asked questions

How much are vacation packages to Simsbury?
$556 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

A metal bridge with a sign that reads 'Thank You' and a birdhouse on the right.
A waterfall cascading over rocks in a forested area with autumn leaves.