Simsbury Holiday Rentals, Connecticut: Private House Rentals

A metal bridge with a sign that reads 'Thank You' and a birdhouse on the right.

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Our top choices for Simsbury hotels

A large, historic building with a covered porch and outdoor seating area.

A sign for the Simsbury House, indicating it is a historic building from 1820.

A large, historic house with multiple chimneys, a covered porch, and lush greenery.

A grand foyer with a patterned carpet, a wooden staircase, a chandelier, a mounted deer head, and a large clock.

1. Simsbury 1820 House

Simsbury Center

Kimberly

฿5,874

฿7,333 total

includes taxes & fees

4 Nov - 5 Nov

A stone fountain with water spouting from the top, surrounded by greenery and a brick building with windows in the background.

A brick building with a covered patio, a fountain, and a staircase leading to a second floor.

A large, multi-story building surrounded by dense forest, with a parking lot and a small green structure nearby.

A person in a blue swimsuit relaxing in a hot tub with a pool in the background.

2. Simsbury Inn

Simsbury Center

SueEllen and Ian

฿9,690

฿11,876 total

includes taxes & fees

13 Oct - 14 Oct

A conservatory with a glass ceiling, round tables, and chairs, and a brick wall with an exit sign.

A spacious lobby with a grand staircase, multiple seating areas, and a central decorative table.

A spacious indoor dining area with high ceilings, large windows, and a brick wall.

A spacious lobby with a grand staircase, multiple seating areas, and a reception desk.

3. Avon Old Farms Hotel

Avon

William

฿6,337

฿8,020 total

includes taxes & fees

13 Oct - 14 Oct

An outdoor patio with a circular fire pit surrounded by wicker chairs, a grill, and a dining area with tables and chairs.

A stone fireplace with a flat-screen TV above it, surrounded by two chairs and a small table.

A hotel lobby with a long reception desk, multiple seating areas, and a large screen TV.

A swimming pool with lounge chairs and a covered seating area, surrounded by multi-story buildings with visible windows and a brick facade.

4. Residence Inn by Marriott Hartford Avon

Avon

Laura

฿4,817

฿5,539 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel room with a dining area, seating arrangements, and a large TV screen.

A modern hotel room with a seating area, a flat-screen TV, and a dining table.

An indoor swimming pool area with tiled flooring, lounge chairs, and tables with umbrellas.

A modern living room with a grey sofa, a black exercise bike, and a large mirror reflecting the room.

5. Hampton Inn Hartford/Airport

Windsor

Jerome

฿4,532

฿5,211 total

includes taxes & fees

12 Nov - 13 Nov

A modern living room with grey sofas, blue ottomans, and a large plant.

An outdoor patio with wicker furniture, a fire pit, and a grill.

A modern restaurant with a long counter, bar area, and seating for 20 people.

An indoor swimming pool with a tiled floor, a brick wall, and a glass partition.

6. HYATT house Hartford North/Windsor

Windsor

Trisha

฿4,527

฿5,206 total

includes taxes & fees

18 Oct - 19 Oct

A modern hotel with a flat roof, large windows, and a covered entrance.

A modern lobby with a reception desk, seating area, and a large wall-mounted screen.

A hotel room with a bed, a desk, a chair, a sofa, a microwave, and a coffee machine.

An indoor swimming pool with a tiled floor, a pool ladder, and a few lounge chairs.

7. Springhill Suites Marriott Airport

Windsor Locks

Sandy

฿4,195

฿4,824 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel lobby with a breakfast bar, a seating area, and a view of the outdoors.

A reception area with a cityscape mural, two reception desks, and a tiled floor.

A modern lounge area with a sofa, armchairs, a flat-screen TV, and a decorative wall.

8. La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

Windsor Locks

Robin

฿3,348

฿3,850 total

includes taxes & fees

25 Oct - 26 Oct

A Holiday Inn Express hotel with a covered entrance, multiple floors, and a landscaped driveway.

A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

A modern office space with multiple workstations, each equipped with a computer and ergonomic chairs.

A hotel room with a bed, a sofa, a desk with a chair, a TV, and a lamp.

9. Holiday Inn Express & Suites Bradley Airport by IHG

Windsor Locks

Frank

฿4,392

฿5,051 total

includes taxes & fees

2 Nov - 3 Nov

A modern hotel lobby with seating arrangements, a central dining table, and a kitchenette area.

A hotel room with a large window, a sofa, a chair, a small table, a TV, and a chessboard.

A hotel kitchenette with a microwave, coffee maker, and a sink.

A reception desk with a wooden backdrop and a large, detailed drawing of a ship.

10. Sheraton Hartford Hotel at Bradley Airport

Windsor Locks

John

฿8,522

฿9,800 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel lobby with a long bar, seating area, and a TV mounted on the wall.

An indoor swimming pool with clear water, surrounded by lounge chairs and a table.

A hotel room with a modern design, featuring a large bed, two armchairs with cushions, a flat-screen TV mounted on the wall, and a carpeted floor.

A modern hotel room with a flat-screen TV mounted on the wall, a grey armchair with a yellow pillow, a round ottoman, a grey sofa with yellow pillows, and a side table with a lamp and remote control.

11. Marriott Hartford/Windsor Airport

Windsor

Normand

฿4,817

฿5,539 total

includes taxes & fees

30 Oct - 31 Oct

An indoor swimming pool with clear glass walls, a blue pool area, and sunlit seating areas.

A bar area with high stools, a counter, and a television mounted on the wall.

A modern reception area with a digital display, a reception desk, and a seating area with patterned ottomans.

A modern hotel lobby with a fireplace, comfortable seating, and artwork on the walls.

12. DoubleTree by Hilton Hartford - Bradley Airport

Windsor Locks

Soleil

฿4,097

฿4,711 total

includes taxes & fees

1 Nov - 2 Nov

A Candlewood Suites hotel with a modern design, featuring multiple floors and a well-lit entrance.

A playground with swings, a basketball hoop, and a shelter.

A kitchen with a large island, a microwave, cabinets, and a refrigerator.

A hotel room with a sofa, a bed, a desk, and a framed picture on the wall.

13. Candlewood Suites Windsor Locks Bradley Arpt by IHG

Windsor Locks

Ashley

฿2,951

฿3,393 total

includes taxes & fees

2 Nov - 3 Nov

A spacious lobby with a curved sofa, a reception desk, and a fireplace.

A hotel suite with a minibar, a sign for the suite shop, and two Homewood Suites refrigerators stocked with beverages and snacks.

A breakfast bar with coffee machines, a waffle maker, and various food containers.

A covered outdoor area with a barbecue grill, seating, and a basketball hoop.

14. Homewood Suites by Hilton Windsor Locks Hartford

Windsor Locks

Matthew

฿4,496

฿5,171 total

includes taxes & fees

1 Nov - 2 Nov

A lobby with a fireplace, seating area, and a reception desk.

A modern lobby with a blue sofa, a round coffee table, and a leather chair.

A room with a fireplace, a wooden table with a bottle of champagne, two glasses, and a bouquet of roses.

15. Fairfield Inn & Suites Hartford Airport

Windsor Locks

Bettie

฿3,392

฿3,900 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel room with a sofa, armchair, and a TV mounted on the wall.

A bar area with a counter, stools, and a menu board.

A dark-themed room with a refrigerator stocked with beverages and a shelf unit with snacks and toiletries.

16. Courtyard By Marriott Hartford/Windsor Airport

Windsor

Bree Ann

฿4,703

฿5,409 total

includes taxes & fees

22 Oct - 23 Oct

A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table, and a balcony with a view.

A hotel room with a large bed, a desk with a computer, a chair, and a view of the outdoors through a window.

A fitness center with treadmills, ellipticals, a stationary bike, and free weights.

A hotel lobby with seating areas, a flat-screen TV, and a large window.

17. Hilton Garden Inn Hartford North/Bradley Int'l Airport

Windsor

James

฿4,097

฿4,711 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a large window, a flat-screen TV, red upholstered chairs, a glass coffee table, and a patterned carpet.

A spacious dining area with high ceilings and large windows, featuring red upholstered chairs and a glass-top table.

A hotel room with two beds, a television, a desk with a lamp, and a framed picture on the wall.

A Days Inn hotel with a two-story building, a covered patio, and a landscaped front yard.

18. Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Windsor Locks

Andrew

฿2,708

฿3,114 total

includes taxes & fees

14 Oct - 15 Oct

A Hampton Inn & Suites with a brick facade, large windows, and a well-lit entrance.

A hotel room with a kitchen area, including a sink, microwave, and coffee maker. There is a window with curtains, a small table, and a sofa with a lamp.

A pool area with lounge chairs and a pool.

A hotel lobby with a fireplace, red chairs, a dining area, and a patterned carpet.

19. Hampton Inn & Suites Hartford/East Hartford

East Hartford

Ellen

฿3,962

฿4,556 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a desk, a mirror, and a television.

A swimming pool with lounge chairs and a building with multiple rooms.

A motel sign with a large number '6' and 'Wi-Fi here' indicating the motel's name and amenities.

A reception area with a counter, a coffee machine, and a potted plant.

20. Motel 6 Windsor Locks, CT - Hartford

Windsor Locks

Scott

฿2,414

฿2,776 total

includes taxes & fees

1 Nov - 2 Nov

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Where to stay in Simsbury

Find the best Simsbury areas for the activities you enjoy most.

Simsbury Center

Simsbury Center

If you're spending some time in Simsbury Center, Farmington River and Phelps Tavern Museum are top sights worth seeing.

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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.

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Rosedale Farms & Vineyards

10.0/10 (5 reviews)

This fifth-generation family farm offers award-winning wines and seasonal agritourism in a picturesque Connecticut setting. Explore vineyards, enjoy wine tastings, and discover the sunflower stroll during summer months.

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Apex Go Karting

You can take time to visit Apex Go Karting during your travels to Simsbury. While in this family-friendly area, you can enjoy the restaurants.

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Penwood State Park

10.0/10 (3 reviews)

Hike through 800 acres of woodland trails offering panoramic views of the Farmington River Valley. The Metacomet Trail section is especially magnificent during fall's vibrant foliage display.

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Old Drake Hill Flower Bridge

After visiting Old Drake Hill Flower Bridge, make a plan to see the other sights and activities in Simsbury. While in this family-friendly area, you can enjoy the restaurants.

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Phelps Tavern Museum

9.6/10 (4 reviews)

Step back in time at this 1771 colonial tavern where the Phelps family hosted travellers for over 60 years. Explore period-furnished rooms that reveal daily life in early America through guided afternoon tours.

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Pinchot Sycamore Tree

Commune with nature and explore the great outdoors at Pinchot Sycamore Tree during your travels in Simsbury. While in this family-friendly area, you can enjoy the restaurants.

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Heublein Tower

After visiting Heublein Tower, make a plan to see the other sights and activities in Simsbury. While in this family-friendly area, you can enjoy the restaurants.

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Learn more about Simsbury

Nestled along the Farmington River, this historic New England town offers scenic bike trails and vibrant fall foliage. Visit Talcott Mountain State Park for panoramic valley views, then explore charming shops and farm-to-table restaurants city centre.

See all hotels in Simsbury

Top Simsbury Hotel Reviews

Candlewood Suites Windsor Locks Bradley Arpt by IHG

10/10 Excellent

"Very happy with out 2 night stay here."

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

10/10 Excellent

"Good breakfast. Staff is great"

Best Western Hartford Hotel & Suites

8/10 Good

"The room was a nice size for a double. Very clean."

The Capitol Hotel

8/10 Good

"Book this hotel for festivals and events, it's right in the main part of HARTFORD."

Motel 6 Enfield, CT - Hartford

8/10 Good

"One of the better Motel 6's we have stayed at"

MGM Springfield

10/10 Excellent

"As usual, our stay at the MGM was excellent! We have been here many times and it seems to get better each time."

Comfort Inn & Suites East Hartford - Hartford

8/10 Good

"Too close to the interstate highway therefore it was a little noisy. Only one restaurant nearby fortunately my spouse and I eat Mexican food."

Simsbury 1820 House

10/10 Excellent

"Lovely comfortable place!!"

More cheap stays in Simsbury

Motel 6 Enfield, CT - Hartford

11 Hazard Ave Enfield CT

฿1,966

฿2,261 total

13 Oct - 14 Oct

includes taxes & fees

7.4/10 Good! (1,006 reviews)

Rodeway Inn & Suites East Windsor

161 Bridge St East Windsor CT

฿2,039

฿2,344 total

26 Oct - 27 Oct

includes taxes & fees

5.4/10 (1,004 reviews)

Candlewood Suites Windsor Locks Bradley Arpt by IHG

149 Ella Grasso Turnpike Windsor Locks CT

฿2,951

฿3,393 total

2 Nov - 3 Nov

includes taxes & fees

8.4/10 Very good! (1,183 reviews)

Holiday Inn Express Springfield Downtown by IHG

145 State Street Springfield MA

฿3,350

฿3,800 total

9 Nov - 10 Nov

includes taxes & fees

Holiday Inn Express Southington by IHG

120 Laning St Southington CT

฿3,449

฿3,966 total

18 Oct - 19 Oct

includes taxes & fees

Hampton Inn West Springfield

1011 Riverdale St West Springfield MA

฿4,247

฿4,860 total

1 Nov - 2 Nov

includes taxes & fees

Frequently asked questions

Where is the best place to stay in Simsbury?

Based on our traveller data, Simsbury 1820 House is one of the top choices for your stay. This B&B offers 2 bars and free breakfast. Other good options for your trip to the area are The Capitol Hotel and Candlewood Suites Windsor Locks Bradley Arpt by IHG. See all available top hotels, or vacation rentals in Simsbury.

If I need to cancel my hotel reservation in Simsbury, will I receive a refund?

Yes! The majority of hotel reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Simsbury.

What's the best family accommodation in Simsbury?

Simsbury Inn is a hotel with an indoor pool and 3 restaurants, and it's a top choice on Expedia for families. Also, attractions in the area such as Flamig Farm and Connecticut Science Center are fun for children of all ages. Find more child-friendly accommodations in Simsbury.

What's the best dog-friendly accommodation option in Simsbury?

Simsbury 1820 House is a top B&B for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. Two other good options for you and your pet's trip include Simsbury Inn and Green Acres B&B. See more pet-friendly hotel accommodations in Simsbury.

What are some accommodation options with pools in Simsbury?

Simsbury 1820 House is a top B&B with an indoor pool, 2 bars/lounges and free breakfast. View all hotels with pools in Simsbury.

What is staying in Simsbury like?

Visitors to Simsbury will definitely enjoy the restaurants. Tourists can also enjoy the city's forests, riverfront and cocktail bars. In Simsbury, there are 7 hotels and other accommodation options to choose from. Find out more about Simsbury.

What should I do while I'm visiting Simsbury?

Landmarks like Talcott Mountain State Park and Phelps Tavern Museum might be worth a visit. The picturesque setting of Farmington River and Pinchot Sycamore Tree exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Performing Arts Center at Simsbury Meadows and Rosedale Farms & Vineyards. Take a look at what more there is to see and do in Expedia's Simsbury guide.

What's the weather like in Simsbury?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Simsbury are January, February, March and April, with each month seeing an average of 15 cm of snowfall.

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Book Hotels in Simsbury on Expedia.com

Find hotels in Simsbury, CT from ฿2,261

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Simsbury

Check prices for these dates

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Our top choices for Simsbury hotels

1. Simsbury 1820 House

2. Simsbury Inn

3. Avon Old Farms Hotel

4. Residence Inn by Marriott Hartford Avon

5. Hampton Inn Hartford/Airport

6. HYATT house Hartford North/Windsor

7. Springhill Suites Marriott Airport

8. La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

9. Holiday Inn Express & Suites Bradley Airport by IHG

10. Sheraton Hartford Hotel at Bradley Airport

11. Marriott Hartford/Windsor Airport

12. DoubleTree by Hilton Hartford - Bradley Airport

13. Candlewood Suites Windsor Locks Bradley Arpt by IHG

14. Homewood Suites by Hilton Windsor Locks Hartford

15. Fairfield Inn & Suites Hartford Airport

16. Courtyard By Marriott Hartford/Windsor Airport

17. Hilton Garden Inn Hartford North/Bradley Int'l Airport

18. Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

19. Hampton Inn & Suites Hartford/East Hartford

20. Motel 6 Windsor Locks, CT - Hartford

Where to stay in Simsbury

Simsbury Center

Stay near popular Simsbury attractions

Performing Arts Center at Simsbury Meadows

Rosedale Farms & Vineyards

Apex Go Karting

Penwood State Park

Old Drake Hill Flower Bridge

Phelps Tavern Museum

Pinchot Sycamore Tree

Heublein Tower

Learn more about Simsbury

Top Simsbury Hotel Reviews

Candlewood Suites Windsor Locks Bradley Arpt by IHG

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

Best Western Hartford Hotel & Suites

The Capitol Hotel

Motel 6 Enfield, CT - Hartford

MGM Springfield

Comfort Inn & Suites East Hartford - Hartford

Simsbury 1820 House

More cheap stays in Simsbury

Motel 6 Enfield, CT - Hartford

Rodeway Inn & Suites East Windsor

Candlewood Suites Windsor Locks Bradley Arpt by IHG

Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Southington by IHG

Hampton Inn West Springfield

Frequently asked questions

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