Weston Holiday Rentals, Connecticut: Private House Rentals

A calm lake surrounded by dense forest and a cloudy sky.

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Our top choices for Weston hotels

A modern Courtyard by Marriott hotel with a well-lit entrance, a covered outdoor area, and a landscaped garden.

A modern bar area with a counter, stools, and a menu display.

A courtyard with outdoor seating, a fire feature, and a building in the background.

A modern hotel lobby with a sofa, armchairs, a coffee table, and a staircase leading to an upper level.

1. Courtyard by Marriott Norwalk

Cranbury

Gregory

฿5,662

฿6,511 total

includes taxes & fees

11 Oct - 12 Oct

A restaurant interior with a marble countertop, a tall glass of beer, and plates of food.

A spacious outdoor patio with wicker furniture and potted plants.

A lobby with a green sofa, a fireplace, and various decorative items including jars of lemons and green apples.

A hotel entrance with a covered driveway, landscaped gardens, and a car parked in front.

2. Hilton Garden Inn Norwalk

Cranbury

Nicole

฿5,093

฿5,857 total

includes taxes & fees

11 Oct - 12 Oct

A wooden interior with a reception desk, framed botanical prints, and a sign reading "The Water."

An outdoor pool area with lounge chairs, a bar, and string lights.

A wooden interior with hanging woven light fixtures, a seating area, and a view of the outdoors.

3. The Watershed

Cranbury

Mark

฿6,862

฿7,891 total

includes taxes & fees

11 Oct - 12 Oct

A buffet bar with various food items and a selection of liquor bottles in the background.

A hotel room with two beds, a small desk, a window with curtains, and a minibar with various items.

A modern living room with geometric-patterned furniture, large windows, and a minimalist design.

A bar with a stone wall, multiple shelves of bottles, and bar stools.

4. Delamar Westport

Westport

Katie

฿5,821

฿7,364 total

includes taxes & fees

26 Oct - 27 Oct

A modern lounge area with a stone fireplace, leather seating, and large windows offering a view of the city.

A bar area with a staircase, wooden chairs, and a variety of bottles and glasses.

A brick building with large windows and a sign that reads "Residence Inn by Marriott".

An outdoor patio with tables and chairs, a bar area, and a view of the water and cityscape.

5. Residence Inn by Marriott Norwalk

South Norwalk

Bryan

฿5,804

฿6,674 total

includes taxes & fees

18 Oct - 19 Oct

A white building with a covered porch, large windows, and hanging flower baskets.

A hotel room with a bed, a red sofa, a lamp, and a window with a view of the outside.

A hotel lobby with a blue wall, a staircase, a brick planter, a patterned rug, and a bicycle.

A covered walkway leading to a building with a white brick facade and a blue door.

6. The Circle Hotel Fairfield

Grasmere

Kristylynn

฿4,619

฿5,647 total

includes taxes & fees

12 Oct - 13 Oct

A hotel entrance with a sign for 'Extended Stay America,' a lobby, and a parking area.

7. Extended Stay America Suites Norwalk Stamford

Cranbury

Megan

฿4,547

฿5,229 total

includes taxes & fees

18 Oct - 19 Oct

A modern reception area with a sofa, ottoman, and desk, large windows, and a patterned wall.

A modern dining area with a long table and chairs, a sofa, and a chandelier.

A hotel with a prominent 'Best Western Plus' sign, a parking lot with several cars, and a landscaped entrance area.

A hotel room with two beds, a wooden headboard, wall-mounted lights, and a bathroom visible through an open door.

8. Best Western Plus Fairfield Hotel

Grasmere

Amy

฿5,355

฿6,158 total

includes taxes & fees

28 Sept - 29 Sept

A swimming pool with lounge chairs and umbrellas, surrounded by a covered patio area.

Outdoor seating with wooden chairs and tables, a sign for Bacchus, and a street with parked cars.

A spacious lobby with a curved ceiling, two sofas, a coffee table, and potted plants.

A waterfront marina at night with boats docked, a modern building with horizontal lines, and a bridge in the background.

9. Norwalk Inn & Conference Center

Historic District

Jennifer

฿4,290

฿4,933 total

includes taxes & fees

11 Oct - 12 Oct

A hotel room with two beds, a large mirror, exercise ball, and a window with blinds.

A modern dining area with a round table, green chairs, a flat-screen TV, and a wall with a text message.

A modern kitchen with a bar area, featuring a large island, bar stools, and a variety of kitchen appliances.

A modern kitchen area with a central table displaying fruits and condiments, a built-in oven, and a counter with bottled water.

10. EVEN Hotel Norwalk by IHG

Cranbury

Elizabeth

฿4,385

฿5,042 total

includes taxes & fees

26 Oct - 27 Oct

A hotel room with a large bed, two bedside lamps, a wooden headboard, and a nightstand with a phone and a remote control.

A bathroom with a white sink, dark vanity, and a towel rack.

A covered outdoor seating area with red metal chairs and a glass table, white brick walls, and a door with a sign.

A hotel with a rooftop solar panel array, a covered outdoor seating area, and a parking lot.

11. Hotel Hi-Ho - Contactless Check-In

Greenfield Hill

Danielle

฿4,117

฿5,070 total

includes taxes & fees

5 Oct - 6 Oct

An outdoor seating area with wicker furniture, a stone fireplace, and lanterns.

A cozy lounge area with a stone fireplace, leather seating, and decorative lanterns.

An indoor swimming pool with red lounge chairs and a brick wall.

A bar area with red chairs, a television mounted on the wall, and shelves with bottles.

12. Trumbull Marriott Shelton

Trumbull

Sheniek

฿4,802

฿5,522 total

includes taxes & fees

4 Oct - 5 Oct

A compact hotel room with a kitchenette, a bed, and a view of the outdoors.

A hotel room with a bed, a chair, a small table with a plant, and a mirror.

A modern building with a sign reading 'LA QUINTA' and a landscaped area with a tree and flowers.

A swimming pool with lounge chairs and a lifebuoy on the fence.

13. La Quinta Inn & Suites by Wyndham Danbury

Danbury

Heather

฿3,829

฿4,403 total

includes taxes & fees

27 Sept - 28 Sept

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

A reception area with a clock, a 'Red Carpet Inn' sign, a plant, a window with blinds, a vending machine, and a bench.

A multi-story hotel with a row of parked cars in front.

14. Red Carpet Inn Norwalk

Historic District

Claudia

฿3,422

฿3,935 total

includes taxes & fees

27 Sept - 28 Sept

A restaurant with outdoor seating, a white facade, and a sign reading "ARTISAN".

A dining area with round tables set for a meal, surrounded by dark wooden bookshelves filled with books and decorative items.

A luxurious hotel room with a large bed, a sofa, a coffee table, and a zebra-patterned rug.

A lobby with a central ornamental table, seating area, and a framed picture on the wall.

15. Delamar Southport

Southport

allyson

฿8,145

฿10,705 total

includes taxes & fees

18 Oct - 19 Oct

A large, modern hotel with a covered entrance, well-maintained lawns, and a clear sky.

A spacious lobby with a central reception desk, seating areas, and a vending machine.

A fire pit with seating, a covered patio, and a building with large windows.

A Hilton Garden Inn sign with the words "ENTRANCE" below it, surrounded by well-maintained hedges and colorful flower beds.

16. Hilton Garden Inn Danbury

Danbury

Kathryn

฿4,428

฿5,092 total

includes taxes & fees

27 Sept - 28 Sept

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a large window with a forest view.

A modern lounge area with a sofa and two armchairs, a coffee table, and a wall with a black and white abstract design.

A hot tub with a view of trees through large windows.

A snack display with various chips and snacks, a refrigerated beverage area, and framed pictures on the wall.

17. Hampton Inn Danbury

Danbury

Donald

฿4,808

฿5,529 total

includes taxes & fees

4 Oct - 5 Oct

A modern dining area with multiple tables and chairs, a kitchen area with appliances, and a seating area with a large window.

A large, multi-story hotel with a prominent entrance and a parking lot.

A hotel room with two beds, a desk, a chair, and a wardrobe.

A self-service snack and beverage area with refrigerated drink dispensers and shelves stocked with various snacks and beverages.

18. Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Danbury

Deborah

฿3,950

฿4,542 total

includes taxes & fees

25 Oct - 26 Oct

A bar with shelves of liquor bottles, a counter, and bar stools.

A room with a patterned carpet, a green patterned sofa, a wooden table, and a framed picture on the wall.

A gym with various exercise equipment, including a treadmill, elliptical, and weight machines.

A restaurant interior with wooden tables and chairs, a red wall, and geometric ceiling decorations.

19. Days Inn by Wyndham Ridgefield

Ridgefield

David

฿3,154

฿3,627 total

includes taxes & fees

27 Sept - 28 Sept

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

A modern hotel room with a long reception desk, multiple seating areas, and a large window offering a view of the outdoors.

A multi-story hotel with a stone facade and a covered entrance.

A hotel lobby with a pool table, seating area, bar, and fireplace.

20. Hyatt House Shelton

Shelton

Shenise

฿4,524

฿5,202 total

includes taxes & fees

18 Oct - 19 Oct

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Stay near popular Weston attractions

Lucius Pond Ordway / Devil's Den Preserve

Connecticut's largest preserve offers 20 miles of trails through diverse woodlands, wetlands, and rocky ridges. Explore Devil's Den's tranquil landscape where birds and wildlife like bobcats and red foxes thrive.

See properties

Learn more about Weston

Explore the trails of Devil's Den Nature Preserve where locals hike through forests and past dramatic rock formations. Weston Historical Society hosts seasonal events while nearby Westport offers beaches and the Levitt Pavilion for summer concerts.

See all hotels in Weston

Top Weston Hotel Reviews

The Circle Hotel Fairfield

10/10 Excellent

"Clean room breakfast good service"

Trumbull Marriott Shelton

8/10 Good

"Everything was great except…….housekeeping started knocking on the door at 8:30am. We were checking out at noon. They came by 3 times. I had a very tough week and was hoping to sleep!"

Ethan Allen Hotel

10/10 Excellent

"The hotel is situated in a very beautiful area. Conveniently located to the mall and other attractions. Rooms were clean and comfortable. Breakfast at the restaurant was also quite nice."

Amsterdam Hotel

10/10 Excellent

"Very clean and comfortable. Spotless. Recently painted - lobby well lit and staffed. Luggage carts [a real plus!]. And breakfast was great. Close to everything. Price point wonderful"

The Armon Stamford Hotel & Conference

10/10 Excellent

"Beautiful facility at an amazing price. Very helpful staff. I’d be happy to stay there anytime."

Hyatt Regency Greenwich

10/10 Excellent

"good vibe"

Hyatt Place Milford / New Haven

10/10 Excellent

"I love the fresh cut up fruits for breakfast. Microwave is not available in our room. The electrical socket near the tv was not working. Construction noises woke me up. Other than those small little things everything was perfect."

Comfort Inn & Suites Danbury-Bethel

10/10 Excellent

"Nice room darkening blinds. Great hot breakfast. Comfy, motion-separation mattress!"

More cheap stays in Weston

Motel 6 Milford, CT

111 Schoolhouse Road Milford CT

฿2,507

฿2,883 total

27 Sept - 28 Sept

includes taxes & fees

Red Carpet Inn

1209 E Main St Stamford CT

฿3,249

฿3,736 total

27 Sept - 28 Sept

includes taxes & fees

7.2/10 Good! (1,006 reviews)

Amsterdam Hotel

19 Clarks Hill Ave Stamford CT

฿3,516

฿4,043 total

18 Oct - 19 Oct

includes taxes & fees

8.4/10 Very good! (1,782 reviews)

Best Western Executive Hotel Of New Haven - West Haven

490 Saw Mill Rd West Haven CT

฿3,665

฿4,215 total

7 Oct - 8 Oct

includes taxes & fees

Comfort Inn & Suites Danbury-Bethel

80 Newtown Road Danbury CT

฿3,722

฿4,280 total

25 Oct - 26 Oct

includes taxes & fees

8.4/10 Very good! (889 reviews)

Hampton Inn & Suites New Haven - South - West Haven

510 Saw Mill Rd West Haven CT

฿4,233

฿4,868 total

18 Oct - 19 Oct

includes taxes & fees

Frequently asked questions

Where is the best place to stay in Weston?

Located 12.7 mi (20.5 km) from the heart of Weston, Amsterdam Hotel is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are La Quinta Inn & Suites by Wyndham Stamford / New York City and Hyatt Regency Greenwich. See all available top hotels, or vacation rentals in Weston.

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

Yes, most hotel reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, you might be able to still cancel and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Weston.

What are some accommodation options with pools in Weston?

Hyatt Regency Greenwich: Provides 2 restaurants, an indoor pool and complimentary wireless Internet access. The Circle Hotel Fairfield and Best Western Executive Hotel Of New Haven - West Haven are two additional hotels that offer an on-site pool. View all hotels with pools in Weston.

How is it to stay in Weston?

Travellers to Weston will find plenty to explore and enjoy. In Weston, there are 18 hotels and other accommodation options to choose from. Find out more about Weston.

What is there to see in Weston?

A couple of favourite places to visit are Lucius Pond Ordway / Devil's Den Preserve and Trout Brook Valley State Park Reserve. You'll also find Wilton Historical Society and Westport Country Playhouse in the area. Take a look at what more there is to see and do in Expedia's Weston guide.

What's the weather like in Weston?

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 1°C. Average annual precipitation for Weston is 1383 mm.

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Book Hotels in Weston on Expedia.com

Find hotels in Weston, CT from ฿2,883

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Weston

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Weston hotels

1. Courtyard by Marriott Norwalk

2. Hilton Garden Inn Norwalk

3. The Watershed

4. Delamar Westport

5. Residence Inn by Marriott Norwalk

6. The Circle Hotel Fairfield

7. Extended Stay America Suites Norwalk Stamford

8. Best Western Plus Fairfield Hotel

9. Norwalk Inn & Conference Center

10. EVEN Hotel Norwalk by IHG

11. Hotel Hi-Ho - Contactless Check-In

12. Trumbull Marriott Shelton

13. La Quinta Inn & Suites by Wyndham Danbury

14. Red Carpet Inn Norwalk

15. Delamar Southport

16. Hilton Garden Inn Danbury

17. Hampton Inn Danbury

18. Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

19. Days Inn by Wyndham Ridgefield

20. Hyatt House Shelton

Stay near popular Weston attractions

Lucius Pond Ordway / Devil's Den Preserve

Learn more about Weston

Top Weston Hotel Reviews

The Circle Hotel Fairfield

Trumbull Marriott Shelton

Ethan Allen Hotel

Amsterdam Hotel

The Armon Stamford Hotel & Conference

Hyatt Regency Greenwich

Hyatt Place Milford / New Haven

Comfort Inn & Suites Danbury-Bethel

More cheap stays in Weston

Motel 6 Milford, CT

Red Carpet Inn

Amsterdam Hotel

Best Western Executive Hotel Of New Haven - West Haven

Comfort Inn & Suites Danbury-Bethel

Hampton Inn & Suites New Haven - South - West Haven

Frequently asked questions

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