The Best Hotels Closest to Overlook Drive-In Theater in Poughkeepsie for 2026

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Our top choices for Overlook Drive-In Theater hotels

A long dining table set for a meal with chairs, large windows, and a view of a park.

A modern lounge area with seating, tables, and a large vase.

A modern building with large glass windows, a covered walkway, and outdoor seating.

A modern building with a glass facade, a flat roof with solar panels, and a spacious outdoor area with a metal railing.

1. The Heartwood

Arlington, 2.9 km from Overlook Drive-In Theater

Frida Nohemi

￥18,776

￥21,804 total

includes taxes & fees

Sep 28 - Sep 29

A hotel reception area with a reception desk, a waiting area with sofas, and a glass door entrance.

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

An indoor swimming pool with clear pool rules, a lifeguard chair, and a poolside area with lounge chairs.

A hotel corridor with a vending machine, a refrigerator, and a door.

2. Quality Inn Poughkeepsie

Arlington, 2.5 km from Overlook Drive-In Theater

Dawn

￥15,257

￥17,718 total

includes taxes & fees

Oct 21 - Oct 22

A modern hotel with a prominent 'Hyatt Place' sign, outdoor seating area, and a covered entrance.

A modern bar area with round tables and patterned chairs, a bar counter with a TV, and shelves with bottles.

A reception area with a geometric patterned wall, a reception desk, a sofa, and a dining area with chairs and a table.

A modern bar area with round tables and chairs, a bar counter with a variety of bottles, and a large screen mounted on the wall.

3. Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights, 8 km from Overlook Drive-In Theater

Robert

￥16,460

￥19,112 total

includes taxes & fees

Oct 25 - Oct 26

An outdoor seating area with stone walls, a fire feature, and yellow chairs.

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

An indoor swimming pool with clear water, surrounded by green and red chairs, and a tiled floor.

A multi-story hotel with a modern design, featuring a covered outdoor seating area and a parking lot.

4. Home2 Suites By Hilton Poughkeepsie

6.2 km from Overlook Drive-In Theater

Karen

￥18,689

￥21,703 total

includes taxes & fees

Sep 30 - Oct 1

A modern hotel lobby with wooden flooring, yellow chairs, a long dining table, and pendant lighting.

An indoor swimming pool with clear water, a lifeguard chair, and a sunlit area with lounge chairs.

A snack display area with shelves stocked with various snacks and a large wall advertisement for treats.

A reception area with a wooden floor, a reception desk, and a wall with a welcome sign.

5. Hampton Inn & Suites Poughkeepsie

Crown Heights, 7.3 km from Overlook Drive-In Theater

Sanford

￥14,718

￥17,091 total

includes taxes & fees

Oct 19 - Oct 20

A courtyard with a fire pit, outdoor seating, and a covered area with string lights.

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

A spacious hotel lobby with a high ceiling, wooden beams, and a large seating area with sofas and round tables.

A gym with exercise equipment, dumbbells, treadmills, and a bench.

6. Homewood Suites by Hilton Poughkeepsie

6.9 km from Overlook Drive-In Theater

Trudy

￥21,941

￥25,479 total

includes taxes & fees

Sep 30 - Oct 1

A Courtyard by Marriott hotel with a modern design, large windows, and a well-maintained lawn.

A modern hotel room with a sofa, armchair, ottoman, flat-screen TV, and large windows with sheer curtains.

A courtyard with outdoor seating, a small tree, and a building with balconies.

A reception area with two wooden reception desks, a wall-mounted screen, and a vending machine labeled "market".

7. Courtyard by Marriott Poughkeepsie

6.1 km from Overlook Drive-In Theater

Celine

￥17,934

￥20,286 total

includes taxes & fees

Oct 12 - Oct 13

A hotel room with a bed, a TV on a wooden stand, a dining area with chairs, and a patterned carpet.

A modern living room with a dining area, a TV mounted on the wall, and a patterned carpet.

Two HP desktop computers on a desk with a lamp, keyboard, and mouse.

A spacious conference room with multiple tables and chairs, large windows, and a carpeted floor.

8. Holiday Inn Express Poughkeepsie by IHG

5.5 km from Overlook Drive-In Theater

John

￥14,403

￥16,725 total

includes taxes & fees

Oct 25 - Oct 26

A modern gym with treadmills, elliptical machines, and weightlifting equipment.

A spacious lobby with a reception desk, seating area, and a large window.

A hotel room with two beds, a desk, a chair, a TV, and a large window with curtains.

A hotel reception area with a modern design, featuring a reception desk, a large mirror, and a chandelier.

9. DoubleTree by Hilton Poughkeepsie Convention Center

Downtown Poughkeepsie, 5.2 km from Overlook Drive-In Theater

Amanda

￥18,040

￥21,129 total

includes taxes & fees

Oct 1 - Oct 2

A large white building with green shutters, a covered patio with red umbrellas, and a well-maintained garden.

A neatly arranged bedroom with a large bed, a bedside table with a lamp, a chair, and a framed picture on the wall.

A gazebo with a white porch and a lawn party setup with rows of chairs.

A dining area with a wooden table, a Christmas tree, and a fireplace.

10. Le Chambord at Curry Estate

16.7 km from Overlook Drive-In Theater

Tracy

￥24,809

￥28,066 total

includes taxes & fees

Sep 27 - Sep 28

A dining area with round tables and chairs, a large window with curtains, a flat-screen TV, and a potted plant.

A hotel lobby with a reception desk, a seating area with two leather chairs and a small table, and a framed artwork on the wall.

A hotel entrance with a covered walkway, a sign indicating low clearance, and a flag.

A hotel room with two beds, a desk, a chair, a window with curtains, a wall-mounted lamp, and a framed picture.

11. Americas Best Value Inn New Paltz

17.2 km from Overlook Drive-In Theater

Debra

￥18,401

￥20,607 total

includes taxes & fees

Sep 28 - Sep 29

A spacious living area with a stone fireplace, comfortable seating, a kitchen with bar seating, and large windows.

A sign for Residence Inn by Marriott with a landscaped flower bed in front.

An outdoor seating area with a fire feature, wicker chairs, and a grill in the background.

An indoor swimming pool with tiled flooring, a pool ladder, and multiple seating areas with chairs.

12. Residence Inn by Marriott Poughkeepsie

6.7 km from Overlook Drive-In Theater

Chandra

￥21,208

￥24,629 total

includes taxes & fees

Oct 25 - Oct 26

A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

A room with a dark blue wall, a round wooden table with a plant, and four patterned chairs.

A hotel reception area with a wooden reception desk, a clock on the wall, and a coffee machine in the background.

A SureStay Plus Hotel by Best Western with a large sign, a parking lot, and a road leading to the entrance.

13. SureStay Plus Hotel by Best Western Highland Poughkeepsie

9.2 km from Overlook Drive-In Theater

Jamie

￥14,124

￥15,819 total

includes taxes & fees

Sep 29 - Sep 30

A building entrance with a covered porch, stone pillars, and a mailbox.

A gym with exercise equipment, a mirror, and a door leading to a room.

A hotel dining area with wooden tables and chairs, a kitchen counter, a refrigerator, and a television on the wall.

A hotel lobby with a check-in counter, two armchairs, a small table, and a mirror.

14. Quality Inn Hyde Park Poughkeepsie North

10 km from Overlook Drive-In Theater

Joshua

￥12,714

￥14,383 total

includes taxes & fees

Oct 19 - Oct 20

A modern bar area with a long counter, multiple bar stools, and a variety of liquor bottles.

A modern restaurant with a long counter, multiple seating areas, and a visible kitchen in the background.

A well-organized snack and beverage area with refrigerated sections and shelves stocked with various snacks and drinks.

15. Holiday Inn Poughkeepsie by IHG

7.8 km from Overlook Drive-In Theater

Valerie

￥16,935

￥19,667 total

includes taxes & fees

Oct 25 - Oct 26

A covered outdoor seating area with brick flooring and metal railings, overlooking a river.

A hotel lobby with a striped sofa, a reception desk, and a check-in counter.

A hotel entrance with a covered walkway, large windows, and a clear sign indicating a 10-foot clearance.

A corner seating area with patterned sofas, a small table, and a lamp. Large windows provide a view of the outdoors.

16. Best Western Plus The Inn & Suites At The Falls

Red Oaks Mill, 4.7 km from Overlook Drive-In Theater

Aixa

￥20,782

￥23,510 total

includes taxes & fees

Oct 6 - Oct 7

A multi-story hotel with a central entrance, stone pillars, and a brick facade.

A spacious living area with stone pillars, leather sofas, a fireplace, and a kitchen in the background.

A spacious bar area with a high ceiling and large windows, surrounded by comfortable seating and a rustic wooden ceiling.

A spacious living room with a large window offering a view of greenery and buildings, a high wooden ceiling, and modern furniture.

17. Inn at Bellefield / Hyde Park, Residence Inn by Marriott

7.4 km from Overlook Drive-In Theater

Mary K

￥30,071

￥34,017 total

includes taxes & fees

Oct 25 - Oct 26

A lobby with a stone fireplace, patterned armchairs, and a large rug.

A serene courtyard with a central statue, surrounded by brick walls and lush greenery.

A snack display area with various packaged snacks and a refrigerated section.

A spacious hotel lobby with a central bar area, seating arrangements, and a television mounted on the wall.

18. Hampton Inn by Hilton New Paltz

17.3 km from Overlook Drive-In Theater

Hilda

￥25,094

￥28,106 total

includes taxes & fees

Sep 28 - Sep 29

A spacious lobby with a high ceiling, a reception desk, a seating area with blue sofas and armchairs, and a visible Pepsi refrigerator.

A modern breakfast bar with a wooden wall, a coffee machine, and a juice dispenser.

A modern lounge area with a stone wall, a flat-screen TV, and blue seating.

An indoor swimming pool with a stone wall, blue chairs, and a lifeguard chair.

19. Comfort Suites Fishkill near Interstate 84

19.5 km from Overlook Drive-In Theater

Daniel

￥16,917

￥19,560 total

includes taxes & fees

Oct 25 - Oct 26

A garden with a variety of plants and flowers, a white picket fence, and a small table with chairs.

A two-story white house with a front porch, a red door, and a well-maintained lawn.

A hallway with a table, a vase with flowers, a framed picture, and a painting on the wall.

A garden with various plants and flowers, a white fence, and outdoor furniture.

20. Millbrook Country House Bed & Breakfast

17.8 km from Overlook Drive-In Theater

kenneth

￥37,985

￥42,971 total

includes taxes & fees

Oct 4 - Oct 5

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Compare popular hotels close to Overlook Drive-In Theater

Property	Star rating	Guest rating
The Heartwood	9.8 Exceptional 325 reviews	View
Quality Inn Poughkeepsie	7.6 Good 588 reviews	View
Hyatt Place Poughkeepsie / Hudson Valley	9.0 Wonderful 1,080 reviews	View
Home2 Suites By Hilton Poughkeepsie	9.4 Exceptional 512 reviews	View
Hampton Inn & Suites Poughkeepsie	9.2 Wonderful 1,002 reviews	View

Top Overlook Drive-In Theater Hotel Reviews

Hampton Inn by Hilton New Paltz

10/10 Excellent

"I prefer a known quantity to unique, and Hampton Inn provides a fresh, clean hotel, a delicious breakfat bar with lots of hot and cold choices, and it was quiet. We swam in the pool twice in the afternoon during our 5 day stay, and had it to ourselves. I missed having a hot tub, as this property has the indoors pool but no tub."

Buttermilk Falls Inn

10/10 Excellent

"Great quiet location. Nothing was open but they do have coffee all day"

SureStay Plus Hotel by Best Western Highland Poughkeepsie

8/10 Good

"Staff member Ashley was friendly and helpful on check in. The room was clean and well kept. There was shampoo, conditioner, lotion and bar soaps in the bathroom along with a sufficient amount of towels. The shower water was hot and the pressure was average. The king bed was spacious, but not comfortable. There is a mattress protector that makes noise as you move and the mattress itself is not firm enough to support the back. I did find myself tossing and turning in the night because of the discomfort of the mattress, bit of humidity on the room and definitely because of the noise from the roadway. The breakfast runs from 6:30-9:30. It isn't a full menu, but it will do the trick in the morning. Sample items are eggs, sausage, waffles, fruit, yogurt, muffins, juice, breads, cereal, coffee, tea, hot chocolate. Overall pretty good stay."

The Heartwood

10/10 Excellent

"The public rooms and bedrooms are very impressive, more like a stylish art gallery than a hotel. The restaurant food was also very appetising BUT beware of service issues. I If hotel management decide to take in coach parties, they should at the same time take on extra restaurant staff Fortunately the evening bartender Stephen and the breakfast manager Raymond rose to the occasion after we expressed concerns, but they really could have used effective reinforcements"

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent

"Very nice staff and very helpful. Clean and spacious rooms."

Courtyard by Marriott Poughkeepsie

8/10 Good

"Rooms were nice and clean. Staff were friendly and helpful."

Other attractions near Overlook Drive-In Theater

Chance Theater

8.0/10 (70 reviews)

Enjoy a show at Chance Theater, a storied theater in Poughkeepsie. Amble around the area's riverfront or attend a sporting event.

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Poughkeepsie Speedway

You can take time to visit Poughkeepsie Speedway during your travels to Poughkeepsie. Take in the art scene in this walkable area.

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Vassar Golf Course

Enjoy a round of golf in Poughkeepsie at Vassar Golf Course. Amble around the area's riverfront or attend a sporting event.

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Frances Lehman Loeb Art Center

You can browse the exhibits at Frances Lehman Loeb Art Center, a museum with a storied past, during your trip to Poughkeepsie. Amble around the area's riverfront or attend a sporting event.

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Clinton House State Historic Site

2.0/10 (1 review)

Find out about the history of Poughkeepsie when you spend time at Clinton House State Historic Site. Amble around the area's riverfront or attend a sporting event.

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McCann Golf Course

Enjoy a round of golf in Poughkeepsie at McCann Golf Course. Amble around the area's riverfront or attend a sporting event.

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Richard L. Skimin Memorial Baseball Field

Catch an event at Richard L. Skimin Memorial Baseball Field during your trip to Fairview. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.

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Barrett Art Center

You can spend time exploring the galleries in Barrett Art Center during your travels in Poughkeepsie. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

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Frequently asked questions

What's the area like around Overlook Drive-In Theater?

Overlook Drive-In Theater is located in a scenic area of Poughkeepsie known for its beautiful river views and sporting events. You'll find 66 hotels and other accommodations within a few miles for a convenient home base.

What's the best hotel to stay near Overlook Drive-In Theater?

Quality Inn Poughkeepsie is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. It's located 1.5 mi (2.5 km) from Overlook Drive-In Theater. Other good choices within 5 miles include The Heartwood and Holiday Inn Express Poughkeepsie by IHG.

How many hotels are there close to Overlook Drive-In Theater?

Expedia has 66 hotels and other accommodations a few miles from Overlook Drive-In Theater.

If I need to cancel the hotel reservation for my stay near Overlook Drive-In Theater, will I receive a refund?

Yes, most hotel room reservations are refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Plug in your dates, click on "Search", then you can use the "fully refundable" filter to review the best deals near Overlook Drive-In Theater.

Where can I learn more about changing or cancelling my trip in the area near Overlook Drive-In Theater?

For more details about rescheduling or cancelling your stay near Overlook Drive-In Theater, head over to our customer service page.

What can I see and do near Overlook Drive-In Theater?

You'll want to browse the exhibits at Locust Grove and Frances Lehman Loeb Art Center. Bardavon 1869 Opera House, Poughkeepsie Bridge, and Walkway Over the Hudson State Historic Park are notable landmarks to explore if you're in the area. You can enjoy live performances at Chance Theater and Bananas Comedy Club.

Find hotels near Overlook Drive-In Theater, Poughkeepsie from ￥14,383

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Our top choices for Overlook Drive-In Theater hotels

1. The Heartwood

2. Quality Inn Poughkeepsie

3. Hyatt Place Poughkeepsie / Hudson Valley

4. Home2 Suites By Hilton Poughkeepsie

5. Hampton Inn & Suites Poughkeepsie

6. Homewood Suites by Hilton Poughkeepsie

7. Courtyard by Marriott Poughkeepsie

8. Holiday Inn Express Poughkeepsie by IHG

9. DoubleTree by Hilton Poughkeepsie Convention Center

10. Le Chambord at Curry Estate

11. Americas Best Value Inn New Paltz

12. Residence Inn by Marriott Poughkeepsie

13. SureStay Plus Hotel by Best Western Highland Poughkeepsie

14. Quality Inn Hyde Park Poughkeepsie North

15. Holiday Inn Poughkeepsie by IHG

16. Best Western Plus The Inn & Suites At The Falls

17. Inn at Bellefield / Hyde Park, Residence Inn by Marriott

18. Hampton Inn by Hilton New Paltz

19. Comfort Suites Fishkill near Interstate 84

20. Millbrook Country House Bed & Breakfast

Compare popular hotels close to Overlook Drive-In Theater

Top Overlook Drive-In Theater Hotel Reviews

Hampton Inn by Hilton New Paltz

Buttermilk Falls Inn

SureStay Plus Hotel by Best Western Highland Poughkeepsie

The Heartwood

Holiday Inn Express Poughkeepsie by IHG

Courtyard by Marriott Poughkeepsie

Other attractions near Overlook Drive-In Theater

Chance Theater

Poughkeepsie Speedway

Vassar Golf Course

Frances Lehman Loeb Art Center

Clinton House State Historic Site

McCann Golf Course

Richard L. Skimin Memorial Baseball Field

Barrett Art Center

Frequently asked questions