Find hotels near Overlook Drive-In Theater, Poughkeepsie from $87

Start date: Check-in selected.
To Date
End date: Check-out
  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Overlook Drive-In Theater hotels

The Heartwood

The Heartwood
3.5 star property
Arlington, 1.8 mi from Overlook Drive-In Theater
9.8 out of 10, Exceptional, (232)
"Thanks this place is amazing we loved it. "
United States
Scott
$149 nightly
The price is $173
Dec 28 - Dec 29
Total with taxes and fees
The Heartwood

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
2.5 star property
Arlington, 1.5 mi from Overlook Drive-In Theater
7.8 out of 10, Good, (501)
"Room was clean. Staff was kind. Good complimentary breakfast"
United States
Amanda
$93 nightly
The price is $108
Jan 4 - Jan 5, 2026
Total with taxes and fees
Quality Inn Poughkeepsie

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
3.0 star property
3.8 mi from Overlook Drive-In Theater
8.8 out of 10, Excellent, (1004)
"A nice, clean hotel perfect for a quick business/recreational trip"
United States
Sharonda
$91 nightly
The price is $103
Dec 26 - Dec 27
Total with taxes and fees
Courtyard by Marriott Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
3.9 mi from Overlook Drive-In Theater
9.4 out of 10, Exceptional, (395)
"Beautiful room and great staff! Would stay here again. "
United States
Christina
$108 nightly
The price is $126
Dec 29 - Dec 30
Total with taxes and fees
Home2 Suites By Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie
3.0 star property
4.2 mi from Overlook Drive-In Theater
9.6 out of 10, Exceptional, (1002)
"Room was very large and hotel had everything we needed"
United States
Cassie
$122 nightly
The price is $142
Dec 30 - Dec 31
Total with taxes and fees
Homewood Suites by Hilton Poughkeepsie

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
2.5 star property
3.4 mi from Overlook Drive-In Theater
8.6 out of 10, Excellent, (1002)
"Clean room, nice amenities, great service, amazing staff"
United States
Xavier
$105 nightly
The price is $122
Dec 28 - Dec 29
Total with taxes and fees
Holiday Inn Express Poughkeepsie by IHG

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
Downtown Poughkeepsie, 3.2 mi from Overlook Drive-In Theater
8.4 out of 10, Very Good, (1002)
"Clean rooms, very nice staff"
United States
Shivani
$102 nightly
The price is $119
Dec 27 - Dec 28
Total with taxes and fees
DoubleTree by Hilton Poughkeepsie Convention Center

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights, 4.6 mi from Overlook Drive-In Theater
8.8 out of 10, Excellent, (1008)
"Great stay with many breakfast options! "
United States
Sara
$102 nightly
The price is $118
Jan 9 - Jan 10, 2026
Total with taxes and fees
Hampton Inn & Suites Poughkeepsie

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights, 5 mi from Overlook Drive-In Theater
9.0 out of 10, Wonderful, (1012)
"very clean and would stay again "
United States
Alvin
$118 nightly
The price is $137
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley

Residence Inn by Marriott Poughkeepsie

Residence Inn by Marriott Poughkeepsie
3.0 star property
4.2 mi from Overlook Drive-In Theater
8.8 out of 10, Excellent, (630)
"Good place to stay. I’ll do it again."
United States
Marco
$125 nightly
The price is $145
Jan 2 - Jan 3, 2026
Total with taxes and fees
Residence Inn by Marriott Poughkeepsie

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3.0 star property
4.6 mi from Overlook Drive-In Theater
9.6 out of 10, Exceptional, (434)
"Beautiful Inn with a spacious and lovely room."
United States
Stacy
$161 nightly
The price is $182
Jan 11 - Jan 12, 2026
Total with taxes and fees
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls
2.5 star property
Red Oaks Mill, 2.9 mi from Overlook Drive-In Theater
7.6 out of 10, Good, (439)
"Nice and quaint hotel with beautiful creek behind surrounded by a dorest"
United States
Hiram
$90 nightly
The price is $102
Dec 28 - Dec 29
Total with taxes and fees
Best Western Plus The Inn & Suites At The Falls

The Lagrange Inn & Extended Stay

The Lagrange Inn & Extended Stay
2.0 star property
4.4 mi from Overlook Drive-In Theater
9.6 out of 10, Exceptional, (12)
"Basic but a great stay. "
United States
Giles
$107 nightly
The price is $122
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Lagrange Inn & Extended Stay

Holiday Inn Poughkeepsie by IHG

Holiday Inn Poughkeepsie by IHG
3.0 star property
4.8 mi from Overlook Drive-In Theater
7.8 out of 10, Good, (813)
"Excellent hotel and friendly staff"
United States
Donna
$97 nightly
The price is $113
Dec 28 - Dec 29
Total with taxes and fees
Holiday Inn Poughkeepsie by IHG

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
2.5 star property
6.2 mi from Overlook Drive-In Theater
8.0 out of 10, Very Good, (1003)
"Comfortable hotel and staff very welcoming "
United States
Sunil
$77 nightly
The price is $87
Jan 5 - Jan 6, 2026
Total with taxes and fees
Quality Inn Hyde Park Poughkeepsie North

Buttermilk Falls Inn

Buttermilk Falls Inn
3.0 star property
5 mi from Overlook Drive-In Theater
9.4 out of 10, Exceptional, (41)
"Excellent "
United States
Carlos
$494 nightly
The price is $553
Dec 24 - Dec 25
Total with taxes and fees
Buttermilk Falls Inn

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 star property
5.7 mi from Overlook Drive-In Theater
7.8 out of 10, Good, (949)
"Was a great stay! "
United States
Alane
$80 nightly
The price is $90
Jan 4 - Jan 5, 2026
Total with taxes and fees
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Red Roof PLUS+ Poughkeepsie

Red Roof PLUS+ Poughkeepsie
2.5 star property
Crown Heights, 4.6 mi from Overlook Drive-In Theater
6.6 out of 10, (1000)
"Place to sleep."
United States
David
$82 nightly
The price is $95
Jan 1 - Jan 2, 2026
Total with taxes and fees
Red Roof PLUS+ Poughkeepsie

Inn the Woods Bed and Breakfast

Inn the Woods Bed and Breakfast
3.5 star property
7.4 mi from Overlook Drive-In Theater
9.8 out of 10, Exceptional, (136)
"Harry was great, room clean and fresh, breakfast amazing "
United States
Frank
$183 nightly
The price is $207
Dec 31 - Jan 1, 2026
Total with taxes and fees
Inn the Woods Bed and Breakfast

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
11.8 mi from Overlook Drive-In Theater
6.8 out of 10, (18)
"Good place to rest your head for a night "
United States
Dennis J
$85 nightly
The price is $96
Dec 30 - Dec 31
Total with taxes and fees
Spark by Hilton Fishkill
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.

Top Overlook Drive-In Theater Hotel Reviews

Hotels near other Overlook Drive-In Theater attractions

Frequently asked questions

What are the top-rated hotels near Overlook Drive-In Theater?
Discover the top-rated hotels near Overlook Drive-In Theater that promise comfort and convenience during your stay in Poughkeepsie, New York.

The Heartwood

The Heartwood is a stunning retreat just 2.3 miles from Overlook Drive-In Theater, with an impressive review rating of 9.8. This hotel ensures a homely experience with amenities such as a private hot tub, a fully equipped kitchen featuring a stovetop and dishwasher, and a cozy sofa bed. Guests can enjoy complimentary daily breakfast and designer toiletries, making their stay both comfortable and luxurious.

DoubleTree by Hilton Poughkeepsie Convention Center

With a review rating of 8.4 and a 4-star designation, DoubleTree by Hilton Poughkeepsie Convention Center is located 3.8 miles from Overlook Drive-In Theater. This hotel offers travelers access to a lovely terrace and a snack bar. Guests can enjoy the convenience of self-parking and a microwave in every room, enhancing their stay with comfort and ease.

Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls is situated 4.3 miles from Overlook Drive-In Theater and features a review rating of 7.8. This hotel stands out with its beautiful water views and offers free breakfast options. Guests can unwind on the terrace or prepare meals in the kitchenette, making it an ideal choice for travelers looking for comfort and convenience.
How much is a hotel near Overlook Drive-In Theater?
Staying near Overlook Drive-In Theater is a treat, with plenty of hotels from $87 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a vacation during weekends or around public holidays.
What are the most popular family-friendly hotels near Overlook Drive-In Theater?
For families looking to enjoy a movie night under the stars at Overlook Drive-In Theater, there are several top-rated family-friendly hotels nearby that provide comfort and convenience.

The Heartwood

The Heartwood stands out as a luxurious choice for families, located just 2.3 miles from Overlook Drive-In Theater with an impressive review rating of 9.8. This hotel features spacious family-friendly amenities, including a fully equipped kitchen, travel cribs, and connecting rooms. Guests can also enjoy a private hot tub, complimentary breakfast, and self-parking, making it a perfect retreat for families seeking comfort and relaxation.

Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls is a welcoming 3-star hotel located just 4.3 miles from Overlook Drive-In Theater, rated by travelers at 7.8. This family-friendly hotel offers amenities such as kitchenettes, microwaves, and sofa beds, ensuring a comfortable stay for families. Guests can also enjoy free breakfast daily, a terrace with water views, and free self-parking.

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie is conveniently situated only 1.7 miles from Overlook Drive-In Theater and boasts a traveler's rating of 7.8. This family-friendly hotel features connecting rooms and free rollaway beds, ideal for larger families. Guests can take advantage of the indoor pool, complimentary continental breakfast, and fitness facilities, all designed to enhance their stay.
Which hotels near Overlook Drive-In Theater offer the best views?
Discover the best hotels near Overlook Drive-In Theater that not only ensure a comfortable stay but also offer stunning views.

Best Western Plus The Inn & Suites At The Falls

Located just 4.3 miles from Overlook Drive-In Theater, Best Western Plus The Inn & Suites At The Falls boasts a review rating of 7.8. This 3-star hotel features a lovely terrace where travelers can relax and take in beautiful water views. With amenities like free daily breakfast, a kitchenette, and fitness facilities, it caters to the needs of travelers looking for both comfort and convenience.
What are the best affordable hotels near Overlook Drive-In Theater?
For travelers seeking affordable yet comfortable stays near Overlook Drive-In Theater, these hotels offer great value and convenient amenities.

The Heartwood

The Heartwood is an inviting option just 2.3 miles from Overlook Drive-In Theater, featuring a remarkable review rating of 9.8. This family-friendly hotel offers complimentary breakfast and WiFi, ensuring a pleasant stay. Guests can enjoy additional perks like a hot tub, kitchen facilities, and even an espresso maker for those morning brews.

Best Western Plus The Inn & Suites At The Falls

Located 4.3 miles from Overlook Drive-In Theater, Best Western Plus The Inn & Suites At The Falls boasts a solid review rating of 7.8. This hotel provides travelers with free breakfast options, including to-go meals on weekends, and offers a terrace with a water view. Ideal for families, it features a kitchenette and spacious dining areas.

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie is situated only 1.7 miles from Overlook Drive-In Theater and holds a respectable review rating of 7.8. Guests can start their day with a free continental breakfast and enjoy access to an indoor pool. With free self-parking and convenient amenities like connecting rooms, this hotel is a great choice for families and travelers alike.
Are there any hotels with pools close to Overlook Drive-In Theater?
For travelers seeking hotels with pools near Overlook Drive-In Theater, Quality Inn Poughkeepsie offers a perfect blend of comfort and convenience.

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie is an inviting 3-star hotel located just 1.7 miles from Overlook Drive-In Theater, making it a great option for families and leisure travelers. Guests can enjoy an indoor pool that provides a refreshing escape after a day of exploring. With a review rating of 7.8, this hotel also features complimentary breakfast, free parking, and convenient access to nearby winery tours and golf courses.
What are the best pet-friendly hotels near Overlook Drive-In Theater?
If you're looking for top-rated pet-friendly hotels near Overlook Drive-In Theater, you're in for a treat. Enjoy a comfortable stay with your four-legged companion while exploring the charm of Poughkeepsie.

The Heartwood

The Heartwood is a delightful 9.8-rated hotel just 2.3 miles from Overlook Drive-In Theater, catering specifically to travelers with pets with amenities such as food and water bowls. Guests can enjoy a range of conveniences including complimentary breakfast, a private hot tub, and a fully equipped kitchen. Additional features like an electric car charging station, fitness center, and spacious rooms with premium bedding make it a perfect choice for travelers seeking comfort for themselves and their pets.

Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls, located 4.3 miles from Overlook Drive-In Theater, welcomes both dogs and cats with a solid review rating of 7.8. This family-friendly hotel offers a complimentary breakfast and has convenient in-room kitchenettes for added comfort. Guests can unwind on the terrace or take advantage of the nearby winery tours. With amenities like self-parking and premium bedding, this hotel ensures a pleasant stay for both travelers and their furry friends.
Can I book a fully refundable hotel close to Overlook Drive-In Theater?
Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter "Overlook Drive-In Theater", set your travel dates, and use the "Fully refundable" filter under "Deals & Discounts" on the results page. Alternatively, explore deals with free cancellation options on Expedia.
Can I find Expedia discounts for hotels near Overlook Drive-In Theater?
To look for discounts on hotels near Overlook Drive-In Theater, join One Key™—our free travel rewards program. One Key members always get our best prices and earn OneKeyCash™* on eligible bookings for every dollar spent. Another way to save is by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Explore a world of travel with Expedia