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DoubleTree by Hilton Deadwood at Cadillac Jack's

4.0 star property
This historic Deadwood retreat combines upscale comfort with entertainment thrills, where guests enjoy stylish relaxation and casino excitement in equal measure.

Choose dates to view prices

DoubleTree by Hilton Deadwood at Cadillac Jack's is in historic Deadwood's center, offering four American cuisine restaurants. Guests can unwind in the spa tub or indoor pool. The helpful staff provides dry cleaning and laundry services at this upscale hotel for a memorable stay.

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Free Wi-Fi
  • Air-conditioning
The current price is ₹9,043
₹10,407 total
includes taxes & fees
25 May - 26 May
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About this property

DoubleTree by Hilton Deadwood at Cadillac Jack's

  • Upscale hotel near Black Hills National Forest
  • Located close to Days of '76 Museum and Mount Moriah Cemetery, DoubleTree by Hilton Deadwood at Cadillac Jack's provides a casino, a terrace and a coffee shop/cafe. For those looking to try their luck, this hotel boasts 20 casino gaming tables, a sports book and a casino VIP room. For some rest and relaxation, visit the hot tub. At the 4 on-site restaurants, enjoy breakfast, lunch, dinner, children's meals and American cuisine. Free in-room WiFi is available to all guests, along with dry cleaning/laundry services and 2 bars.
  • Other perks at this hotel include:
    • An indoor pool, along with sunloungers
    • Cooked-to-order breakfast (surcharge), valet parking (surcharge) and a local area shuttle
    • An electric car charging station, access to a nearby indoor pool and express check-out
    • Express check-in, a banquet hall and a ballroom
    • Guest reviews give top marks for the helpful staff and location
  • Room features
  • All 107 individually furnished rooms boast comforts, such as premium bedding and laptop-compatible safes, as well as perks, such as laptop-friendly workspaces and air conditioning. Guest reviews speak positively of the cleanliness rooms at the property.
  • Extra amenities include:
    • Hypo-allergenic bedding, pillowtop mattresses and down duvets
    • Bathrooms with showers and free toiletries
    • 55-inch HDTVs with Netflix and premium channels
    • Wardrobes/cupboards, fridges and microwaves

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Policies

Check-in

Check-in start time: 4:00 PM; check-in end time: anytime

Contactless check-in and check-out are available

Express check-in available

Minimum check-in age - 18

Check-out

Check-out before 11:00 AM

Contactless check-out

Express check-out available

Special check-in instructions

Front desk staff will greet guests on arrival at the property

Information provided by the property may be translated using automated translation tools

Access methods

Staffed front desk, smart lock

Pets

Pets are allowed for an extra charge of USD 50 per accommodation, per night (maximum USD 50 per stay)

Service animals are welcome, and are exempt from fees

Up to 34 kg per pet

Specific rooms only; pet-friendly rooms can be requested by contacting the property on the number on the booking confirmation

Children and extra beds

Children are welcome

Children up to the age of 18 years can stay for free if using existing beds when occupying the parent or guardian's room

Rollaway/extra beds are available for USD 15.00 per night.

Free cots are available on request at the property

Payment types at the property

Important information

Optional extras

  • Fee for cooked-to-order breakfast: approximately USD 10 to 20 per person
  • Covered self-parking fee: USD 14.95 per day (in/out privileges)
  • Valet parking fee: USD 14.95 per day (in/out privileges)
  • Pet fee: USD 50 per accommodation, per night (maximum USD50 per stay)
  • Service animals are exempt from fees
  • Rollaway bed fee: USD 15.00 per night

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards, debit cards and cash
Safety features at this property include a fire extinguisher

We should mention

The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly)

Frequently asked questions

Does DoubleTree by Hilton Deadwood at Cadillac Jack's have a pool?

Yes, this property has an indoor pool.

How much does it cost to stay at DoubleTree by Hilton Deadwood at Cadillac Jack's?

As of 22 May 2026, prices found for a 1-night stay for 2 adults at DoubleTree by Hilton Deadwood at Cadillac Jack's on 25 May 2026 start from ₹9,043, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is DoubleTree by Hilton Deadwood at Cadillac Jack's pet-friendly?

Yes, DoubleTree by Hilton Deadwood at Cadillac Jack's allows pets with a maximum weight of up to 34 kg per pet. There's a fee of USD 50 per accommodation, per night. Service animals are exempt from fees.

How much is parking at DoubleTree by Hilton Deadwood at Cadillac Jack's?

Self-parking is available for USD 14.95 per day. Valet parking is available for USD 14.95 per day.

What time is check-in at DoubleTree by Hilton Deadwood at Cadillac Jack's?

Check-in start time: 4:00 PM; check-in end time: anytime.

What time is check-out at DoubleTree by Hilton Deadwood at Cadillac Jack's?

Checkout is at 11:00 AM.

Where is DoubleTree by Hilton Deadwood at Cadillac Jack's located?

Located in Downtown Deadwood, this hotel is within a 15-minute walk of Days of '76 Museum and Adams Museum. Mount Moriah Cemetery and Broken Boot Gold Mine are also within 2 mi (3 km).

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on selected room rates because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

Reviews

9.2

Wonderful

9.6

Cleanliness

8.0

Location

9.2

Staff & service

9.4

Property conditions & facilities
Rating 10 - Excellent. 724 out of 1018 reviews
Rating 8 - Good. 193 out of 1018 reviews
Rating 6 - Okay. 64 out of 1018 reviews
Rating 4 - Poor. 23 out of 1018 reviews
Rating 2 - Terrible. 14 out of 1018 reviews

Reviews

Verified

10/10 Excellent

Ann

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Rooms were outstanding. The staff was friendly and helpful. Wish I could have stayed longer
Stayed 2 nights in May 2026
Verified

8/10 Good

Michele

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great rooms and hotel. Perfect location. Only downside was we unfortunately got food poisoning from the casino coffee.
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Jason

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was a very nice room. Plenty of slots to play. I was there in the middle of the week so it wasnt too busy.
Stayed 1 night in May 2026
Verified

10/10 Excellent

Nancy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was very clean. I like the way they check on you by texting. All my questions were answered in a timely manner.
Stayed 3 nights in May 2026
Verified

10/10 Excellent

Larry

Liked: Cleanliness, amenities, property conditions & facilities
The room was beautiful, clean and so comfortable! Fantastic place!
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Mike

Liked: Cleanliness, amenities, property conditions & facilities
Staff was very accommodating during my stay. Everyone I interacted with was very kind and friendly.
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Daniel

Liked: Cleanliness, amenities, property conditions & facilities
Great area and great staff.
Stayed 1 night in Oct 2025
Verified

8/10 Good

Mark

Liked: Cleanliness, amenities, property conditions & facilities
The staff was so helpful and friendly. They went out of their way to help us at check in and other needs during our stay.
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

Jodi

Liked: Cleanliness, amenities, property conditions & facilities
Clean room, staff was helpful. Rooms were very quiet
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

Edward Thomas

Liked: Cleanliness, amenities, property conditions & facilities
Awesome time! The room was great. The staff was better. The hotel is lovely, thoroughly enjoyed the slot machines and the food. All around a really great spot to stay if you want to enjoy a bit of history and beautiful scenery.
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Lisa

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
WE HAD A BLAST THERE, WILL BE BACK, FRIENDLY HELPFUL STAFF, ROOM WAS EXCELLENT
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Marilyn

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was wonderful. When I checked in directions were giving how to access the elevator to room. Which desk to get players card and navigate to eat meals. I received text messages asking how my stay was going if I needed help with anything message back. The room was clean and comfortable. I enjoyed my stay and will recommend to friends and family.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Roger

Liked: Cleanliness, staff & service, property conditions & facilities
Great place to stay. Flyt restaurant was excellent too!
Stayed 1 night in May 2025
Verified

10/10 Excellent

Alexis

Liked: Cleanliness, staff & service, property conditions & facilities
Absolutely beautiful view and great walking distance from downtown. Would stay there again.
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Amber

Friendly and helpful staff
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Lena

Nice and comfy
Stayed 2 nights in Nov 2025
Verified

8/10 Good

Kristen

Liked: Cleanliness, staff & service, property conditions & facilities
Casino was nice. Place was clean. Staff was friendly. Just disappointed that a free breakfast was advertised but not available
Stayed 4 nights in Jan 2026
Verified

10/10 Excellent

Jay

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Is an amazing place to stay with super good restaurants inside!!
Stayed 1 night in Sep 2024
Verified

10/10 Excellent

Jeffrey

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice staff, great place to stay
Stayed 1 night in Sep 2024
Verified

10/10 Excellent

Diana

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location for sights ,shopping and restaurants
Stayed 1 night in Sep 2024
Verified

10/10 Excellent

Bruce

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great hotel and restaurants at Cadillac Jack's

Our hotel room was very nice and the food options are great here. We had all our meals {late lunch, evening appetizers and drinks at the bar, and breakfast) at the FLYT Steakhouse and nothing disappointed.
Stayed 1 night in Jul 2025
Verified

10/10 Excellent

Pamela

Liked: Cleanliness, amenities, property conditions & facilities
Excellent service! Beautiful place to stay
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Gale F

Liked: Cleanliness, amenities
It was great! Nice restaurant too
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Carla

Liked: Cleanliness, property conditions & facilities
Comfortable, helpful friendly staff.
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Lena

Liked: Cleanliness, staff & service, property conditions & facilities
Very nice place with lots of friendly staff
Stayed 1 night in Apr 2025