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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 €64
includes taxes & fees
10 May - 11 May

Room options

Available filters for rooms
Showing 16 of 16 rooms

View all photos for Junior Suite, 1 King Bed

1 bedroom, premium bedding, down duvets, pillow-top beds

Junior Suite, 1 King Bed

9.2 out of 10
Wonderful
(7 reviews)
  • 33 sq m
  • Sleeps 4
  • 1 King Bed

View all photos for Suite, 1 King Bed

1 bedroom, premium bedding, down duvets, pillow-top beds

Suite, 1 King Bed

10.0 out of 10
Exceptional
(11 reviews)
  • 37 sq m
  • Sleeps 4
  • 1 King Bed

View all photos for Suite, 1 King Bed, Accessible (Roll-In Shower, Mobility & Hearing)

1 bedroom, premium bedding, down duvets, pillow-top beds

Suite, 1 King Bed, Accessible (Roll-In Shower, Mobility & Hearing)

10.0 out of 10
Exceptional
(3 reviews)
  • 37 sq m
  • Sleeps 4
  • 1 King Bed

View all photos for Room, 1 King Bed

1 bedroom, premium bedding, down duvets, pillow-top beds

Room, 1 King Bed

9.6 out of 10
Exceptional
(71 reviews)
  • 28 sq m
  • Sleeps 4
  • 1 King Bed

View all photos for Room, 2 Queen Beds

1 bedroom, premium bedding, down duvets, pillow-top beds

Room, 2 Queen Beds

9.2 out of 10
Wonderful
(71 reviews)
  • 28 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Room, 2 Queen Beds, Accessible (Roll-In Shower, Mobility & Hearing)

1 bedroom, premium bedding, down duvets, pillow-top beds

Room, 2 Queen Beds, Accessible (Roll-In Shower, Mobility & Hearing)

9.4 out of 10
Exceptional
(3 reviews)
  • 28 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Room, 2 Queen Beds, Accessible (3x3 Shower, Mobility & Hearing)

1 bedroom, premium bedding, down duvets, pillow-top beds

Room, 2 Queen Beds, Accessible (3x3 Shower, Mobility & Hearing)

8.4 out of 10
Very good
(6 reviews)
  • 28 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Junior Suite, 1 King Bed, Accessible (3x3 Shower, Mobility & Hearing)

1 bedroom, premium bedding, down duvets, pillow-top beds

Junior Suite, 1 King Bed, Accessible (3x3 Shower, Mobility & Hearing)

  • 33 sq m
  • Sleeps 4
  • 1 King Bed

View all photos for Room, 1 King Bed, Accessible (3x3 Shower, Mobility & Hearing)

1 bedroom, premium bedding, down duvets, pillow-top beds

Room, 1 King Bed, Accessible (3x3 Shower, Mobility & Hearing)

8.6 out of 10
Excellent
(7 reviews)
  • 28 sq m
  • Sleeps 4
  • 1 King Bed

Mobility Hearing Accessible King Suite with Roll in Shower

  • Sleeps 4

Mobility Hearing Accessible Two Queen Room with Roll in Shower

  • Sleeps 4

Mobility Hearing Accessible Two Queen Room with 3X3 Shower

  • Sleeps 4

Mobility Hearing Accessible Junior King Suite with 3X3 Shower

  • Sleeps 4

Mobility Hearing Accessible King Room with 3X3 Shower

  • Sleeps 4

Two Queen Room

  • Sleeps 4

Two Room One King Bed Suite

  • Sleeps 4
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About the area

Located in Downtown Deadwood neighbourhood, DoubleTree by Hilton Deadwood at Cadillac Jack's is connected to the convention centre. The area's natural beauty can be seen at Mount Moriah Cemetery and Black Hills National Forest, while Days of '76 Museum and Adams Museum are cultural highlights. Broken Boot Gold Mine and George S. Mickelson Trail are two other places to visit that come recommended. Take in the nearby slopes with cross-country skiing and downhill skiing, or try out other outdoor activities such as snowmobiling and snowshoeing. Visit our Deadwood travel guide
Map
360 Main St, Deadwood, SD, 57732

What's nearby

  • Cadillac Jacks Casino
    1 min walk - 0.0 km
  • Main Street
    1 min walk - 0.0 km
  • Deadwood Welcome Center
    2 min walk - 0.2 km
  • Tin Lizzie Gaming Resort
    3 min walk - 0.3 km
  • Deadwood Mountain Grand
    12 min walk - 1.1 km

Getting around

  • Rapid City, SD (RAP-Rapid City Regional)
    58 min drive

Restaurants

  • Silverado Franklin Historic Hotel & Gaming Complex
    12 min walk
  • Gem Steakhouse & Saloon
    7 min walk
  • Mustang Sally's
    8 min walk
  • First Gold Gaming Resort
    9 min walk
  • Sick-N-Twisted Brewery
    13 min walk

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, 250 slot machines 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 porter/bellboy
  • 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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Property amenities

Internet

  • Available in all rooms: Free WiFi and wired internet
  • Available in some public areas: Free WiFi

Parking and transport

  • Electric car charging station on site
  • Area shuttle (surcharge)
  • Secured, covered parking on site (USD 14.95 per day)
  • Valet parking on site (USD 14.95 per day; includes in/out privileges)
  • Limited on-site valet and self parking
  • Wheelchair-accessible parking and van parking available

Food and drink

  • Daily cooked-to-order breakfast available 8:00 AM to 11 AM for a fee: USD 10 to 20 per person
  • 2 bars/lounges
  • 4 restaurants
  • A coffee shop/cafe
  • Coffee and tea in common areas
  • Snack bar/deli

Restaurants on site

  • Earl of Sandwich
  • FLYT Steakhouse
  • Made Market
  • Marco's Pizza

Things to do

  • 20 gaming tables
  • 24-hour gym
  • 250 slot machines
  • Casino (10,000 square foot of space)
  • Hot tub
  • Indoor pool
  • Indoor pool (guest access)
  • Sportsbook
  • TV in common areas

Family friendly

  • In-room cot
  • In-room microwave
  • In-room refrigerator
  • Indoor pool
  • Rollaway/extra bed (surcharge)
  • Separate bedroom
  • Snack bar/deli

Conveniences

  • 24-hour front desk
  • ATM
  • Gift shop/newsstand
  • Luggage storage
  • Safe at front desk

Guest services

  • Change of bedsheets (on request)
  • Concierge services
  • Dry cleaning/laundry service
  • Housekeeping (daily)
  • Porter/bellhop
  • Proposal/romance packages
  • Wedding services

Business services

  • 24-hour business centre
  • 3 meeting rooms
  • Computer station

Outdoors

  • In the mountains
  • Pool loungers
  • Terrace

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Braille/raised signage
  • Handrails in stairways
  • High-pile carpet in room
  • Lever door handles
  • Lift
  • Low-height bed
  • Low-height view port in door
  • Phone accessibility kit
  • Stair-free path to entrance
  • Tile flooring in room
  • Visual alarms in hallways
  • Well-lit path to entrance
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible business centre
  • Wheelchair-accessible gym
  • Wheelchair-accessible lounge
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible path to lift
  • Wheelchair-accessible pool
  • Wheelchair-accessible public bathroom
  • Wheelchair-accessible registration desk
  • Wheelchair-accessible restaurant
  • Wheelchair-accessible van parking
  • Wheelchair-width doorways
  • Wheelchairs on site

More

  • 4 floors
  • Ballroom
  • Banquet hall
  • Built in 2002
  • Designated smoking areas
  • Reception hall
  • Vegan dining options
  • Vegetarian breakfast available
  • Vegetarian dining options

Room amenities

Bedroom

  • Blackout drapes
  • Down comforter
  • Free cot
  • Hypo-allergenic bedding
  • Pillowtop mattress
  • Premium bedding
  • Rollaway/extra bed (surcharge)

Bathroom

  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shower
  • Towels provided

Entertainment

  • 55-inch LED TV with premium cable channels
  • Netflix

Food and drink

  • Coffee/tea maker
  • Limited room service
  • Microwave
  • Refrigerator

More

  • Air conditioning (climate-controlled)
  • Connecting rooms available
  • Desk
  • Desk chair
  • Free local calls
  • Heating (climate-controlled)
  • Individual decor
  • Individual furnishings
  • Iron/ironing board
  • Laptop workspace
  • Laptop-compatible safe
  • Mobile key entry
  • Phone
  • Safe
  • Water-efficient showers

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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

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)

Property is also known as

Cadillac Jacks
Cadillac Jacks Gaming
Cadillac Jacks Gaming Resort
Cadillac Jacks Gaming Resort Ascend Collection hotel
Gaming Resort
Cadillac Jacks Gaming Resort Ascend Collection hotel Deadwood
Cadillac Jack's Gaming Deadwood
Cadillac Jack’s Hotel Deadwood
Cadillac Jack’s Hotel
Cadillac Jack’s Deadwood
Cadillac Jack’s
DoubleTree Hilton Deadwood Cadillac Jack's Hotel
Cadillac Jack's Hotel Deadwood
Cadillac Jack's Hotel
Cadillac Jack's Deadwood
Cadillac Jack's
DoubleTree Hilton Cadillac Jack's Hotel
DoubleTree Hilton Deadwood Cadillac Jack's
DoubleTree Hilton Cadillac Jack's
Cadillac Jack's Hotel Suites
Cadillac Jack’s Hotel Suites
Cadillac Jacks Gaming Resort an Ascend Collection hotel
DoubleTree Hilton Callac Jack
DoubleTree by Hilton Deadwood at Cadillac Jack's Hotel
DoubleTree by Hilton Deadwood at Cadillac Jack's Deadwood
DoubleTree by Hilton Deadwood at Cadillac Jack's Hotel Deadwood

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 19 Apr 2026, prices found for a 1-night stay for 2 adults at DoubleTree by Hilton Deadwood at Cadillac Jack's on 10 May 2026 start from €64, including 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).

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Reviews

DoubleTree by Hilton Deadwood at Cadillac Jack's Reviews

9.2

Wonderful

9.6

Cleanliness

8.0

Location

9.2

Staff & service

9.4

Property conditions & facilities
Rating 10 - Excellent. 712 out of 1003 reviews
Rating 8 - Good. 192 out of 1003 reviews
Rating 6 - Okay. 62 out of 1003 reviews
Rating 4 - Poor. 23 out of 1003 reviews
Rating 2 - Terrible. 14 out of 1003 reviews

Reviews

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

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

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

Lena

Nice and comfy
Stayed 2 nights in Nov 2025
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

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

Amber

Friendly and helpful staff
Stayed 2 nights in Oct 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

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

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

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

Pamela

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

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

Jason

Liked: Cleanliness, amenities, property conditions & facilities
Very clean well maintained and helpful staff
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Steven

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

Perfect location easy walk into town

Location was perfect. Parking on site. Several food choices. Staff amazing. Easy walk into town
Stayed 2 nights in Sep 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
Verified

10/10 Excellent

Craig

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Front desk agent was great, friendly. The hotel was in great condition, the room was the best we stayed in on our 8 day road trip. We liked the convenience of a really good restaurant in the hotel.
Stayed 1 night in Jul 2025
Verified

10/10 Excellent

Cindy

Liked: Cleanliness, amenities, property conditions & facilities
Clean and comfortable beds
Stayed 1 night in Jun 2025