See all properties

DoubleTree by Hilton Deadwood at Cadillac Jack's

4.0 star property

Choose dates to view prices

Photo gallery for DoubleTree by Hilton Deadwood at Cadillac Jack's

Front of property
Casino
Reception
Nightclub
Casino

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
360 Main St, Deadwood, SD, 57732
  • Place, Cadillac Jacks Casino
    ‪1 min walk‬
  • Place, Deadwood Welcome Center
    ‪2 min walk‬
  • Place, Tin Lizzie Gaming Resort
    ‪3 min walk‬

Room options

Junior King Suite with Sofa Bed

  • Sleeps 4

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

9.8 out of 10
Exceptional
(10 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
(68 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

9.4 out of 10
Exceptional
(68 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)

9.6 out of 10
Exceptional
(5 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

King Room with Sofa Bed

  • 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

Similar properties

Casino
Tru by Hilton Deadwood, SD
  • Breakfast included
  • Pet-friendly
  • Free Wi-Fi
  • Restaurant
4.4 out of 5, Excellent, 1,000 reviews
The price is CHF 50
includes taxes & fees
15 Jan - 16 Jan
Tru by Hilton Deadwood, SD

About this property

DoubleTree by Hilton Deadwood at Cadillac Jack's

Pet-friendly Deadwood hotel connected to the convention centre, 9-minute walk to Days of '76 Museum
4 restaurants, a casino and an indoor pool are available at this hotel. WiFi in public areas is free. Other amenities include 2 bars/lounges, a 24-hour fitness centre and a snack bar/deli. Housekeeping is available on request.
DoubleTree by Hilton Deadwood at Cadillac Jack's offers 107 accommodations with laptop-compatible safes and a safe. Each accommodation is individually furnished and decorated. Pillowtop beds feature down duvets and premium bedding. 55-inch LED televisions come with premium cable channels and Netflix. Guests can make use of the in-room fridges, microwaves and coffee/tea makers. Bathrooms include a shower, complimentary toiletries and hairdryers.

This Deadwood hotel provides complimentary wired and wireless Internet access. Business-friendly amenities include desks and desk chairs, as well as telephones; free local calls are provided (restrictions may apply). Additionally, rooms include an iron/ironing board and blackout curtains. Hypo-allergenic bedding and change of bedsheets can be requested. Housekeeping is provided on a daily basis.

An indoor pool and Access to hot tub are on site. Other recreational amenities include a 24-hour fitness centre.

The recreational activities listed below are available either on-site or nearby; fees may apply.

Our customers tell us that they can't get enough of the helpful staff at DoubleTree by Hilton Deadwood at Cadillac Jack's. During your stay, you'll be connected to the convention centre and just a quick walk from Main Street. Enjoy features like free WiFi in public areas, plus 4 restaurants and 2 bars.
  • Free WiFi
  • Enjoy American cuisine at FLYT Steakhouse, one of the property's 4 restaurants and 2 bars/lounges
  • Cooked-to-order breakfast served daily for a fee
  • Valet parking and self-parking available for a fee
  • Take a swim in the indoor pool or soak in the hot tub
  • Services include dry cleaning/laundry, a concierge and a porter
  • On-site recreation includes a 24-hour gym
  • Guests have great things to say about the location and the clean guestrooms
  • Within a 15-minute walk of Days of '76 Museum and Adams Museum
  • Local-area shuttle service available for a fee
  • Pets welcome for a fee (restrictions apply)
DoubleTree by Hilton Deadwood at Cadillac Jack's offers its guests an indoor pool, Access to hot tub, and a 24-hour fitness centre. There are 4 restaurants on site, as well as a coffee shop/cafΘ and a nearby snack bar/deli. You can unwind with a drink at one of the 2 bars/lounges. A computer station is on site and WiFi is free in public spaces.

Business amenities include a 24-hour business centre and 3 meeting rooms. A casino, a terrace, and gift shops/newsstands are also featured at the business-friendly DoubleTree by Hilton Deadwood at Cadillac Jack's. You'll have access to the indoor pool at a partner property. For a fee, parking is available.

Smoking is allowed in designated areas at this 4-star Deadwood hotel.

For a fee, guests can enjoy a cooked-to-order breakfast daily from 8:00 AM to 11 AM.
FLYT Steakhouse – This restaurant specialises in American cuisine and serves breakfast, lunch and dinner. Guests can enjoy drinks at the bar. A children's menu is available.
Guadalajara's – This restaurant specialises in Mexican cuisine and serves lunch and dinner. Guests can enjoy drinks at the bar. Open daily.
Earl of Sandwich – This delicatessen specialises in American cuisine and serves lunch and dinner. A children's menu is available. Open daily.
Marco's Pizza – This restaurant specialises in pizza and serves lunch and dinner. Open daily.
Made Market – This coffee shop specialises in American cuisine and serves breakfast, lunch and light fare. Open daily.
Room service (during limited hours) is available.

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
  • Guadalajara's
  • 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: USD 50 per accommodation, per night (maximum USD 50 per stay)
  • Weight limit: 75 lb per pet
  • Certain rooms only
  • You can request a pet-friendly room by reaching out to the property at the number on the booking confirmation
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.
  • Kids stay free! Children 18 years old and younger stay free when using existing bedding.
  • Rollaway/extra beds are available for USD 15.00 per night.
  • Free cots (infant beds)!

Payment types at the property

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • 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

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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
Front desk staff will greet guests on arrival at the property.

We should mention

  • Children aged 18 years old and younger stay free in the same room as the parent or guardian when using existing bedding.
  • Connecting/adjoining rooms are subject to availability and can be requested by contacting the property at the number on your booking confirmation.
  • Pets are welcome in specific rooms only, which can be requested by contacting the property directly at the number on your booking confirmation (please see the Fees section for related charges).
  • 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

DoubleTree by Hilton Deadwood at Cadillac Jack's Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 714 out of 1003 reviews
Rating 8 - Good. 188 out of 1003 reviews
Rating 6 - Okay. 63 out of 1003 reviews
Rating 4 - Poor. 24 out of 1003 reviews
Rating 2 - Terrible. 14 out of 1003 reviews

9.4/10

Cleanliness

9.2/10

Staff & service

9.2/10

Amenities

9.4/10

Property conditions & facilities

9.2/10

Eco-friendliness

Reviews

10/10 Excellent

Ross

Stayed 2 nights in Oct 2025

8/10 Good

Cory l

Stayed 2 nights in Oct 2025

10/10 Excellent

Carl

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Overall great time!
Stayed 2 nights in Oct 2025

4/10 Poor

Kim

Stayed 1 night in Sep 2025

10/10 Excellent

Christy

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Sep 2025

10/10 Excellent

Tim

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice place
Stayed 1 night in Sep 2025

10/10 Excellent

Mary

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Sep 2025

4/10 Poor

Mark

Disliked: Staff & service

Overrated

Clean room, nice hotel staff but RUDE casino employees pretty much ruined my experience. Will say you may be received better at your local ramada inn or econo lodge. Dont dare make a mistake or ask any questions! Would rather stay at any of the other properties in Deadwood. Ive been to casinos all over the country and this one left a bad taste in my mouth. Will not return just based on your casino employees big thumbs down half of them need a retraining because they wouldn’t survive at a REAL casino
Stayed 1 night in Sep 2025

4/10 Poor

Richard

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Disliked: Amenities
Parking was nothing but a bait and switch gor a casino card that is worthless. I will never stay there again.
Stayed 1 night in Sep 2025

10/10 Excellent

Tim

Stayed 3 nights in Sep 2025

4/10 Poor

Michael

Travelled with family
Disliked: Cleanliness, amenities, property conditions & facilities
Room stunk like rotten food and the window face a cement wall
Stayed 1 night in Sep 2025

10/10 Excellent

Kellie

Travelled with family, Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Jun 2025

8/10 Good

Michael

Business traveller
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Sep 2025

10/10 Excellent

Adam P

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

Great place with reasonable pricing

Very nice and newly updated. As nice as any Vegas casino, but with reasonable food/beverage/gaming prices. Compared to the other Deadwood options, Cadillac Jack's is the only one I would consider going forward. Will be back!
Stayed 2 nights in Sep 2025

10/10 Excellent

Matt

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 3 nights in Sep 2025

8/10 Good

Thomas

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Sep 2025

10/10 Excellent

Debra

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Sep 2025

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

10/10 Excellent

Terry

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
It was great! Cudo’s to Chuck the Asst Manager. Very helpful!
Stayed 1 night in Sep 2025

10/10 Excellent

Michael, Calgary

Liked: Cleanliness, staff & service, property conditions & facilities
Excellent hiotel
Stayed 1 night in Sep 2025

10/10 Excellent

Josephine

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had a great stay.
Stayed 1 night in Aug 2025

6/10 Okay

Ana

Travelled with partner
Liked: Cleanliness, staff & service, amenities
The room was clean and fine, the mattress needs replaced, some of the staff weren’t very friendly. It was fine overall but could be better.
Stayed 3 nights in Aug 2025

10/10 Excellent

brandi

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Sep 2025

8/10 Good

James

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

Cadillac Jacks more of a Ford

Very nice room. Tried taking shower when I arrived. It took 4 - 5 minutes for warm water to start then was actually hot. Poor water temp control. Staff was very friendly once they came to desk. I was not expecting to pay for parking but I did have to pay. It is a very busy place since you are basically checking in on the casino floor. No success on casino floor. If there is a next time it might be better now that I know what to expect.
Stayed 1 night in Sep 2025

10/10 Excellent

Karen

Liked: Cleanliness, amenities, property conditions & facilities
Great
Stayed 2 nights in Sep 2025