DoubleTree by Hilton Deadwood at Cadillac Jack's

Adventure hotel with casino, connected to the convention center, near Days of '76 Museum

Choose dates to view prices

Where to?

Dates

December 2025

14

January 2026

Front of property - DoubleTree by Hilton Deadwood at Cadillac Jack's (Deadwood)

Casino - DoubleTree by Hilton Deadwood at Cadillac Jack's (Deadwood)

Lobby - DoubleTree by Hilton Deadwood at Cadillac Jack's (Deadwood)

4 restaurants, breakfast, lunch, dinner served; American cuisine - DoubleTree by Hilton Deadwood at Cadillac Jack's (Deadwood)

Property grounds - DoubleTree by Hilton Deadwood at Cadillac Jack's (Deadwood)

Nestled in the heart of historic Deadwood, DoubleTree by Hilton Deadwood at Cadillac Jack's offers a vibrant retreat with 4 on-site restaurants and a casino. Unwind with American cuisine, visit the spa tub, or relax by the indoor pool. With dry cleaning/laundry services and helpful staff, this upscale hotel is sure to make your stay memorable.

Wonderful

Popular amenities

Electric vehicle charging point
Bar
Pet friendly
Parking available

Main amenities (12)

Daily housekeeping
Casino
4 restaurants and 2 bars/lounges
Indoor pool
Breakfast available
24-hour fitness center
Valet parking
Self parking
Hot tub
Room service
Coffee shop/cafe
24-hour business center

For families (6)

Children stay free
Free cribs/infant beds
Microwave
Connecting/adjoining rooms available
Private bathroom
Separate bedroom

$58 nightly

Dec 15 - Dec 16

Total with taxes and fees

Why we love this property

Flavor for every palate

The hotel boasts 4 restaurants featuring American and Mexican cuisine, 2 bars, and a cafe. Vegan and vegetarian options plus cooked-to-order breakfast await.

Dreamy sleep details

Drift off amid hypo-allergenic bedding, pillowtop mattresses, and curated room décor. Blackout drapes ensure a peaceful sleep beneath premium down comforters.

Room options

Check availability for these dates

Tonight

Dec 14 - Dec 15

Tomorrow

Dec 15 - Dec 16

All rooms

1 bed

2 beds

Showing 18 of 18 rooms

Junior King Suite with Sofa Bed

Sleeps 4

1 bedroom, premium bedding, down comforters, pillowtop beds

Junior Suite, 1 King Bed

Wonderful

Highlights

Separate sitting area

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Free cribs/infant beds

Refrigerator

HDTV

350 sq ft
Sleeps 4
1 King Bed

Suite, 1 King Bed

Exceptional

Highlights

Separate sitting area

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Free cribs/infant beds

Refrigerator

HDTV

400 sq ft
Sleeps 4
1 King Bed

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

Exceptional

Highlights

Separate sitting area

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Free cribs/infant beds

Refrigerator

HDTV

400 sq ft
Sleeps 4
1 King Bed

Room, 1 King Bed

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Free cribs/infant beds

Refrigerator

HDTV

Hypo-allergenic bedding

300 sq ft
Sleeps 4
1 King Bed

Room, 2 Queen Beds

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Free cribs/infant beds

Refrigerator

HDTV

Hypo-allergenic bedding

300 sq ft
Sleeps 4
2 Queen Beds

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

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Free cribs/infant beds

Refrigerator

HDTV

Hypo-allergenic bedding

300 sq ft
Sleeps 4
2 Queen Beds

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

Very good

Highlights

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Free cribs/infant beds

Refrigerator

HDTV

Hypo-allergenic bedding

300 sq ft
Sleeps 4
2 Queen Beds

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

Highlights

Separate sitting area

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Free cribs/infant beds

Refrigerator

HDTV

350 sq ft
Sleeps 4
1 King Bed

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

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Free cribs/infant beds

Refrigerator

HDTV

Hypo-allergenic bedding

300 sq ft
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

Free breakfast
Pet friendly
Parking available
Free WiFi

$51 nightly

Dec 21 - Dec 22

Total with taxes and fees

Pool
Free breakfast
Pet friendly
Free parking

$59 nightly

Dec 16 - Dec 17

Total with taxes and fees

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About the neighborhood

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 Regional Airport (RAP) - 58 min drive
Area shuttle (surcharge)

Restaurants

‪Silverado Franklin Historic Hotel & Gaming Complex - ‬12 min walk
‪Mustang Sally's - ‬8 min walk
‪First Gold Gaming Resort - ‬9 min walk
‪Saloon No. 10 - ‬9 min walk
‪Gem Steakhouse & Saloon - ‬7 min walk

About this property

DoubleTree by Hilton Deadwood at Cadillac Jack's

DoubleTree by Hilton Deadwood at Cadillac Jack's features a casino and puts you just a 5-minute drive from Black Hills National Forest. The indoor pool is a great spot to take a dip, and guests can grab a bite to eat at FLYT Steakhouse, one of 4 restaurants, which serves American cuisine and is open for breakfast, lunch, and dinner. There are 2 bars/lounges, a 24-hour fitness center, and in-room conveniences like refrigerators and microwaves. Fellow travelers love the helpful staff and location.

At a glance

Hotel size

- 107 rooms
- Arranged over 4 floors

Arriving/Leaving

- Check-in start time: 4:00 PM; Check-in end time: anytime
- Contactless check-in available
- Express check-in/out available
- Minimum check-in age: 18
- Check-out time is 11:00 AM
- Contactless 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

Required at check-in

- Credit card, debit card, or cash deposit required for incidental charges
- Government-issued photo ID may be required
- Minimum check-in age is 18

Children

- Children (18 years old and younger) stay free when occupying the parent or guardian's room, using existing bedding

Pets

- Pets allowed (up to 75 lbs per pet)*
- Service animals welcome
- Specific rooms only*

Internet

- Free WiFi in public areas
- Free WiFi and wired internet access in rooms

Parking

- Secured covered onsite self parking (USD 14.95 per day; includes in/out privileges)
- Onsite valet parking (USD 14.95 per day; includes in/out privileges)
- Wheelchair-accessible parking and van parking on site
- Electric vehicle charging point on site

Offsite

- Area shuttle*

Other information

- Designated smoking areas

Property amenities

Food and drink

Cooked-to-order breakfast (surcharge) each morning 8:00 AM–11 AM
4 restaurants
2 bars/lounges
Coffee shop
Coffee/tea in a common area
Room service (limited hours)
Snack bar/deli

Traveling with children

Children stay free (see details)
Children's menu

What to do

Sportsbook
Access to nearby indoor pool
Bicycle rentals nearby
Hiking/biking trails nearby
Horse riding nearby
Kayaking nearby
Ski lessons nearby
Snowboarding nearby
Fishing nearby

Working away

24-hour business center
3 meeting rooms
Computer station

Services

24-hour front desk
Concierge services
Dry cleaning/laundry services
Luggage storage
Wedding services
Porter/bellhop
Pool loungers
Romance packages

Facilities

Built in 2002
ATM/banking
Safe-deposit box at front desk
Terrace
Television in common areas
24-hour fitness center
An indoor pool
Casino
20 casino gaming tables
250 casino slot machines
Hot tub
Casino VIP room
Vegan dining options
Vegetarian dining options
Banquet hall
Reception hall

Accessibility

Braille/raised signage
Elevator
Wheelchair-accessible path of travel
Wheelchair-accessible parking
Wheelchair-accessible public washroom
Wheelchair-accessible van parking
Wheelchair-accessible path to elevator
Wheelchair-accessible registration desk
Wheelchair-accessible pool
Wheelchair-accessible fitness center
Wheelchair-accessible business center
Wheelchair-accessible restaurant
Wheelchair-accessible lounge
Visual alarms in hallways
Handrails in stairways
Wheelchairs available on site
Closed captioned TV
Lowered peephole/view port in door
Low-height bed
Lever door handles
Wheelchair-width doorways
Phone accessibility kit
Well-lit path to entrance
Stair-free path to entrance
Tile flooring in room
High pile carpet in room

Room amenities

Be entertained

55-inch LED TV
Premium cable channels
Netflix

Home comfort

Climate-controlled air conditioning and heating
Coffee/tea maker
Iron/ironing board

Sleep well

Hypo-allergenic bedding
Down comforter
Blackout drapes/curtains
Premium bedding
Pillowtop mattress
Free crib/infant bed
Rollaway/extra bed (surcharge)

What to enjoy

Individually furnished and decorated

Freshen up

Private bathroom
Shower only
Free toiletries
Hair dryer
Towels

Stay connected

Desk
Free WiFi and wired internet
Free local calls
Desk chair

Food and drink

Refrigerator
Microwave

More

Daily housekeeping
In-room safe (laptop compatible)
Connecting/adjoining rooms available
Water-efficient showers only
Mobile key entry

Special features

Dining

FLYT Steakhouse - This restaurant specializes 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 specializes in Mexican cuisine and serves lunch and dinner. Guests can enjoy drinks at the bar. Open daily.

Earl of Sandwich - This delicatessen specializes in American cuisine and serves lunch and dinner. A children's menu is available. Open daily.

Marco's Pizza - This restaurant specializes in pizza and serves lunch and dinner. Open daily.

Made Market - This coffee shop specializes in American cuisine and serves breakfast, lunch, and light fare. Open daily.

Fees & policies

Optional extras

Cooked-to-order breakfast is offered for an extra charge of approximately USD 10 to 20 per person
Area shuttle service is offered for an extra charge

Children & extra beds

Rollaway beds are available for USD 15.00 per night

Pets

Service animals exempt from fees
Pets are allowed for an extra charge of USD 50 per accommodation, per night (maximum USD 50 per stay)

Parking

Covered self parking costs USD 14.95 per day with in/out privileges
Valet parking costs USD 14.95 per day with in/out privileges

Policies

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).

This property accepts credit cards, debit cards and cash.

Credit cards accepted: Visa, Mastercard, American Express, Discover, Diners Club, JCB International, Union Pay

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

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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 offer free cancellation for a full refund?

Yes, DoubleTree by Hilton Deadwood at Cadillac Jack's does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.

Is there a pool at DoubleTree by Hilton Deadwood at Cadillac Jack's?

Yes, there's an indoor pool.

Are pets allowed at DoubleTree by Hilton Deadwood at Cadillac Jack's?

Yes, pets are welcome, with a maximum weight of 75 lbs per pet. There's a charge of USD 50 per accommodation, per night. Service animals are exempt from fees.

Is parking offered on site at DoubleTree by Hilton Deadwood at Cadillac Jack's?

Yes. Self parking costs USD 14.95 per day. Valet parking costs USD 14.95 per day. Electric vehicle charging is available.

What are the check-in and check-out times at DoubleTree by Hilton Deadwood at Cadillac Jack's?

Check-in start time: 4:00 PM; Check-in end time: anytime. Check-out time is 11:00 AM. Express check-in and check-out and contactless check-in and check-out are available.

Is there an onsite casino at DoubleTree by Hilton Deadwood at Cadillac Jack's?

Yes, the 10000 square-foot casino features 250 slot machines and 20 gaming tables. Sportsbook is offered.

What is there to do at DoubleTree by Hilton Deadwood at Cadillac Jack's and nearby?

During the winter, enjoy nearby recreation like cross-country skiing and snowboarding, and return when the snow melts for cycling and fishing. Additional recreation nearby includes hunting. Enjoy a relaxing soak in the hot tub and an invigorating swim in the indoor pool. DoubleTree by Hilton Deadwood at Cadillac Jack's also has 2 bars and a casino, as well as a 24-hour fitness center and access to a nearby indoor pool.

Are there restaurants at or near DoubleTree by Hilton Deadwood at Cadillac Jack's?

Yes, there are 4 onsite restaurants, featuring American cuisine.

What's the area around DoubleTree by Hilton Deadwood at Cadillac Jack's like?

DoubleTree by Hilton Deadwood at Cadillac Jack's is a short 1-minute walk from Main Street and 2 minutes' walk from Tin Lizzie Gaming Resort. Travelers say that the hotel is in a great location.