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

October 2025

24

November 2025

4 restaurants, breakfast, lunch, dinner served; American cuisine

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

Bar
Electric vehicle charging point
Parking available
Casino

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

$63 nightly

Nov 3 - Nov 4

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

Oct 24 - Oct 25

Tomorrow

Oct 25 - Oct 26

All rooms

1 bed

2 beds

Showing 9 of 9 rooms

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

Similar properties

Free breakfast
Pet friendly
Parking available
Free WiFi

$57 nightly

Nov 20 - Nov 21

Total with taxes and fees

Pool
Free breakfast
Pet friendly
Free parking

$71 nightly

Oct 27 - Oct 28

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
Deadwood Welcome Center - 2 min walk - 0.2 km
Days of '76 Museum - 9 min walk - 0.8 km
Deadwood Mountain Grand - 12 min walk - 1.1 km
Mount Moriah Cemetery - 16 min walk - 1.4 km

Getting around

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

Restaurants

‪Mustang Sally's - ‬8 min walk
‪Silverado Franklin Historic Hotel & Gaming Complex - ‬12 min walk
‪Cadillac Jacks Gaming Resort - ‬6 min walk
‪Saloon No. 10 - ‬9 min walk
‪First Gold Gaming Resort - ‬9 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

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

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 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.

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DoubleTree by Hilton Deadwood at Cadillac Jack's Reviews

9.2

Wonderful

9.4

Cleanliness

8.0

Location

9.2

Staff & service

9.2

Eco-friendliness

9.4

Property conditions & facilities

What guests liked

The property offers a variety of good restaurants and dining options. (12 reviews)
The pool was a great outlet for kids, warm, and had a fantastic view. (13 reviews)
The hot tub was fantastic, offering a great view and was consistently clean during each stay. (3 reviews)

From real guest reviews summarized by AI.

Popular mentions

Room

Service staff

Casino

Parking

Bed

Restaurant

Location

Food

Amenities

Elevator

10/10 Exceptional

Oct 5, 2025

Overall great time!

Carl, 2-night trip

10/10 Exceptional

Aug 19, 2025

Great spot in Deadwood

Great location, very clean, this is one of deadwood’s finest hotels.

Andrew, 1-night trip

10/10 Exceptional

Jul 22, 2025

Absolutely beautiful view and great walking distance from downtown. Would stay there again.

Alexis, 2-night trip

10/10 Exceptional

Sep 10, 2025

Perfect location easy walk into town

Location was perfect. Parking on site. Several food choices. Staff amazing. Easy walk into town

Steven, 2-night trip

10/10 Exceptional

Jul 17, 2025

Parking is awkward and tight, but overall a great place to stay.

Jennifer, 2-night trip

10/10 Exceptional

Jul 11, 2025

Loved our stay. Would definitely come back.

Debra, 1-night trip

10/10 Exceptional

Jul 29, 2025

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.

Bruce, 1-night trip

10/10 Exceptional

Jul 16, 2025

Excellent service! Beautiful place to stay

Pamela, 2-night trip

10/10 Exceptional

Sep 15, 2025

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!

Adam P, 2-night trip

10/10 Exceptional

Jul 12, 2025

Comfortable, helpful friendly staff.

Carla, 2-night trip

10/10 Exceptional

Jul 5, 2025

It was great! Nice restaurant too

Gale F, 2-night trip

10/10 Exceptional

Jul 25, 2025

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.

Craig, 1-night trip

10/10 Exceptional

Sep 10, 2025

It was great! Cudo’s to Chuck the Asst Manager. Very helpful!

Terry, 1-night trip

10/10 Exceptional

Jun 21, 2025

Very clean well maintained and helpful staff

Jason, 2-night trip

10/10 Exceptional

Jan 28, 2025

Very nice place to stay.

Barbara, 1-night trip

10/10 Exceptional

Jun 26, 2025

Clean and comfortable beds

Cindy, 1-night trip

10/10 Exceptional

Jul 3, 2025

Very clean and comfortable!

Tana, 1-night trip

10/10 Exceptional

Jun 23, 2025

Worked well for a nights stay, steakhouse ny strip was good!

Michael, 1-night trip

10/10 Exceptional

May 22, 2025

Third time staying here. Highly recommended for Deadwood visits

Harry, 1-night trip

10/10 Exceptional

Apr 21, 2025

Very nice place with lots of friendly staff

Lena, 1-night trip

10/10 Exceptional

Jul 16, 2025

Everyone we encountered on the staff from housekeeping to Kya who was bartending were friendly and helpful. I was very impressed!

Erik, 1-night trip

10/10 Exceptional

May 24, 2025

Fantastic

Awesome stay would use this hotel again.

Jeremy, 2-night trip

10/10 Exceptional

Jul 20, 2025

Deadwood fun!

This is a great location and a great trio of hotels in one building! Very clean and fresh. Casino and a lot of food options attached and a great pool! Only complaint wok die water pressure was a bit low but not too bad!

Michael, 3-night trip