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Hotels in Middletown

Choose from 1473 Middletown Hotel Deals

Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
755 Silverado Trl Calistoga CA
  • 25 min drive from Twin Pine Casino
Book a stay at this luxury hotel in Calistoga. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (709 reviews)
Lovely…simply lovely!

Reviewed on Mar 29, 2026

Solage, Auberge Collection
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

3 out of 5
3421 Cleveland Ave Santa Rosa CA
  • 44 min drive from Twin Pine Casino
Book a stay at this business-friendly hotel in Santa Rosa. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the pool and the helpful ...
8.4/10 Very Good! (2,207 reviews)
Breakfast was the same every day

Reviewed on Mar 29, 2026

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
Harvest Inn

Harvest Inn

4.5 out of 5
One Main St St. Helena CA
  • 43 min drive from Twin Pine Casino
Book a stay at this luxury hotel in St. Helena. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the spacious rooms ...
9.6/10 Exceptional! (1,004 reviews)
We stayed for our 20th anniversary. They gave us a champagne bottle and wine bottle. The bar area was under construction, so it was limited cocktails. But still amazing. everything was amazing. Grounds were gorgeous, the GM (sorry forgot his name) was very kind. Totally book here! Won’t be ...

Reviewed on Mar 28, 2026

Harvest Inn
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

4 out of 5
2777 4th St Santa Rosa CA
  • 47 min drive from Twin Pine Casino
Book a stay at this spa hotel in Santa Rosa. Enjoy 2 outdoor pools, a full-service spa, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (1,005 reviews)
So beautiful.

Reviewed on Mar 26, 2026

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
El Bonita Motel

El Bonita Motel

3 out of 5
195 Main Street St. Helena CA
  • 43 min drive from Twin Pine Casino
Stay at this motel in St. Helena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (1,006 reviews)
A very nice place, well maintained and comfortable. The staff was very friendly and we enjoyed the stay.

Reviewed on Mar 30, 2026

El Bonita Motel
Hotel La Rose

Hotel La Rose

3.5 out of 5
308 Wilson Street Santa Rosa CA
  • 50 min drive from Twin Pine Casino
Book a stay at this historic hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
9.2/10 Wonderful! (1,323 reviews)
Overall good stay and walkable to restaurants

Reviewed on Mar 28, 2026

Hotel La Rose
La Quinta Inn & Suites Santa Rosa Sonoma

La Quinta Inn & Suites Santa Rosa Sonoma

3 out of 5
111 Commercial Court Santa Rosa CA
  • 53 min drive from Twin Pine Casino
Book a stay at this business-friendly hotel in Santa Rosa. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,071 reviews)
The staff went above and beyond to accommodate us when we had a problem with noisy AC and noisy traffic. We really appreciated their help! Would stay here again.

Reviewed on Mar 29, 2026

La Quinta Inn & Suites Santa Rosa Sonoma
Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

3 out of 5
198 Dry Creek Road Healdsburg CA
  • 29 min drive from Twin Pine Casino
Book a stay at this family-friendly hotel in Healdsburg. Enjoy free WiFi, room service, and parking (surcharge). Our guests praise the helpful staff and the ...
8/10 Very Good! (1,004 reviews)
Did not use

Reviewed on Mar 30, 2026

Dry Creek Inn MOD Collection by Sonesta
Hotel E

Hotel E

3.5 out of 5
37 Old Courthouse Square Santa Rosa CA
  • 49 min drive from Twin Pine Casino
Stay at this hotel in Santa Rosa. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the bar and the helpful staff in our reviews. ...
9.6/10 Exceptional! (1,005 reviews)
My wife and I couldn’t of been happier with our experience.

Reviewed on Mar 29, 2026

Hotel E
Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country

4 out of 5
170 Railroad Street Santa Rosa CA
  • 50 min drive from Twin Pine Casino
Stay at this hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,002 reviews)
We stayed here for 3 days/2 nights. Beautiful area. We had the patio room. Was sad they had no lights on the patio so we didn’t use it at night.

Reviewed on Mar 28, 2026

Hyatt Regency Sonoma Wine Country
Appellation Healdsburg

Appellation Healdsburg

4.5 out of 5
101 Dovetail Ln Healdsburg CA
  • 26 min drive from Twin Pine Casino
Book a stay at this spa hotel in Healdsburg. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Simi Winery and Healdsburg Ridge Open Space ...
9/10 Wonderful! (61 reviews)
Top notch service. Staff always had a smile and were always eager to help. Simply wonderful stay.

Reviewed on Mar 25, 2026

Appellation Healdsburg
Best Western Garden Inn

Best Western Garden Inn

2.5 out of 5
1500 Santa Rosa Avenue Santa Rosa CA
  • 52 min drive from Twin Pine Casino
Book a stay at this business-friendly hotel in Santa Rosa. Enjoy free parking, breakfast (surcharge), and a 24-hour front desk. Our guests praise the breakfast ...
8.8/10 Excellent! (1,000 reviews)
Always a pleasure staying here.

Reviewed on Mar 25, 2026

Best Western Garden Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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