Explore top 2025 4 Star Hotels in Middletown

Name: Dr. Wilkinson's Backyard Resort and Mineral Springs, a Member of Design Hotels
Price range: $384 total
Rating: 9.2

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Top Middletown 4 Star hotels

Hyatt Regency Sonoma Wine Country

170 Railroad Street, Santa Rosa, CA

Fully refundableReserve now, pay when you stay

$154 nightly

$179 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Enjoy the hot tub and perks like free WiFi. A bar/lounge, a 24-hour front desk, and a poolside ...

8.2/10 Very Good! (1,020 reviews)

"Everything was perfect except we could not pair our phones to the tv to stream movies. We asked for someone to come look at the tv and no one came. Other than that we loved our stay."

Reviewed on Sep 27, 2025

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

2777 4th St, Santa Rosa, CA

Fully refundableReserve now, pay when you stay

$170 nightly

$197 total

Oct 8 - Oct 9

Total with taxes and fees

A full-service spa, 2 outdoor pools, and 3 outdoor tennis courts are featured at this Art Deco hotel. Families will appreciate the picnic area, kid-friendly ...

8.2/10 Very Good! (1,004 reviews)

You know this place is amazing!

"A legendary location... with great staff!"

Reviewed on Sep 26, 2025

Calistoga Motor Lodge & Spa, a JdV by Hyatt Hotel

1880 Lincoln Avenue, Calistoga, CA

Fully refundableReserve now, pay when you stay

$244 nightly

$282 total

Oct 15 - Oct 16

Total with taxes and fees

This smoke-free hotel features a full-service spa, 2 outdoor pools, and a restaurant. Traveling on business? Take advantage of the 3 conference rooms, along ...

8.4/10 Very Good! (292 reviews)

Early close

"Great town, great location, great people. Shame the bar shuts at 9pm Had a wonderful time though."

Reviewed on Sep 17, 2025

Hotel Healdsburg

25 Matheson St, Healdsburg, CA

Fully refundableReserve now, pay when you stay

$544 nightly

$632 total

Oct 5 - Oct 6

Total with taxes and fees

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the gym and free perks like continental breakfast and ...

9.2/10 Wonderful! (420 reviews)

"parking lot under rooms so you hear beep beep from the key fobs, bar next door loud boom boom music and couldn't sleep until 1 am"

Reviewed on Sep 24, 2025

Harvest Inn

One Main St, St. Helena, CA

Fully refundableReserve now, pay when you stay

$389 nightly

$448 total

Oct 13 - Oct 14

Total with taxes and fees

2 outdoor pools, 2 hot tubs, and a gym are all featured at this luxury hotel. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. ...

9.4/10 Exceptional! (1,008 reviews)

"Loved it"

Reviewed on Sep 20, 2025

Rancho Caymus Inn

1140 Rutherford Rd., St. Helena, CA

$434 nightly

$500 total

Oct 20 - Oct 21

Total with taxes and fees

This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...

9.6/10 Exceptional! (1,015 reviews)

"We throughly enjoyed our stay and will come back again in the future. Great staff, great service, great location."

Reviewed on Sep 27, 2025

Vinarosa Resort & Spa

4350 Barnes Road, Santa Rosa, CA

Fully refundableReserve now, pay when you stay

$368 nightly

$420 total

Oct 29 - Oct 30

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this eco-certified hotel. Enjoy the outdoor pool and perks like free self parking and ...

9.2/10 Wonderful! (777 reviews)

"The room was very clean and modern. Our room overlooked the vineyard and was straight out of a dream. The staff was very helpful. The on site restaurant was excellent! We will definitely be back."

Reviewed on Sep 27, 2025

H2Hotel

219 Healdsburg Ave, Healdsburg, CA

Fully refundableReserve now, pay when you stay

$290 nightly

$337 total

Nov 2 - Nov 3

Total with taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. If you want to take your pet along, this pet-friendly property ...

9.4/10 Exceptional! (690 reviews)

"I enjoyed the ambiance, friendliness and cleanliness. Everyone seemed to be happy"

Reviewed on Sep 17, 2025

Appellation Healdsburg

101 Dovetail Ln, Healdsburg, CA

Fully refundableReserve now, pay when you stay

$397 nightly

$461 total

Oct 30 - Oct 31

Total with taxes and fees

A full-service spa, 2 outdoor pools, and 2 hot tubs are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, ...

9.6/10 Exceptional! (6 reviews)

"We stayed at the Appellation Healdsburg this past weekend and really enjoyed the newness and the great service provided by the hotel and staff. As you'd expect with any new hotel, there were a lot great things including the food, evenings by the many great firepits, and the beds (which were super ..."

Reviewed on Sep 23, 2025

Dr. Wilkinson's Backyard Resort and Mineral Springs, a Member of Design Hotels

1507 Lincoln Ave, Calistoga, CA

Fully refundableReserve now, pay when you stay

$333 nightly

$384 total

Nov 2 - Nov 3

Total with taxes and fees

A full-service spa, 2 outdoor pools, and an indoor pool are all featured at this traditional hotel. Enjoy a meal from the restaurant and perks like free WiFi. ...

9.2/10 Wonderful! (274 reviews)

"We loved this stay room was spacious, clean and bed was comfy. Property is great with all kinds of things to do! Also the filtered water in the lobby is a bonus!"

Reviewed on Sep 21, 2025

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4 Star Hotels Middletown

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Middletown 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Middletown will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Middletown, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.