Explore top 2026 4 Star Hotels in Middletown

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Top Middletown 4 Star hotels

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
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $168 total per night from Dec 22 to Dec 23
$168 total
Dec 22 - Dec 23
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! (1,000 reviews)
❤️❤️❤️

Reviewed on Dec 8, 2025

Opens in a new windowFlamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country

4 out of 5
170 Railroad Street Santa Rosa CA
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $170 total per night from Dec 15 to Dec 16
$170 total
Dec 15 - Dec 16
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! (1,004 reviews)
Decent place the one thing is there was no hot water in the morning for a shower. This has happened before their when you’re on the third floor.

Reviewed on Dec 4, 2025

Opens in a new windowHyatt Regency Sonoma Wine Country
Appellation Healdsburg

Appellation Healdsburg

4.5 out of 5
101 Dovetail Ln Healdsburg CA
Fully refundableReserve now, pay when you stay
$359 nightly
The price is $418 total per night from Dec 23 to Dec 24
$418 total
Dec 23 - Dec 24
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, ...
9/10 Wonderful! (29 reviews)
Amazing! Room was clean and staff friendly and responsive!

Reviewed on Dec 7, 2025

Opens in a new windowAppellation Healdsburg
Calistoga Motor Lodge and Spa

Calistoga Motor Lodge and Spa

4 out of 5
1880 Lincoln Avenue Calistoga CA
Fully refundableReserve now, pay when you stay
$279 nightly
The price is $321 total per night from Dec 14 to Dec 15
$321 total
Dec 14 - Dec 15
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! (314 reviews)
Great room. Wonderful restaurants. Pools are clean and well maintained.

Reviewed on Nov 30, 2025

Opens in a new windowCalistoga Motor Lodge and Spa
Harvest Inn

Harvest Inn

4.5 out of 5
One Main St St. Helena CA
Fully refundableReserve now, pay when you stay
$249 nightly
The price is $287 total per night from Dec 14 to Dec 15
$287 total
Dec 14 - Dec 15
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! (1,001 reviews)
Didn’t use the restaurant, but I loved the whole hotel environment in the trees, separate buildings, etc. Check-in was effortless and friendly.

Reviewed on Dec 4, 2025

Opens in a new windowHarvest Inn
H2Hotel

H2Hotel

4 out of 5
219 Healdsburg Ave Healdsburg CA
Fully refundableReserve now, pay when you stay
$266 nightly
The price is $309 total per night from Jan 11 to Jan 12
$309 total
Jan 11 - Jan 12, 2026
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! (704 reviews)
Everything was great from check in to the room to check out.

Reviewed on Dec 5, 2025

Opens in a new windowH2Hotel
Dr. Wilkinson's Backyard Resort and Mineral Springs, a Member of Design Hotels

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

4 out of 5
1507 Lincoln Ave Calistoga CA
Fully refundableReserve now, pay when you stay
$293 nightly
The price is $338 total per night from Dec 15 to Dec 16
$338 total
Dec 15 - Dec 16
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! (288 reviews)
Property is excellent with a highlight to the pools. 95F was perfect for winter time for the whole family. Adults only 104 feels very luxury and relaxing. I feels spoiled for staying there and enjoying Calistoga.

Reviewed on Dec 1, 2025

Opens in a new windowDr. Wilkinson's Backyard Resort and Mineral Springs, a Member of Design Hotels
Rancho Caymus Inn

Rancho Caymus Inn

4 out of 5
1140 Rutherford Rd. St. Helena CA
$282 nightly
The price is $324 total per night from Jan 7 to Jan 8
$324 total
Jan 7 - Jan 8, 2026
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! (1,002 reviews)
everything about the stay showed care by the owners for all the small details that make a great visit, would definatly stay again...

Reviewed on Dec 5, 2025

Opens in a new windowRancho Caymus Inn
Hotel Healdsburg

Hotel Healdsburg

4 out of 5
25 Matheson St Healdsburg CA
Fully refundableReserve now, pay when you stay
$444 nightly
The price is $516 total per night from Jan 4 to Jan 5
$516 total
Jan 4 - Jan 5, 2026
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 ...
9/10 Wonderful! (431 reviews)
Nice Hotel close to everything. Valet took care of us everyday. Bartender could use a little help in customer service, was a little rude on a couple occasions. All in all great stay and a nice hotel

Reviewed on Nov 23, 2025

Opens in a new windowHotel Healdsburg
Le Petit Pali St. Helena

Le Petit Pali St. Helena

4 out of 5
1152 Lodi Lane St. Helena CA
Fully refundableReserve now, pay when you stay
$285 nightly
The price is $328 total per night from Dec 14 to Dec 15
$328 total
Dec 14 - Dec 15
Total with taxes and fees
This bed & breakfast features an outdoor pool and a hot tub. Business travelers can take advantage of the free WiFi in public areas. Enjoy the in-room fitness ...
10/10 Exceptional! (20 reviews)
Exceeded expectations! The grounds are beautiful, room was spotlessly clean, sheets and bed was cozy, bathroom was updated. Would definitely stay here again.

Reviewed on Dec 8, 2025

Opens in a new windowLe Petit Pali St. Helena
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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.

Recent Middletown hotel reviews by fellow wanderers