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Search Chalets in Middletown from CA $158

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28
No exact matches found, but these alternatives could be just right

Recommended hotels in Middletown

A wooden deck with wicker furniture and a metal table, overlooking a vineyard and hills.

1. Garden house with gas fireplace

Garden house with gas fireplace
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"It was a quaint country house. The host was attentive, but also left us to ourselves. The house was clean. A/C worked well. It was very comfortable."
United States
Amy
The price is CA $137
CA $268 total
includes taxes & fees
Nov 8 - Nov 9
Garden house with gas fireplace
A stone structure in a grassy field with trees and hills in the background.

2. Love Shack private retreat

Love Shack private retreat
Middletown
9.4 out of 10, Exceptional, (3 reviews)
"Natural light, high ceilings, ac, good WiFi and tv, great location, thoughtful host. "
United States
Gretchen F.
The price is CA $122
CA $252 total
includes taxes & fees
Nov 9 - Nov 10
Love Shack private retreat
A single-story house with a covered porch, a small garden, and a wooden fence in the background.

3. The Well House with outdoor seating and loft!

The Well House with outdoor seating and loft!
Middletown
9.4 out of 10, Exceptional, (3 reviews)
"this was a very neat cozy apartment, perfect location. One block from Main Street in Middletown. Very clean, great host, five star."
United States
louis s.
The price is CA $116
CA $246 total
includes taxes & fees
Nov 9 - Nov 10
The Well House with outdoor seating and loft!
A single-story house with a front porch, a red door, and a small front yard.

4. Tangerine Cottage spacious home

Tangerine Cottage spacious home
Middletown
The price is CA $210
CA $395 total
includes taxes & fees
Nov 7 - Nov 8
Tangerine Cottage spacious home
A two-story house with a central entrance, a covered porch, and a symmetrical facade.

5. 15-Acre Gated Wine Country Estate and 7BR Mansion, Pool, Spa ,Sleeps 18

15-Acre Gated Wine Country Estate and 7BR Mansion, Pool, Spa ,Sleeps 18
Middletown
The price is CA $1,815
CA $3,139 total
includes taxes & fees
Nov 8 - Nov 9
15-Acre Gated Wine Country Estate and 7BR Mansion, Pool, Spa ,Sleeps 18
A single-story motel with a beige exterior, a covered porch, and a driveway leading to the entrance.

6. The Fainting Couch Boutique Hotel

The Fainting Couch Boutique Hotel
2.0 star property
Cobb
9.6 out of 10, Exceptional, (50 reviews)
"We loved staying here. It was so clean and beautiful.🤗 Thank you"
United States
Jenny
The price is CA $223
CA $249 total
includes taxes & fees
Nov 11 - Nov 12
The Fainting Couch Boutique Hotel
A two-story building with a covered outdoor seating area, a fire pit, and a sign indicating a no-entry zone.

7. Golden Haven Hot Springs

Golden Haven Hot Springs
2.5 star property
Calistoga
9.6 out of 10, Exceptional, (1,007 reviews)
"Loved this place!!!"
United States
Brittany
The price is CA $263
CA $302 total
includes taxes & fees
Nov 16 - Nov 17
Golden Haven Hot Springs
A vintage car parked in front of a house with a covered patio and a small garden.

8. 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
4.0 star property
Calistoga
9.4 out of 10, Exceptional, (388 reviews)
"The most amazing and relaxing place on earth. Low key, easy vibe!! Staff was excellent! Seven was a 10/10!!"
United States
Cloie
The price is CA $294
CA $387 total
includes taxes & fees
Nov 30 - Dec 1
Dr. Wilkinson's Backyard Resort and Mineral Springs, a Member of Design Hotels
A hotel entrance with a signboard, a covered outdoor seating area, and a staircase leading to the building.

9. UpValley Inn & Hot Springs Napa Valley, an Ascend Collection Hotel

UpValley Inn & Hot Springs Napa Valley, an Ascend Collection Hotel
3.0 star property
Calistoga
9.0 out of 10, Wonderful, (1,000 reviews)
"Rooms were decent for the price an accommodating staff:"
United States
Catherine
The price is CA $213
CA $269 total
includes taxes & fees
Nov 30 - Dec 1
UpValley Inn & Hot Springs Napa Valley, an Ascend Collection Hotel
A rooftop patio with outdoor seating, a fire pit, and a view of the surrounding landscape.

10. Calistoga Motor Lodge and Spa

Calistoga Motor Lodge and Spa
4.0 star property
Calistoga
8.8 out of 10, Excellent, (554 reviews)
"It was a great place to stay!"
United States
TRACI
The price is CA $288
CA $380 total
includes taxes & fees
Nov 30 - Dec 1
Calistoga Motor Lodge and Spa
A Best Western hotel with a large sign, multiple balconies, and a covered walkway.

11. Best Western El Grande Inn

Best Western El Grande Inn
3.0 star property
Clearlake
7.8 out of 10, Good, (541 reviews)
"Clean room! Staff was great too! Definitely recommend"
United States
Sean
The price is CA $238
CA $265 total
includes taxes & fees
Nov 9 - Nov 10
Best Western El Grande Inn
A building with a stone facade, large windows, and a covered entrance.

12. Best Western Plus Stevenson Manor

Best Western Plus Stevenson Manor
2.5 star property
Calistoga
9.4 out of 10, Exceptional, (1,000 reviews)
"Great stay"
United States
Ignacio
The price is CA $208
CA $239 total
includes taxes & fees
Dec 6 - Dec 7
Best Western Plus Stevenson Manor
A multi-story hotel with a Holiday Inn sign, a restaurant, and a parking area.

13. Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG
3.0 star property
Windsor
8.8 out of 10, Excellent, (1,046 reviews)
"Really lovely stay"
United States
Hanmo
The price is CA $161
CA $183 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Windsor Wine Country by IHG
A white building with a yellow door, a picket fence, and a bench.

14. Brannan Cottage Inn

Brannan Cottage Inn
3.0 star property
Calistoga
9.6 out of 10, Exceptional, (186 reviews)
"Very cozy"
United States
Misael
The price is CA $274
CA $315 total
includes taxes & fees
Dec 2 - Dec 3
Brannan Cottage Inn
An outdoor patio with tables and chairs, a central fire pit, and a view of the street and houses in the background.

15. The Inn on Pine

The Inn on Pine
3.0 star property
Calistoga
9.6 out of 10, Exceptional, (1,000 reviews)
"Great location and wonderful staff. Good breakfast and clean rooms!"
United States
Kara
The price is CA $205
CA $236 total
includes taxes & fees
Nov 22 - Nov 23
The Inn on Pine
A hotel with a modern design, featuring a prominent entrance, multiple balconies, and a well-maintained outdoor area with trees and seating.

16. Hotel Trio Healdsburg

Hotel Trio Healdsburg
3.0 star property
Healdsburg
9.4 out of 10, Exceptional, (1,000 reviews)
"Nice place to stay for a night close to downtown Healdsburg."
United States
Rochelle
The price is CA $208
CA $271 total
includes taxes & fees
Nov 15 - Nov 16
Hotel Trio Healdsburg
An outdoor patio area with seating arrangements, umbrellas, and a pool.

17. Mount View Hotel & Spa

Mount View Hotel & Spa
3.5 star property
Calistoga
9.2 out of 10, Wonderful, (1,000 reviews)
"Fabulous!! Can’t wait to return."
United States
Paula
The price is CA $231
CA $266 total
includes taxes & fees
Nov 8 - Nov 9
Mount View Hotel & Spa
A multi-story hotel with a central entrance, a fountain, and surrounding greenery.

18. Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
2.5 star property
Windsor
9.2 out of 10, Wonderful, (1,293 reviews)
"Hotel was very clean and staff very helpful!"
United States
Colleen
The price is CA $139
CA $158 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
A building with a tiled roof, arched windows, and a balcony with a railing.

19. Rancho Caymus Inn

Rancho Caymus Inn
4.0 star property
St. Helena
9.8 out of 10, Exceptional, (1,001 reviews)
"Staff was very helpful, breakfast was delicious, property well maintained."
United States
Oana
The price is CA $320
CA $400 total
includes taxes & fees
Dec 1 - Dec 2
Rancho Caymus Inn
A building with a restaurant named 'Calistoga Inn' on the ground floor, featuring a balcony and a blue awning.

20. Calistoga Inn Restaurant and Brewery

Calistoga Inn Restaurant and Brewery
3.5 star property
Calistoga
8.6 out of 10, Excellent, (842 reviews)
"Loved our stay here and the food at the restaurant was so good!"
United States
Deborah
The price is CA $236
CA $272 total
includes taxes & fees
Nov 10 - Nov 11
Calistoga Inn Restaurant and Brewery
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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Top Middletown Hotel Reviews

Hotel La Rose

Hotel La Rose

10/10 Excellent
"The staff was helpful and the room was nicely decorated and very comfortable."
Sandi 1-night trip
Posted 1 hour ago
Hotel La Rose

Find out more about Middletown

Middletown Chalets information

Number of reviews
6,059
Accommodation
1 Chalets
Lowest Price
CA $158
Highest Price
CA $3,139

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