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B&B in Middletown

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (243)
"Everything was fantastic, will stay again!"
$238 nightly
The price is $264
Sep 21 - Sep 22
Total with taxes and fees
The Captain Stannard

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (159)
"Charming, beautiful inn; excellent food and service."
$222 nightly
The price is $246
Sep 23 - Sep 24
Total with taxes and fees
Westbrook Inn B&B

The Homestead

3.0 star property
10.0 out of 10, Exceptional, (84)
"This is our 2nd year staying at the Homestead B & B. We absolutely love it here! Great food, amenities galore, and just an awesome getaway!"
$375 nightly
The price is $416
Aug 26 - Aug 27
Total with taxes and fees
The Homestead

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Beautiful property in a great location, convenient to everything.Our room was clean and comfortable."
$407 nightly
The price is $452
Aug 26 - Aug 27
Total with taxes and fees
James Pharmacy Bed & Breakfast

The Bevin House Bed & Breakfast

3.5 star property
9.6 out of 10, Exceptional, (78)
"The staff was super friendly and welcoming. The house was beautiful and the grounds full of things to explore. The breakfast was presently with panache and tasted great. We swam in the pool, ate at local restaurants, pet a turkey, and visited the local winery. I would highly recommend this establishment. "
$265 nightly
The price is $295
Aug 27 - Aug 28
Total with taxes and fees
The Bevin House Bed & Breakfast

Jay's Ranch

4.0 star property
7.6 out of 10, Good, (44)
"This was an amazing stay. Renee is a great host. She is clean, personable, and professional. The home is very cozy, and while still a work in progress, the outdoor area is beautiful and teeming with potential. This is not a hotel or a motel, understanding this, do not expect the starchy atmosphere of those places, but instead appreciate the friendly, homely vibe. If you’re looking for somewhere reasonably priced, clean, and cozy, this is a great spot."
$109 nightly
The price is $125
Aug 26 - Aug 27
Total with taxes and fees
Jay's Ranch

Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space

$857 nightly
The price is $970
Aug 26 - Aug 27
Total with taxes and fees
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space

Higganum House B&B

3.0 star property
Higganum House B&B

Thimble Islands Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (4)
"A beautiful, quiet home in a stunning setting run by two extremely gracious hosts. Breakfast on both days was excellent."
Thimble Islands Bed & Breakfast

The Connecticut River Valley Inn

3.5 star property
9.4 out of 10, Exceptional, (24)
"Charming Inn, "
The Connecticut River Valley Inn

Green Acres B&B

3.0 star property
9.8 out of 10, Exceptional, (150)
"Gracious hosts, many amenities and the best breakfast!"
Green Acres B&B
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

Find out more about Middletown

Find out more about Middletown

Middletown B&B information

Number of reviews
619
Accommodation
11 B&B
Lowest Price
$125
Highest Price
$970

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Frequently asked questions

What is the nightly rate for a B&B in Middletown?
Prices for B&Bs in Middletown often vary, but you can find a great deal from $125 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Middletown B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Middletown?
The best time to book a B&B in Middletown is during the vibrant summer months, particularly from June to August. This period is characterized by warm temperatures, typically ranging from the mid-70s to the low 90s Fahrenheit, making it ideal for those who enjoy outdoor activities and the lively atmosphere of summer festivals. Visitors can indulge in a variety of experiences, from exploring the scenic vineyards to enjoying local events that highlight the region's rich culture.

July stands out as the most popular month, drawing travelers eager to soak up the sun and participate in local celebrations. The atmosphere is electric, with a plethora of activities available, whether you're interested in hiking picturesque trails or savoring wine tastings at nearby wineries.

If you're looking for a more budget-friendly option, consider visiting in October. This month offers a unique charm with the fall foliage painting the landscape in beautiful hues, creating a picturesque backdrop for leisurely drives and peaceful hikes. The crowds are thinner, allowing for a more intimate experience with the local culture and scenery.
What is the difference between a Middletown B&B and a hotel?
Every Middletown B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Middletown B&Bs.