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Compare 38 B&B in Middletown with updated reviews, rates, and availability.

Francis Malbone House Inn

4.0 star property
9.8 out of 10, Exceptional, (226)
"Excellent staff who make you feel at home and great breakfast!"
$400 nightly
The price is $454
Jul 2 - Jul 3
Total includes taxes and fees
Francis Malbone House Inn

Cliffside Inn

3.5 star property
9.8 out of 10, Exceptional, (411)
"Fantastic Stay!"
$414 nightly
The price is $468
Jun 29 - Jun 30
Total includes taxes and fees
Cliffside Inn

The Burbankrose

2.0 star property
9.4 out of 10, Exceptional, (10)
"The Innkeeper was so incredibly helpful, responsive, and nice. The room was really nice and charming - coastal decor vibes and an extremely comfortable mattress. It's in a prime location and walkable to so many restaurants and shops. I would definitely stay here again. "
$181 nightly
The price is $205
Jun 18 - Jun 19
Total includes taxes and fees
The Burbankrose

Yankee Peddler Inn

3.0 star property
8.8 out of 10, Excellent, (364)
"Love this inn! Charming and the staff is welcoming & helpful ! "
$229 nightly
The price is $260
Jul 1 - Jul 2
Total includes taxes and fees
Yankee Peddler Inn

Bellevue House

3.0 star property
9.0 out of 10, Wonderful, (461)
"When we checked in, we were personally escorted to our room. She gave us instructions. Friendly. Never experienced this before. Perfect location where we wanted to go. "
$171 nightly
The price is $193
Jun 18 - Jun 19
Total includes taxes and fees
Bellevue House

Bellevue Manor

3.0 star property
9.0 out of 10, Wonderful, (313)
"Great location, quaint and wonderful breakfast. "
$193 nightly
The price is $220
Jun 23 - Jun 24
Total includes taxes and fees
Bellevue Manor

Chart House Inn

3.0 star property
9.4 out of 10, Exceptional, (94)
"5/5 stay! Great clean place in a great walkable location. The staff are great and the dogs are the most adorable ever!"
Chart House Inn

The Outlook Inn

3.5 star property
9.8 out of 10, Exceptional, (420)
"We loved staying here! The Innkeeper was friendly and helpful, the room was great, and we loved being so close to downtown and being able to just walk"
$219 nightly
The price is $250
Jun 17 - Jun 18
Total includes taxes and fees
The Outlook Inn

Paws on Pelham

3.0 star property
9.4 out of 10, Exceptional, (260)
"Loved everything about the place. Perfect in every way for us! "
$219 nightly
The price is $249
Jun 17 - Jun 18
Total includes taxes and fees
Paws on Pelham

Town & Tide Inn

3.5 star property
9.8 out of 10, Exceptional, (344)
"The property was clean. The bed was extremely comfortable. The staff were very personable and friendly. Love this place! Definitely would recommend it and will return!"
$274 nightly
The price is $310
Jun 17 - Jun 18
Total includes taxes and fees
Town & Tide Inn

Serenity Inn Newport

3.5 star property
10.0 out of 10, Exceptional, (508)
"Friendly staff, clean room, great breakfast."
$358 nightly
The price is $404
Jun 18 - Jun 19
Total includes taxes and fees
Serenity Inn Newport

The Inns On Bellevue

2.0 star property
7.6 out of 10, Good, (666)
"Nice, very clean"
$159 nightly
The price is $181
Jun 17 - Jun 18
Total includes taxes and fees
The Inns On Bellevue

Marshall Slocum Inn

3.0 star property
9.4 out of 10, Exceptional, (288)
"Mark was a wonderful host, the accommodation is quiet and clean, great for parking and close to all the sites in town, wld recommend Marshall Slocum to anyone!"
$251 nightly
The price is $284
Jul 1 - Jul 2
Total includes taxes and fees
Marshall Slocum Inn

Sarah Kendall House

3.0 star property
9.2 out of 10, Wonderful, (254)
"Great hotel. Great location and very friendly staff"
$295 nightly
The price is $333
Jun 23 - Jun 24
Total includes taxes and fees
Sarah Kendall House

William's Grant Inn B&B

3.0 star property
9.8 out of 10, Exceptional, (201)
"Cutest bed and breakfast!! So quaint the owners were so friendly and sweet and made the check in process easy. Quiet and clean and the best home made cookies ever!"
$227 nightly
The price is $256
Jun 18 - Jun 19
Total includes taxes and fees
William's Grant Inn B&B

Beech Tree Inn & Cottage

3.0 star property
9.8 out of 10, Exceptional, (550)
"Perfect stay, everything we were looking for."
$204 nightly
The price is $231
Jun 17 - Jun 18
Total includes taxes and fees
Beech Tree Inn & Cottage

Gardenview Bed and Breakfast

3.5 star property
10.0 out of 10, Exceptional, (36)
"Lovely place.. Cannot recommend more."
$259 nightly
The price is $293
Jun 30 - Jul 1
Total includes taxes and fees
Gardenview Bed and Breakfast

Windsome Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (28)
"Excellent stay!"
$324 nightly
The price is $367
Jun 18 - Jun 19
Total includes taxes and fees
Windsome Bed & Breakfast

Almondy Inn

3.5 star property
9.8 out of 10, Exceptional, (436)
"great location. perfect hosts!"
$466 nightly
The price is $526
Jun 22 - Jun 23
Total includes taxes and fees
Almondy Inn

Ivy Lodge Bed & Breakfast

3.5 star property
9.8 out of 10, Exceptional, (51)
"Always love staying here! "
Ivy Lodge Bed & Breakfast
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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Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Middletown?
Prices for B&Bs in Middletown often vary, but you can find a great deal from $181 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 spring months of April and May, when the area comes alive with blooming flowers and pleasant weather. This season attracts travelers who appreciate the beautiful landscapes and outdoor activities, making it ideal for those looking to explore the charming local wineries and scenic parks.

Temperatures during this time typically range from the mid-50s to the low 70s Fahrenheit, offering comfortable conditions for leisurely strolls and picnics. The mild climate allows for enjoyable exploration of the renowned vineyards, where you can indulge in tastings and tours while basking in the refreshing spring air.

If you’re seeking a more budget-friendly experience, consider planning your visit in November. This month, while quieter, still presents opportunities to enjoy the picturesque autumn scenery and local events, allowing for a more relaxed and intimate experience without the rush of peak tourist activity.
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.