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Check prices for these dates

Next weekend
2 Jum. I - 4 Jum. I
In two weeks
9 Jum. I - 11 Jum. I
In one month
23 Jum. I - 25 Jum. I
In two months
20 Jum. II - 22 Jum. II

Compare 12 B&B in Middletown with updated reviews, rates, and availability.

The Captain Stannard
LED TV

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (218)
"Wonderful welcome and impeccable property. We will plan to go again!"
The price is SAR 739
SAR 820 total
includes taxes & fees
23 Apr - 24 Apr
The Captain Stannard
The Scranton Seahorse Inn
Staircase

The Scranton Seahorse Inn

3.0 star property
9.0 out of 10, Wonderful, (236)
"Amazing and too short. Loveliest little B&B with one of the best breakfasts I've ever had. Incredibly clean with updated bathroom(s). So quiet, even though almost full. Will be going back, regularly!"
The price is SAR 1,004
SAR 1,114 total
includes taxes & fees
22 Apr - 23 Apr
The Scranton Seahorse Inn
Westbrook Inn B&B
Front of property

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (149)
"Westbrook Inn is a very quaint and clean Inn, much attention to detail and very warm and friendly atmosphere, will definitely be coming back!"
The price is SAR 772
SAR 857 total
includes taxes & fees
22 Apr - 23 Apr
Westbrook Inn B&B
The Bevin House Bed & Breakfast
Seasonal outdoor pool, pool umbrellas, sun loungers

The Bevin House Bed & Breakfast

3.5 star property
9.6 out of 10, Exceptional, (73)
"I really wanted to see the goats as silly as that sounds and had a great time doing it."
The price is SAR 924
SAR 1,026 total
includes taxes & fees
22 Apr - 23 Apr
The Bevin House Bed & Breakfast
The Homestead
Room, 1 King Bed, Patio, Ground Floor (7) | Egyptian cotton sheets, premium bedding, down comforters

The Homestead

3.0 star property
10.0 out of 10, Exceptional, (77)
"Charming in every aspect. Highly recommend, Hosts are wonderful people."
The price is SAR 1,055
SAR 1,171 total
includes taxes & fees
22 Apr - 23 Apr
The Homestead
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
Property grounds

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

The price is SAR 2,627
SAR 4,003 total
includes taxes & fees
22 Apr - 23 Apr
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
James Pharmacy Bed & Breakfast
Miss Anna James Room | Individually decorated, individually furnished, iron/ironing board

James Pharmacy Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (15)
"Great and historic. "
The price is SAR 1,134
SAR 1,709 total
includes taxes & fees
22 Apr - 23 Apr
James Pharmacy Bed & Breakfast
Jay's Ranch
Exterior

Jay's Ranch

4.0 star property
7.8 out of 10, Good, (37)
"The hostess Rene was very friendly and accommodating. The room was spacious and clean, with comfortable bed and linens. I was pleasantly surprised that I had my own toilet. It was nice to have access to the kitchen and living room. "
The price is SAR 326
SAR 469 total
includes taxes & fees
22 Apr - 23 Apr
Jay's Ranch
Thimble Islands Bed & Breakfast
Front of property

Thimble Islands Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (4)
"Property was first class inside and out. The view was breath taking The owners made us feel at home and did not want to leave ! Already thinking about next trip back."
Thimble Islands Bed & Breakfast
The Connecticut River Valley Inn
Lobby sitting area

The Connecticut River Valley Inn

3.5 star property
9.4 out of 10, Exceptional, (24)
"The Inn and the innkeepers were lovely. The decor is quirky and elegant at the same time. Every convince is thought of. The fireplace in every room is a fabulous touch. We can’t wait to visit again soon"
The Connecticut River Valley Inn
Green Acres B&B
Exterior

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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Other property types in Middletown

Postcard Cabins Machimoodus
Exterior

Postcard Cabins Machimoodus

2.0 star property
10.0 out of 10, Exceptional, (7)
"We had a GREAT time here!! Just beautiful scenery all around. The cabin was well equipped with everything we needed essentially. I was quite impressed with how comfortable we actually were. There was a temporary power outage but it didn’t last long and management not only delivered more wood to us but also gave it to us for free as we wanted to spend our time outdoors during the outage. Im super happy to have had this experience and would absolutely be doing it again!! Thank you Postcard...
The price is SAR 388
SAR 598 total
includes taxes & fees
5 May - 6 May
Postcard Cabins Machimoodus
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Outdoor pool, a heated pool

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (128)
"having previously rented VRBO properties in Palm Springs, West Palm Beach & Ft. Lauderdale I can confirm this property is exceptional. The studio has 1st tier amenities, waterfront location & in addition the hosts provided most welcoming foods and snacks, an overall wonderful experienceJimBrooklyn, NY"
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕
Terrace/patio

⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕

9.8 out of 10, Exceptional, (128)
"Very much enjoyed our trip! "
The price is SAR 1,475
SAR 2,755 total
includes taxes & fees
1 May - 2 May
⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕
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.

Frequently asked questions

Searching for B&Bs in Middletown?
If you’re looking for something a little different than the traditional hotel experience, a stay at a bed and breakfast might be the perfect option for your trip. If your ideal vacation to Middletown includes spending lots of time outside, Middletown Nature Gardens and Connecticut Valley Railroad State Park Trail are good spots to enjoy the scenery.
How do you know if a B&B is the right choice for your stay?
With attentive service, opportunities to interact with the owner, and of course a scrumptious breakfast, B&Bs offer a one-of-a-kind environment.
What are the best bed and breakfasts in Middletown?
Below is a B&B in the surrounding area: The Bevin House Bed & Breakfast: 5 rooms. Located 7.5 mi (12.1 km) from the core of Middletown. Enjoy the free full breakfast and designer toiletries.
When should I book my B&B in Middletown?
When you’re dreaming of a trip to Middletown, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 33°F. Average annual precipitation for Middletown is 53 inches.
What is there to do in Middletown?
When you want to spend some time in the great outdoors, Connecticut River and Middletown Nature Gardens are some notable spots. You might put Wadsworth Mansion and Wadsworth Falls State Park on your list if you want to see more of the area.
How can I get to and around Middletown?
Planning your excursions in and around Middletown is easier with these transportation options. Fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is located 23.8 mi (38.2 km) away from the city center. You can also search for flights into Bradley Intl. Airport (BDL), which is 25.5 mi (41 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.