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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sep - 7 Sep
In two months
3 Oct - 5 Oct

B&B in Middletown

The Captain Stannard
IPod dock, MP3 dock

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (237)
"Everything was fantastic, will stay again!"
The Captain Stannard
The Homestead
Room, 1 King Bed, Patio, Ground Floor (7) | 1 bedroom, Egyptian cotton sheets, premium bedding, down comforters

The Homestead

3.0 star property
10.0 out of 10, Exceptional, (82)
"Best breakfast. The little things that were provided (warm bathroom towels, comfortable bed, patio outside our room just for us to enjoy) added to our wonderful 3 day get away in Madison. Don't want to forget the freshly made popcorn in the evening we so enjoyed. "
The Homestead
Jay's Ranch
Exterior

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."
Jay's Ranch
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, (77)
"Welcoming, fun, and absolutely stunning! A cuddly turkey didn’t hurt either. "
The price is AED 805
AED 894 total
includes taxes & fees
6 Aug - 7 Aug
The Bevin House Bed & Breakfast
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (155)
"My granddaughter and I had a lovely stay."
The price is AED 756
AED 839 total
includes taxes & fees
2 Sep - 3 Sep
Westbrook Inn B&B
James Pharmacy Bed & Breakfast
Miss Anna James Room | 1 bedroom, individually decorated, individually furnished

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Great and historic. "
James Pharmacy Bed & Breakfast
Higganum House B&B
Exterior

Higganum House B&B

3.0 star property
Higganum House B&B
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 AED 2,314
AED 3,586 total
includes taxes & fees
5 Aug - 6 Aug
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
Thimble Islands Bed & Breakfast
Porch

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
Deluxe Room, 1 King Bed, Fireplace, Garden Area | Desk, blackout drapes, soundproofing, iron/ironing board

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
Seasonal outdoor pool

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

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

10/10 Excellent
"Nice hotel and great location."
Edward 1-night trip
Posted 9 hours ago
Omni New Haven Hotel at Yale

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, General Mansfield House and Middletown Nature Gardens 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, Wadsworth Falls State Park and Connecticut River are some notable spots. You might put Wadsworth Mansion and Kidcity Children's Museum 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.