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Find a Bed and Breakfast in Middletown from CA $108

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Check prices for these dates

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

Browse Select Middletown B&B

The Captain Stannard
Cozy up by the fireplace in this stylish living room, featuring a comfortable sofa, armchair, and decorative artwork.

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (237)
"Everything was fantastic, will stay again!"
The price is CA $244
CA $271 total
includes taxes & fees
Sep 3 - Sep 4
The Captain Stannard
The Homestead
Relax in a spacious room with a large bed, seating area, and cozy fireplace.

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
Relax by the pool in a tranquil oasis, where a warm welcome awaits.

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."
The price is CA $108
CA $159 total
includes taxes & fees
Aug 5 - Aug 6
Jay's Ranch
The Bevin House Bed & Breakfast
Relax in a serene poolside setting surrounded by lush greenery and shaded seating.

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 CA $306
CA $340 total
includes taxes & fees
Aug 26 - Aug 27
The Bevin House Bed & Breakfast
Westbrook Inn B&B
Relax in the serene outdoor patio area, surrounded by lush greenery and comfortable seating options.

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 CA $284
CA $315 total
includes taxes & fees
Sep 2 - Sep 3
Westbrook Inn B&B
James Pharmacy Bed & Breakfast
Relax in a classic room with a four-poster bed, flat-screen TV, and comfortable armchair.

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
Stroll through the serene grounds, surrounded by lush greenery and a well-manicured lawn.

Higganum House B&B

3.0 star property
Higganum House B&B
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
Backyard with a gravel surface, wooden deck, and small shed, surrounded by a fence.

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

The price is CA $869
CA $1,346 total
includes taxes & fees
Aug 5 - Aug 6
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
Thimble Islands Bed & Breakfast
Enjoy a romantic dinner for two on the balcony overlooking the water.

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

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
Relax by the clear pool surrounded by a deck with lounge chairs and umbrellas.

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

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

10/10 Excellent
"Nice place to rest."
Kenneth 1-night trip
Posted 8 hours ago
Quality Inn Old Saybrook - Westbrook