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Find a Bed and Breakfast in Middlefield 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 Middlefield B&B

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
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 $325
CA $361 total
includes taxes & fees
Aug 11 - Aug 12
The Bevin House Bed & Breakfast
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 $158 total
includes taxes & fees
Aug 9 - Aug 10
Jay's Ranch
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 $865
CA $1,331 total
includes taxes & fees
Aug 10 - Aug 11
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
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 Middlefield Hotel Reviews

New Haven Hotel

New Haven Hotel

10/10 Excellent
"Great location walking distance to Yale and many restaurants. Staff was always very friendly. Clean and comfortable would definitely stay again!"
Ernie 3-night trip
Posted 6 hours ago
New Haven Hotel