Photo by Bill Dillard

Find the best Middlesex County Hotels

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Middlesex County Accommodation: Most Popular Cities to Stay

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Middlesex County hotels

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1004)
"It was perfect for an evening away, quiet, friendly staff, beautiful views, and great Sunday brunch"
United States
Diana
The price is ฿7,204
฿8,827 total
includes taxes & fees
27 Jan - 28 Jan 2026
Water's Edge Resort & Spa

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1006)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is ฿9,721
฿11,965 total
includes taxes & fees
22 Jan - 23 Jan 2026
Saybrook Point Resort & Marina

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.0 star property
East Haddam
9.6 out of 10, Exceptional, (96)
"Place was beautiful. If I had any questions I was able to text and they responded back so quickly. "
United States
Lee
The price is ฿3,182
฿5,106 total
includes taxes & fees
5 Jan - 6 Jan 2026
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1001)
"Staff was courteous, and bed was comfortable. The room hasn't had decor updated for decades. Fine for an overnight if you are just traveling through area for the price. "
United States
sue
Pier Blue Inn Old Saybrook - Essex

Inn at Middletown

Inn at Middletown
3.5 star property
Washington Street Historic District
9.0 out of 10, Wonderful, (544)
"The Inn was very nice!"
United States
Traci
The price is ฿5,139
฿6,539 total
includes taxes & fees
19 Jan - 20 Jan 2026
Inn at Middletown

Super 8 by Wyndham Cromwell/Middletown

Super 8 by Wyndham Cromwell/Middletown
2.0 star property
Cromwell
6.6 out of 10, (1002)
"The danish during breakfast time are really yummy!"
United States
Ann
The price is ฿2,112
฿2,429 total
includes taxes & fees
1 Jan - 2 Jan 2026
Super 8 by Wyndham Cromwell/Middletown

Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell
2.5 star property
Cromwell
8.6 out of 10, Excellent, (659)
"Enjoyed my stay will be back again superb customer service "
United States
Sasha
The price is ฿3,583
฿4,121 total
includes taxes & fees
25 Jan - 26 Jan 2026
Springhill Suites by Marriott Hartford Cromwell

Courtyard by Marriott Hartford Cromwell

Courtyard by Marriott Hartford Cromwell
3.0 star property
Cromwell
8.6 out of 10, Excellent, (710)
"We had a wonderful stay; the staff were super friendly and the room was spotless. "
United States
ANDERSON
The price is ฿3,717
฿4,274 total
includes taxes & fees
25 Jan - 26 Jan 2026
Courtyard by Marriott Hartford Cromwell

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1001)
"The very friendly staff made this stay enjoyable from The beginning. The hotel was very clean and comfy. "
United States
Virginia
The price is ฿3,048
฿3,506 total
includes taxes & fees
7 Jan - 8 Jan 2026
Quality Inn Old Saybrook - Westbrook

Quality Inn Cromwell - Middletown

Quality Inn Cromwell - Middletown
2.5 star property
Cromwell
6.6 out of 10, (999)
"Everything was good! Nice staff, easy check in, clean room, nice tv, comfortable bed, spacious "
United States
Mary
The price is ฿2,108
฿2,424 total
includes taxes & fees
4 Jan - 5 Jan 2026
Quality Inn Cromwell - Middletown

Best Way Inn

Best Way Inn
2.5 star property
Rockfall
7.0 out of 10, Good, (324)
"This is a basic motel with a recent flip-y makeover. The bathroom was nice. The room had old furniture, "
United States
Tim
The price is ฿2,265
฿2,605 total
includes taxes & fees
1 Jan - 2 Jan 2026
Best Way Inn

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (463)
"We came in for a family wedding in the area and this hotel was a great location. The mexican restaurant that was down the street is fantastic, great margaritas ! Would definitely use this location again if we were out this way. Thank you for a wonderful stay !"
United States
Robert
The price is ฿2,109
฿2,425 total
includes taxes & fees
7 Jan - 8 Jan 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (259)
"The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! "
United States
Lisa
The Captain Stannard

Solano Inn

Solano Inn
2.5 star property
Portland
8.8 out of 10, Excellent, (215)
"Great "
United States
Brian
The price is ฿4,859
฿5,588 total
includes taxes & fees
7 Jan - 8 Jan 2026
Solano Inn

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.4 out of 10, Good, (640)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is ฿2,535
฿2,915 total
includes taxes & fees
2 Jan - 3 Jan 2026
Liberty Inn

Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (506)
"Very nice property. Very clean. Staff was very nice - very good breakfast. "
United States
Marilyn
The price is ฿8,777
฿10,093 total
includes taxes & fees
1 Jan - 2 Jan 2026
Copper Beech Inn

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (178)
"Our stay was amazing! All the staff were so accommodating and kind. The inn has a rustic charm and was so festive for the holidays! Rooms are a good size, clean, and have everything you need. The breakfast was delicious and they even had free tea/coffee/cookies for all guests to enjoy :) "
United States
Chewon
The price is ฿7,167
฿7,955 total
includes taxes & fees
4 Jan - 5 Jan 2026
Westbrook Inn B&B

The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (83)
"Wonderful stay. Excellent staff that treats the guest like family and friends. "
United States
Liliana
The price is ฿7,668
฿8,511 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Bevin House Bed & Breakfast

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (228)
"Would stay again. "
United States
pamela
The price is ฿2,045
฿2,351 total
includes taxes & fees
6 Jan - 7 Jan 2026
Lamplighter Motel - Clinton, Connecticut

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (298)
"Great staff and clean rooms"
United States
Tyler
The price is ฿2,454
฿2,822 total
includes taxes & fees
5 Jan - 6 Jan 2026
Clinton Motel
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Middlesex County Hotel Reviews

Explore a world of travel with Expedia