A coastal town with a lighthouse, houses, and a river.

Search Hotels in Middlesex County

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Top Cities in Middlesex County

A rocky beach with large boulders and the ocean in the background.
HotelsHotels

Old Saybrook

Old Saybrook

Check prices for these dates

This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Middlesex County hotels

A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

1. Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,011 reviews)
"Wonderful"
United States
Bill
$218 nightly
The price is $251
Oct 4 - Oct 5
Total with taxes and fees
Water's Edge Resort & Spa
A sign for Pier Blue Guesthouse with a logo and name.

2. 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, (1,014 reviews)
"It was a decent stay, we came in for a family reunion and originally planning to camp but weren’t able to due to the storm so we found this last min at a decent price point. Staff was very friendly when we came in, seems to be family operated which I like. Room was clean could use some updates but I liked the almost beachy vibe they have."
United States
virginia
$78 nightly
The price is $90
Sep 29 - Sep 30
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
A marina with boats docked, a fire pit table, and outdoor seating.

3. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,002 reviews)
"Rooms were newly renovated. Love this place"
United States
Florence
$359 nightly
The price is $413
Oct 21 - Oct 22
Total with taxes and fees
Saybrook Point Resort & Marina
A cabin with a dining table set for two, a bicycle, and a small porch area.

4. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (194 reviews)
"ABSOLUTELY BEAUTIFUL AND SERENE STAY . WE REALLY ENJOYED OUR STAY !"
United States
Melissa
$175 nightly
The price is $201
Oct 5 - Oct 6
Total with taxes and fees
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
A spacious lobby with two sofas, a coffee table, and a flat-screen TV mounted on the wall.

5. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,006 reviews)
"Great location, rooms were big and clean."
United States
Renee
$107 nightly
The price is $123
Oct 5 - Oct 6
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook
A conservatory with a glass ceiling, wooden furniture, and large windows offering a view of the garden.

6. Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (527 reviews)
"Stay was pricey, building on outside could use a little maintenance, bar and Restaurant was fantastic!"
United States
Gregg
$279 nightly
The price is $321
Sep 29 - Sep 30
Total with taxes and fees
Copper Beech Inn
A hotel room with two beds, each with a beige bedspread and white pillows. There are two bedside tables with lamps, and the walls are adorned with framed artwork.

7. The Cromwell Inn

The Cromwell Inn
2.5 star property
Cromwell
7.4 out of 10, Good, (23 reviews)
"Need update"
United States
Julio
$79 nightly
The price is $90
Sep 29 - Sep 30
Total with taxes and fees
The Cromwell Inn
A modern hotel with multiple floors, large windows, and a sign for Springhill Suites.

8. Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell
2.5 star property
Cromwell
8.8 out of 10, Excellent, (787 reviews)
"Enjoyed my stay, I’ll be staying there again."
United States
David
$142 nightly
The price is $163
Oct 18 - Oct 19
Total with taxes and fees
Springhill Suites by Marriott Hartford Cromwell
A cozy dining area with a brick fireplace, wooden chairs, and tables set for a meal.

9. Inn at Middletown

Inn at Middletown
3.5 star property
Washington Street Historic District
9.0 out of 10, Wonderful, (652 reviews)
"Great hotel! Had a lot of character to it. Staff were great and the tavern at the property was great too."
United States
Diego
$166 nightly
The price is $187
Oct 27 - Oct 28
Total with taxes and fees
Inn at Middletown
A hotel room with a bed, two bedside tables, a chair, a desk, and a window with curtains.

10. Super 8 by Wyndham Cromwell/Middletown

Super 8 by Wyndham Cromwell/Middletown
2.0 star property
Cromwell
6.6 out of 10, (1,002 reviews)
"Staff are honest and helpful! Highly recommended. Stay with confidence!"
United States
kin kwok
$64 nightly
The price is $73
Oct 11 - Oct 12
Total with taxes and fees
Super 8 by Wyndham Cromwell/Middletown
A living room with a stone fireplace, grey sofas, and a coffee table.

11. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (284 reviews)
"Had a great stay. Everything was fantastic."
United States
Deborah
$213 nightly
The price is $237
Oct 4 - Oct 5
Total with taxes and fees
The Captain Stannard
A garden with a fountain, various shrubs, and flower beds.

12. Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (679 reviews)
"Great place would stay again"
United States
Grace
$89 nightly
The price is $102
Oct 5 - Oct 6
Total with taxes and fees
Liberty Inn
A sunset over a body of water with a boat and a tree silhouetted against the sky.

13. Solano Inn

Solano Inn
2.5 star property
Portland
8.4 out of 10, Very good, (277 reviews)
"Very nice place to stay."
United States
Douglas
$95 nightly
The price is $110
Sep 29 - Sep 30
Total with taxes and fees
Solano Inn
A hotel room with a large bathtub, a desk with a lamp, a chair, and a bed with a red blanket.

14. 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, (498 reviews)
"It was a great place to stay Quiet and clean and staff was responsible"
United States
Laurie
$67 nightly
The price is $77
Oct 25 - Oct 26
Total with taxes and fees
Econo Lodge Inn & Suites Old Saybrook Westbrook
A circular fire pit surrounded by wicker furniture in an outdoor patio area with brick flooring and a brick building in the background.

15. Courtyard by Marriott Hartford Cromwell

Courtyard by Marriott Hartford Cromwell
3.0 star property
Cromwell
8.6 out of 10, Excellent, (764 reviews)
"Room was clean and staff was very helpful."
United States
Iurii
$152 nightly
The price is $175
Oct 18 - Oct 19
Total with taxes and fees
Courtyard by Marriott Hartford Cromwell
A hotel entrance with a reception desk, a black doormat, a white door, and a bulletin board with various pamphlets.

16. Best Way Inn

Best Way Inn
2.5 star property
Rockfall
7.0 out of 10, Good, (388 reviews)
"Well kept and clean rooms."
United States
Rosa
$78 nightly
The price is $90
Oct 28 - Oct 29
Total with taxes and fees
Best Way Inn
A hallway with a patterned carpet, a chandelier, and bookshelves on either side.

17. The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (90 reviews)
"The house was beautiful! The innkeeper Amanda made an excellent breakfast and was friendly and knowledgeable about the property. The house renovations fit in with the period of the house, but provided modern convenience. It was a joy to stay there"
United States
Eric
$254 nightly
The price is $282
Sep 29 - Sep 30
Total with taxes and fees
The Bevin House Bed & Breakfast
A parking lot with a building in the background.

18. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (337 reviews)
"Hotel was clean and the staff was pleasant. The pool was wonderful! I would stay there again."
United States
Selena
$78 nightly
The price is $90
Sep 29 - Sep 30
Total with taxes and fees
Clinton Motel
A two-story motel with a symmetrical facade, multiple windows, and a parking lot in front.

19. Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (257 reviews)
"Staff was helpful. Place is quiet. Room was a little outdated."
United States
Samantha
$69 nightly
The price is $79
Sep 29 - Sep 30
Total with taxes and fees
Lamplighter Motel - Clinton, Connecticut

20. Motel 6 Old Saybrook, CT

Motel 6 Old Saybrook, CT
2.0 star property
Old Saybrook
7.0 out of 10, Good, (940 reviews)
"We only stay for one day, we had a very clean room and the manager was so helpful and nice!!!"
United States
Carmen
$102 nightly
The price is $117
Sep 29 - Sep 30
Total with taxes and fees
Motel 6 Old Saybrook, CT
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.
View all properties

Great weekend hotel deals in Middlesex County, CT

Showing deals for:Oct 9 - Oct 11

Image gallery for Higganum House B&B

Interior

Higganum House B&B

3.0 star property
Higganum
9.6/10Exceptional (4 reviews)
13% off
$224 nightly
Price is $516
Total with taxes and fees
Higganum House B&B
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlesex County Hotel Reviews

New Haven Hotel

New Haven Hotel

10/10 Excellent
"Really nice hotel. Easy check in and out."
Leslie 1-night trip
Posted less than an hour ago
New Haven Hotel

Explore a world of travel with Expedia