Search Villas in Thimble Islands

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Jan 9 - Jan 11
In two weeks
Jan 16 - Jan 18
In one month
Jan 30 - Feb 1
In two months
Feb 27 - Mar 1
No exact matches found, but these alternatives could be just right

Recommended hotels in Thimble Islands

Exterior
Clinton Motel

Motel in Clinton

Clinton Motel
2.5 star property
8.6 out of 10, Excellent, (298)
"Great staff and clean rooms"
United States
Tyler
The price is P4,582
P5,270 total
includes taxes & fees
Dec 30 - Dec 31
Clinton Motel
Front of property
Spark by Hilton Guilford

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
8.8 out of 10, Excellent, (72)
"Comfortable beds, friendly staff "
United States
Taylor
The price is P6,455
P7,423 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Spark by Hilton Guilford
Exterior
Hilton Garden Inn Milford

Hilton Garden Inn Milford

Hilton Garden Inn Milford
3.0 star property
8.4 out of 10, Very Good, (1006)
"Very nice hotel clean friendly convenient location "
United States
Karen
The price is P5,733
P6,592 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Hilton Garden Inn Milford
Exterior
Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford
3.0 star property
8.8 out of 10, Excellent, (1002)
"Very friendly staff, clean hotel and very relaxing atmosphere."
United States
Eugenia
The price is P7,080
P8,142 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Homewood Suites by Hilton Stratford
Exterior
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
8.6 out of 10, Excellent, (1205)
"Hotel for Pleasant Stay"
United States
Rajesh
The price is P6,063
P6,972 total
includes taxes & fees
Dec 30 - Dec 31
Hyatt Place Milford / New Haven
Exterior
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
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
Exterior detail
New Haven Hotel

New Haven Hotel

New Haven Hotel
3.5 star property
9.0 out of 10, Wonderful, (1963)
"Great value and close to everything!"
United States
kevin
The price is P7,191
P8,269 total
includes taxes & fees
Jan 4 - Jan 5, 2026
New Haven Hotel
Exterior
Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven
3.0 star property
9.2 out of 10, Wonderful, (1002)
"Clean room, close to mamy amenities restaurants, bars, etc "
United States
Kerry- Ann
The price is P5,684
P6,537 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Homewood Suites by Hilton Orange New Haven
Exterior
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
2.5 star property
8.6 out of 10, Excellent, (1004)
"Beautiful hotel in great location "
United States
Tara
The price is P6,214
P7,146 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Hampton Inn by Hilton Shelton
Front of property - evening/night
Madison Beach Hotel

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
9.4 out of 10, Exceptional, (341)
"The Spa was wonderful and the staff was attentive and helpful. "
United States
Emma
The price is P16,181
P18,608 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Madison Beach Hotel
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Motel in Old Saybrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
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 P3,938
P4,528 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
View from property
Courtyard New Haven at Yale

Courtyard New Haven at Yale

Courtyard New Haven at Yale
3.0 star property
8.6 out of 10, Excellent, (1005)
"Clean room, great location and friendly staff! "
United States
Gina
The price is P5,593
P6,432 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Courtyard New Haven at Yale
Beach/ocean view
Water's Edge Resort & Spa

Resort in Westbrook Center

Water's Edge Resort & Spa
3.5 star property
8.8 out of 10, Excellent, (1002)
"Everything was wonderful. Staff was friendly, very clean,we enjoyed it."
United States
Donna
The price is P13,453
P16,484 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Water's Edge Resort & Spa
Front of property
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

Hilton Garden Inn Shelton
3.0 star property
7.8 out of 10, Good, (1057)
"What stood out for me is how nice the staff was and how clean and quiet the hotel is ,I would go back and I will definitely tell my friends and family to book, my stay was wonderful."
United States
Simone
The price is P5,609
P6,451 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hilton Garden Inn Shelton
Exterior
Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
8.8 out of 10, Excellent, (1003)
"The staff and the hotel were amazing."
United States
Jerry
The price is P6,740
P7,751 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hilton Garden Inn Wallingford/Meriden
Exterior
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area
3.0 star property
8.8 out of 10, Excellent, (1004)
"Great stay overall. Wish it was easier to walk to good restaurants. Had to drive to good food."
United States
James
The price is P6,110
P7,026 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Cambria Hotel New Haven University Area
Front of property
Home2 Suites by Hilton East Haven New Haven

Inn in The Centre

Home2 Suites by Hilton East Haven New Haven
3.0 star property
9.6 out of 10, Exceptional, (452)
"Loved this hotel ! Clean , spacious and comfortable! Will definitely stay here next time I travel back home "
United States
Luz
The price is P6,696
P7,700 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Home2 Suites by Hilton East Haven New Haven
Exterior
Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
7.4 out of 10, Good, (237)
"I really enjoy staying here. The family who runs this motel are so nice. I used to live in Guilford and moved out of state. I return to Conn frequently and always stay here. "
United States
Susan B
The price is P5,257
P6,046 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Tower Inn And Suites Of Guilford - Madison
Exterior
Graduate by Hilton New Haven

Graduate by Hilton New Haven

Graduate by Hilton New Haven
4.0 star property
9.2 out of 10, Wonderful, (929)
"Nice stay "
United States
Hans
The price is P9,105
P10,470 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Graduate by Hilton New Haven
Exterior
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven
2.5 star property
8.0 out of 10, Very Good, (1500)
"Room is big and clean. Breakfast is very good."
United States
Youai
The price is P5,635
P6,480 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Best Western Executive Hotel Of New Haven - West Haven
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Thimble Islands Hotel Reviews

Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven

10/10 Excellent
"Room was nice and warm on a freezing cold night"
Jack 1-night trip
Posted 6 hours ago
Home2 Suites by Hilton East Haven New Haven

Find out more about Thimble Islands

Thimble Islands Villas information

Number of reviews
17,514
Accommodation
0 Villas
Lowest Price
P4,528
Highest Price
P18,608

Frequently asked questions

Why book your villa in Thimble Islands with Expedia?
Booking a villa in Thimble Islands is as easy as clicking on your travel dates and picking an option that suits your needs. Searching for something luxurious or affordable, or a stay that also features WiFi and a hot tub? Use Expedia's search filters to narrow your results and find your ideal match.
How can I find cheap villas in Thimble Islands?
The easiest way to score cheap villas in Thimble Islands is with Expedia's useful filter tool. Tailor your search results by star rating, amenities and budget to land awesome prices in only a couple of clicks.

Explore a world of travel with Expedia