Title: Westbrook Vacation Packages & Trips 2026 from CA $605 | Expedia.ca [Hotels in Westbrook](https://expedia.ca/Westbrook-Hotels.d173488.Travel-Guide-Hotels)[Vacation Rentals in Westbrook](https://expedia.ca/Westbrook-Vacation-Rentals.d173488.Travel-Guide-VacationRentals)[Westbrook Car Rentals](https://expedia.ca/Car-Rentals-In-Westbrook.d173488.Car-Rental-Guide) ![](https://images.trvl-media.com/place/173488/7d1c2288-c2dd-483f-a45f-a8e1417abb3a.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Westbrook Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Westbrook Vacation Renowned for its coastal scenery and laid-back lifestyle, Westbrook is the perfect getaway destination. Book one of our Westbrook vacation packages and experience all that this exciting city has to offer. Make your trip to Westbrook even more enjoyable by including some sightseeing. [Hammonasset Beach State Park](https://www.expedia.ca/Hammonasset-Beach-State-Park-Madison.d553248621557934267.Vacation-Attraction), [Essex Steam Train](https://www.expedia.ca/Essex-Steam-Train-Essex.d6171206.Vacation-Attraction) and [Clinton Crossing Premium Outlets](https://www.expedia.ca/Clinton-Crossing-Premium-Outlets-Clinton.d6276899.Vacation-Attraction) are among the most popular attractions worth exploring. Check out Expedia's extensive range of travel options and book your ideal vacation to Westbrook today. ## Top Westbrook Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Liberty Inn](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/8ac8989f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Liberty Inn CA $605 per person Jun 19 - Jun 22 found 1 day ago Roundtrip flight included Toronto (YYZ) to New Haven (HVN) 7.6/10 Good! (641 reviews) Centrally located for the area. Reviewed on Oct 31, 2025 ![Madison Beach Hotel](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/1ec18076_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Madison Beach Hotel Madison Center CA $2,020 per person Jun 19 - Jun 22 found 1 day ago Roundtrip flight included Toronto (YYZ) to New Haven (HVN) 9.4/10 Exceptional! (347 reviews) beautiful room and views Reviewed on Dec 13, 2025 ![James Pharmacy Bed & Breakfast](https://images.trvl-media.com/lodging/79000000/78200000/78191100/78191036/w848h631x48y3-ad11e9c5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### James Pharmacy Bed & Breakfast Old Saybrook Center CA $1,117 per person Jun 19 - Jun 22 found 1 day ago Roundtrip flight included Toronto (YYZ) to New Haven (HVN) 9/10 Wonderful! (23 reviews) Room was pleasant and clean, although small. Bathroom fixtures all new and very clean and functional. Firm bed, which I appreciated. The stairs are steep though there is a firm railing. I didn't realize that we would get a breakfast voucher as opposed to a true B&B experience. The restaurant provided was friendly and the food all looked great but unfortunately didn't have much flavor. The Paperback Cafe nearby had tastier choices. Make sure that you get their email about how to get in because there is no one on site and when we arrived after dark, the front of the building wasn't lit because the entry is in the back. On our first morning, we got a text about our credit card payment not going through. The owner and manager were both responsive but given that they weren't on site, a friendlier tone (i.e., assuming that there might've been a mistake in their information, which there was!) would've been appreciated. It's a lovely place in an excellent location but perhaps slightly expensive given that they are not providing a full B&B experience. Reviewed on Oct 6, 2025 ![Westbrook Inn B&B](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/62eddf34_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westbrook Inn B&B Westbrook Center CA $984 per person Jun 19 - Jun 22 found 1 day ago Roundtrip flight included Toronto (YYZ) to New Haven (HVN) 9.8/10 Exceptional! (179 reviews) 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 :) Reviewed on Dec 21, 2025 ![Tower Inn And Suites Of Guilford - Madison](https://images.trvl-media.com/lodging/2000000/1400000/1400000/1399998/7368827e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Tower Inn And Suites Of Guilford - Madison CA $754 per person Jun 19 - Jun 22 found 1 day ago Roundtrip flight included Toronto (YYZ) to New Haven (HVN) 7.4/10 Good! (240 reviews) The room was clean, the place could use some updates, the 1 chair next to the table had some nasty stains on the fabric Reviewed on Mar 2, 2026 ## Ready to book your vacation to Westbrook? Choose your dates ## Westbrook Hotel Deals ![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/fc6ee41c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Water's Edge Resort & Spa 1525 Boston Post Road Westbrook CT Fully refundableReserve now, pay when you stay CA $268 CA $332 total Mar 25 - Mar 26 includes taxes & fees 8.8/10 Excellent! (1,005 reviews) Very pleasurable experience here. It’s not something we’ll do every year, as it is expensive. Spa services are especially expensive. Nonetheless, the staf performed flawlessly. Food was excellent. Grounds were well cared for. Reviewed on Mar 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=25%2F03%2F2026&endDate=26%2F03%2F2026&selected=9679841&PinnedHotelID=9679841&HadPinnedHotel=true®ionId=173488) ![4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill](https://images.trvl-media.com/lodging/35000000/34800000/34796500/34796404/08fe8e01_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill Westbrook CT [Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=34796404&PinnedHotelID=34796404&HadPinnedHotel=true®ionId=173488) [](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=34796404&PinnedHotelID=34796404&HadPinnedHotel=true®ionId=173488) ![The Captain Stannard](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/497076d6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Captain Stannard 138 South Main Street Westbrook CT 9.8/10 Exceptional! (262 reviews) Very clean, easy check-in, lovely owners. Reviewed on Mar 23, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=1479959&PinnedHotelID=1479959&HadPinnedHotel=true®ionId=173488) [](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=1479959&PinnedHotelID=1479959&HadPinnedHotel=true®ionId=173488) [See all 1,549 properties in Westbrook](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=25%2F03%2F2026&endDate=26%2F03%2F2026®ionId=173488) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app