Title: Westbrook Vacation Packages & Trips 2026 from CA $614 | 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. ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/5cb2e3e0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pier Blue Inn Old Saybrook - Essex Saybrook Manor CA $614 per person May 15 - May 18 found 1 day ago Roundtrip flight included Toronto (YYZ) to New Haven (HVN) 8/10 Very Good! (1,004 reviews) Room could have been cleaner. The floor was dirty. The room also looked worn and in need of updating. The tub faucet dripped constantly, but the shower was nice. Staff was friendly. I was surprised they don’t offer daily housekeeping. Bed was comfortable. It was great that the room had a microwave and a fridge. It was not warm and inviting at all. Definitely wouldn’t stay more than one night. Reviewed on Mar 30, 2026 ![Beechmont - Perfect for Family Retreat!](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/6e17e1d7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beechmont - Perfect for Family Retreat! North End CA $2,654 per person Jun 8 - Jun 13 found 9 hours ago Roundtrip flight included Toronto (YTO) to New Haven (HVN) No reviews ![The Surfside Hotel](https://images.trvl-media.com/lodging/91000000/90180000/90178600/90178584/44f176e7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Surfside Hotel Lordship CA $963 per person Jun 2 - Jun 5 found 8 hours ago Roundtrip flight included Calgary (YYC) to New Haven (HVN) 9.4/10 Exceptional! (179 reviews) Lovely stay on the beach! Reviewed on Mar 26, 2026 ![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 $966 per person May 15 - May 18 found 1 day ago Roundtrip flight included Toronto (YTO) 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 ![Holiday Inn Express Branford-New Haven by IHG](https://images.trvl-media.com/lodging/1000000/130000/124400/124313/908bc53f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express Branford-New Haven by IHG CA $995 per person May 21 - May 25 found 10 hours ago Roundtrip flight included Toronto (YTO) to New Haven (HVN) 8.8/10 Excellent! (1,002 reviews) Excellent hotel. Very clean, convenient and the staff is just amazing. Helpful and courteous. Definitely will stay there again Reviewed on Mar 29, 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 $324 CA $397 total Apr 2 - Apr 3 includes taxes & fees 8.8/10 Excellent! (1,001 reviews) Enjoyable stay. Reviewed on Mar 28, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F04%2F2026&endDate=03%2F04%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=15%2F04%2F2026&endDate=16%2F04%2F2026&selected=34796404&PinnedHotelID=34796404&HadPinnedHotel=true®ionId=173488) [](https://expedia.ca/Hotel-Search?startDate=15%2F04%2F2026&endDate=16%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 Fully refundableReserve now, pay when you stay CA $289 CA $321 total Apr 28 - Apr 29 includes taxes & fees 9.6/10 Exceptional! (263 reviews) Beautiful historic house and comfortable beds. Reviewed on Mar 29, 2026 [](https://expedia.ca/Hotel-Search?startDate=28%2F04%2F2026&endDate=29%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=02%2F04%2F2026&endDate=03%2F04%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. 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