Title: West Simsbury Vacation Packages & Trips 2026 from CA $856 | Expedia.ca [West Simsbury Travel Guide](https://expedia.ca/West-Simsbury.dx6346769)[Hotels in West Simsbury](https://expedia.ca/West-Simsbury-Hotels.d6346769.Travel-Guide-Hotels)[Vacation Rentals in West Simsbury](https://expedia.ca/West-Simsbury-Vacation-Rentals.d6346769.Travel-Guide-VacationRentals)[West Simsbury Car Rentals](https://expedia.ca/Car-Rentals-In-West-Simsbury.d6346769.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # West Simsbury 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 West Simsbury Vacation When a getaway to the city is calling, answer it with a West Simsbury vacation package. The neighborhood of Downtown Hartford, which is good for shopping, families and festivals, makes a terrific base for your adventures. If your trip to West Simsbury includes a little sightseeing, check out much-loved attractions like [Ski Sundown](https://www.expedia.ca/Ski-Sundown-Connecticut.d6089783.Vacation-Attraction), [Talcott Mountain State Park](https://www.expedia.ca/Talcott-Mountain-State-Park-Connecticut.d553248621532666037.Vacation-Attraction) and [Wintonbury Hills Golf Course](https://www.expedia.ca/Wintonbury-Hills-Golf-Course-Bloomfield.d553248621532666043.Vacation-Attraction). Whoever you're going away with and whatever you plan to spend, your ultimate West Simsbury vacation is just clicks away with Expedia. ## Top West Simsbury Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Mayflower Motel Milford](https://images.trvl-media.com/lodging/2000000/1730000/1721900/1721807/929077d0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mayflower Motel Milford CA $856 per person May 15 - May 18 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to New Haven (HVN) 6/10 (565 reviews) No nonsense at a reasonable rate. No frills. 24/7 pull up, walk in, ID, cash/card, $4 key deposit and you’re good to go. Book online if you want and they don’t give you a hard time. Lots of local places will give you all kinds of a hard time because you wanted to save money by booking with the third-party app, etc. These guys don’t. The rate is always pretty reasonable either way. They do sell out on weekends or holidays/local events. We have stayed here several times and find it more comfortable to bring our own linens and pillows. Wi-Fi can be kind of slow, but it’s three and you get cable TV air conditioning heat hot water is scolding hot. We also hope bring our own showerhead, believe it or not. The rates are reasonable because it is no frills. No frills can also be interpreted as minimal fosse over cleaning and updates to the rooms. We have never had a problem feeling unsafe generally. I wouldn’t necessarily a family with kids come here. It is kind of an adult situation. If you’re fussy picky or need child proof- forget about it. I’ve paid twice as much and honestly some upgrades and maybe they got a fool, but the rooms aren’t necessarily more clean, seriously, and the pool- gross. Reviewed on Apr 2, 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 $1,352 per person Jun 12 - Jun 14 found 12 hours ago Roundtrip flight included Toronto (YYZ) to New Haven (HVN) No reviews ![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/fc6ee41c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Water's Edge Resort & Spa Westbrook Center CA $1,192 per person May 11 - May 15 found 1 day ago Roundtrip flight included Toronto (YTZ) to New Haven (HVN) 8.8/10 Excellent! (1,001 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 ![Quality Inn Old Saybrook - Westbrook](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Quality Inn Old Saybrook - Westbrook CA $964 per person Jun 19 - Jun 21 found 5 hours ago Roundtrip non-stop flight included Toronto (YTO) to New Haven (HVN) 7.8/10 Good! (1,001 reviews) The checkin staff and later that evening were a 5\. Checkout we were not happy with. My daughter got sick and we asked for 12 checkout for her room only. We didn’t say she was sick. She said 11:30\. She didn’t tell anyone as housekeeping came to room at 11:20\. We called and again asked for time - she said she can have a “few minutes”. We don’t stay at Quality Inns but travel a lot and have never been told no to a later check if needed it. BTW the parking lot was pretty empty so I don’t think they “needed that one room”. Again the younger girl at checking was great and the gentleman later that night were great. Reviewed on Apr 5, 2026 ![Super 8 by Wyndham Milford/New Haven](https://images.trvl-media.com/lodging/1000000/870000/866400/866321/cf18f980_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Super 8 by Wyndham Milford/New Haven CA $988 per person May 15 - May 18 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to New Haven (HVN) 5.6/10 (927 reviews) no problem with the AC and there is a lot of restaurants and stores close to the hotel!! Reviewed on Mar 23, 2026 ## Ready to book your vacation to West Simsbury? Choose your dates ## West Simsbury Hotel Deals ![Holiday Inn Express Southington by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/06fc08bd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express Southington by IHG 120 Laning St Southington CT Fully refundable CA $150 CA $172 total Apr 19 - Apr 20 includes taxes & fees 8.6/10 Excellent! (1,263 reviews) Clean lobby and great hotel staff. Hall way carpets could use a clean Reviewed on Apr 8, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=3929&PinnedHotelID=3929&HadPinnedHotel=true®ionId=6346769) ![MGM Springfield](https://images.trvl-media.com/lodging/28000000/27670000/27664900/27664860/6589d0b2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### MGM Springfield One MGM Way Springfield MA CA $234 CA $297 total Apr 12 - Apr 13 includes taxes & fees 9/10 Wonderful! (1,512 reviews) great Reviewed on Apr 4, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=27664860&PinnedHotelID=27664860&HadPinnedHotel=true®ionId=6346769) ![Candlewood Suites Windsor Locks Bradley Arpt by IHG](https://images.trvl-media.com/lodging/2000000/1620000/1619200/1619197/f7719b06_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Candlewood Suites Windsor Locks Bradley Arpt by IHG 149 Ella Grasso Turnpike Windsor Locks CT Fully refundable CA $183 CA $210 total Apr 19 - Apr 20 includes taxes & fees 8.4/10 Very Good! (1,004 reviews) The room was very clean Staff communication was excellent The bathroom was spotless I Reviewed on Apr 8, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=1619197&PinnedHotelID=1619197&HadPinnedHotel=true®ionId=6346769) [See all 700 properties in West Simsbury](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F04%2F2026&endDate=11%2F04%2F2026®ionId=6346769) 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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