Title: Middlefield Vacation Packages 2026 from $463 | Expedia.com [Middlefield Travel Guide](https://expedia.com/Middlefield.dx6003940)[Hotels in Middlefield](https://expedia.com/Middlefield-Hotels.d6003940.Travel-Guide-Hotels)[Vacation Rentals in Middlefield](https://expedia.com/Middlefield-Vacation-Rentals.d6003940.Travel-Guide-VacationRentals)[Flights to Middlefield](https://expedia.com/Cheap-Flights-To-Middlefield.d6003940.Travel-Guide-Flights)[Car Rentals in Middlefield](https://expedia.com/Car-Rentals-In-Middlefield.d6003940.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6003940/c108428e-349a-43b7-9609-8fb659e6058b.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Middlefield Vacations from $463 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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 Middlefield Vacation Prepare to experience Middlefield on your terms with a custom Middlefield vacation package! Discovering the best parts of this captivating city is simple with a base in a neighborhood such as Washington Street Historic District, which is great for history, among many other things. [Wesleyan University](https://www.expedia.com/Wesleyan-University-Middletown.d501175.Vacation-Attraction), [Powder Ridge Mountain Park and Resort](https://www.expedia.com/Powder-Ridge-Mountain-Park-And-Resort-Connecticut.d553248621560918651.Vacation-Attraction) and [Brownstone Exploration & Discovery Park](https://www.expedia.com/Brownstone-Exploration-Discovery-Park-Portland.d553248621558114723.Vacation-Attraction) are just a few of the many sights you'll want to check out during your trip to Middlefield. No matter your travel plans or the size of your budget, organizing your ultimate tailored Middlefield vacation is a cinch with Expedia. ## The Latest Middlefield vacation packages Price found within the past 48 hours. Click for updated prices. ![Super 8 by Wyndham Old Saybrook](https://images.trvl-media.com/lodging/1000000/860000/855300/855251/744f57e8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Super 8 by Wyndham Old Saybrook $463 per person Jun 4 - Jun 8 found 1 day ago Roundtrip flight included Dallas (DFW) to New Haven (HVN) 7/10 Good! (913 reviews) Just motel , clean. No breakfast there, no coffee either. At 10 AM nobody showed up into front office for check out. Reviewed on Jan 1, 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 $1,020 per person Jun 4 - Jun 8 found 1 day ago Roundtrip flight included Dallas (DFW) 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 ![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 $569 per person May 14 - May 16 found 10 hours ago Roundtrip flight included Orlando (ORL) to New Haven (HVN) 9.4/10 Exceptional! (347 reviews) beautiful room and views Reviewed on Dec 13, 2025 ![Homewood Suites by Hilton Wallingford-Meriden](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273388/e8764690_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Homewood Suites by Hilton Wallingford-Meriden $876 per person May 7 - May 12 found 2 hours ago Roundtrip non-stop flight included Fort Lauderdale (FLL) to New Haven (HVN) 9/10 Wonderful! (930 reviews) Rooms were immaculate. The kitchenette and bathroom spotless. I loved my stay. Have all of the conveniences, indoor pool, 24 hr gym and breakfast which included a wide variety to select from. Reviewed on Feb 22, 2026 ![Hilton Garden Inn Wallingford/Meriden](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/15d5ef38_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Garden Inn Wallingford/Meriden $862 per person May 7 - May 12 found 2 hours ago Roundtrip non-stop flight included Fort Lauderdale (FLL) to New Haven (HVN) 9/10 Wonderful! (999 reviews) Close to restaurants and shopping mall! Reviewed on Mar 16, 2026 Don't see what you're looking for? See all available trips from Columbus to Middlefield [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-26/2026-05-03/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BDL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Middlefield ![Lyman orchards is lovely any time of year, but especially in spring when the apples and peaches are in bloom. These are their peach trees. Plus, Lyman orchard's store has great cider, sandwiches, and snacks.](https://images.trvl-media.com/place/6003940/065666c5-0f16-4b72-9e04-a014d4ab9590.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Lyman Orchards You can do some window-shopping at Lyman Orchards during your visit to Middlefield. Take in the entertainment venues while you're in the area. [](https://expedia.com/Lyman-Orchards-Middlefield.d553248621532665889.Vacation-Attraction) #### Black Pond State Wildlife Area Explore the great outdoors at Black Pond State Wildlife Area, a lovely green space in Middlefield. Take in the entertainment venues in this family-friendly area. [](https://expedia.com/Black-Pond-State-Wildlife-Area-Middlefield.d553248621557936602.Vacation-Attraction) #### Indian Springs Golf Club Enjoy a round of golf in Middlefield at Indian Springs Golf Club. Take in the entertainment venues while you're in the area. [](https://expedia.com/Indian-Springs-Golf-Club-Middlefield.d6322669.Vacation-Attraction) ## Middlefield Hotel Deals ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### New Haven Hotel 229 George Street New Haven CT Fully refundableReserve now, pay when you stay $105 nightly $121 total Apr 5 - Apr 6 Total with taxes and fees 9/10 Wonderful! (2,045 reviews) Beer on tap as well as a other drink options available when you check in and friendly staff. My stay here was in the mid-point of a multi-state trip so having self service washer and dryer on site was a godsend. Water takes a good bit to warm up in the shower, but all in all the room was nice and ... Reviewed on Mar 26, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=36721&PinnedHotelID=36721&HadPinnedHotel=true®ionId=6003940) ![The Capitol Hotel](https://images.trvl-media.com/lodging/1000000/10000/6800/6777/2c26b973_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Capitol Hotel 440 Asylum St Hartford CT Fully refundableReserve now, pay when you stay $84 nightly $97 total Apr 2 - Apr 3 Total with taxes and fees 7.6/10 Good! (1,211 reviews) yes Reviewed on Mar 23, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F2%2F2026&endDate=4%2F3%2F2026&selected=6777&PinnedHotelID=6777&HadPinnedHotel=true®ionId=6003940) ![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 $108 nightly $124 total Apr 5 - Apr 6 Total with taxes and fees 8.6/10 Excellent! (1,247 reviews) Thank you A really nice time Reviewed on Mar 24, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=3929&PinnedHotelID=3929&HadPinnedHotel=true®ionId=6003940) [See all 1,193 properties in Middlefield](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F27%2F2026&endDate=3%2F28%2F2026®ionId=6003940) 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. ## Find the Best Middlefield Vacation Packages ## Middlefield Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Bradley Intl. Airport (BDL) | | Max Temp Winter | 35ºF | | Max Temp Summer | 80ºF | | Top Sights | [Toyota Presents Oakdale Theatre](https://www.expedia.com/Toyota-Presents-Oakdale-Theatre-Wallingford.d6089829.Vacation-Attraction), [Brownstone Exploration & Discovery Park](https://www.expedia.com/Brownstone-Exploration-Discovery-Park-Portland.d553248621558114723.Vacation-Attraction) and [Dinosaur State Park](https://www.expedia.com/Dinosaur-State-Park-Rocky-Hill.d6178511.Vacation-Attraction) | ## More vacations you might like ![](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.com/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 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[](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Middlefield vacation package cost? ### What are the cheapest months to go to Middlefield? ### How many days is enough for Middlefield? ### Is it worth booking a vacation package to Middlefield? ### How to find the best Middlefield package deals? ### Is it cheaper to book a Middlefield vacation as a package? ### When to book a vacation package to Middlefield? ### Does Expedia offer Book Now, Pay Later Middlefield vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Rockfall Hotels ](https://www.expedia.com/Rockfall-Hotels.d6353672.Travel-Guide-Hotels) - [Hotels near Lyman Orchards ](https://www.expedia.com/Lyman-Orchards-Hotels.0-l553248621532665889-0.Travel-Guide-Filter-Hotels) - [Hotels near Black Pond State Wildlife Area ](https://www.expedia.com/Black-Pond-State-Wildlife-Area-Hotels.0-l553248621557936602-0.Travel-Guide-Filter-Hotels) - [Hotels near Wadsworth Falls State Park ](https://www.expedia.com/Wadsworth-Falls-State-Park-Hotels.0-l553248621561886273-0.Travel-Guide-Filter-Hotels) - 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