Guilford Holidays from £652
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Your Guilford Holiday
With all the details organised before you take off, our Guilford holiday packages mean you can focus more on enjoying your getaway. No matter if you're based in the neighbourhood of Madison Centre, which is good for golfing, or somewhere else, this fun city promises an array of discoveries. If taking in sights is part of the plan during your trip to Guilford, swing by top attractions like Bill Miller’s Castle, Bishops Orchard and Winery and Guilford Art Centre. A couple of clicks is all it takes to put together your ideal Guilford holiday on Expedia.
Top Guilford Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Luxury Furnished Apartments by Hyatus Downtown at Yale
The Hill
£981
per person
17 Oct - 21 Oct
found 7 hours ago
Return direct flight included
Manchester (MAN) to New Haven (HVN)
9.6/10 Exceptional! (85 reviews)
I had an amazing stay at the Hyatus. The property was exceptionally clean and well maintained, which made me feel comfortable from the moment I arrived.
The location was perfect—convenient to everything I needed while still being quiet and peaceful, making it easy to relax after a busy week. Overall, it was a wonderful experience, and I would absolutely stay here again. Highly recommend!
Reviewed on 6 Jul 2026
Hyatus Luxury Residences City Crossing
The Hill
£920
per person
17 Oct - 21 Oct
found 7 hours ago
Return direct flight included
Manchester (MAN) to New Haven (HVN)
9.4/10 Exceptional! (33 reviews)
The room was spacious and clean. Close to new haven union station, yale university and downtown. We enjoyed the pool, gym and the rooftop. Check in and check out process were very smooth. Sarah was very responsive to our questions. Would def stay here again.
Reviewed on 10 Aug 2026
Cambria Hotel New Haven University Area
West River
£830
per person
17 Oct - 21 Oct
found 7 hours ago
Return direct flight included
Manchester (MAN) to New Haven (HVN)
8.8/10 Excellent! (1,089 reviews)
the room was clean except there was no body wash in the refillable dispensers. we had to ask for it at the front desk. we also mentioned that the sliding “barn door” of the bathroom was hard to close and needed to be greased. they said they would send maintenance but never did. on the day of check out the wallpaper completely unraveled.
Reviewed on 9 Aug 2026
Guilford Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tweed - New Haven Regional Airport (HVN) |
Population | 22,500 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Hammonasset Beach State Park, Hammonasset Beach and East Haven Town Beach |
Top hotels in Guilford
Spark by Hilton Guilford
300 Boston Post Rd Guilford CT
Fully refundableReserve now, pay when you stay
£90
30 Aug - 31 Aug
includes taxes & fees
Motel 6 New Haven - Branford, CT
320 E Main St Branford CT
Fully refundable
£55
3 Sept - 4 Sept
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
£84
11 Aug - 12 Aug
includes taxes & fees
8/10 Very good! (1,003 reviews)
"Convenient location but old rooms"
Reviewed on 9 Aug 2026
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.
Stay near popular Guilford attractions
Guilford Town Green
The Guilford Town Green, one of New England's largest historic commons, offers shade trees perfect for relaxation. Explore surrounding boutiques or time your visit for farmers' markets and summer concerts.
Sachem Head Harbor
This serene coastal harbour showcases New England's maritime heritage with its historic yacht club dating to the 19th century. Enjoy panoramic water views while watching sailboats glide across the picturesque bay.
Chaffinch Island State Park
9.6/10 (4 reviews)
This serene 22-acre coastal park offers picturesque views of Long Island Sound and rocky shores to explore. Bring binoculars for exceptional birdwatching while enjoying the peaceful tidal pools and grassy picnic areas.
Bishops Orchard and Winery
8.4/10 (11 reviews)
This historic family farm has cultivated Connecticut's finest fruits since 1871. Sample estate-made wines, pick seasonal berries, or browse the market's fresh produce and artisanal goods.
Guilford Art Center
9.2/10 (5 reviews)
This creative hub offers classes in ceramics, blacksmithing, painting, and jewellery making for all skill levels. Explore the gallery's rotating exhibits or find unique handcrafted treasures in the artisan shop.
Hyland House Museum
8.8/10 (3 reviews)
This beautifully preserved 1713 saltbox house showcases colonial life through period furnishings. Guided tours reveal historical details while surrounding gardens complement your journey.
Henry Whitfield State Museum
10.0/10 (3 reviews)
Built in 1639, this stone house stands as Connecticut's oldest dwelling and New England's oldest stone home. Explore three floors of period furnishings that showcase nearly four centuries of fascinating American history.
Frequently asked questions
Why should I book my Guilford holiday with Expedia?
Expedia has you covered for all aspects of your next Guilford trip. You'll always get the best deals, but when you bundle your flights, hotel and/or hire car into a holiday package, you'll get even more savings. Looking to really make the most of your break? Add some exciting activities and tours to your package. We offer flexible cancellation policies on almost all bookings, so you won't need to worry if you have to change your plans. Head over to our Customer Service Portal link to discover more.
When is the best time of year to holiday in Guilford?
If you enjoy the excitement that comes with peak season, head to Guilford in June, August and October. If you're looking for a more relaxed vibe, November, December and January will suit you better. With average daytime temperatures of 0ºC, January is the coolest month in Guilford. The warmest month is July, when you can expect averages of 23ºC during the day. Whatever the temperature, you'll discover loads to keep you busy here.
What is the top hotel for my holiday in Guilford?
Graduate New Haven is a perfect base for an exciting trip to Guilford, offering all the comforts and amenities you need and more.
How do I get a cheap holiday to Guilford?
Search for flights that suit your schedule, add a hotel to your booking and watch the savings stack up with a Guilford holiday. It's as simple as that! From flights and hotels to hire cars and activities, Expedia makes travelling cheap and easy. And with over 400 airlines and 321,000 properties worldwide to select from, you'll never be short of choice. Learn more about how you can save money on your next holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Guilford holiday?
There are so many things to do and see while enjoying a holiday in Guilford. Hammonasset Beach State Park, Hammonasset Beach, Stony Creek Brewery and Bishops Orchard and Winery are a few of this city's best attractions.
What is the best area to stay in when on holiday in Guilford?
There's so much to do in Guilford, so stay close to its top attractions and spend more time sightseeing. Bishops Orchard and Winery is one place to put on your to-do list.
Do I need a visa for my Guilford holiday?
Visa requirements for Guilford vary depending on your nationality and the reason for your visit. It's wise to check official government websites to determine if you need a visa for your trip. This is also a good place to find the most up-to-date information, including details about application procedures and any supporting documentation that may be necessary. Enquire about your visa requirements in advance to ensure a smooth travel experience. Finally, check to see that your passport has a minimum of six months validity from your date of return.
What should I wear on my Guilford holiday?
Consider the activities planned during your trip to Guilford and create a travel wardrobe that can be mixed and matched. For fashion inspiration or even information on dress codes, browse a few style blogs or social media accounts. Daytime temperatures in January, Guilford's coolest month, average 0ºC. July marks this city's warmest month when the average temperature reaches 23ºC. Our top tip? Take the guesswork out of packing and check the local weather conditions.
What does an Expedia Guilford holiday include?
Expedia has all you need to lock in your Guilford getaway, but how your package is structured is your call. Choose from a combination of hotels, flights and hire cars. Looking for a few activities to keep you on the go? Once you've made your booking, you can add them too. No matter your style or budget, there's a package to meet your needs. Private holiday homes and cottages are a couple of the most highly sought-after property types in Guilford. Whatever your group size or holiday style, you can count on Expedia for the freedom to tailor your next big adventure.
Does Expedia offer Book Now, Pay Later Guilford holidays?
Expedia has joined forces with online lender Klarna to make booking your next getaway easier on your hip pocket. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more money to spend while you're travelling. Klarna has several payment plans to pick from, so you're sure to find something that suits your budget. Browse these flexible payment options:
- Pay monthly holidays: Realise your holiday dreams sooner with Klarna's convenient instalment plans. If paying in multiple transactions works for you, choose this option at checkout.
- No-deposit holidays: If no upfront fee for your trip makes hitting that "book now" button more stress-free, go for a no-deposit holiday plan with Klarna so you can Book Now, Pay Later!
Can I choose my airline with a Guilford Expedia holiday?
Yes — that's the beauty of an Expedia package. You're the boss! We have access to more than 400 partner airlines around the world, so you have options galore when organising your Guilford getaway.
Explore a world of travel with Expedia
- 5 Star Hotels in New Haven
- Branford Hotels
- Waterside retreat! 4BR/3BA with private dock/views
- Guilford Hotels
- Madison Beach Hotel
- Madison Hotels
- Studio
- Holiday Inn Express Branford
- Motel 6 New Haven
- Thimble Islands Bed & Breakfast
- New Haven Hotels
- Spectacular Lake Front Cabin close to CT shoreline
- Northford Hotels
- Clinton Motel
- Lamplighter Motel
- Private LAND ....OPEN SPACE 30 ACRES with POND
- Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
- Water's Edge Resort & Spa
- Westbrook Inn B&B
- Pine Orchard Hotels
- Adorable Cottage with Cottage porch
- Cozy beach cottage. Less than a 2minute walk to the beach.
- Westbrook Hotels
- Flights to Branford
- Flights to Killingworth
- Flights to Connecticut
- Flights from Tweed - New Haven Regional
- Delta Minneapolis (MSP) to New Haven (HVN) flights
- Flights from Atlanta (ATL) to New Haven (HVN)
- Flights from Boston (BOS) to New Haven (HVN)
- Flights from Cambridge (CBG) to New Haven (HVN)
- Flights from Cardiff (CWL) to New Haven (HVN)
- Flights from Edinburgh (EDI) to New Haven (HVN)
- Flights from Newark Liberty Intl. Airport (EWR) to New Haven (HVN)
- Flights from Frankfurt (FRA) to New Haven (HVN)
- Flights from Glasgow (GLA) to New Haven (HVN)
- Flights from Washington (IAD) to New Haven (HVN)
- Flights from Indianapolis (IND) to New Haven (HVN)
- Flights from New York (JFK) to New Haven (HVN)
- Flights from Los Angeles (LAX) to New Haven (HVN)
- Flights from London (LGW) to New Haven (HVN)
- Flights from London (LHR) to New Haven (HVN)
- Flights from Liverpool (LPL) to New Haven (HVN)
- Flights from Manchester (MAN) to New Haven (HVN)
- Flights from Orlando (MCO) to New Haven (HVN)
- Flights from New Orleans (MSY) to New Haven (HVN)
- Flights from Newcastle (NCL) to New Haven (HVN)
- Flights from Chicago (ORD) to New Haven (HVN)
- Flights from Philadelphia (PHL) to New Haven (HVN)
- Flights from Seattle (SEA) to New Haven (HVN)
- Flights from San Angelo (SJT) to New Haven (HVN)
- Flights from San Juan (SJU) to New Haven (HVN)
- Flights from Tallinn (TLL) to New Haven (HVN)
- Flights from Halifax (YHZ) to New Haven (HVN)
- Flights from Montreal (YUL) to New Haven (HVN)
- Flights from Vancouver (YVR) to New Haven (HVN)
- Flights from Toronto (YYZ) to New Haven (HVN)
- Branford Holidays
- Visit Branford
- Bridgeport Holidays
- Connecticut Holidays
- Cromwell Holidays
- Devon Holidays
- East Berlin Holidays
- East Hartford Holidays
- Easton Holidays
- Elizabeth Park
- Essex Saybrook Antique Village Shopping Center
- Essex Steam Train
- Essex Holidays
- Fairfield Holidays
- Hartford Holidays
- Mountain Holiday Packages Thimble Islands
- Lutz Children's Museum
- Manchester Holidays
- Mark Twain House & Museum
- Monroe Plaza Shopping Center
- Mystic Holidays
- Naval Submarine Base New London
- New Haven Holidays
- Visit New Haven
- Visit Northford
- Ocean Beach Park
- Salem Holidays
- Shelton Holidays
- Southington Holidays
- Southport Holidays
- Waterbury Green
- Visit Westbrook
- Witch's Dungeon Classic Movie Museum
- Yale University
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
