Guilford Holidays

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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.

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

Spark by Hilton Guilford

2.5 out of 5
300 Boston Post Rd Guilford CT
The price is £78 per night from 29 Nov to 30 Nov
£78
29 Nov - 30 Nov
includes taxes & fees
9/10 Wonderful! (234 reviews)
"Polite staff"

Reviewed on 9 Nov 2026

Spark by Hilton Guilford
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
The price is £105 per night from 25 Nov to 26 Nov
£105
25 Nov - 26 Nov
includes taxes & fees
9.2/10 Wonderful! (2,414 reviews)
"This is my go-to hotel when I travel to CT. Excellent rooms, great interior design, and a lobby that's also very amenable to working travelers. And the staff is amazing! I've never had a bad experience. Definitely recommend"

Reviewed on 10 Nov 2026

New Haven Hotel
Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy Wethersfield CT
The price is £57 per night from 15 Nov to 16 Nov
£57
15 Nov - 16 Nov
includes taxes & fees
Motel 6 Wethersfield, CT - Hartford
See all 1,752 properties in Guilford
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Stay near popular Guilford attractions

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.
See properties

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

* 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.