Guilford Vacations

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Find the Best Guilford Vacation Packages

Guilford Hotel Deals

Spark by Hilton Guilford

Spark by Hilton Guilford

300 Boston Post Rd Guilford CT
Fully refundableReserve now, pay when you stay
NT$3,619
NT$4,162 total
Oct 12 - Oct 13
includes taxes & fees
9/10 Wonderful! (209 reviews)
"Very good place for the money"

Reviewed on 2026/9/26

Spark by Hilton Guilford
New Haven Hotel

New Haven Hotel

229 George Street New Haven CT
NT$3,787
NT$4,355 total
Oct 27 - Oct 28
includes taxes & fees
New Haven Hotel
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
NT$2,483
NT$2,856 total
Oct 14 - Oct 15
includes taxes & fees
8/10 Very Good! (1,016 reviews)
"Although a budget property, staff was helpful and the property is well-maintained. We were pleasantly surprised by the quality of our stay."

Reviewed on 2026/9/29

Pier Blue Inn Old Saybrook - Essex
See all 1,776 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.

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.
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Sachem Head Harbor

This serene coastal harbor 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.
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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.
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Guilford Art Center

9.2/10 (5 reviews)
This creative hub offers classes in ceramics, blacksmithing, painting, and jewelry making for all skill levels. Explore the gallery's rotating exhibits or find unique handcrafted treasures in the artisan shop.
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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.
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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.
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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.
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Medad Stone Tavern Museum

Find out about the history of Guilford when you take a trip to Medad Stone Tavern Museum. While in this family-friendly area, you can enjoy the restaurants.
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Frequently asked questions

How much does a Guilford vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Guilford costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Guilford?
You can typically find lower prices and better availability in January, February and March. Browse our cheap Guilford vacation packages and you could land some excellent off-season deals.
How many days is enough for Guilford?
Generally, a handful of days is ideal for a Guilford vacation. With a well-organized itinerary, you can go to all the leading attractions including Hyland House Museum, as well as explore some hidden treasures along the way.
Is it worth booking a vacation package to Guilford?
Whether you're planning to explore attractions like Bishops Orchard and Winery and Guilford Art Center, or eager to experience its terrific nature and history, a Guilford vacation is sure to exceed your expectations. Book your getaway with Expedia and discover why Guilford is such a good vacation destination.
How to find the best Guilford package deals?
Use Expedia's handy filters to find some fabulous Guilford package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Guilford package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Guilford vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging accommodations and flights separately. Better still, you can customize your Guilford escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Guilford?
If you have your Guilford vacation dates locked in, book as early as you can to score some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for traveling on a whim.
How to plan a trip to Guilford?
  1. Choose when to get away: Check your diary and get your bags packed. Your favorite time of year and the available activities will also help you decide when to vacation in Guilford.
  2. Calculate your budget: Ensure you have enough money to cover everything from food and transportation to flights and activities. Your accommodations will probably be the biggest expense during your trip to Guilford.
  3. Decide your trip length: Think about how long you'd like to spend exploring Guilford. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Guilford vacation package that brings all your bookings together.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.