Guilford Vacations

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  • Plan, book, travel with confidence

  • Better together

    Save up to AEDĀ 5,000 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Find the Best Guilford Vacation Packages

Guilford Hotel Deals

Spark by Hilton Guilford

Spark by Hilton Guilford

2.5 out of 5
300 Boston Post Rd Guilford CT
Fully refundableReserve now, pay when you stay
The price is AEDĀ 389 per night from Aug 2 to Aug 3
AEDĀ 389
AEDĀ 447 total
2 Aug - 3 Aug
includes taxes & fees
9/10 Wonderful! (161 reviews)
"Great Staff and clean Facility. Breakfast was nothing special but did not expect much anyway. Yogurt was Vanilla from a machine which comes out painfully slow. Would prefer small individual containers like they used to have."

Reviewed on 14 July 2026

Spark by Hilton Guilford
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is AEDĀ 475 per night from Aug 9 to Aug 10
AEDĀ 475
AEDĀ 546 total
9 Aug - 10 Aug
includes taxes & fees
9.2/10 Wonderful! (2,211 reviews)
"Hotel was a pleasure to stay at. Staff particularly helpful and friendly."

Reviewed on 16 July 2026

New Haven Hotel
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundable
The price is AEDĀ 336 per night from Jul 23 to Jul 24
AEDĀ 336
AEDĀ 387 total
23 Jul - 24 Jul
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
See all 1,748 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.
See properties

Frequently asked questions

How much does a Guilford vacation package cost?
You'll find cheap prices on Expedia for your Guilford break. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Guilford costs.
What are the cheapest months to go to Guilford?
If you're looking to book a cheap Guilford vacation package, consider visiting in January, February and March. You'll generally find better prices on flights and accommodations during these quieter months ā€” perfect for a budget-friendly break.
How to find the best Guilford package deals?
Bagging a cheap Guilford package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Guilford package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Guilford vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking hotels and flights separately. Better still, you can tailor your Guilford escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Guilford?
If you're considering a spontaneous Guilford trip, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Guilford?

  1. Pick the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to travel to Guilford.
  2. Plan your budget wisely: In addition to the cost of your stay, you'll need to consider other expenses. These include flights, transportation and food. Also, set aside some extra funds for unexpected expenses that could arise during your trip to Guilford.
  3. Work out your trip length: Consider how long you'd like to spend discovering Guilford. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Guilford vacation package.