Guilford Vacations

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    Better together
    Save up to ￥45,448 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Find the Best Guilford Vacation Packages

Guilford Hotel Deals

Vikings Villages Resort
Vikings Villages Resort
2 out of 5
360 Stony Hill Rd South, Guilford, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is ￥45,962 per night from Jun 25 to Jun 26
￥45,962
￥53,605 total
Jun 25 - Jun 26
includes taxes & fees
10/10 Exceptional! (106 reviews)
"Loved everything! From the greeting to the departure! Great place :) Thanks again!"

Reviewed on Jun 23, 2025

Vikings Villages Resort
The Jelly Mill-A Peaceful River Retreat
The Jelly Mill-A Peaceful River Retreat
Guilford
10/10 Exceptional! (52 reviews)
Perfect
"This beautiful home and remote, peaceful surroundings were perfect for my friends and I to reconnect when we met for our 50th high school reunion after not seeing each other for many years. I highly recommend if you are looking for a place to unwind, relax and spend time outdoors in a serene ..."

Reviewed on Jun 1, 2025

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The Jelly Mill-A Peaceful River Retreat
Red Roof Inn PLUS+ South Deerfield – Amherst
Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 out of 5
9 Greenfield Rd, South Deerfield, MA
Fully refundableReserve now, pay when you stay
The price is ￥14,970 per night from Jun 25 to Jun 26
￥14,970
￥16,722 total
Jun 25 - Jun 26
includes taxes & fees
7/10 Good! (1,002 reviews)
"Good Location"

Reviewed on Jun 16, 2025

Red Roof Inn PLUS+ South Deerfield – Amherst
See all 1,158 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.

Frequently asked questions

How much does a Guilford vacation package cost?
You can snap up a vacation package to this top destination on Expedia. But how much your vacation to Guilford costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Guilford?
January, April and November are great times to search for cheap Guilford vacation packages. Traveling in less busy months means you can generally find lower prices on flights and accommodations.
How many days is enough for Guilford?
The ideal length for your Guilford vacation depends on what you'd like to do. Usually, a handful of days to a week will give you time to hit all the leading sights and discover some hidden treasures along the way.
How to find the best Guilford package deals?
Begin your search for a Guilford package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Guilford package deal right away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Guilford escape underway.
Is it cheaper to book a Guilford vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and hotels separately. Better still, you can tailor your Guilford trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Guilford?
If you have your Guilford vacation dates finalized, book early to score some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Guilford?

  1. Choose your dates: What you plan to do in Guilford and your preferred season can help you decide when to get away.
  2. Plan your budget wisely: On top of the price of your stay, you should factor in other expenses too. These include transportation, food and flights. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Guilford.
  3. Decide how many days away: Start by making a list of all the activities and attractions you'd like to get to in Guilford. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to choose a Guilford vacation package that brings all your bookings together.

Discover the most popular places to visit in Guilford

Tasha Tudor Museum

You can spend time browsing the exhibits at Tasha Tudor Museum during your travels in West Brattleboro. Stroll along the riverfront or experience the area's entertainment venues.

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