Guilford Holidays

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Photo by Claudia Sanchez de Lozada

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Guilford Holiday

Our pick of the best 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 NZ$616 per night from 24 June to 25 June
NZ$616
24 June - 25 June
includes taxes & fees
10/10 Exceptional! (104 reviews)
"Beautiful and unique place to stay"

Reviewed on 1 Jun. 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 1 Jun. 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 NZ$192 per night from 24 June to 25 June
NZ$192
24 June - 25 June
includes taxes & fees
7/10 Good! (1,002 reviews)
"Good Location"

Reviewed on 16 Jun. 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 holiday package cost?
You can snap up a holiday package to this top destination on Expedia. But how much your holiday 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 holiday packages. Travelling in less busy months means you can generally find lower prices on flights and accommodation.
How many days is enough for Guilford?
The ideal length for your Guilford holiday 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 holiday as a package?
An Expedia holiday 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 holiday package to Guilford?
If you have your Guilford holiday 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 holiday package that brings all your bookings together.

Discover the most popular places to visit in Guilford

Brattleboro Farmers' Market

You can do some window-shopping at Brattleboro Farmers' Market during your trip to West Brattleboro. Discover the area's entertainment venues or seek out its ski slopes.

Brattleboro Farmers' Market

Guilford Welcome Center

After visiting Guilford Welcome Center, make a plan to see the other sights and activities in Guilford. Discover the cafes and its entertainment venues while you're in the area.

Guilford Welcome Center

Estey Organ Museum

You can spend time exploring the galleries in Estey Organ Museum during your travels in Brattleboro. Amble around the area's riverfront or seek out its ski slopes.

Estey Organ Museum

What to do in Guilford

Vermont RT 100 Self Guided Driving Audio Tour

Vermont RT 100 Self Guided Driving Audio Tour

NZ$28
per traveller
Vermont RT 100 Self Guided Driving Audio Tour
Cycling New Hampshire's Covered Bridges

Cycling New Hampshire's Covered Bridges

NZ$808
per adult
Cycling New Hampshire's Covered Bridges
See all activities in Guilford
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.