Deals on vacations and trips to Guilford

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Guilford flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,402, price is now $1,112 per person
$1,112
per person
Jan 2 - Jan 9
found 23 hours ago
Roundtrip flight included
Jacksonville (JAX) to Springfield (VSF)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.
The Vesper

The Vesper

3 out of 5
Price was $1,509, price is now $1,146 per person
$1,146
per person
Jan 2 - Jan 9
found 23 hours ago
Roundtrip flight included
Jacksonville (JAX) to Springfield (VSF)
This bed & breakfast doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A virtual front desk are provided for your convenience.
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Jackson Gore Base Area
Price was $2,352, price is now $1,858 per person
$1,858
per person
Jan 2 - Jan 9
found 23 hours ago
Roundtrip flight included
Jacksonville (JAX) to Springfield (VSF)
Ski-in/ski-out access, 2 restaurants, and 3 hot tubs are all featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski passes and ski storage are available on site. Bring the family and enjoy the mini golf, playground, and arcade/game room.
Okemo Mountain Lodging by Vail Resorts

Okemo Mountain Lodging by Vail Resorts

3.5 out of 5
Clock Tower Base Area
Price was $8,024, price is now $6,602 per person
$6,602
per person
Jan 2 - Jan 9
found 23 hours ago
Roundtrip flight included
Jacksonville (JAX) to Springfield (VSF)
This vacation home features laundry facilities. Take advantage of the free self parking.
Mountain Lodge at Okemo, A Vail Resorts Property

Mountain Lodge at Okemo, A Vail Resorts Property

3 out of 5
Clock Tower Base Area
Price was $2,013, price is now $1,684 per person
$1,684
per person
Jan 2 - Jan 9
found 23 hours ago
Roundtrip flight included
Jacksonville (JAX) to Springfield (VSF)
A restaurant and a gym are featured at this hotel. Take advantage of ski passes and ski storage on site, and enjoy downhill skiing and sledding. Families will appreciate the onsite laundry facilities and babysitting.

Top Guilford hotels deals

Vikings Villages Resort

Vikings Villages Resort

2 out of 5
360 Viking Village Drive Guilford VT
$223 nightly
The price is $243 total per night
$243 total
Oct 27 - Oct 28
Total with taxes and fees
A rooftop terrace is featured at this hotel, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and a picnic area are also on offer.
Parking included
Free WiFi
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Free Cancellation
$172 nightly
The price is $189 total per night
$189 total
Oct 28 - Oct 29
Total with taxes and fees
This smoke-free resort features ski-in/ski-out access, a full-service spa, and a restaurant. Enjoy the gym and perks like free WiFi and a free area shuttle. You'll appreciate the sauna, bar/lounge, and laundry facilities.
Spa
Free WiFi
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $109 total per night
$109 total
Nov 1 - Nov 2
Total with taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden, a grocery/convenience store, and a lobby fireplace are also on offer.
Breakfast included
Pet friendly
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2 out of 5
3 Ash Brook Road Keene NH
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $101 total per night
$101 total
Oct 28 - Oct 29
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and a snack bar/deli and a picnic area are also provided.
Breakfast included
Pet friendly
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
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $100 total per night
$100 total
Nov 8 - Nov 9
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
Pet friendly
Parking included
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

3 out of 5
270 Handle Rd West Dover VT
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $116 total per night
$116 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a seasonal outdoor pool and a hot tub. Enjoy the free ski shuttle and onsite ski storage. Enjoy the sauna and perks like free self parking and free WiFi.
Pool
Hot Tub
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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

Sweet Pond State Park

You can take time to visit Sweet Pond State Park during your travels to Guilford. Make some time to visit the shops while you're in the area.
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Frequently asked questions

How much are vacation packages to Guilford?
$1,112 is all you need to spend for an exciting vacation in Guilford. Bundle your hotel and flights into a vacation package with Travelocity and see your savings add up. With these kinds of prices, you'll want to start packing your bags now!
Where can I get the best vacation package deals for Guilford?
Travelocity has endless ways to score a terrific Guilford package deal. Choose from 400 partner airlines and 1,000,000 hotels worldwide and craft a vacation package that's perfect for you. With so many options at hand, you'll have plenty of inspiration for your next big adventure.
Why should I book my Guilford vacation package via Travelocity?
Because we believe in crafting stress-free travel experiences. From hotels and flights to car rentals and activities, our packages make it a breeze to save. Our customer care is on hand 24/7 to make sure you're being well taken care of. We also have an amazing Price Match Guarantee, so you can lock in your trip knowing you've landed the best deal around. If you find a lower price, we'll match it!
Will I save money on my Guilford car rental if I combine it with my hotel or flight?
Bundling your flight, car and hotel into a Guilford vacation package is a surefire way to score an amazing deal. Plus, having your own rental car gives you total freedom to make your way to all those amazing sights you're hoping to explore. Situated 80 mi from Guilford, Fenway Park is one attraction that should be on your itinerary. Put together a driving playlist and make a day trip of it.
Which airport is best for Guilford?
It's likely you'll be touching down at Bradley Intl. Airport (BDL), located 60 mi south of downtown Guilford. Manchester-Boston Regional Airport (MHT) (60 mi away from central Guilford) and Lebanon Municipal Airport (LEB) (55 mi away from central Guilford) are other choices.
Where should I stay when visiting Guilford?
Many people choose to spend their nights at the 360 degrees of nature from within the 1 bedroom Vermont Mirror House.. It's a terrific base for your Guilford getaway.

Photos of local treasures

Browse Guilford vacation photos for more inspiration

A red covered bridge with a sign indicating a legal load limit of 16,000 pounds.