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.
Solano Inn

Solano Inn

2.5 out of 5
Price was $736, price is now $589 per person
$589
per person
Dec 22 - Dec 26
found 21 hours ago
Roundtrip flight included
Chicago (ORD) to Hartford (BDL)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, express check-out, and laundry facilities are also on offer.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,133, price is now $905 per person
$905
per person
Oct 30 - Nov 2
found 5 hours ago
Roundtrip non-stop flight included
Chicago (ORD) 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.
Inn at Middletown

Inn at Middletown

3.5 out of 5
Washington Street Historic District
Price was $875, price is now $707 per person
$707
per person
Dec 22 - Dec 26
found 21 hours ago
Roundtrip flight included
Chicago (ORD) to Hartford (BDL)
This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the gym and perks like free self parking.
Landing in Downtown Hartford Near Dunkin' Park

Landing in Downtown Hartford Near Dunkin' Park

3.5 out of 5
Downtown Hartford
Price was $900, price is now $771 per person
$771
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
This apartment features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, laundry facilities, and a virtual front desk are also on offer.
Simsbury 1820 House

Simsbury 1820 House

4 out of 5
Simsbury Center
Price was $963, price is now $831 per person
$831
per person
Dec 22 - Dec 26
found 21 hours ago
Roundtrip flight included
Chicago (ORD) to Hartford (BDL)
The bed & breakfast's indoor pool, gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy a meal from the restaurant and perks like free continental breakfast and free self parking.

Top Guilford hotels deals

Vikings Villages Resort

Vikings Villages Resort

2 out of 5
360 Viking Village Drive Guilford VT
$184 nightly
The price is $201 total per night
$201 total
Oct 25 - Oct 26
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
The Jelly Mill-A Peaceful River Retreat

The Jelly Mill-A Peaceful River Retreat

Guilford VT
Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $98 total per night
$98 total
Sep 30 - Oct 1
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
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
$163 nightly
The price is $179 total per night
$179 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
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$174 nightly
The price is $191 total per night
$191 total
Sep 30 - Oct 1
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking and luggage storage are also offered on site.
Pet friendly
Parking included
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
$104 nightly
The price is $116 total per night
$116 total
Oct 4 - Oct 5
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
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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

Guilford Welcome Center

8.4/10 (5 reviews)
After visiting Guilford Welcome Center, make a plan to see the other sights and activities in Guilford. Discover the coffeehouses and its entertainment venues while you're in the area.
See properties

Frequently asked questions

How much are vacation packages to Guilford?
$589 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.