Strafford Vacations from $1,236

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Your Strafford Vacation

Unforgettable adventures await when you book a Strafford vacation package. Whether you're a history buff, art enthusiast or just a traveler who loves to see new places, there's something for everyone in this awesome city. Any trip to Strafford should include some sightseeing. Bow Lake is an excellent place to start your exploring. Whoever you're heading away with and whatever your budget, your ultimate Strafford vacation is only clicks away with Expedia.

The Latest Strafford vacation packages

Price found within the past 48 hours. Click for updated prices.
Nantucket Inn

Nantucket Inn

3.5 out of 5
Price was $2,170, price is now $1,236 per person
$1,236
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9/10 Wonderful! (670 reviews)
The staff was fantastic, everything was very well maintained, and the shuttle into town was so helpful! Highly recommend.

Reviewed on May 6, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was $2,955, price is now $1,752 per person
$1,752
per person
Jun 16 - Jun 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (254 reviews)
Splendid bed and breakfast

Reviewed on Apr 29, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Price was $4,464, price is now $2,739 per person
$2,739
per person
Jul 13 - Jul 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
10/10 Exceptional! (9 reviews)
thanks u for very nice place and clean i really loved i will cominng back soon

Reviewed on May 8, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $3,399, price is now $2,263 per person
$2,263
per person
Jul 13 - Jul 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
They're always my hands down favorite in Boston! Thanks for being so lovely!!

Reviewed on May 5, 2026

Luxury 2BR near Cambridge

3 out of 5
Prospect Hill
Save 100% on your flight
Price was $2,576, price is now $1,718 per person
$1,718
per person
Jun 16 - Jun 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
8/10 Very Good! (1 review)
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Strafford Hotel Deals

Hampton Inn Portsmouth Central

Hampton Inn Portsmouth Central

2.5 out of 5
131 DOW AVENUE Portsmouth NH
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $133 total per night from May 25 to May 26
$133 total
May 25 - May 26
Total with taxes and fees
8.8/10 Excellent! (1,008 reviews)
Nice stay

Reviewed on May 4, 2026

Hampton Inn Portsmouth Central
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

2 out of 5
76 Mountain Rd Epsom NH
$175 nightly
The price is $190 total per night from Jun 7 to Jun 8
$190 total
Jun 7 - Jun 8
Total with taxes and fees
9.6/10 Exceptional! (146 reviews)
Wow need I say more. What a fun and excitingly relaxing experience.

Reviewed on May 6, 2026

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
Everhome Suites Portsmouth - Newington by Choice Hotels

Everhome Suites Portsmouth - Newington by Choice Hotels

2 out of 5
2109 Woodbury Avenue Portsmouth NH
$127 nightly
The price is $137 total per night from May 27 to May 28
$137 total
May 27 - May 28
Total with taxes and fees
9.2/10 Wonderful! (103 reviews)
The room was clean and comfortable, and the staff was friendly. The location was perfect for visiting UNH.

Reviewed on May 1, 2026

Everhome Suites Portsmouth - Newington by Choice Hotels
See all 827 properties in Strafford
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.

Find the Best Strafford Vacation Packages

Strafford Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Manchester-Boston Regional Airport (MHT)
Population
3,900
Top Sights
Rochester Opera House, Merrymeeting Lake and Bow Lake

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Frequently asked questions

How much does a Strafford vacation package cost?
You can grab a vacation package to this popular destination from $1,236 on Expedia. But how much your vacation to Strafford costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Strafford?
You can usually find lower rates and greater availability in January, September and October. Browse our cheap Strafford vacation packages and you could score some great off-season discounts.
How many days is enough for Strafford?
Generally, a handful of days is enough to explore the top sights during your Strafford vacation. However, if you prefer to have some time to unwind or go on day tours, consider extending your trip.
How to find the best Strafford package deals?
Begin your search for a Strafford package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Strafford package deal right away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Strafford getaway off to a flying start.
Is it cheaper to book a Strafford vacation as a package?
You can enjoy significant savings on your next Strafford escape by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Strafford?
If you've got your Strafford travel dates confirmed, book as soon as you can to grab some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later Strafford vacation packages?
Your Strafford break is meant to be an escape from your busy life, not a source of money-related stress. So to allow you extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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