Hopkinton Vacations from $343

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Your Hopkinton Vacation

Unforgettable adventures await when you reserve a Hopkinton vacation package. Whether you're a foodie, history enthusiast or just a traveler who loves to discover new places, there's something for everyone in this exciting city. If your trip to Hopkinton includes some sightseeing, check out renowned attractions like Hopkinton State Park, Ashland State Park and Pinecrest Golf Club. Browse Expedia's extensive range of travel options and begin planning your ultimate vacation to Hopkinton now.

The Latest Hopkinton vacation packages

Price found within the past 48 hours. Click for updated prices.
The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

3 out of 5
Save 100% on your flight
Price was $562, price is now $343 per person
$343
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.2/10 Wonderful! (243 reviews)
The unit on or suite units are on second floor with no elevator. In addition, the bedroom is on another level. For those with physical issues only.insist on first floor I found 1st floor bath dirty. This is a time share rental which suits families with young kids.

Reviewed on Oct 6, 2025

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,350, price is now $435 per person
$435
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (188 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.

Reviewed on Nov 10, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was $1,312, price is now $793 per person
$793
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Phenomenon phenomenon will definitely will be back

Reviewed on Nov 26, 2025

The Atlas Hotel

The Atlas Hotel

3.5 out of 5
Allston
Save 100% on your flight
Price was $1,025, price is now $662 per person
$662
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
No reviews
The McKernan Inn

The McKernan Inn

3 out of 5
Save 100% on your flight
Price was $1,103, price is now $718 per person
$718
per person
Feb 24 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9/10 Wonderful! (83 reviews)
What a lovely Inn! Beautifully decorated for the holidays. The students were capable and friendly. Our suite was warm and cozy, with a spectacular view. Coffee and breakfast on the glassed in porch were great. We were lucky enough to have the place to ourselves. What a treat!

Reviewed on Dec 8, 2025

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Hopkinton Hotel Deals

Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

3.5 out of 5
320 Washington Street Newton MA
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $125 total per night from Jan 1 to Jan 2
$125 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.2/10 Very Good! (2,906 reviews)
Rooms are very clean. Staff is very helpful. Close to places to eat including two restaurants on site.

Reviewed on Dec 17, 2025

Four Points by Sheraton Boston Newton
Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston

2.5 out of 5
25 Bond Street Watertown MA
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $118 total per night from Jan 4 to Jan 5
$118 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
All the above, friendly, staff, clean room, amenities and location to shopping.

Reviewed on Dec 18, 2025

Hampton Inn & Suites Watertown Boston
Red Roof Inn Boston - Southborough/ Worcester

Red Roof Inn Boston - Southborough/ Worcester

2 out of 5
367 Turnpike Rd Southborough MA
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $89 total per night from Dec 25 to Dec 26
$89 total
Dec 25 - Dec 26
Total with taxes and fees
7/10 Good! (1,007 reviews)
Excellent

Reviewed on Dec 16, 2025

Red Roof Inn Boston - Southborough/ Worcester
See all 831 properties in Hopkinton
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 Hopkinton Vacation Packages

Hopkinton Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Population
2,600
Top Sights
Apex Entertainment Center, Hopkinton State Park and Fun and Games Family Entertainment Center

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Frequently asked questions

How much does a Hopkinton vacation package cost?
You'll find cheap prices from $343 on Expedia for your Hopkinton getaway. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Hopkinton costs.
What are the cheapest months to go to Hopkinton?
If you'd like to score a cheap Hopkinton vacation package, consider planning a trip in December, January and February. You'll usually find better prices on hotels and flights during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Hopkinton?
The ideal length of your Hopkinton vacation depends on what you'd like to do. Usually, a few days to a week will give you plenty of time to visit all the major attractions and explore some hidden treasures along the way.
Is it worth booking a vacation package to Hopkinton?
Hopkinton has everything you need for a wonderful getaway. Get your Hopkinton vacation off to a flying start by exploring top attractions like Hopkinton State Park.
How to find the best Hopkinton package deals?
Bagging a cheap Hopkinton package deal is easy with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, apply some filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Hopkinton package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Hopkinton vacation as a package?
You can enjoy significant savings on your next Hopkinton break by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to see some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Hopkinton?
If you've got your Hopkinton travel dates confirmed, book as soon as you can to score some unbeatable deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Hopkinton vacation packages?
Secure your ideal getaway to Hopkinton with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait until your next payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stay on budget and snap up travel deals before they disappear.

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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.