Hopkinton Vacations from $671

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Your Hopkinton Vacation

When a city getaway is calling, answer it with a vacation package to Hopkinton. The neighborhood of Watch Hill Historic District, which is good for views, dining and shopping, makes an excellent base for your adventures. In the mood to explore the sights but not sure where to start? Every trip to Hopkinton should include Richmond Country Club. Whoever you're taking time off with and whether your budget is big or small, your ultimate Hopkinton vacation is just clicks away with Expedia.

The Latest Hopkinton Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 26 - Jan 1

    Holiday Inn Express Newport North - Middletown by IHG + Flight

    Middletown
    6 nights
    2.5 star property
    9.2/10 - Wonderful (1,007 reviews)
    "We had a wonderful stay at this hotel! The staff were friendly, welcoming, and very helpful throughout our visit. The room was clean, comfortable, and well-maintained, making our stay relaxing and enjoyable. The location was convenient, and the overall atmosphere was pleasant. Everything exceeded our expectations, and we truly appreciated the excellent hospitality.We would definitely recommend this hotel to anyone looking for a comfortable and enjoyable stay. We would happily return in the..."
    Reviewed November 8, 2026
    Roundtrip • Atlanta (ATL) - Providence (PVD)
    ATL - BOS • Nonstop BOS - ATL • Nonstop
    $870
    $671
    per traveler
    found 1 day ago
    Holiday Inn Express Newport North - Middletown by IHG
  • Jan 15 - Jan 19

    Forty 1 North + Flight

    Downtown Newport
    4 nights
    4.5 star property
    9.0/10 - Wonderful (479 reviews)
    Roundtrip • Boston (BOS) - Providence (PVD)
    BOS - PVD • 1 stop PVD - BOS • 1 stop
    $1,866
    $1,341
    per traveler
    found 16 hours ago
    Forty 1 North
  • Jan 15 - Jan 19

    Chart House Inn + Flight

    Downtown Newport
    4 nights
    4.5 star property
    9.0/10 - Wonderful (160 reviews)
    "Inn keeper MIA the whole time. Amenities not available. Shower leaked in the floor."
    Reviewed November 6, 2026
    Roundtrip • Boston (BOS) - Providence (PVD)
    BOS - PVD • 1 stop PVD - BOS • 1 stop
    $1,059
    $784
    per traveler
    found 16 hours ago
    Chart House Inn
  • Jan 15 - Jan 19

    Club Wyndham Inn on Long Wharf + Flight

    Downtown Newport
    4 nights
    2.5 star property
    8.8/10 - Excellent (315 reviews)
    "The room was spotless. The view was beautiful. We could look out over the harbor. Everyone who worked there was very helpful and polite. We will definitely be back"
    Reviewed October 30, 2026
    Roundtrip • Boston (BOS) - Providence (PVD)
    BOS - PVD • 1 stop PVD - BOS • 1 stop
    $941
    $719
    per traveler
    found 16 hours ago
    Club Wyndham Inn on Long Wharf
  • Jan 15 - Jan 19

    86 Dr Marcus House - Popular Broadway Area 6 Bedroom Home + Flight

    Downtown Newport
    4 nights
    3.0 star property
    Roundtrip • Boston (BOS) - Providence (PVD)
    BOS - PVD • 1 stop PVD - BOS • 1 stop
    $3,960
    $3,146
    per traveler
    found 16 hours ago
    86 Dr Marcus House - Popular Broadway Area 6 Bedroom Home

Where to stay near Hopkinton

Discover the charm of Hopkinton, where outdoor adventures and romantic getaways await. Enjoy properties in Hopkinton during high season, exploring scenic areas and nearby attractions. Experience the friendly atmosphere of local districts, perfect for families and beach lovers alike, all while soaking in the unique vibe reminiscent of Puerto Rico.

Mystic

Discover Mystic, Connecticut, a charming destination perfectly suited for travelers seeking adventure and romance. With its rich maritime history showcased at the Mystic Seaport and vibrant activities at the Mystic Downtown Marina, there’s something for everyone. Enjoy entertainment at the nearby Mohegan Sun Arena, making it an ideal spot for couples and families alike. Located about 17 miles by car from Hopkinton, Mystic is a smart choice for your next vacation, blending relaxation and excitement seamlessly.

Mashantucket

Experience the charm of Mashantucket, a fantastic hub for families, couples, and weekend getaway seekers who want to indulge in exciting attractions like the Mohegan Sun Arena for concerts, the historic Mystic Seaport, and the Naval Submarine Base New London. With moderately seasonal visitor numbers peaking from June to August, there's always something happening in this vibrant city. Located about 10 miles from Hopkinton, Mashantucket is a smart choice for accommodations, offering a perfect blend of entertainment and relaxation.

Westerly

Make your vacation planning effortless by staying in Westerly, a haven for outdoor enthusiasts and families thanks to its stunning scenery and adventure opportunities. Visitors can enjoy the beautiful Misquamicut State Beach, explore the maritime history at Mystic Seaport, or relax at the vibrant Mystic Downtown Marina. Located about 11 miles by car from Hopkinton, Westerly offers a perfect blend of activities, making it an ideal choice for your getaway.

North Stonington

North Stonington, Connecticut, stands out as a prime spot for travelers seeking a family-friendly weekend getaway or a romantic retreat. With attractions like Mystic Seaport, the Mohegan Sun Arena, and Misquamicut State Beach, visitors can immerse themselves in a variety of experiences, from maritime history to exciting entertainment. Located about 6 miles from Hopkinton, North Stonington offers easy access to vibrant activities year-round, making it a smart choice for your next hotel booking.

Ashaway

Travelers visiting the area often choose Ashaway, especially families and budget-conscious adventurers seeking a blend of outdoor fun and city experiences. With attractions like Misquamicut State Beach for sun-soaked days, the fascinating Mystic Seaport for a taste of maritime history, and the vibrant Mohegan Sun Arena for entertainment, Ashaway offers a variety of activities year-round. Located about 3 miles from Hopkinton, Ashaway is a smart choice for an affordable and memorable stay.

Hopkinton Hotel Deals

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 Hopkinton vacation package cost?

You'll find cheap prices from $671 on Expedia for your Hopkinton escape. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Hopkinton costs.

What are the cheapest months to go to Hopkinton?

You can typically find lower rates and better availability in October, November and December. Take a look at our cheap Hopkinton vacation packages and you could land some great off-season discounts.

How many days is enough for Hopkinton?

Generally, a handful of days is enough to tick off the main attractions during your Hopkinton vacation. However, if you want to have time to kick back or take day tours, consider extending your trip.

How to find the best Hopkinton package deals?

Landing a cheap Hopkinton package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most economical Hopkinton package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.

Is it cheaper to book a Hopkinton vacation as a package?

Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still have the freedom to create a tailored Hopkinton vacation by choosing your favorite accommodation type, airline and car class.

When to book a vacation package to Hopkinton?

If you're planning a spontaneous Hopkinton vacation, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land amazing deals on your hotels and flights by booking ahead.

Does Expedia offer Book Now, Pay Later Hopkinton vacation packages?

Set off on your dream escape to Hopkinton with Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait until the next payday — we've partnered 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 charges or late payment fees, you can easily stay on budget and snap up travel deals while they last.

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