Douglas Vacations from $684

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Your Douglas Vacation

With everything organized before you go away, our Douglas vacation packages mean you can focus more on having fun. Whether you're going to be based in the neighborhood of Blackstone, which is great for history, or another part of town, this exciting city promises a wealth of discoveries. If your trip to Douglas includes some sightseeing, check out popular attractions like Indian Ranch, Lake Chaubunagungamaug and Arrowhead Acres. A few quick clicks is all it takes to put together the perfect Douglas vacation on Expedia.

The Latest Douglas vacation packages

Price found within the past 48 hours. Click for updated prices.
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 $1,110, price is now $684 per person
$684
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.6/10 Exceptional! (256 reviews)
Splendid bed and breakfast

Reviewed on Apr 29, 2026

Meco Hotel - Hostel

Meco Hotel - Hostel

2 out of 5
West End
Save 100% on your flight
Price was $1,750, price is now $928 per person
$928
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
8.6/10 Excellent! (414 reviews)
Great access very cheep. Was not expecting that much for a reasonable price, but was surprised when they had a 24h autolock, well furnished and clean bunkers, and most importantly, well mannerred room mates. Also had a small snack stand, free coffee in the morning which made me very happy. would love to stay here again!

Reviewed on May 18, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $2,377, price is now $1,261 per person
$1,261
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
This was 10/10 with everything top tier

Reviewed on May 20, 2026

Block Island Beach House

Block Island Beach House

3.5 out of 5
Save 100% on your flight
Price was $1,917, price is now $1,127 per person
$1,127
per person
Jun 24 - Jun 29
found 16 hours ago
Roundtrip flight included
Chicago (MDW) to Providence (PVD)
8.4/10 Very Good! (381 reviews)
Room was nice, but did lack a few amenities: hand soap, trash bins, conditioner.

Reviewed on May 20, 2026

Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Save 100% on your flight
Price was $1,174, price is now $705 per person
$705
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
8.4/10 Very Good! (1,439 reviews)
Safe, friendly staff, garage discount, great location. Easy check in and check out.

Reviewed on May 18, 2026

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Discover the most popular places to visit in Douglas

Breezy Picnic Grounds & Waterslides

Explore the great outdoors at Breezy Picnic Grounds & Waterslides, a lovely green space in Douglas. Attend a sporting event while you're in the area, or simply enjoy its coffeehouses.

Breezy Picnic Grounds & Waterslides

Douglas Hotel Deals

Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

2 out of 5
1668 Worcester Rd Framingham MA
Fully refundable
$93 nightly
The price is $98 total per night from Jun 7 to Jun 8
$98 total
Jun 7 - Jun 8
Total with taxes and fees
7/10 Good! (1,224 reviews)
"Air conditioner and staff was good and clean room"

Reviewed on May 18, 2026

Motel 6 Framingham, MA - Boston West
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $117 total per night from May 27 to May 28
$117 total
May 27 - May 28
Total with taxes and fees
9.2/10 Wonderful! (1,520 reviews)
"Beautiful property. Quite comfortable rooms."

Reviewed on May 20, 2026

Wellsworth Hotel
Bally's Twin River Lincoln Casino & Hotel

Bally's Twin River Lincoln Casino & Hotel

3.5 out of 5
100 Twin River Rd Lincoln RI
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $149 total per night from May 26 to May 27
$149 total
May 26 - May 27
Total with taxes and fees
8.4/10 Very Good! (1,237 reviews)
"Room was clean and tidy, the staff were friendly and kind. The casino very clean and fun, the parking was ok."

Reviewed on May 20, 2026

Bally's Twin River Lincoln Casino & Hotel
See all 695 properties in Douglas
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 Douglas Vacation Packages

Douglas Essential Information

Language
English
Currency
U.S dollars
Closest Airport
T.F. Green Airport (PVD)
Population
7,200
Top Sights
Breezy Picnic Grounds & Waterslides, TriState Speedway and Mohegan Bowl

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Frequently asked questions

How much does a Douglas vacation package cost?
Offering excellent value package deals from $684 on Expedia, you'll be surprised at how little a vacation to Douglas costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Douglas?
December, January and February are great times to search for cheap Douglas vacation packages. Opting to travel in less busy months means you can generally find better prices on flights and accommodations.
How many days is enough for Douglas?
Usually, a handful of days is enough to check out the top attractions during your Douglas vacation. But if you'd like to have time to unwind or take day trips, consider extending your itinerary.
How to find the best Douglas package deals?
Use Expedia's filters to find some terrific Douglas package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Douglas package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Douglas vacation as a package?
You can enjoy significant savings on your next Douglas getaway by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Douglas?
If you're considering a spur-of-the-moment Douglas vacation, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Douglas vacation packages?
Your Douglas getaway should be a relaxing escape from your daily routine, not a reason for money-related stress. So to give you extra flexibility, we've joined up with online lender Affirm to offer you 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 aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.