Dickinson Vacations from $700
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The Latest Dickinson Vacation Packages
- Microtel Inn & Suites by Wyndham Dickinson
Oct 29 - Nov 1Microtel Inn & Suites by Wyndham Dickinson + Flight
Dickinson3 nights2.5 star property8.2/10 - Very Good (1,016 reviews)"It was convenient but a little overpriced."Reviewed August 4, 2026Roundtrip • Boston (BOS) - Dickinson (DIK)BOS - XWA • 2 stops XWA - BOS • 1 stop$776$700found 15 hours agoper traveler - La Quinta Inn & Suites by Wyndham Dickinson
Oct 29 - Nov 1La Quinta Inn & Suites by Wyndham Dickinson + Flight
Dickinson3 nights3.0 star property8.2/10 - Very Good (1,190 reviews)"Clean room, great location, zero complaints. I would stay here again"Reviewed August 5, 2026Roundtrip • Boston (BOS) - Dickinson (DIK)BOS - XWA • 2 stops XWA - BOS • 1 stop$813$726found 15 hours agoper traveler - AmericInn by Wyndham Medora
Oct 29 - Nov 1AmericInn by Wyndham Medora + Flight
Medora3 nights3.0 star property8.8/10 - Excellent (1,011 reviews)"Fits right in with the whole Medora experience. Rooms are very comfortable with good beds. The only issue on one of the nights was sufficient parking. Overall a very good experience"Reviewed August 5, 2026Roundtrip • Boston (BOS) - Dickinson (DIK)BOS - XWA • 2 stops XWA - BOS • 1 stop$923$825found 15 hours agoper traveler - My Place Hotel - Dickinson, ND
Oct 29 - Nov 1My Place Hotel - Dickinson, ND + Flight
Dickinson3 nights2.5 star property8.6/10 - Excellent (747 reviews)"Clean room, nice large refrigerator. I didn’t realize there was no free breakfast and the room was small for 2 adults."Reviewed August 4, 2026Roundtrip • Boston (BOS) - Dickinson (DIK)BOS - XWA • 2 stops XWA - BOS • 1 stop$750$700found 15 hours agoper traveler - TownePlace Suites by Marriott Dickinson
Oct 29 - Nov 1TownePlace Suites by Marriott Dickinson + Flight
Dickinson3 nights3.0 star property9.4/10 - Exceptional (662 reviews)"Easy check in; friendly staff"Reviewed August 4, 2026Roundtrip • Boston (BOS) - Dickinson (DIK)BOS - XWA • 2 stops XWA - BOS • 1 stop$832$796found 15 hours agoper traveler
Discover the most popular places to visit in Dickinson
Dickinson Hotel Deals
"Clean room, nice large refrigerator. I didn’t realize there was no free breakfast and the room was small for 2 adults."
Microtel Inn & Suites by Wyndham Dickinson
Microtel Inn & Suites by Wyndham Dickinson"It was convenient but a little overpriced."
Roosevelt Grand Dakota, SureStay Collection by Best Western
Roosevelt Grand Dakota, SureStay Collection by Best Western"AC in room not working. Informed staff and was told it would be looked at. Never heard anything after that and AC still didnt work. Door to get into room was sticky. Could hear it unlock and got a green light but when handle turned, the door wouldnt open. Pool are wasnt cleaned at all on Sunday. Empty beer cans and other trash out all day. Hot tub looked dirty with cloudy/ murky water. Overall would look elsewhere if I ever stayed in Dickinson again."
"Do not stay at this property. The manager who is the owner is horrible. He does not talk to guests and does not listen to or address any issues. He tells staff to take a message or leave a them to deal with it. They are caught in the middle with no authority. Essentially ser up for failure. The staff are nice but are stuck. No leadership and no way to resolve any issues. Whwn we checked in someone was already in our room. The staff didn't know someone was there. The next room we got, when we...
Red Roof Inn & Suites Dickinson
Red Roof Inn & Suites Dickinson
La Quinta Inn & Suites by Wyndham Dickinson
La Quinta Inn & Suites by Wyndham Dickinson"Clean room, great location, zero complaints. I would stay here again"
Frequently Asked Questions
How much does a Dickinson vacation package cost?
You'll find cheap prices from $700 on Expedia for your Dickinson escape. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Dickinson costs.
What are the cheapest months to go to Dickinson?
You can typically find reduced prices and greater availability in November, December and January. Explore our cheap Dickinson vacation packages and you could land some great off-season discounts.
How many days is enough for Dickinson?
The ideal duration for your Dickinson vacation depends on what you'd like to see. Usually, a handful of days to a week will give you time to check out all the major attractions and discover some hidden spots along the way.
Is it worth booking a vacation package to Dickinson?
Dickinson is a good vacation destination with attractions like West River Community Center among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, a Dickinson vacation promises a good time for everyone.
How to find the best Dickinson package deals?
Use Expedia's filter tool to find some fabulous Dickinson package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Dickinson package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Dickinson vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays separately. Better still, you can customize your Dickinson trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Dickinson?
Score fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Dickinson trip.
Does Expedia offer Book Now, Pay Later Dickinson vacation packages?
Set off on your perfect escape to Dickinson with help from our Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until your next paycheck — we've partnered with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no hidden or late payment fees, you can easily stick to your budget and snap up bargains before they sell out.