Dorchester Vacation Packages

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Your Dorchester Vacation

With plenty of highlights as well as hidden gems, this city is best experienced with a Dorchester vacation package. Check out places to stay in Tenney Mountain, which is great for nature, views and hiking. Fill your trip to Dorchester with visits to some of its most popular attractions. First stop? Don't miss Rumney Rock Climbing. Whoever you're heading away with and whatever the size of your budget, your ultimate Dorchester vacation is just a few clicks away with Expedia.

Top Dorchester Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Barn Door Hostel

Barn Door Hostel

1 out of 5
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Lebanon (LEB)
10/10 Exceptional! (3 reviews)
Great hostel, everything is clean, staff is really nice

Reviewed on May 17, 2025

Six South St Hotel

Six South St Hotel

2.5 out of 5
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Lebanon (LEB)
9.4/10 Exceptional! (798 reviews)
Love this hotel and it's proximity to the College and shopping, but I knocked off a star because both times I've stayed, the dining and coffee options have been closed. That said, I would stay again.

Reviewed on Jul. 12, 2025

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Lebanon (LEB)
9/10 Wonderful! (717 reviews)
Excellent property large spacious rooms great restaurant on property

Reviewed on Jun. 28, 2025

Dowds Country Inn

Dowds Country Inn

3 out of 5
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Lebanon (LEB)
9.4/10 Exceptional! (187 reviews)
Very cute, charming country in. Staffing a bit light because inn was not full. Had to wait for service at breakfast.

Reviewed on Jul. 13, 2025

The Lyme Inn

The Lyme Inn

4 out of 5
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Lebanon (LEB)
9.8/10 Exceptional! (440 reviews)
Staff very nice and helpful. Country Market in walkable distance. No cell service in Lyme but thankfully wifi available at the Inn for wifi calling and laptop connectivity. Connectivity was spotty in my room but I found a couple better connectivity spots in or around the Inn to talk and work.

Reviewed on May 19, 2025

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Dorchester Hotel Deals

Streeter Mountain Farm

Streeter Mountain Farm

2 out of 5
218 Streeter Woods Rd, Rumney, NH
Fully refundableReserve now, pay when you stay
The price is CA $108 per night from Aug 2 to Aug 3
CA $108
CA $118 total
Aug 2 - Aug 3
includes taxes & fees
"Most dangerous environment for a family. Cabin was remotely located with no electricity and indoor toilet. Photographs posted do not do justice. I paid in full but after looking in person chose not stay because of safety, security and privacy. Staff was friendly."

Reviewed on Nov. 22, 2024

Streeter Mountain Farm
White River Inn and Suites

White River Inn and Suites

2.5 out of 5
91 Ballardvale Drive, White River Junction, VT
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Aug 10 to Aug 11
CA $155
CA $170 total
Aug 10 - Aug 11
includes taxes & fees
7/10 Good! (1,002 reviews)
"The hotel was really nice and everything was very Convient and safe . The location is great."

Reviewed on Jul. 17, 2025

White River Inn and Suites
Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction

2 out of 5
442 North Hartland Rd, I-91 Exit 11 Rt 5 S 1/4 Mile, White River Junction, VT
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Jul 27 to Jul 28
CA $116
CA $127 total
Jul 27 - Jul 28
includes taxes & fees
6.4/10 (1,011 reviews)
"Very kind and nice management folks.Recommend."

Reviewed on Jul. 7, 2025

Super 8 by Wyndham White River Junction
See all 845 properties in Dorchester
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.

All Inclusive Vacations

All Inclusive Vacations

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Family Vacations

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Frequently asked questions

How much does a Dorchester vacation package cost?
You'll find cheap prices from CA $1,125 on Expedia for your Dorchester getaway. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Dorchester costs.
What are the cheapest months to go to Dorchester?
The off-season is the best time to visit Dorchester if you're hoping to keep costs down. Another tip for scoring cheap Dorchester vacation packages? Try to avoid visiting during public holidays and any major events or festivals.
How many days is enough for Dorchester?
With a well-planned itinerary, you can easily tick off the main Dorchester sights in a handful of days. But if you prefer to discover hidden spots or take day trips, think about booking your Dorchester vacation for longer.
How to find the best Dorchester package deals?
Finding a cheap Dorchester package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can tweak your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Dorchester 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 often lower.
Is it cheaper to book a Dorchester vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking stays and flights separately. Better still, you can tailor your Dorchester getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Dorchester?
Score amazing discounts by reserving your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Dorchester trip.
How to plan a trip to Dorchester?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Dorchester.
  2. Set a budget: Factor in expenses such as flights, meals and transportation when working out how much to put aside for your trip to Dorchester. Then, choose a hotel that works with your budget, whether that's an affordable option or a lavish getaway.
  3. Decide how long to go away for: Now that you're more familiar with Dorchester, you can work out the right length of your vacation. Put together a draft plan and give yourself enough time to cover everything you want to see.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a Dorchester vacation package that brings all your bookings together.

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