Dorchester Vacations from $473

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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.

The Latest Dorchester vacation packages

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

Barn Door Hostel

1 out of 5
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Lebanon (LEB)
10/10 Exceptional! (3 reviews)
Great hostel, everything is clean, staff is really nice

Reviewed on May 17, 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
Aug 14 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lebanon (LEB)
9/10 Wonderful! (712 reviews)
Very nice area, easy to get to and from. The rooms are spacious. Very comfortable beds!

Reviewed on Jun 16, 2025

The Whimsical Chalet 3 Bedroom Chalet by RedAwning

The Whimsical Chalet 3 Bedroom Chalet by RedAwning

3 out of 5
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Lebanon (LEB)
No reviews
Plymouth Ski Farm Brought to you by GetAway Vacations

Plymouth Ski Farm Brought to you by GetAway Vacations

3 out of 5
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Lebanon (LEB)
No reviews
The Lyme Inn

The Lyme Inn

4 out of 5
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) 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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Discover the most popular places to visit in Dorchester

New Hampshire, tree tree trees for miles and miles. ❤️

Rattlesnake Mountain

4.5/5(2 reviews)

Commune with nature and explore the great outdoors at Rattlesnake Mountain during your travels in Rumney. Discover the mountain views while you're in the area.

Rattlesnake Mountain

Polar Caves Park

4.5/5(10 reviews)

Explore the great outdoors at Polar Caves Park, a lovely green space in Rumney. Wander the lakeside or discover the area's mountain views.

Polar Caves Park

Rumney Rock Climbing

4/5(4 reviews)

You can take time to visit Rumney Rock Climbing during your travels to Rumney. Discover the mountain views while you're in the area.

Rumney Rock Climbing

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
$88 nightly
The price is $95 total per night from Jun 29 to Jun 30
$95 total
Jun 29 - Jun 30
Total includes taxes and 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
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
$84 nightly
The price is $93 total per night from Jul 4 to Jul 5
$93 total
Jul 4 - Jul 5
Total includes taxes and fees
6.4/10 (1,011 reviews)
"Comfortable bed. Clean room. Entire property shows heavy wear and tear."

Reviewed on Jun 25, 2025

Super 8 by Wyndham White River Junction
Hanover Inn Dartmouth
Hanover Inn Dartmouth
4 out of 5
Two East Wheelock Street, Hanover, NH
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $227 total per night from Jun 29 to Jun 30
$227 total
Jun 29 - Jun 30
Total includes taxes and fees
9.6/10 Exceptional! (834 reviews)
Elegant older hotel
"Elegant small. older hotel in town. Valet parking only ($32-/night). Clean, comfortable. In house restaurants. No soda or snack machines. Attentive courteous staff."

Reviewed on Jun 18, 2025

Hanover Inn Dartmouth
See all 839 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.

Find the Best Dorchester Vacation Packages

Dorchester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lebanon Municipal Airport (LEB)
Top Sights
Polar Caves Park, Stinson Lake and Rumney Rock Climbing

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Frequently asked questions

How much does a Dorchester vacation package cost?
Offering excellent value package deals from $473 on Expedia, you'll be thrilled with how little a vacation to Dorchester costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Dorchester?
October, November and December are great times to look for cheap Dorchester vacation packages. Traveling in less busy months means you can generally find better prices on accommodations and flights.
How many days is enough for Dorchester?
The ideal length for your Dorchester vacation depends on what you'd like to do and see. Generally, a handful of days to a week will give you enough time to visit all the main sights and explore some hidden treasures along the way.
How to find the best Dorchester package deals?
Bagging a cheap Dorchester package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply some filters and see what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Dorchester package deals. Want a simple trick to get 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 Dorchester vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging stays and flights separately. Better still, you can customize your Dorchester trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Dorchester?
Enjoy fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Dorchester trip.
Does Expedia offer Book Now, Pay Later Dorchester vacation packages?
Secure your dream escape to Dorchester with help from our Book Now, Pay Later vacations. No need to save up or wait for your next payday --- we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.